Get Ready… It’s Almost Sailboat Show Time!

Annapolis Sailboat Show Sneak Peek 2026

Excitement is growing for the Annapolis Sailboat Show, which will unfold Thursday, October 15 through Sunday, October 18 at City Dock. Yes, you read that correctly; the show is not the first weekend in October this year. In fact, it follows the powerboat show, which will run Thursday through Sunday, October 8-11.


Flags flying from the masts of new sailboats signal to the sailing world that the best show in town has begun. Photo by Athena Arnold / Annapolis Boat Shows

You say you can’t imagine what the show will be like with all the construction around City Dock? Have no fear. Annapolis Boat Shows and the City of Annapolis have been working tirelessly to ensure that sailors coming to the show will enjoy the same exceptional experience that they’ve come to expect, just with an adjusted show footprint. At the entry gate, be sure to pick up a copy of the Official Show Guide; it will contain a map of the show and index of exhibitors with their locations.

Whether you are seriously shopping for a new boat, looking to upgrade your gear, or simply walking the docks and dreaming, this show is the place for you and your family. All are welcome, from would-be sailors to seasoned mariners and from racers to cruisers, so make your show plans now and look for the October SpinSheet to discover even more detailed information.

Highlights

Take your cruising to the next level. Cruisers University offers more than 75 classes for sailors interested in learning, or mastering, the fundamentals of bluewater cruising. Led by experienced cruisers and sailing industry professionals, the curriculum includes classes such as marine weather forecasting, traditional navigation techniques, electronic tablet navigation, diesel maintenance, heavy weather sailing, and electrical systems. See the full lineup of classes at cruisersuniversity.com.

Boats, boats, boats! The show has a stunning line-up of boats of all types. Climb aboard the impressive catamarans, admire the sleek racing models, and compare the variety of racer-cruiser models. There will be hundreds of vessels on display, both in-water and on land. Check annapolisboatshows.com for the complete boat list, which is regularly updated and searchable by size, type, or manufacturer. You’ll also find a few of the newest models beginning on page 35.

Build sailing skills. From beginner courses to seminars for sailors prepping to go offshore, and from free 45-minute sessions to longer deep-dive courses, you’ll find educational opportunities that fit your time, budget, and interests. Go to annapolisboatshows.com to learn more about the in-depth courses and to register. Find the whole lineup of free seminars at annapolisboatshows.com/sailboat-show/education, for which no reservations are needed.

Gear, gadgets, and goodies. Step into the show tents and discover a sailor’s paradise packed with the latest gear, must-have equipment, and innovative gadgets. Whether you’re upgrading your electronics and navigation tools, replacing worn-out foul weather gear, searching for an anchor or winches, seeking new fenders—or hunting for that hard-to-find specialty part you’ve been chasing—you’re sure to find what you need inside the show. With hundreds of exhibitors all in one place, this is your chance to compare, explore, and leave with exactly what your boat needs for its next adventure.

Explore charter opportunities. If you’ve ever wondered about taking a charter vacation or putting your vessel into a charter fleet, come to the show and visit Vacation Basin. Meet with charter companies, speak with tourism boards, learn about fractional ownership, and explore options for adventure travel and vacations in exotic destinations.


Happy hour is anytime at the Annapolis Sailboat Show, but this year there are some new options for social events.

Three new and exciting evening social events! Here are three awesome events happening for the first time at the show. First, all are invited to a block party Thursday at 5 p.m. in Market Space. This will be the place to hang out with old and new sailing friends and get psyched for the weekend ahead. Expect a lively venue with half a dozen bars and restuarants serving attendees. Second, on Friday night, the National Women’s Sailing Association will host a happy hour and networking event that is sure to be fun and informative—a fantastic opportunity for new and seasoned sailors to share ideas and celebrate successes. This will run inside the show from 5 to 6:30 p.m. And finally: Attention, college sailors! Don’t miss the first-ever College Sailing Reunion, sponsored by Sailing World. You know you’ve got some old war stories that are worth retelling! Catch up with teammates and competitors and make plans for the weekend. Saturday from 5 to 6:30 p.m. inside the show.

Tickets. Visit annapolisboatshows.com to purchase tickets or head to the box office, which will be located to the right of Tent D (when facing the tent); the second bus stop is to the left of Tent D.

Location: City Dock, Annapolis

Dates: Thursday, October 15 through Sunday, October 18

Times: 10 a.m. to 6:30 p.m. Thursday through Saturday; 10 a.m. to 5 p.m. Sunday

Take a peek at new boats and products for the 2026 show. Learn how City Dock renovations will affect the show.