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Maine Yacht Charters

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MAINE (USA)

The USA’s Maine coastline is best explored by yacht; and a Maine yacht charter is the most convenient way to achieve this. It extends for more than 3,400 miles making it larger than the Californian coast. There are more than 4,613 islands along the coastline just waiting to be explored. A mega yacht charter vacation off the coast of Maine, offers the perfect combination of tranquility and adventure. There are picturesque coastal towns and quaint lighthouses dotted along the shore. During your voyage keep an eye out for seals, migrating whales and porpoises. 

Why not begin your itinerary from DiMillo’s Marina in Portland? It’s a great city for entertainment, nightlife and shopping as well as having a fully serviced marina. There are many restaurants here to dine in before setting off on your superyacht journey. Set sail for Monhegan Island which is 1.4 miles long and 0.7 miles wide. Only ten miles out to sea, the island has several hiking trails, exquisite “fairy houses” not far from Penobscot Bay. Ask your captain to drop anchor off Hurricane Island which once had a thriving community due to quarrying. Visit Castine, home of Maine’s Maritime Academy and other marine related industries. 

Maine has an intriguing rocky coastline, lots of maritime history and nature areas such as the Acadia National Park. No trip to this park is complete without seeing Thunder Hole. It’s a landmark with stunning views, high rocks and a small cavern at the bottom of the inlet. When waves hit the rocks and release air, thunderous booms can be heard. It shows how powerful the ocean can be with the waves reaching 40 feet in height, nature at its best. You’re sure to get wet so remember to take a waterproof. In Baxter State Park, there’s Mount Katahdin and the Appalachian Trail along with plenty of wild moose. You will also see beautiful sandy beaches and lobster shacks.

Take a cruise to Butter Island, a firm favourite with superyacht charter guests for its spectacular beaches. Anchor in Penobscot Bay before setting off to Nubble Beach to enjoy a swim. If you’ve got the energy, climb up to the top of Montserrat Hill where you can take in magnificent views of the Camden Hills and Mount Megunticcok.

Blue Hill Bay lying to the west of Mount Desert Island in Hancock County, Maine, is very popular with recreational boaters. Here you can also tuck into local delicacies like crab, lobster, salmon and mussels. The town of Blue Hill at the far end of the island offers a great chance to buy local handicrafts and souvenirs. Maine is gaining in popularity with luxury yacht charter enthusiasts so do include it as part of your vacation itinerary.

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Maine Yacht Charter Enquiry

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Yachting Destinations In and Around Maine

In close proximity to Maine are a number of exciting sailing destination.

Yachts for Charter in Maine

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Charter yacht disclaimer.

This document is not contractual. The yacht charters and their particulars displayed in the results above are displayed in good faith and whilst believed to be correct are not guaranteed. CharterWorld Limited does not warrant or assume any legal liability or responsibility for the accuracy, completeness, or usefulness of any information and/or images displayed. All information is subject to change without notice and is without warrantee. A professional CharterWorld yacht charter consultant will discuss each charter during your charter selection process. Starting prices are shown in a range of currencies for a one-week charter, unless otherwise marked. Exact pricing and other details will be confirmed on the particular charter contract. Just follow the "reserve this yacht charter" link for your chosen yacht charter or contact us and someone from the CharterWorld team will be in touch shortly.

Casco Bay Custom Charters

Embark on an unforgettable journey: customizable private boat charters & tours of casco bay, celebrating a decade on the water.

Experience Casco Bay’s Splendor with Our Private Boat Charters & Tours. 

At Casco Bay Custom Charters, we invite you to explore the captivating beauty of Maine from the unique vantage point of our classic wooden vessels. For the past decade, we’ve shared more than just boat tours. Our charters are personal introductions to the coastal landscapes, lighthouses, and culinary delights that define our region. 

With a focus on customization, each voyage with us is tailored to uncover the genuine essence of Casco Bay, enhanced by our commitment to exceptional service. Led by experienced crews passionate about sharing their knowledge and love for Maine, we ensure your journey is not only enjoyable but truly memorable.

SEARCH CHARTERS BY GROUP SIZE

Designed for exclusivity, our charters accommodate intimate groups of up to 6 guests or larger gatherings of 7-16. Our friendly captains and knowledgeable stewards ensure a personalized boating experience.

Small Groups aboard MONHEGAN

Intimate cruises for up to 6 on a vintage lobster boat

Learn More »

Large Groups aboard MARIE L

Classic coastal tours for up to 16

DINING CHARTERS

The best way to eat locally-sourced Maine cuisine is aboard our Dining Charters. Specialty menu dining charters, chef’s dinner sunset cruises, and bottomless mimosa brunch cruises available. Local catering and all-inclusive drink upgrades are available aboard EVERY Casco Bay Custom Charter!

Private Sunset Dinner Cruise

Small Groups (up to 6 guests) aboard MONHEGAN

Bottomless Mimosas & Croissant Brunch

Large Groups (7-16 guests) aboard MARIE L

ELOPE ON A PRIVATE ISLAND

Experience the magic of saying ‘I do’ on a private island with our Fortland Elopement Package. Escape to Fortland for an intimate, and unique wedding ceremony set against the backdrop of a stunning coastal landscape. An unforgettable way to share your vows and begin your new adventure in love

FORTLAND ISLAND ELOPEMENT PACKAGE

Unique, intimate wedding ceremonies on Fortland.

SAIL WITH GLEAM

For a limited-time, we’re partnering with GLEAM to offer sailing charters off the coast of Maine. GLEAM is a fully restored vintage 12 meter yacht that hosts up to 13 guests. Each captivating sailing excursion includes captain and crew for an effortless Maine summer sail.

GLEAM Private Sailing Charters

Sailing Excursions along Maine's Coast

CREATE YOUR OWN CUSTOM CHARTER

Tailor any of our curated tours and experiences for your group’s needs, from corporate bleisure to family-friendly outings and celebrations. Collaborate with our team to craft your perfect day, selecting from diverse food, beverage, and tour itinerary options. Your bespoke Maine adventure awaits.

Unforgettable 5-Star Maine Experiences ⭐⭐⭐⭐⭐

Embrace authentic maine with casco bay custom charters.

Journey with us and unlock the essence of Maine on our signature boat tours. Enjoy the serenity of coastal cruises while indulging in gourmet locally-sourced food and craft beverages. Our classic wooden vessels offer a truly authentic Maine experience for unforgettable memories.

Eager for an unparalleled experience? Book your private boat charters and coastal tours to navigate the beautiful waters of Casco Bay!

Southern Maine

June - October 

Offering 2 hour group sails, and 3-6 hour private excursions out of Saco, ME.  Sail along the rocky Maine coastline while spotting minke and humpback whales, porpoises, seals, bald eagles and Atlantic sunfish. Host your own private cocktail party!  Feel like a kid again and jump off of the bows of the boat into the warm Saco river and float with pool noodles.

Saco is perfectly located 20 minutes from Kennebunkport and 20 minutes from Portland.

2 hour sail:  $125 pp

Sail out of the mouth of the Saco river, past the historic Wood Island lighthouse and through Biddeford pool.  Look for seals, porpoises, sturgeon and minke whales.  If it is windy or wavy that day, no problem!  We will cruise up the gorgeous Saco river instead, where you can view bald eagles, sturgeon, osprey, blue herons, and egrets.

Private sails: starting at $750

Rent the boat privately for your excursion!  We cater the day specifically to your desires, including time of day, how long we sail, and the activities.  Trip options include sailing along the beautiful rocky coast of Maine, cruising down the lush marshland of the Saco river, or a mixture of both. Incorporate a swim stop in the river, or just cocktail and cruise with the sun on your face.  The day and boat are yours to enjoy!  Private sails include a captain and crew, so you can enjoy every moment in luxury.

You can book online here through the "book now" button or call or email for private bookings and special events and inquiries.  Private sail start times are typically 10am, 1pm, and 5pm but can be adjusted per your request.

We are located at the Camp Ellis Pier, at 5 Bay Ave, Saco, ME 04072.  Before your charter, park in the Camp Ellis pier parking lot.  You will have to purchase a parking permit at the machine in the center of the lot.  Look for our sign, walk down the dock and the S/V Liberty will be waiting for you!  We board 5 minutes prior to departure.

To book a trip, ask for a price or for other inquiries, please

call  +1-571-334-7885 , or send us an email to  [email protected]

© 2019 by Paszczaki for Bimini Sailing Charters 

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Coastal Maine Yacht Charter

Luxury Yacht Charter Through Coastal Maine

Camden to bar harbor.

Home to stunning coastlines, breathtaking scenery, and enduring maritime tradition

With its iconic rocky beaches, historic lighthouses, and postcard-perfect towns lining the shores, coastal Maine is known as one of the most naturally-beautiful destinations in the United States. It’s also home to more than 3,000 offshore islands, most of which are uninhabited and pristine, making yacht exploration a stellar choice. From secluded coves and awe-inspiring inlets to charming communities and historical sites, this majestic seafaring respite offers a chance to relax, unwind, and discover the region’s unique beauty.

As you peruse the seaside mansions of Kennebunkport, sample the local fare in cosmopolitan  Portland , explore Acadia National Park, and venture ashore at Bar Harbor, you’ll discover the essence of the “Down East” region. Explore a world of lobster pots stacked on old, wooden docks, serene, isolated anchorages, and towns cloaked in nautical history.  From beachside lobster bakes and clam boils to historic museums and quaint island villages, true maritime traditions endure.

CAMDEN, MAINE

Meet your charter in the picturesque town of Camden, just a 20-minute drive from Knox County Regional Airport. One of Maine’s busiest and most interesting tourist stops, it’s worth setting out on foot to explore the intriguing town before settling in on board. Peruse the eclectic boutiques, art galleries, and cafés, or hike to the top of Mount Battie for gorgeous views of Camden Harbor and Penobscot Bay. Then return to the respite of your yacht and enjoy a celebratory cocktail on deck.

CAMDEN TO CASTINE

Your captain will cruise through further into Penobscot Bay to the quaint harbor town of Castine.  Rich in nautical history and home to the Maine Maritime Academy, Castine is considered one of the oldest towns in  New England , boasting historic buildings, charming inns, and beautiful homes with characteristic New England architecture. Grab a lobster roll at one of the fabulous local eateries, stroll along a pebbled beach, and tour historical sites such as Fort Madison at the mouth of the harbor, offering incredible panoramic views of the ocean.

CASTINE TO PULPIT HARBOR ON NORTH HAVEN

As you cruise the bay towards Pulpit Harbor, make sure you’re up on deck, as the views along the way are absolutely stunning. Arrive in Pulpit Harbor, a gorgeous protected anchorage on the island of North Haven, marked by Pulpit Rock and a generations-old osprey nest greeting you at the entrance. The town itself is quaint and tranquil, perfect for a quiet stroll before returning to the haven of your yacht for an expertly-prepared meal on board.

Depart Pulpit Harbor and head south, cruising through the Fox Islands archipelago to Seal Bay on Vinalhaven. Along the magnificent rugged coastline, you’ll find a spectacular protected anchorage surrounded by a panorama of scenic beauty, abundant wildlife, and a leisurely island community. It’s the perfect spot to make use of your yacht’s kayak or paddleboard for up-close exploration of the rocky shores and hidden coves, most likely spotting a friendly group of resident seals, and maybe even a majestic bald eagle during your travels.

MERCHANTS ROW TO EGGEMOGGIN REACH

From Seal Bay, your captain will motor through Merchants Row, a breathtaking archipelago of eight Maine Coast Heritage Trust island preserves open for exploration.  Each island is like a jewel, with lush emerald flora, jagged-topped landscapes, and the glistening blue-green sea stretching far ahead. Choosing which of these splendid isles to explore will be your only concern. Continue on to Eggemoggin Reach, home to the Eggemoggin Reach Regatta, an annual classic boat event that celebrates the spirit of traditional wooden vessels in an environment that matches its authentic nautical history. Anchor off at WoodenBoat School in Brooklin, and head ashore to explore the grounds, learn about the history of traditional wooden boats, and enjoy some souvenir shopping. Return to your home on the water for a personalized meal prepared by your chef.

EGGEMOGGIN REACH TO BLUE HILL

Nestled on a large peninsula that extends south into Penobscot Bay, Blue Hill offers an unspoiled landscape luring travelers with its forested hikes and pristine waters for canoeing, kayaking, paddle boarding, and sailing. The quaint seaside town is rich with artists and craftspeople, excellent food, charming art galleries, and local shops, all waiting for your unhurried enjoyment.

BLUE HILL TO LONG ISLAND

Depart Blue Hill and make way towards Isle de Haut, where you can stop-off to dine at one of many local eateries offering the freshest of Maine’s iconic seafood.  Continue to Frenchboro, a small town located on Long Island, where the primary industry is lobster fishing. Once anchored, venture ashore to explore gorgeous forested hiking trails, tour old-world fishing ports, and possibly enjoy the iconic “Lobsters in the Rough” dinner, a no-frills lobster feast held right on the shore.

LONG ISLAND TO ROQUE ISLAND

If time permits, take a quick jaunt to Roque Island, as it boasts one of the most beautiful beaches in Maine, with a crescent-shaped expanse of pristine white sand, which is rarely seen in this region. A nature-lovers paradise, bird life is abundant and the scenic sweeping landscape offers breathtaking views as far as the eye can see.

ROQUE ISLAND TO MOUNT DESERT ISLAND

Home to Acadia National Park, Mount Desert Island (pronounced as “dessert” by locals) is home to stunning beaches, sweeping cliffs, and towering mountains, offering a plethora of recreational activities amidst a backdrop of scenic wonder. From hiking, biking, and nature trails to swimming, sailing, and kayaking, there truly is something for everyone. The Northeast Harbor is smaller and quiet, with a few shops, art galleries, and quaint local cafés to enjoy, while the Southwest Harbor is a bit livelier, with unique shops, local eateries, and several historic museums, all worth a visit.

A visit to Maine simply isn’t complete without a stop at renowned Bar Harbor, a quintessential Down East seashore community that blends New England character with stunning coastal beauty. With its many yachts and lobster boats, and its view of the offshore islands and glistening ocean, it’s the perfect setting as your journey comes to an end. Bid your yacht and crew farewell, and fly out of Bar Harbor airport, returning with memories that will last a lifetime.

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Ellis Boat Charters

Maine bareboat charters & boat rentals – midcoast & downeast maine, the wilbur 42 heads to lunt harbor, frenchboro.

LOCATION: Lunt Harbor, Frenchburo, Maine

VESSEL:  “NENA” – Wilbur 42 Flybridge Cruiser

NARRATIVE: After an excellent briefing on the twin-engined Nena, we ran up Somes Sound for an overnight stay on a mooring provided by Abel’s Lobster Yard. The next morning we made our way in heavy fog to Frenchboro. After hopping onto a ball in the tight Lunt Harbor, we hung out on the dock as the Lunt family processed their lobster catch. The Lunt family couldn’t have been nicer – they described their business, their history, and their newest sugar kelp venture. We ate at the Lunt Deli and ordered lobster dinner which we took back to the Nena to enjoy the spectacular sunset dinner. After 3 days of hanging out in Lunt Harbor, we made our way back to Dysarts Marina (just in the nick of time as the fog rolled back in). We were content to stay in our slip, read a good book aboard the Nena, and cook wonderful meals with local produce and delicious Maine blueberries. Shane Ellis and his crew were wonderful hosts. Their hospitality is genuine and we enjoyed every moment.

Day trip to Stonington & Isle au Haut

VESSEL:  “Ariel’s Song” – Wilbur 38 Flybridge Cruiser

NARRATIVE: It was the perfect day! Our group of 12 thoroughly enjoyed the boat, the excursion, and our captain! Hands down, it was the favorite activity for everyone! We can’t wait to book it again soon!

Atlantic Nationals and Lobster Rolls

LOCATION : Blue Hill for the Atlantic Nationals 2023

VESSEL:  “Hathor” – Ellis 36 

PHOTO: Atlantic Nationals in Blue Hill 2023 – Christine Guinness Photo

INSIGHTS: The only chafe was forgetting to ask about the night setting for the plotter – User error. And I w ish I had woken up earlier to get around to Brooklyn and Swan’s Island.

Heading Downeast in an Ellis 36 Express

NARRATIVE: After over 30 years of chartering sailboats this was the first time chartering a power boat. It was a very happy experience. We were checked out by Troy and Brian who prepared us extremely well on all aspects of the boat. The boat itself was in perfect shape and fully supplied with fresh sheets etc. We strongly recommend Ellis Boat Charters.

PHOTO: Hathor at its pickup location – Dysart’s Marina – with a rather ominous shipwreck in the background. 

To Roque Island and back with a Hinckley Picnic Boat

LOCATION : Roque Island, Maine

VESSEL:  “Lab Adore” – Hinckley 36 Picnic Boat

PHOTO: Roque Island – roughly 40 nautical miles from Southwest Harbor (up the coast – or “Downeast” if you wish). 

INSIGHTS: For the trip to Roque Island, I recommend hiring a captain even if one is moderately experienced. One might want to give greater emphasis when training a renter on the need to regularly clean it out of seaweed from Hinckley’s jet drive.

Three Days with a Wilbur 38 Flybridge Cruiser

LOCATION : Various Locations around Southwest Harbor departing from the Claremont Hotel

NARRATIVE: We had three great days aboard Ariel’s Song, doing day trips with two wonderful skippers, Mike and Christian. We had one passenger with mobility issues, and Mike and Christian, along with the great dock crew at the Claremont Hotel, were incredibly sweet and helpful with her. There are many great spots in that area to cruise, go ashore for lobster lunch, and anchor or moor for a swim. The water up in Somes Harbor was 65 degrees warm, which was considerably better than out in the open water, and we borrowed a mooring and had a glorious swim in that tranquil spot, surrounded by pretty boats, in clean clear water.

PHOTO: Wilbur 38 “Ariel’s Song” at the dock in Southwest Habor

Ellis Boat Charters – a top notch organization

VESSEL:  “No Altitude” – Ellis 28 Express

Finding a Maine Gem on our Ellis Charter

LOCATIONS : Eggemoggin Reach, Buck’s Harbor, Castine, Camden, Stonington, Billing’s Yard, & Bass Harbor 

VESSEL:  “Hathor” – An Ellis 36 Express Cruiser

Afternoon Cruise from The Claremont Hotel

VESSEL:  “Downeaster” – An Ellis 36 Express Cruiser

NARRATIVE: Shane at Ellis is super responsive and he set up a great day for us. The boat was spacious and had a nice swim platform off the back. We toured around the Southwest harbor and other harbor areas for the afternoon – very pretty.

PHOTO: The Claremont Hotel   – located at the entrance to Somes Sound in Southwest Harbor. Their Moorings, Dock, and launch services make this the ideal place to land when not out on your Ellis Charter vessel. The Claremont Hotel offers wonderful dining experiences at the Little Fern restaurant and Batson River Fish Camp (at the boathouse on the dock). 

Day Trips with a Hinckley Picnic Boat

LOCATION :  Southwest Harbor

VESSEL:  “Lab Adore” – A Hinckley 36 Picnic Boat

NARRATIVE: The Hinckley 36-foot boat was just a perfect boat. Though it was 20 years old it seemed brand new and functioned like it. Shane and everyone at Ellis were super gracious and my orientation on the boat which has jet propulsion with a jet stick that I’ve never used before was an hour and a half well spent. By the second day, I was totally comfortable doing anything with the boat. Initially, we just tooled around as everyone had just recovered from Covid and we were tired. Late-day sunset cruises were a must but dawn breaking was fabulous. We spent whole days visiting the outer islands which are not touristy at all. One thing we do every trip is motor over to Little Cranberry Island and have dinner at the Islesboro restaurant. Service, food, and docking are all excellent and we recommend it.

PHOTOS: Some family photos from our day trips with “Lab Adore” and photos from our ocean-side rental (with a private dock) in Southwest Harbor.

Maine Trip July 2022

Poet Louise Bogan wrote Maine is: Where shell and weed wait upon the salt wash of the sea, And the clear nights of stars swing their lights westward to set behind the land.

Our Ellis charter out of Southwest Harbor on Ariel’s Song left us wanting to return again. All furnishings listed were provided, as well as an outdoor grill. The sleeping bags were lightweight so for more warmth will bring our own next time. Big thank you to Darin for his expertise and at ease manner.

Professor Andrew and the Hinckley T40

LOCATIONS : Somes Sound, Northeast Harbor, and Penobscot Bay (Hurricane Island, Castine, and Dark Harbor)

VESSEL:  Hinckley Talaria T40 “Timbuktu”

PHOTOS: Capt. Andrew and Timbuktu in Southwest Harbor

A New Experience in Maine Waters with an Ellis 36

LOCATIONS : Southwest Harbor, Rockland, Duck Harbor

VESSEL: The Ellis 36 “Liberty”

INSIGHTS: Chartering from Ellis Charters was a great experience as well. Any questions that we had on the boat were promptly addressed. It was also nice to have the first-night dockage at the Marina to get familiar with the boat.

An Incredible Experience with the Wilbur 38 Flybridge Cruiser

LOCATIONS : Isle Au Haut, Stonington, Schoodic Penninsula, Winter Harbor, Frenchmans’s Bay, Somes Sound, Northeast Harbor, Suttons Island.

VESSEL: The Wilbur 38 Flybridge Cruiser “Ariel’s Song”

INSIGHTS: If you are not a very experienced boater, I highly recommend getting a captain. The waters around Mt Desert Island have unexpected shallow areas and other things you need to watch out for (like lobster trap buoys). Also, you might want to plan ahead where you want to spend your nights. We hadn’t done that planning, and we ended up spending all 4 nights at the marina in Southwest Harbor. It made it much easier in terms of going out for dinner each night. (Just walk out on the deck and into town or to our car). But if you want to experience sleeping on the boat in other harbors, you should probably plan it out beforehand, or at least have an idea of which harbors you want to visit and do a little calling ahead for mooring availability (call the harbormasters or a local boatyard for each harbor).

Erwin and I on the Ellis 28 “No Altitude”

VESSEL: Ellis 28 “No Altitude”

Family Vacation with a Hinckley T40 in Frenchman Bay

LOCATIONS : Bar Harbor and Frenchman Bay – Private Dock at a rental home

VESSEL: Hinckley Talaria T40 “Timbuktu”

NARRATIVE: Beyond happy with the vessel. She was a joy to drive utilizing the Jet drives. Quiet, stable in all seas, shallow draft, easy to dock/steer and navigate. Very much like a Volvo EPS Pod drive would be. We went all over Frenchman Bay and utilized tender for getting to remote island stops for lunch or moorings. Felt very safe in this boat – an excellent design from Hinckley. Shane at Ellis was awesome to work with and very accommodating for our limited experience. We worked with an excellent captain for 1.5 days and were cleared to operate the boat on our own and now we feel very comfortable after spending a full week with it. We have decided to do this again in 2022. Well worth it and a treasure trove of memories with our family!

LOGISTICS: Be patient with the jet drives–once you learn them though they are a joy to drive.

PHOTOS: A few photos from our time with “Timbuktu” in Frenchman Bay

The Trip of a Lifetime on an Ellis 36 called Liberty

LOCATIONS : From Southwest Harbor, Stonington, North Haven, Camden, Castine Harbor, Bucksport, Hunts Harbor, and Burnt Cove Harbor to Camden with many beautiful harbors

VESSEL: The Ellis 36 Express Cruiser “Liberty”

PHOTO: Curtis Island Lighthouse

Local Cruising near Southwest Harbor

LOCATIONS : We had a wonderful week based on a remote island with trips to Blue Hill, Southwest Harbor, Northeast Harbor, Bass Harbor, Little Cranberry. We also spent one day exploring the Eggemoggin Reach.

VESSEL: An Ellis 36 Express Cruiser

Morning coffee (and some remote work) on our Ellis 36 Express Cruiser

NARRATIVE: We have found a perfect solution for our desire to get out and explore the beauty of Acadia and the Islands of Mid-coast Maine. Ellis is a trustworthy reliable company that has a fantastic fleet and great employees.

LOGISTICS: Follow your charts and be prepared to use radar in the event of fog. 

PHOTOS: A beautiful day on a Maine Island.

A Maine Coast Boating Guide

We would like to recommend “A Cruising Guide to the Maine Coast” for dreaming, scheming, and general Maine Coast vacation planning – it is truly a great resource. This is the kind of book you will want to purchase IN ADVANCE of your soon-to-be Ellis Charter. UPDATE: As of Early 2023 these are OUT OF PRINT. 

IF OUT OF PRINT: Check out the New England Cruising Guide (see below)

Every Ellis Charter Boat includes MAPTECH charts and a copy of MAPTECH’s New England Cruising Guide , which is a very useful guide for finding specific information on each Maine AND New England harbor. If you would like to view a copy of the New England Cruising Guide in advance, you can purchase their ebook version HERE .

A Four-Day Maine Cruise Aboard The Ellis 36 “Hathor”

We, three septuagenarian veterans of sailboat cruising in Maine, were curious what a power-boat charter would be like. So, when we saw a four-day window in Ellis Charter’s schedule, we thought that would be a perfect opportunity to sample the experience. We are accustomed to sailing at speeds between four and six knots while steering clear of lobster pot buoys, so the prospect of cruising at 15 knots without needing to be wary of pot buoys was very appealing. It would allow us to get between destinations expeditiously and enjoy exploring the many shores and hiking trails of outlying Maine islands.

Our cruise aboard “Hathor”, an Ellis 36 Express Cruiser, brought us much sunny weather to enjoy our shore excursions, punctuated with periods of rain, fog, strong winds, and choppy seas as we moved between stops. We welcomed the sense of shelter and robustness that Hathor provides, compared to the exposure to the elements aboard a sailboat. In our 96 hours with the boat, we made stops in the following places, as described further:

• Lunt Harbor, Frenchboro/Long Island (mooring) – pictured below • Burnt Coat Harbor, Swans Island (mooring) • Southern Harbor, North Haven Island (anchor) • Duck Harbor, Isle au Haut (anchor) • Seal Bay, Vinalhaven (anchor) • Merchant Harbor, Merchant and Harbor Islands (anchor) • Islesford, Little Cranberry Island (mooring) • Northeast Harbor, MDI (dock) • Southwest Harbor, MDI (dock)

Looking back at Mount Desert Island from Lunts Harbor – Stop #1

Day 1: After a boat-handling check-out from an Ellis technician that covered docking and picking up moorings, we left Southwest Harbor on Mount Desert Island for Frenchboro, Long Island in the early afternoon. Continue reading →

A few great Maine Boating Destinations

As I sat down with my tax accountant a couple of weeks back (that time of year). I did not necessarily expect a conversation to ensue beyond the invariable discussion of tax codes, liabilities, and write-off potentials. However, as it turns out, my tax accountant is an avid boater with some valuable boating opinions. He discussed many “friendly need-to-see harbors”. Continue reading →

Fox Island Thoroughfare

Thanks for the charter of “Queen of the Cove”, We had a great time and will book again sometime in the future. The boat was comfortable, easy and fun to operate and with the electronics, easy to navigate. Maine is beautiful and the weather the week of our charter was perfect. We particularly liked Fox Island Thoroughfare. That’s the location of the photo with my “Queen” the bow pulpit of “Queen of the Cove”.

Historical Port Tours

LOCATIONS : Primarily exploring old historic marina’s and ports: Castine, Camden, Rockport, Searsport, Belfast, Boothbay Harbor

VESSEL:  The Ellis 36 Express Cruiser  “Liberty”.

The Ellis 36 “Liberty” on Charter in 2019

NARRATIVE: From Camden, you can take ‘day trips’ (to and back) to Rockport and Searsport. Camden’s inner harbor ‘floating docks’ are unique (to me). It is less expensive and easy to take your own tender or you can use the ‘launch service’ back & forth. Make sure you visit the many fantastic Maritime Museums such as Bath’s Maine Maritime Museum and Searsport’s Penobscot Marine Museum (20 min walk from pier). Also, Castine has a great city tour on a golf cart – “Scarlett” [email protected]

A Successful Trip in the Maine Fog

Our week with family visiting was much more memorable with the addition of Ellis’s Too Priceless to enjoy. It comfortably held 10 of us for many day trips to show our South Carolina cousins where the real beauty is – the rocky Maine coast! We are currently in-between boats and this 36’, while a bit larger than we were used to, was a great size and very easy to maneuver.

Our most memorable trip was, well, a memory for many reasons. It was a perfect day and we set off from Western Bay, destination Little Cranberry Island, otherwise known as Islesford. The intention was to visit the museum, artisan shops, the quaint churches on the island and of course, lunch at the Islesford Dock Restaurant where the food is delicious! We did manage to accomplish all that but not before dealing with a typical Maine “suddenly-from-out-of-nowhere” fog bank on the way over. It just came rolling right at us as we came around the bend just before Bass Harbor Head Lighthouse. AND hung with us for the rest of the trip over, clearing out only just as we approached the island dock. While some rental operations might be skimping on bare-bones equipment, this Ellis was fully equipped with sophisticated computers that really did save us that day.

Photo of Bass Harbor Lighthouse courtesy of acadiamagic.com

While waiting for our table for 10, we did all the stops we had wanted to see. After leaving the church which allowed time for reflection, we had a good laugh over what each of us secretly pondered while reflecting in that quiet chapel. Let’s just say all the thoughts tied to “thanks for a safe trip over here” to “please let us have a safe trip back” or “please let the sun burn this fog off while we eat”. Prayers were answered and the trip home was crystal clear so our company could really enjoy the beauty of the islands and Park mountains from the south side of the area.

P.S. The team at Ellis is great as well. I would know. I recently published a customer service satire, critical of the lack of high service standards in many establishments these days. Ellis will never make it into book II unless I change my tactic and pen a book about how it should be done!

A Maine Charter with “Too Priceless”

I would highly recommend Ellis Charters to others and no doubt we will be a repeat customer – everything so so professional.

Here are a few photos from our Trip.

Local Boating Destination Ideas near Acadia National Park

Here are some “destination ideas” as you put together your plans for chartering with Ellis Boat Charters.

LOBSTER BAKE ON MERCHANT’S ROW The perfect Maine day. Merchant’s Row is a collection of islands right off the coast of Mount Desert Island that includes some of the most beautiful islands on the East Coast. Treat your group to a day on the water by setting off from Southwest Harbor or Northeast Harbor in your Ellis Boat charter, motoring by the famous Bass Harbor lighthouse, and casting anchor close to one of the islands.

DINNER OR LUNCH AT ISLESFORD DOCK Dock your Ellis Charter boat at the storied Islesford Dock Restaurant, where you can enjoy classic Maine fare, as well as the works of local artists at the Islesford Artist’s Gallery.

SOMES SOUND Explore what is arguably the only Fjord on the East Coast. It is a body of water running deep into Mount Desert Island and Acadia National Park. Its deepest point is approximately 175 feet (50 m), and it is over 100 feet (30 m) deep in several places. The sound almost splits the island in two. Somes Sound was named for Abraham Somes, who was one of the first settlers on the island. Ask your captain to bring you here to view beautiful ocean-front houses and Acadia’s mountains.

MARSHAL ISLAND Great Island hiking and a wonderful less-known sand beach, with a picturesque cove (Sand Cove) for anchoring. Take the tender ashore for a short picnic on the beach. If you want a bigger adventure, book the boat for two days with a Captain and camp out on the island overnight. Your captain can pick you up the next day to continue your adventure. Details about booking campsites on the island are here: https://mcht.org/preserves/marshall-island

BAR HARBOR TOUR Want to check out Bar Harbor but take the scenic route? Tour along the Eastern part of Mount Desert Island and up to Bar Harbor, where she can dock while you explore Bar Harbor. If you have plenty of time, you could even stop by Schoodic Point or Winter Harbor.

WILDLIFE VIEWING The waters around Mount Desert Island are filled with spectacular wildlife viewing. If you’d like to search for whales, porpoises, or various birds, look no further!

Maine Harbors, Islands, Docks, and Passages…

LOCATIONS : Schoodic Peninsula, Ocean Drive, Eggemoggin Reach, Bucks Harbor, Frenchman’s Bay, Mount Desert Island Area…

VESSEL:  The  Ellis 36 Express Cruiser “Salty Furlough”.

NARRATIVE: I. For the nature lover head northeast to the Schoodic peninsula. Take the inside route passing Mark Island to starboard. Enjoy the scenery along Grindstone Neck and this less frequented region of Acadia National Park. Continue on to Petit Manan for bird watching. If you’re lucky you’ll see the elusive Puffin. II. From SW/NE Harbor head north along the eastern shore of MDI. Enjoy seeing the magnificent turn of the century mansions. Continue north along Ocean Drive and consider how lucky you are to be on an Ellis as you observe the hoards of crowds and vehicles attempting to catch a glimpse of the Maine coast. III. Cruise north and west to cross Eggemoggin Reach of your list of “must-sees” on the Maine coast. Sail into Bucks Harbor for fuel or an overnight assisted by the friendly dock and convenience store staff. IV. Don’t forget Frenchman Bay for excellent deep water cruising and great views of the MDI mountains. While there check out Bald Rock for eagles and seals. Travel north to view the former terminal site for the Mount Desert Ferry where the trains met the steamers for the final leg of the rusticator’s journey to Bar Harbor and points beyond. V. Short trips : a. We visited Islesford and their Dock Restaurant for lunch and dinner. b. We dropped the hook off Eagle Island for a nice lunch spot. c. We stopped into Bar Harbor a couple of times for lunch and dinner. d. We cruised around Baker Island for a different view of the MDI mountains. e. We cruised to the end of Somes Sound for spectacular “inner-island” views.

LOGISTICS: Bar Harbor – Check in with the harbormaster for the possibility to tie up for a few hours. We were able to accomplish this at no charge. Islesford Dock Restaurant – call ahead for reservations. Stock up on snacks and water for the week or longer to minimize provisioning trips.

Share your own Maine Boating Experience:   HERE

Maine Boating Destination: To Rockland and Back

LOCATIONS : Nancy and I started in Southwest Harbor and, over a period of a week, visited Camden, Rockland, Castine, Little Cranberry Island, and Somes Sound. During our passages, we covered the Casco Passage, the Deer Island Passage, the Fox Island Thoroughfare and the Eggomoggin Reach (photo).

VESSEL: Queen of the Cove – A beautiful and very well equipped Ellis 36. The boat was easy to handle, very comfortable in all the sea conditions we experienced. In addition, the boat received several nice comments along the way from others at the docks.

NARRATIVE: We were given a nice reception in Southwest Harbor by Shane and the crew at Ellis Boats. Zach gave us a thorough briefing on the boat including a great tutorial on docking. It turns out the Ellis 36 handles very nicely at docking speeds – I was a bit nervous at first about docking the boat – but was comfortable after two approaches. We choose to use the services of a captain for the first day just to familiarize ourselves with the region. I have wide boat experiences but Nancy does not – and she felt very secure after the first day. The captain sat down with us and helped to work out a great itinerary for the week ahead. The trip started with a passage to Rockland Harbor in windy, bright sun conditions. We decided to stay at harbor docks when possible – and did so in Rockland, Camden, and Castine. The towns are very unique and we got in a lot of walking – exploring each area. The people we met, including the dockmasters, could not have been nicer – we just had a ball. We found the boat to be very comfortable and used either the generator or shore power most nights. The boat was fully equipped with bedding, paper products, galley equipment, etc.. In addition, the boat had a full complement of operational safety gear – very professional. We will do this again next year. Both Nancy and I are happily surprised that Ellis has developed this unique service – we had a great time.

LOGISTICS: Watch the water levels in the boat – fill up at the docks when you have a chance. The shower in the boat is so good you will use it often.

PHOTOS: Queen of the Cove Yacht Interior Photos

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Maine Boating Destination: To Penobscot Bay and Back

LOCATIONS : Penobscot Bay, Bucks Harbor, Belfast, Castine, Northeast Harbor, Somes Sound.

VESSEL: The Ellis 36 Liberty (formerly Eggemoggin Express)

PHOTOS: Here are a few photos from our trip.

Maine Boating Destination: A Journey to Castine

LOCATIONS : Somes Sound, Little Cranberry Island, Northeast Harbor, Eggemoggin Reach, and Castine at 44°23’14.6″N 68°47’43.4″W

VESSEL: The  Ellis 36 Express Cruiser “Too Priceless”.

NARRATIVE: Two summers ago, we chartered an Ellis 36 called “Too Priceless”. We had two full days of cruising in beautiful weather. The first day we had a large crowd of 12-13 and stayed local, going toward Bar Harbor and visiting Little Cranberry Island, Northeast Harbor and exploring Somes Sound and the Western Way. The boat had plenty of room for the large group. The next day three of us made the trip by Bass Harbor up Eggemoggin Reach into Penobscot Bay and docked at Castine for lunch and exploring the town. About a month before our trip, I had read an article about Castine and really wanted to visit. We probably should have taken some extra time and visited Belfast, Stonington, or maybe Camden, but we had plans for an early evening. The boat was a nice ride and easy to handle. We generally cruised at 14-15 knots. We did not overnite on the boat, but I think it would be comfortable for a small group.

PHOTO: From https://castine.me.us

An insider’s sailing guide to yacht charter in Maine & Newport

Sailing in Newport is perfect if you seek stunning sunsets over beautiful yet understated harbours, exhilarating cruising and ultra-friendly locals. And what better way to see it all than on an Oyster Newport Boat Charter? A quintessential American summer destination, Newport is a must-visit spot for New England yacht charters, with a race calendar to entice every level of sailor, from beginners to experienced old hands. The salty air provides the perfect backdrop to explore its eclectic range of monuments, festivals and architecture on a Newport sailboat charter. Meanwhile, sailing in Maine is ideal for explorers, with 3,500 miles of glorious coastline to discover. Historic lighthouses invite you to the horizon, whilst over 6,000 lakes and ponds mean this is one region you will never tire of cruising on a Maine yacht charter.

CRUISING AREA

Sailing in Maine and Newport on a luxury yacht charter

Those sailing in Maine, Newport and the rest of New England in the US summer season can expect warm and humid weather. In July, nearly 15 hours of daylight will mean endless hours spent out on the boat or soaking up the sun ashore, while temperatures rise to around 24°C/71.6°F and wind speeds reach up to 5 mph. And as the summer continues, so does the good weather, making it a reliable destination that as good as guarantees a good tan and lots of lasting memories. One of the world’s favourite sailing destinations, the light winds that blow all year round here will give novice sailors on Newport yacht charters and Maine yacht charters a taste of the freedom and exhilaration a sailing charter provides. New England is most popular in July and August, when the seaside towns and cities come alive with culture and all the best lobster bars are open for business. The area is big enough to escape the crowds on your yacht but the crowds make for vibrant and bustling holiday that will have you dreaming of returning the following year.

Sailing New England on an Oyster Yacht

New England is best experienced by sailing yacht, with countless coves and stunning harbours that motorboats simply can’t reach. An Oyster Newport Boat Charter offers an unmatched on-the-water vacation, in comfort and privacy with a knowledgeable crew who will guide you through the area and cater to your every desire. It is the perfect place to enjoy watersports – snorkelling and diving, water skiing and boarding, as well as surfing. Your perfect US yacht charter awaits.

You can sail on Newport yacht charters and Maine yacht charters on one of our  Oyster sailing yachts for charter , such as the stunning Oyster 625 Black Lion. The Oyster 625 offers spacious interiors for a sailing yacht, with a generously proportioned galley, a full-beam owner’s suite, two en-suite cabins forward and a fourth guest cabin a guest cabin. Designed for outdoor living, with safe navigation and easy sailing facilitated by a large cockpit, flat aft deck and forward sundeck, it is made for yacht charters.

CRUISING DESTINATIONS

Sailing in Newport 

A Newport sailboat charter offers the chance to discover historic sites hailing back to Newport’s Colonial history, alongside musical and arts festivals that light up the city and incredible beaches for sunbathing and watersports and impressive architecture. All this makes Newport the destination that keeps on giving. Start by taking a walking tour of Newport’s Old Quarter and view the magnificent mansions in the Bellevue Avenue Historic District – it’s not hard to imagine how life was here in the past. If you’re a surfer, you will want to catch some waves at Easton's Beach before enjoying a relaxed BBQ on its golden sands. If you are an art lover, you are in for a treat – Newport is home to over 30 private art galleries offering everything from contemporary artworks to the more traditional. Whatever your taste, there is something for everyone. No Newport Boat Charter holiday would be complete without a visit to the famous Martha’s Vineyard. This picture perfect island is home to around 16,000 people but the population swells to more than 100,000 people during the summer months. Drink in the brightly-painted seaside cottages and cobblestone streets, and marvel at the pristine beaches at Chappaquiddick Point. After lunch at an elegant dockside bistro, head back to the yacht for some adrenaline-fuelled watersports.

Craving an island escape? Cruise over to Nantucket on your Newport sailboat charter, where the rich and famous go to while away the long hot summer months. Drop anchor and spend the day drinking in its one-of-a-kind history and make sure to stop by the whaling museum where you will discover how hard life used to be in this relaxing and entertaining destination. Designated as a National Historic Landmark District, it is the finest surviving architectural and environmental example of a late 18th- and early 19th-century New England seaport town. When you’ve enjoyed your fill of history, why not take a good book and enjoy some downtime on one of the delightfully uncrowded stretches of sandy beach? And when you’ve recharged your batteries, you’ll be ready for the evening. The island really comes to life at night, with vibrant harbourside nightlife which is perfect for an evening of bar-hopping and enjoying locally-caught seafood. All this gives just a taste of all there is to explore for those onboard New England yacht charters.

On land or on water, the best time to take a Newport Boat Charter is during the months of July and August, when the city bustles with activity and the weather is reliably and gloriously sunny. Don’t miss the Newport Folk Festival in July and Jazz Festival in August, both of which were established in the 1950s and have been a draw to the city ever since. (The Newport Folk Festival is infamous as the event where Bob Dylan famously ‘went electric’, much to the fury of the audience of traditionalist folkies.)

Sailing in Maine

Maine  is renowned for its dramatic lighthouses, rugged mountains and enchanting sea life, found just 20 miles from the coast. With a coastline just shy of 3,500 miles, there is a lot to discover. But the joy of the area is that once you are there, you don’t need to waste time on long passages between ports – it is possible to enjoy Maine in bite-sized chunks and cruise at your leisure. The whale-watching season runs from mid-April to September and captivates thousands on crewed sailing yacht charters with the prospect of sighting humpback whales, pilot whales, minke whales and finback whales, as well as rarer visitors like sei whales, sperm whales, orcas and right whales. When you’ve had your fill of wildlife spotting, sail in Maine’s MidCoast and islands. This is a veritable paradise, with its many secluded coves, inviting harbour villages with a view and some of the best lobster you’ll ever taste especially in Swan's Island. Maine is renowned for its seafood restaurants, ranging from the local lobster shacks to five star restaurants. You can discover plenty of great places to eat and drink at in our  Maine Insider Sailing Guide. 

Sailing in Maine in July and August guarantees the best weather as temperatures reach up to 25°C/77°F and wildflowers and blueberries shoot out from the bushes, adorning the landscape. These months are typically warm and mild - the perfect climate for outdoor activities and watersports. (Don’t be put off by Maine’s famous fog – it is a truly atmospheric experience that is as much part of any trip as sun-filled days.) You can hike, camp, swim, water ski, cycle, white water raft and kayak the summer away on board a luxury New England yacht charter with Oyster.

GET IN CONTACT

Learn more about how to charter a sailing yacht in New England with Oyster by taking a look at our Maine sailing guide  here . Discover  Oyster luxury sailing yachts for charter  or contact Oyster Charter Manager, Fiona McCarthy to begin planning your trip.

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Portland Yacht Charter

Portland is the largest city in Maine . Set on a peninsula extending into Casco Bay, the town is organized into three distinct neighborhoods, each with a unique personality. Because of its central location, Portland is a great place to start and end your Portland Yacht Charter.

The Old Port neighborhood features a working waterfront, galleries, unique shops, and award-winning restaurants. The West End neighborhood is famous for its architecture and boasts some of Portland’s largest historic homes, such as the Victoria Mansion. 

The Arts District is a few blocks from the waterfront. It is home to many museums and art galleries and has a variety of contemporary music and performance venues and fine and ethnic dining choices.

Portland International Jetport (PWM) is approximately 10 minutes from the Fore Points Marina. So, you can start and end your Maine yacht charter from the Fore Points Marina in Portland.

Portland has a humid continental climate with cold, snowy, long winters. The short summers are warm. Yearly rainfall averages 47.2 inches and is plentiful year-round. However, the summer is slightly drier. Annual snowfall averages 62 inches in the city. Therefore summer is the perfect time for your Portland Yacht Charter.

Portland is full of things to see and do. When sailing the coast of Maine on your Portland yacht charter, you can choose from outdoor activities, indoor pampering, dining, shopping, sightseeing, nightlife, and family activities.

Best Portland, Maine Yacht Charter Activities

Portland, Maine, offers some of the best luxury yacht charter experiences along the East Coast. The possibilities are endless, from unique restaurants and shops to amazing hiking trails. Discover the best activities while on a Portland, Maine, Yacht Charter.

Attractions

There are plenty of attractions if you’re visiting Portland, Maine, on a luxury yacht charter vacation. From spectacular lighthouses to breathtaking parks, here are some of the best places to check out while in town:

• Portland Head Light : This historic lighthouse is perched atop a cliff overlooking Casco Bay. This iconic landmark was built in 1791 and has become one of the most photographed lighthouses in the country. Take in the stunning views of the Atlantic Ocean as you admire this beautiful structure.
• Fort Williams Park : Located at the tip of Cape Elizabeth, this park offers spectacular views of the ocean and surrounding islands. Spend a day exploring this 90-acre park with its lush green lawns and rugged rocky coast. Visit the ruined fortifications for a glimpse of the area’s military history.
• Eastern Promenade : This popular spot along Portland’s waterfront offers panoramic views of Casco Bay and many recreational activities. Stroll along the scenic path and admire the colorful sailboats bobbing in the harbor. You can also find several restaurants, shops, and galleries near the promenade.
• Old Port . The heart of Portland’s downtown district has cobblestone streets and 19th-century brick buildings. The Old Port is also a great place to enjoy an evening stroll while watching the boats in the harbor.
• Ogunquit Beach: Just south of Portland is Ogunquit Beach, one of Maine’s most beautiful stretches of sand. You’ll find miles of pristine beach with towering dunes, crystal clear waters, and plenty of places to explore.
• See lighthouses on a Private Lighthouse Sightseeing Charter .
• Maine Historical Society
• Portland Art Museum
• Victoria Mansion (open from May through October)
• While visiting Portland, be sure also to see Boothbay , Rockland , Camden , and Kennebunkport.

Regarding unique shopping experiences, Portland, Maine, has plenty to offer! Here are some of the more memorable and enjoyable shops in the area.

• If you want something unique, check out the Portland Trading Company. This store offers a unique mix of modern and traditional items from artisans across the globe. You can find everything from textiles to home décor here.
• Lisa Marie’s Made in Maine for the most unique, handcrafted, and always made-in-Maine products.
• Portland Antiques Center. This huge warehouse is filled with antiques and collectibles from all over the world. It’s a great place to find a one-of-a-kind item or to browse and take in the atmosphere.

Hiking Trails

Portland, Maine, has some of the most beautiful trails in the northeast. There are a variety of trails that offer different levels of difficulty and views.

• Portland Head Light Trail. One of the most popular hikes is the historic Portland Head Light Trail. This trail offers stunning views of the Atlantic Ocean and picturesque lighthouses. It’s an easy-to-moderate hike that can be completed in about two hours.
• The Three-Mile Loop Trail is a moderate hike that takes you up to the peak of Munjoy Hill. The trail offers amazing views of the Portland Harbor and Casco Bay. It’s a great way to get an overview of Portland from the highest point in the city.
• If you’re looking for a more challenging hike, check out Bradbury Mountain State Park . This park has multiple trails that vary in difficulty and length. From short, easy hikes to longer, difficult ones, there is something for every level of hiker.

Portland has everything, no matter what type of cuisine you’re craving! You won’t have trouble finding a great place to eat during your yacht charter vacation.

• For seafood lovers, Portland is home to some of the freshest seafood in the United States. Check out Eventide Oyster Co. or Fore Street Restaurant for delicious seafood dishes .
• If you want an upscale dining experience , head to Hugo’s for award-winning dishes with locally sourced ingredients.
• Portland also offers a wide range of international cuisines . For Mediterranean fare, visit Blue Rooster Food Company. Their hummus and pita bread are especially noteworthy. Or, for authentic Mexican cuisine, try El Rayo Taqueria, where their tacos and burritos will leave you wanting more.
• If you’re in the mood for something quick and casual, grab some grub from one of the many food trucks around town. From tacos to burgers and more, there is something to satisfy all taste buds.

Things to do

• Taste the locally produced beers.
• Experience a large variety of restaurants. Portland has carved out a place for its cuisine and has many vegan and vegetarian restaurants.
• Wander through galleries and museums.
• Watch the sunset on the city from the top of the Bayside Bowl. Afterward, have a cocktail at the rooftop full-service bar.
• Cruise and explore the local islands: Bailey Island, Chebeague Island, Cliff Island, and Peaks Island.
• Kayak or paddleboard Casco Bay.
• Walking Foodie Tour
• Tour one of the local breweries (Bissell Brothers, Shipyard, Rising Tide, Oxbow, Allagash, Maine Beer Co., to name a few!)
• Enjoy the beautiful harbor views while walking or biking along the Eastern Promenade Trail.
• Lobster Bake. Your yacht crew can organize this through a local company.
• Day trip to Freeport, home to L.L. Bean.

Marinas | Portland Yacht Charter

Fore Points Marina is steps away from downtown Portland on Casco Bay. This new marina has 150 slips and 12 mega-yacht berths. Additionally, locally owned Fore Points Marina provides an accessible management team and a full-service concierge.

Maine Yacht Center has a floating concrete breakwater that protects it from the east and any ocean swells or wind-generated waves. In addition to a great location, MYC offers 80 slips and 400′ of “along-side” tie-ups that accommodate yachts up to 150′. Guest facilities include bathrooms, showers, laundry, a kitchen, a comfortable lounge with beautiful views of Casco Bay, and a store with ice, basic supplies, snacks, and refreshments.

Sample Maine Sailing Itinerary.

Portland to Portland Itinerary

Let us deliver on your dream vacation.

Contact us to start a conversation about your dream vacation, and let us show you how we can help bring your vision to life through our exceptional yacht charter services.

When the weather is warm, there isn’t any better place to enjoy yourself than gliding through the glassy waters of the Casco Bay during a boat charter in Portland, Maine. Sail Portland Maine is here to give you a personal boating experience unlike any other! Our day trips take you through the harbor, where you’re likely to see some of the diverse wildlife, historic structures and lighthouses, breathtaking coastal islands, and much more.

Our Unique Boat Charters in Portland, Maine

We offer two-hour public or private chartered trips with several trip options for you to choose from throughout the day or evening.

Choose your Perfect Casco Bay Trip

Meet our boats, eleanor hawkes (sailboat) → book a trip on the eleanor hawkes.

The Eleanor Hawkes has space for a group of up to 6 people , making it one of the smallest chartered cruises in Portland – and thus, one of the most crowd-free and intimate experiences on the harbor!

• 12:00 PM – 2:00 PM : $85 per Person/$500 Private Charter
• 3:00 PM – 5:00 PM : $85 per Person/$500 Private Charter
• 6:00 PM – 8:00 PM  ( Fall hours vary ): $85 per Person/$500 Private Charter

Calista Ann (Classic Motor Yacht) → Book a Trip on the Calista Ann

Our Classic Motor Yacht, the Calista Ann, is the perfect picnic boat. It has space for up to 12 guests to keep that intimate experience but also allows you the space to enjoy your own beverages and snacks.

All charters on Calista Ann are private no matter how many people are in your party. If your group would like more than 2 hours, additional rates apply(Call to book extra time). Please contact us or call directly  for any questions.

• 12:00 PM – 2:00 PM : Private Charter starting @ $720
• 3:00 PM – 5:00 PM :   Private Charter starting @ $720
• 6:00 PM – 8:00 PM (Fall hours vary): Private Charter starting @ $720

Sunsets in Portland, Maine can also be pretty incredible, which makes our sunset cruise at Sail Portland Maine a no-brainer! Whether you’re a hopeless romantic wanting to share a special evening with your significant other (or even having thoughts of proposing!) or a group simply looking to enjoy the show, a Casco Bay sunset will give you an experience that is second-to-none.

Book Your Cruise with Sail Portland Maine!

Make the most out of the summer season with the best boat charter in Portland, Maine. Whether you’re visiting from out of town, planning a unique, intimate event, or simply spending time with loved ones, let us provide you with the best possible chartered boat experience. For a memory you’re sure to reminisce about for years to come, book your trip with us at Sail Portland Maine today!

Book Your Trip with Sail Portland Maine

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NorthPoint Yacht Charters arranges sailing and power boat cruising charters, we offer a wide variety of boats owned and managed by individual owners including both power and sailboats from 28-80 feet.

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Maine Yacht Charters

Maine yacht charter guide – explore picturesque maine onboard a luxury crewed yacht.

Maine is best explored by sea, aboard a luxury charter yacht. Stretching nearly 3,500 miles in length, the coast of Maine is longer than the coast of California. It features a rocky coastline, breathtaking coastal cliffs, quaint fishing villages, and sleepy towns.

There are more than 4,600 islands in the state of Maine, nearly all of which are uninhabited, pristine, and worthy of an afternoon picnic or hike. Plus, with numerous inlets and fjords to explore via kayak, fresh-caught lobster and clams in every port of call, 65 lighthouses and lively villages along the way, Maine yacht charters provide a packed itinerary of memorable excursions.

Maine Yacht Charter Highlights

• More than 4,500 islands and islets
• Breathtaking rocky coastline & coastal cliffs
• Lively seaside fishing villages
• 65 picture-perfect lighthouses
• Great lobster and other seafood
• Hiking and kayaking

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164ft / 49m

Lady Elaine

163ft / 48m

Miss Chri...

157ft / 47m

150ft / 45m

Maine Yachting Season

Maine is best experienced on a yacht charter yacht during the summer months when temperatures are mild and the weather sunny and ideal. In fact, during summer, the Maine coast comes alive, with shops opening on Memorial Day and visitors heading to Acadia National Park.

• Best Time for Yacht Rentals: June through September
• What to Expect: July and August boast the warmest weather, with temperatures jumping into the mid-70s. In June and September, the weather is a bit milder, with temperatures in the mid-60s. Throughout summer, Maine experiences ideal weather, with occasional afternoon rainstorms.
• Water Conditions: During summer, the waters in Maine are calm. Waves tend to be 2- to 5-feet, allowing for easy cruising.

Exploring Maine: A Week-Long Yacht Charter Itinerary

During a week-long yacht charter in Maine, see all of the coastal must-see attractions – from historic Portland and Bar Harbor to Acadia National Park and Bath Harbor.

Where will your boat charter take you? Here’s a sample itinerary, touching the most picturesque, unique, and relaxing destinations.

Day 1 – Portland

Portland, ME is a hub for luxury yacht charters in the region. With an international airport located just minutes from the marinas, you can be off the plane and on board in minutes. The historic city offers plenty of shoreside excursions, arts, and culture, yet by sea, there’s plenty to discover. Nearby islands like Harpswell, Orrs, and Bailey are a short ride, and provide a haven for beach walks, kayaking, and fresh seafood (Cook’s Lobster & Ale House is a Bailey Island mainstay.)

Day 2 – Boothbay Harbor

Day 3 – Mohegan Islands

Maine’s coast has thousands of islands. Yet, Mohegan is a must-visit, known for its exquisite beauty and friendly locals. Spend the day exploring the island – a network of trails traverses the island and provides stunning vistas along the way. Plus, you’ll find artisan shops, unpretentious chowder houses, and the occasional festival in the tiny village.

Day 4 – Camden

Day 5 – Butter Island

You’ll find Butter Island on Penobscot Bay, as well. Owned by the Cabot family (purveyors of butter and cheese, hence the name), Butter Island is home to the Monserrat Trail, a winding hiking trail, known for its wild blackberries and stunning views. Another destination nearby, Holbrook Island Sanctuary offers a similar natural reprieve: Gorgeous hiking trails, salty ocean breezes, and out-of-this-world vistas.

Day 6 – Sommes Sound

Day 7 – Bar Harbor

Book a Luxury Yacht Charter in Maine

Ready to explore coastal Maine? Contact your broker with Worldwide Boat to learn about our Maine yacht charters today.

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Maine Sailing & Trawler Charters

Unforgettable experiences on the coast of maine.

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Midcoast Maine Boat Tours

From Portland to Belfast and the Acadia Mountains, we can’t wait to show you the breathtaking coast of Maine. All of our charter Charters are private. Our crew will create an unforgettable experience for you.

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EVENING STAR YACHT CHARTERS

Maine Bareboat Yacht Charters

Sail the Coast of Maine on a Beautiful Classic Sailboat

Looking to charter a bareboat yacht on the coast of Maine?   Evening Star   is a 45' traditional sailboat available for bareboat charter from Belfast Harbor in the heart of Penobscot Bay!   The yacht Evening Star is equipped with Hood Stowaway roller furling masts and has two double staterooms, each with its own head and shower.  

Now Taking Reservations for 2024      Available Bareboat or with Captain

©2017 Evening Star Yacht Charters - Sailboat Charter Coast of Maine Bareboat Yacht Charters.  Yacht Charters Maine

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Boat Charters in Portland, Maine

Casco Bay | Portland | Maine

Public and private charters aboard an authentic lobster boat

Cruise the islands of Casco Bay, enjoying wildlife, stunning views of Portland Harbor, the famous Portland Headlight, and more. We can accommodate up to 21 guests and are perfect for reunions, birthdays, bachelor/bachelorette parties, intimate weddings or whatever you are celebrating. Complimentary beverages on all charters!

Search for your preferred date and time in our booking system. Our calendar is always up to date!

Book your preferred date and time within our reservation tool online. Once booked, you will receive an email confirmation.

Sit back, relax & enjoy the ride. Our captain will be happy to accommodate you, together with 1 additional crew member.

DISCOVER YOUR NEXT ON-THE-WATER ADVENTURE

Aboard brianna marie.

Hop on board M|V Brianna Marie, a Young Brothers 38' Flybridge model, built in 1983. Designed by Earnest Libby in Beals, Maine, Young Brothers lobster boats are known for their high quality construction while being seaworthy, spacious, and stable.

Say Hello to Our Team

Owen and Brianna are both originally from Maine. They met while working in the yachting industry. They have sailed many miles together on different types of boats. Several years ago, they returned to their home state of Maine, where they got married and live happily now, together with their dog! These boomerangers have gone there and back again - and look forward to doing the same with you in Casco Bay!

CRUISE WITH US THERE AND BACK AGAIN!

14 Ocean Street, South Portland, ME 04106

(207) 321-8954