Experience the Magic of Annapolis.
Spend a fall day surrounded by waterfront views, beautiful boats, and the unmistakable charm of America’s sailing capital. Stroll the docks, explore stunning sailboats, enjoy harbor-side dining, discover unique vendors, and take in the energy of one of Annapolis’s most beloved traditions.
The Annapolis Sailboat Show is more than a boat show. It’s a celebration of the waterfront lifestyle, bringing together maritime culture, local flavor, and unforgettable experiences in a setting unlike anywhere else.
A DAY IN ANNAPOLIS
Some cities host sailboat shows. Annapolis lives and breathes sailing.
Its rich maritime heritage, picturesque waterfront, and vibrant harbor have made it a destination for sailors and travelers alike. During show weekend, that energy spills beyond the docks and into every corner of the city.
Start your day exploring the show, then venture beyond the docks to discover waterfront restaurants, local boutiques, maritime museums, lively patios, and scenic harbor views. Watch sailboats glide across Spa Creek, stroll the brick-lined streets of the Historic District, or simply relax with a drink overlooking the water.
It’s more than a sailboat show. It’s the opportunity to experience one of America’s most iconic maritime destinations at its very best.
CLIMB ABOARD
You Don’t Have to Be a Sailor to Fall in Love with Sailing
There’s something unforgettable about walking through a forest of masts, hearing halyards sway in the breeze, and stepping aboard boats built for adventures on the Chesapeake and beyond.
The Annapolis Sailboat Show opens the world of sailing to everyone. Explore elegant cruising yachts, sleek performance sailboats, and innovative catamarans while discovering the freedom and craftsmanship that have inspired generations of sailors.
MORE THAN A SAILBOAT SHOW
The Annapolis Sailboat Show is more than an event. It’s a fall tradition that captures everything people love about the Chesapeake.
Throughout the show grounds, you’ll discover interactive exhibits, educational demonstrations, sailing clubs, outfitters, and exhibitors celebrating the sailing lifestyle. Watch seasoned sailors swap stories, meet organizations introducing newcomers to the sport, and shop everything from nautical artwork to handcrafted gear.
Along the way, you can:
- Step aboard sailboats from around the world
- Explore monohulls, catamarans, daysailers, and luxury cruising yachts
- Meet sailing organizations, clubs, and charter companies
- Shop sailing gear, apparel, art, and handcrafted accessories
- Discover educational experiences and sailing resources
- Enjoy local restaurants, waterfront patios, and dockside views
- Stroll the brick-lined streets of historic downtown Annapolis
- Capture unforgettable moments in one of the world’s premier sailing destinations
It’s the perfect blend of sailing, waterfront charm, and a weekend in one of America’s most iconic maritime cities.
CURIOUS ABOUT SAILING?
Not ready to own a boat?
No problem. Visit Vacation Basin, where charter companies and sailing vacations showcase how easy it is to enjoy life under sail without the commitment of ownership. Your next sailing adventure could be just a booking away.
No experience required. Just bring your curiosity.
Cruisers University
SHOP THE DOCKS
Discover unique finds from talented makers, marine brands, and speciality vendors throughout the show. From nautical artwork and handcrafted gear to sailing apparel and accessories, explore everything you need to bring the spirit of the waterfront home.
Come for the boats. Stay for the inspiration.
BARS, BITES AND DOCKSIDE VIEWS
BRING THE WHOLE CREW
The best experiences are the ones you share.
Gather your friends, plan a family day out, or turn your visit into a weekend escape in Annapolis.
Explore the docks, take in the sights, enjoy the waterfront atmosphere, and experience a tradition that brings people together year after year.
PLAN YOUR VISIT
Tickets
General Admission, October 16-18 – $32
Preview Day, October 15 – $55
Children 7–15 – $10
Children 6 and under – Free
Military Personnel Day – $22 Sunday, October 18 only (must show ID at gate)
Dates and Hours
Thursday, October 15 – 10:00am to 6:30pm
Friday, October 16 – 10:00am to 6:30pm
Saturday, October 17 – 10:00am to 6:30pm
Sunday, October 18 – 10:00am to 5:00pm
Location
City Dock, Annapolis, MD
Box Office located on
Compromise St., exit bus at 2nd stop.