October 15–18, 2026 | Annapolis, Maryland | Find SailTime at our new location on Dock F
If sailing is part of your life—or you’ve been thinking it should be—there may be no better place to spend a few October days than Annapolis. The 2026 Annapolis Sailboat Show, October 15–18, brings sailors, aspiring sailors, boat builders, sailing organizations, marine businesses, and some of the newest sailboats on the market together in one remarkable waterfront setting.
It’s one of the biggest sailing events in North America and a destination in its own right. People travel from across the United States, Canada, and beyond to walk the docks, step aboard new boats, compare models, meet other sailors, and imagine what their next chapter on the water might look like.
And SailTime will be there. This year, there’s one important change: you’ll find SailTime at our new location on Dock F.
Three Sailboats. Three Ways to Picture Your Life on the Water.
There’s something about stepping aboard a sailboat that a brochure or website simply can’t reproduce.
You notice the cockpit. You walk below. You imagine family or friends onboard. And somewhere between standing at the helm and looking around the cabin, the question changes from “Is sailing something I’d like to do?” to “How could I make this part of my life?”
At the SailTime display, visitors can explore three modern sailboats:
- Dufour 37
- Jeanneau Sun Odyssey 380
- Beneteau Oceanis 37.1
These boats represent the kind of modern sailing experience that attracts so many people to SailTime: comfortable, capable boats combined with a simpler way to get on the water.
But the boats are only part of the reason to visit us at the Annapolis Sailboat Show.
Meet SailTime Teams From Across North America
One of the best things about the Annapolis Sailboat Show is that the sailing community comes to you. For 2026, SailTime base representatives from across North America will be at the show, making Dock F an opportunity to do much more than tour a boat.
You can have a real conversation with people who live the SailTime experience in different sailing markets. Ask about membership at a base near you. Talk about learning to sail. Explore yacht ownership. Compare boats. Or simply tell us where you live and what you’d like to do on the water.
If you’re traveling a long way to attend the show, this is a chance to meet a large part of the SailTime community in one place.
Discover SailTime Membership
Want regular access to a premium sailboat without taking on traditional boat ownership? That’s the idea behind SailTime Membership.
Members receive scheduled access to a professionally managed sailboat at their local SailTime base. Instead of spending your weekends worrying about many of the chores associated with owning a boat, you can focus on the reason you wanted a sailboat in the first place: Sailing it.
For experienced sailors who want to spend more time on the water—or newer sailors looking for a practical next step after training—Membership can provide a path to making sailing part of everyday life.
Come to Dock F and ask us how membership works at the SailTime base closest to you.
Discover SailTime Ownership
Maybe you know you want to own a sailboat, but traditional ownership gives you pause. Slip fees. Maintenance. Management. And the uncomfortable reality of watching a beautiful boat sit unused for long stretches of time.
SailTime Ownership offers another approach.
SailTime owners can place their yacht into a professionally managed SailTime fleet, where it can be shared with qualified members while the owner retains personal sailing time.
At Annapolis, you can talk directly with SailTime representatives about the ownership model, available markets, boat choices, management, and what to consider when deciding whether SailTime Ownership fits your sailing goals.
Want to Learn to Sail? Start in Annapolis.
You don’t need years of experience—or even any sailing experience—to belong at the Annapolis Sailboat Show.
In fact, the Annapolis Sailboat Show can be one of the best places to begin. SailTime is partnering with American Sailing to sponsor the First Sail Workshop, an opportunity designed to help newcomers experience sailing and begin learning the fundamentals.
If you’ve spent years looking at sailboats and thinking, “Someday…”, this may be your chance to turn someday into a starting point.
Learning to sail can open the door to much more: gaining confidence at the helm, earning sailing certifications, joining a SailTime base, taking family and friends sailing, and eventually even owning a yacht.
You don’t have to know everything before you start. You just have to start.
Why the Annapolis Sailboat Show Is Worth the Trip
There are boat shows—and then there’s Annapolis in October.
For sailors, it’s a chance to compare boats in the water, see new designs, talk directly with sailing experts, discover equipment and services, meet other sailors, and spend a few days immersed in the sailing world. For someone considering getting into sailing, it can compress months of online research into a few conversations and a few walks down the dock.
And because visitors travel from throughout North America to attend, the show has a special energy. Experienced sailors mix with first-timers. Future owners climb aboard boats beside lifelong cruisers. People who arrived “just looking” sometimes leave with an entirely new plan for getting on the water. That’s exactly why SailTime is excited to be there.
Find SailTime on Dock F, October 15–18
Whether you want to learn to sail, sail more often, or own a yacht differently, make SailTime part of your visit to the 2026 Annapolis Sailboat Show.
Come aboard the Dufour 37, Jeanneau Sun Odyssey 380, and Beneteau Oceanis 37.1. Meet SailTime representatives from bases across North America. Ask questions. Compare your options. And discover a way to make sailing a bigger part of your life.
2026 Annapolis Sailboat Show
October 15–18, 2026
SailTime — New Location: Dock F
Schedule Your SailTime Meet & Greet
Coming to Annapolis? Schedule a personal Meet & Greet with SailTime at the show.
Reserve a time to meet one-on-one with the SailTime team at Dock F and get answers specific to what you want to do next—whether that’s learning to sail, becoming a SailTime Member, or exploring SailTime Ownership.
With SailTime representatives coming to Annapolis from bases across North America, it’s a great opportunity to connect with the right people, explore the boats, and learn what SailTime could look like in your home sailing market.
Don’t leave it to chance once the docks get busy. Pick a time, meet the team, and let’s talk sailing. We’ll see you on Dock F.