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11 Best Pocket Cruiser Sailboats to Fit a Budget

By Cruising World Staff
Updated: May 24, 2024

Looking for a trailerable pocket cruiser that offers that liveaboard feeling? This list features 11 small sailboats with cabins that have the amenities often found on larger vessels. They may not be ocean crossing vessels, but they’re certainly capable of handling big bays and open waters.

What is a pocket cruiser? It’s a small trailerable sailboat, typically under 30 feet in length, that’s ideal for cruising big lakes, bays, coastal ocean waters, and occasionally bluewater cruising. Pocket cruisers are usually more affordable, compact, and offer a level of comfort that’s comparable to bigger liveaboards.

Small cruising sailboats are appealing for many reasons, but if you’re like most of us, you want to maintain a certain level of comfort while on the water. We took a poll and these are what we found to be the best cruising sailboats under 30 feet.

– DON’T LET CARBON MONOXIDE SNEAK UP ON YOU – Install detectors on your boat to sniff out any buildup of carbon monoxide gas. Avoid running engines or generators while anchored or stopped for extended periods. Safety Tip Provided by the U.S. Coast Guard

Open and airy below deck, the Andrews 28 doesn’t sacrifice comfort for speed. Designed by Alan Andrews, the Southern California naval architect renowned for his light, fast raceboats, this 28-footer will certainly appeal to the cruiser who also enjoys a little club racing. Sporting a total of 6 berths, a galley, head and nav area, you might forget you are on a boat small enough to be easily trailered. The retractable keel allows the Andrews 28 to be easily launched and hauled and ensures it’s as comfortable as a daysailer as it is a racer. Click here to read more about the Andrews28.

Beneteau First 20

Small sailboat with a cabin? Check! Fun to sail? Modern design? Capable of flying a spinnaker? Check! Check! Check! The Finot-Conq-designed Beneteau First 20, which replaced the popular Beneteau first 211 nearly a decade ago now, is a sporty-but-stable pocket cruiser suitable for newcomers to the sport who are eager to learn their chops before moving up to a bigger boat or for old salts looking to downsize to a trailerable design. The boat features twin rudders, a lifting keel, and a surprisingly roomy interior with bunks for four. Click here to read more about the Beneteau First 20 .

Conceived as a way to bridge the gap between a safe, comfortable, family cruiser and a competitive racer, Gary Mull’s Ranger 26 does exactly as it was designed to. Undeniably fast, (one won the 1970 IOR North American Half-Ton Cup) the boat sails as well as it looks. However speed isn’t the Ranger’s only strong-suit, with over 7 feet of cockpit there’s plenty of room for socializing after an evening of racing. The Ranger 26 sports a nice balance of freeboard and cabin height ensuring that a handsome profile wasn’t sacrificed for standing headroom. Click here to read more about the Ranger 26.

Catboats were once a common site in coastal waters, where they sailed the shallow bays as fishing or work boats. Their large single and often gaff-rigged sail provided plenty of power, and a centerboard made them well-suited for the thin waters they frequently encountered. In the late 1970s, Canadian builder Hinterhoeller introduced the Nonsuch 30, a fiberglass variation of the catboat design, with a modern Marconi sail flown on a stayless mast, and a keel instead of a centerboard. The boat’s wide beam made room below for a spacious interior, and the design caught on quickly with cruising sailors looking for a small bluewater sailboat. Click here to read more about the Nonsuch 30 .

– SHOW THEM HOW MUCH YOU CARE – Nothing says ‘I love you’ like making sure the kids’ life jackets are snugged up and properly buckled. Safety Tip Provided by the U.S. Coast Guard

Debuted in 1971 in California, the Newport 27 was an instant success on the local racing scene. For a modest 27-footer, the Newport 27 has an unusually spacious interrior with over 6 feet of standing headroom. With 4 berths, a table, nav station, head and galley the Newport 27 has all the amenities you might find in a much bigger boat, all in a compact package. While quick in light air, the drawback of the tiller steering becomes apparent with increasing breeze and weather helm often leading to shortening sail early. Click here to read more about the Newport 27.

First splashed in 1969, the Balboa 26 continues to enjoy a strong following among budget-minded cruisers. Built sturdy and heavy, all of the boat’s stress points are reinforced. The spacious cockpit comfortably seats 4 and is self bailing, ensuring that sailors stay dry. While only 26 feet, the Balboa still has room for a double berth, galley with stove and freshwater pump, and an optional marine head or V-berth. The Balboa has the ability to sleep five, though the most comfortable number is two or three. Under sail, the Balboa is fast and maneuverable, but may prove a handful in heavy breeze as weather helm increases. Click here to read more about the Balboa 26.

Cape Dory 28

While the sleek lines and the teak accents of the Cape Dory 28 may grab the eye, it is the performance of the boat that make it unique. The Cape Dory comes with all amenities that you might need available, including a V-berth, 2 settees, and a head. Safe, sound and comfortable as a cruiser it is still capable of speed. Quick in light wind and sturdy and capable in heavy air, it is off the wind where the Cape Dory 28 shines with a balanced helm and the ability to cut through chop and still tack perfectly. Click here to read more about the Cape Dory 28.

Islander Bahama 28

On top of being a real eye-catcher, the Islander Bahama 28, with its 5-foot-6-inch draft and 3,300 pounds of ballast, sails beautifully, tracks well, and responds quickly to the helm. Inspired by the International Offshore Rule, it is unusually wide, offering stability in breeze without sacrificing the sheer and lines that make it so attractive. Below deck, the Islander Bahama 28 comes standard with plenty of berths and storage space and a galley complete with stove, icebox and sink. Click here to read more about the Islander Bahama 28.

– CHECK THE WEATHER – The weather changes all the time. Always check the forecast and prepare for the worst case. Safety Tip Provided by the U.S. Coast Guard

Much like its older sibling, the S2 8.6 still holds its contemporary style, despite its 1983 introduction. Like all other S2 Yachts, the 8.6 is recognized for the quality craftsmanship that allows the boat to hold up today.The S2 8.6 is a very comfortable and easily managed coastal cruiser and club racer. It’s relatively stiff, its helm feels balanced, and it tracks well. On most points of sail, it compares favorably with other boats of similar size and type. Click here to read more about the S2 8.6.

Contessa 26

When the Contessa 26 was released in 1965, it immediately proved itself to be a strong, seaworthy vessel. The Contessa has continued to prove itself throughout its lifetime, being the boat of choice for two solo circumnavigations under the age of 21. While upwind performance leaves some wanting, the boat is sturdy and can carry full sail in up to 20 knots of breeze. Suited more for single-handing, the Contessa lacks standing headroom and the accommodations are sparse. Nonetheless, the Contessa 26 performs well as a daysailer with guests aboard. Click here to read more about the Contessa 26.

The Hunter 27 perfectly encompasses the pocket cruiser ideal. Even if you don’t want a big boat, you can still have big boat amenities. With the generously spacious layout, wheel steering and a walkthrough transom the Hunter feels much larger than 27 feet. Step below deck and any doubts you had that the Hunter was secretly a big boat will be gone. The amenities below are endless; a full galley including stove, microwave and cooler, head with full shower, several berths and not to mention a saloon with seating for 6. The Hunter 27 has reset the benchmark for 27-footers. Click here to read more about the Hunter 27.

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