Trailerable Boats at the 2025 Annapolis Sailboat Show

Small Footprint, Big Fun

From weekend getaways to spontaneous day sails, trailerable sailboats open up a world of adventure—no slip required. These nimble craft can be towed behind your vehicle, launched in minutes, and sailed just about anywhere there’s a ramp and a breeze. Whether you’re looking for a stable platform for family fun, a competitive one‑design racer, or a sleek performer for solo cruising, the Annapolis Sailboat Show (Oct. 9-12) has a trailer‑ready option to match your style. Below, you’ll find a selection of trailerable sailboats you can step aboard, compare, and imagine towing home after the show.

Birdyfish

The Birdyfish offers a gateway to one of sailing’s most exhilarating frontiers.

Flying Scot

Whether you’re cruising with kids or lining up at the start buoy, the Flying Scot delivers easy joy with every tack.

Mackay Bieker Moth

A cutting-edge foiling dinghy built for speed and precision.

Saffier SE 27 Leisure

A sleek and modern daysailer that blends high performance with luxury comfort.

Sakonnet 23

These boats are treasured for family daysailing, singlehanded outings, and competitive racing.

Sandpiper 15

Whether you’re picnicking on a quiet beach or taking a leisurely cruise home, the Sandpiper 15 delivers stress-free fun.

Storm 18

A contemporary lifting keel sloop built for a broad spectrum of sailors.

VX Evo

The 21st-century version of the Finn heavyweight dinghy

VX One

The VX One invites sailors to push a little harder while staying completely in command.

VX Two

The VX Two is built to thrill sailors of all stripes.

Tickets for the 2025 Annapolis Sailboat Show are on sale now! Lock in your spot, skip the line, and get one step closer to your next great sail.

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