Events & Festivals

Annapolis Arts District

The Annapolis Arts District is comprised of unique venues, bars, and restaurants with local artists experienced in an array of media, experience Annapolis from the flip side of the looking glass. From...

Events & Festivals

Annapolis Arts Week

Newly added in 2017, the Annapolis Arts Week is a celebration of Annapolis and Anne Arundel County’s talented and diverse local arts community. The week-long event encompasses all the wide ranging a...

Boating

Annapolis Community Boating

Annapolis Community Boating is a 501©3 organization dedicated to creating safe, fun and educational on-the-water opportunities for the entire community. Annapolis Community Boating is constantly putt...

Boating

Annapolis Electric Boat Rentals, LLC

Enjoy the serenity and beauty of Annapolis' waterways on a Duffy electric boat, all year round! As easy to drive as a golf cart, so anyone can be their own captain.  Seats up to 10 passengers. Bring...

Events & Festivals

Annapolis Film Festival

For four days, Annapolis will become Hollywood on the Chesapeake during the Annapolis Film Festival. Enjoy feature length and shorts, documentaries and narratives, at downtown locations....

Performing Arts

Annapolis Opera

The Annapolis Opera has an amazing season of performances planned for 2018. The Billy Goats Gruff: A Children’s Opera Saturday, January 27, 2018 at 11 AM Maryland Hall for the Creative Arts | Annapo...

Tours

Annapolis Sailing Cruises: Schooner Woodwind

Sail the Chesapeake on one of two, 74-foot wooden, schooners that offer a real Chesapeake Bay sailing experience for 2-hour public cruises, as well as longer specialty cruises. Sail past the US Naval ...

Boating

Annapolis Sailing Cruises: Schooner Woodwind

Sail the Chesapeake on a 74-foot schooner! Raise the sails, steer the boat, or sit back and relax on a two-hour sail. Special, longer event cruises, too. The Woodwind and Woodwind II offer a real Ches...

Kayaking & Paddleboarding

Annapolis Sailing School

The Annapolis Sailing School now has Stand-up paddle boarding and Kayaking off Bembe Beach for our Keel Boat Club members. This is one of the only shallow water entries for SUP and kayaking in Annapol...

Boating

Annapolis Sailing School

America's oldest and Annapolis' largest sailing school. Learn to sail the "Annapolis Way" with classes for kids and adults of all skills levels. KidShip Sailing is a weekly sailing camp that offers a...

Events & Festivals

Annapolis Spring Sailboat Show

For three days in April, the Chesapeake Bay's thriving marine industry will relocate to City Dock. From sailboats to sails, from St. Michael's to Main Street, the region's favorite retailers exhibit a...