Key West & Marathon, Florida
We specialize in private luxury yacht & sailing charters at affordable prices. we offer day charters as well as multi-day charters., why blue ocean yacht charters.
Blue Ocean Yacht Charters, located in Key West, Florida, makes yacht rentals affordable and life-changing. We offer private multi-day bareboat charters to amazing destinations like The Dry Tortugas and the Florida Keys. Just looking for a day charter? Look no further. We offer four hour, eight hour, and 24 hour charters as well multi-day charters.
All our yachts come fully equipped to make your private boat charter experience what you’re looking for. We offer motor and sailing yachts that provide the best boat rental experience.
Experience the yacht lifestyle on the Mia in beautiful Key West, FL.
The Mia Services
All cruises are BYOB for alcoholic beverages, food or snacks. A chef can be provided if desired to prepare your special meal, additional info and cost will be provided upon request. Full galley, grill, coolers, ice, bottled water, sodas, glasses and place settings, utensils, blender, and crew is provided. Sunset times vary throughout the year, for times available click please send a request for your desired dates.
All cruises and routes are subject to change due to docking, weather or current conditions, USCG restrictions or Captains' discretion.
Take A Video Tour
The Mia Yacht in Key West was a wonderful experience for our family, beautiful memories were made. Top notch service, would highly recommend to anyone. A trip out to Boca Grande Island is a must if you’re visiting...The atmosphere of Stock Island Marina was amazing, lots of amenities. Truly a wonderful place to gather on any occasion. We definitely will be returning.
Best Day Ever!! Owner Mike and Captain Ryan and crew are the pinnacle of service and professionalism. If you like 1st class service and beautiful accommodations, Mia is the boat for you.
Latest News
Explore Your Rental
Private & Shared Sailing Charters
Sunset sail key west.
Have the sea to yourself with Sunset Sail Key West—chartered sailing trips led by us, tailored to you.
Get inspired with our most popular trips!
Private sunset sail.
Chillout Lilypad Sail
Key West Daysail
Sunset Sail on When & If
Privates Charters
Discover your perfect private charter.
Set out on a snorkeling, stargazing, or sunset sail, or build your own custom trip. Romance, relax or unwind from the privacy of your own chartered sailboat.
Shared Trips
Come together on a shared charter.
Rise above the crush of the crowds and set sail on a unique shared sunset charter, with a few friends you haven’t met yet. A personable local crew and captain will treat you to a stunning sunset view from the deck of an unforgettable vessel– General Patton’s elegant, private schooner When and If.
Three Classic Boats
View our fleet.
We sail a fleet of three vintage sailboats, each with their own unique charm and appeal. A custom sloop, a classic ketch, and a historic schooner are waiting to make memories with you on the crystal clear waters of Key West. Each boat is suited to different types of outings, so take a moment to get acquainted with our vessels.
Real. Fun. Sailing.
When And If is back at beautiful Stock Island Marina!
Check Out Our Ship's Store!
Wreckers' Race Season Is Back!
Hello, Sailor! Don’t miss out on the latest Sunset Sail news & offers.
Friends of SSKW
Legal & safety.
(305) 304-7999
The Keys Are Calling & We Must Go
Explore our tours, see the real keys.
Wind & Wine Sunset Sail
Sail, Snorkel & Kayak
- Private Charters
- Special Cruises
Tour Schedule
We sail every day.
Prices & Rates
Reserve your spot.
Seasick? Not Likely.
We love calm water.
Key West Sailing Charters
What makes us different.
Locally owned and operated for more than 30 years, Danger Charters is all about the Key West sailing experience – wind in the sails, sun on our face, the sound of the waves lapping against the hull.
Our shallow-draft schooners allow us to go where others can’t … and we choose to go where others don’t. We seek calm, crystal-clear water so that you can enjoy the very best of the beautiful Florida Keys. We can’t wait to host you for an unforgettable day of sailing in Key West.
We treat you to the Key West that’s inspired countless paintings and poetry, and show you why locals choose Danger Charters too. Kick back, relax, and be one with the wind and waves … we’ll take care of the rest.
What We Provide
- Calm water for smooth sailing
- Excellent food and beverage
- No crowds so you can lounge
- Experienced captains
- Knowledgeable crew
- Eco-education opportunities
- Top-quality snorkeling gear
- Easy to use kayaks
Our Playground
Luke loves to be on the water and is super knowledgeable about the stunning marine life that surrounds Key West. Luke moved to the Keys from South Carolina a little over a year ago, so even when he’s not working he’s out exploring the Backcountry and waterways.
Meet the Crew
Historic Key West Schooners
Danger’s Prize
Danger’s Pearl
Learn About Our Boats
Spent my birthday eve sunset sailing with my husband and it was unforgettable! Could not recommend it enough. Such a beautiful time! I would definitely do it again next time we go to Key West. Thank you all for such a wonderful and memorable experience!
Katherine Bejerano — Google
I can’t get over how personal this experience was!!! The group was small which made the experience that much better. Myself, my sister, and my two daughters had the best time! Everyone was so kind and personable! Thank you for a wonderful time! Danger Charters is definitely a must if you are looking for a sail, snorkel, kayak experience for the first time!
Carlota Castillo — Google
We did a full day sail and snorkel trip with about 27 of us and it was perfect! The crew Bryan, Logan, and Alex were informative, attentive, down to Earth, and make a mean pasta salad! They even provided the snorkeling gear and tips on where to look at the reef! Hands down the best trip during Key West! Will definitely book again in the future! Thanks guys!
Michelle Williams — Google
Make Memories To Last A Lifetime
Join Danger Charters for an unforgettable day on the water, watching the power boat races🚤 from the best spot possible! We’ll set out at 8:30 am to claim our prime viewing spot, serving fresh mimosas and a delicious lunch between races🍹🥪. From 8:30 am to 3:30 pm, our crew will ensure you have an incredible race day experience. Book your adventure for November 6th, 8th, or 10th to secure your front-row seat! Check the link in our bio for more details🐬✨ #powerboating #race #dangercharters #powerboatracing #powerboat #sailing
Passing by Danger on the way home from the full day and got to see some dolphins ! ⛵️🌸🐬 We love passing by other trips to say hey!#dangercharters #MangroveMagic #NatureWonders #dangercharters #keywest #florida #floridalife #mangroves #kayak #snorkel #sail #sailing #ocean #marinelife
Exploring the hidden beauty of the mangroves—nature’s serene maze 🌿💧 Book your next adventure with Danger Charters to come kayak, snorkel, and sail with our experienced guides🌸 You’ll leave not only satisfied, but with unforgettable memories from this vacation!💙🐬 #MangroveMagic #NatureWonders #dangercharters #keywest #florida #floridalife #mangroves #kayak #snorkel #sail #sailing #ocean #marinelife
Say hey to Kloud!💙 Shes here to make sure you have an amazing trip ⛵️ AND to remind everyone to use code FALLSAIL15 for 15% off your Day Sail or Wind & Wine Sunset Sail! 🐬🌸🏝️
Appreciating the wildlife we are so blessed to see everyday!🦀🐬🪸🏝️🐬🐠 #dangercharters #ocean #kayak #mangrove #dangercharters #dangercharterskeywest #keywest #keywesttours #keywestkayaking #keywestlife #florida #marinelife #sailingexperiences #ecosystems #sunshinecoast #islandlife
Experience the magic of a Key West sunset with Danger Charters! 🌅✨ Join us for an unforgettable sunset sail, complete with fine wine and stunning ocean views. Watch the sky come alive as you sip and sail into the evening. Book your spot now and make memories on the water! #DangerCharters #SunsetSail #WineOnTheWater #KeyWestSunsets
Sometimes, the best way to reconnect is by first disconnecting🌸 Let the world fade away for a while, and find yourself in nature #dangercharters #nature #disconnect #kayaking #snorkeling
The highlight of the trip? Kayaking! 🚣 There’s no better way to get up close and personal with this incredible ecosystem than with Danger. Not only will you have an experienced guide sharing insights about the local ecology, but you’re also almost guaranteed to spot some wildlife thanks to their expertise! 🏝️🐠🦀🪸
Ready to Start Your Adventure?
Save 15% off of all Day sails (AM, PM, and Premium) and Wind & Wine sails with code FALLSAIL15. Valid for trips booked before October 31st, 2024. Not valid on private charters.
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Introducing Vivo Per Lei 58 Leopard Catamaran flagship model Learn More
Creating unforgettable journeys on custom designed luxury catamarans learn more, luxury catamaran sailing charters tailored in every way to suit your needs learn more, key west and key largo locations sailing the beautiful florida keys, bahamas and beyond learn more, catamaran sailing charters half day, full day & overnight learn more, welcome to calypso sailing.
Calypso Sailing was established in 1988 in the beautiful Florida Keys. With locations in both Key Largo and Key West we specialize in luxury sailing vacations on a range of Leopard Catamarans, both bareboat and Captained. Our monohull sailing charters can take groups of 6 to 38 on day, sunset and overnight trips whilst not forgetting the iconic African Queen steamboat from the 1951 movie starring Humphrey Bogart and Katharine Hepburn which operates daily in Key Largo.
Our aim is taking care of all your cruising needs
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