Annapolis is the sailing capital for a reason—and this October, two world-class boat shows take over City Dock. Whether you prefer power or sail, there’s a show (or two!) with your name on it.

🚤 Annapolis Powerboat Show | October 2–5
 

Step aboard more than 400 boats—from speedy center consoles and pontoons to luxury trawlers and inflatables. Explore miles of gear, shop the latest marine tech, and check out one of the biggest motor showcases in the Mid-Atlantic. Add in live music, food, drinks, and family-friendly fun, and you’ve got four days of pure waterfront energy.

⛵ Annapolis Sailboat Show | October 9–12
 

The following weekend, the docks transform into a sailor’s dream. Climb aboard new yachts, catamarans, dinghies, and racing skiffs. Get inspired at Vacation Basin with charter trips to 80+ destinations, keep kids busy with a scavenger hunt, and browse must-have gear like upcycled sailbags and lightweight dive systems. From big-boat daydreams to kid-sized adventures, there’s something for everyone.

🎉 One City, Two Shows, Endless Adventure
 

Each show is its own experience, but both promise unforgettable days by the water. Whether you’re shopping for your next boat, planning your dream charter, or just soaking up the waterfront festival vibes, Annapolis in October is the place to be.

👉 Advance Tickets 

Get your tickets early and avoid the line! AnnapolisBoatShows.com is where you need to go!