Boating

Annapolis Bay Charters Inc.

Annapolis Bay Charters is the original sailboat rental business in the Chesapeake Bay area. Enjoy a sailing charter vacation in and around the breathtaking coastal waters. Our agents help you choose t...

Kayaking & Paddleboarding

Annapolis Canoe and Kayak

Canoe and Kayak sales and rentals. Expert staff and large inventory on hand. Try before you buy from our floating dock in Eastport directly across from Ruth's Chris Steak House....

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 Greek Festival

The Greeks call it Kefi – when the music is playing and the joys of life consume you making you want to jump, dance and yell OPA! The Annapolis Greek Festival is all about Kefi! Greek Food, Mus...

Museums

Annapolis Maritime Museum

The Annapolis Maritime Museum & Park is a waterfront museum at the mouth of Back Creek overlooking the Chesapeake Bay. The museum is housed in what was historically the last oyster-packing plant in A...

Events & Festivals

Annapolis Memorial Day Parade

When: May 27th, 2019 Where: Parade kicks off at Amos Garrett Boulevard and West St., Annapolis The parade will follow the traditional route with staging at Amos Garrett Blvd. It will process down Wes...

Attractions

Annapolis Mission Escape Rooms

Located on West Street in Annapolis, here we have four themed rooms ranging in difficulty from beginner to advanced. A real-life escape experience designed for small groups of 1-10 people. Your miss...

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...

Events & Festivals

Annapolis Spring Sailboat Show

Celebrate the end of winter and the opening of the sailing year with the whole family. Climb aboard sailboats on display in the water and on land at the Annapolis Spring Sailboat Show on Friday, Apr...

Tours

Annapolis Tours by Watermark

Journey into history, culture, and fun year round; enjoy an unforgettable walking tour through historic Annapolis with period dressed guides. Tour the Maryland State House, the grounds of the United S...

Attractions

Arundel Mills

Arundel Mills, the largest outlet and value retail shopping destination in Maryland, features more than 200 stores showcasing the best names in fashion. Enjoy discounts up to 70% off of everyday price...