Attractions

Medieval Times Dinner and Tournament

Travel through the mists of time to a forgotten age and tale of devotion, courage and love - at Medieval Times Dinner & Tournament. Surrender to an age of bravery and honor and witness epic battles o...

Tours

Navy Yard Tour with Annapolis Tours

Explore the yard of the United States Naval Academy with a certified USNA tour guide from Annapolis Tours by Watermark. Watermark's Four Centuries Walking Tour (offered daily March-October and Saturda...

Museums

Sign of the Hogshead

The Hogshead at 43 Pinkney Street is an early 18th-century building similar to the modest wood frame structures that housed many colonial Annapolitans and new recruits to revolutionary service.  Toda...

Spas & Salons

The Spa at the Inn at the Chesapeake Bay Beach Club

The Spa at the Chesapeake Bay Beach Club invites you to come enjoy peace, tranquility and relaxation. Our Spa offers the finest treatments to include restorative massage, rejuvenating facials, luxurio...

Events & Festivals

United States Powerboat Show

Every October boaters from around the world gather in the historic seaport of Annapolis for the United States Powerboat Show. Miles of docks exhibit everything from luxurious motor and ocean-going y...

Events & Festivals

United States Sailboat Show

Sailors from around the globe gather on miles of docks in historic Annapolis for the United States Sailboat Show. This internationally acclaimed sailboat show is the largest and oldest in-water sailbo...

Museums

William Paca House and Garden

The William Paca House & Garden is a National Historic Landmark, restored to its colonial-era splendor by Historic Annapolis, a non-profit organization dedicated to preserving Annapolis. Take some tim...

Boating

Yacht Charters on the Bay by Watermark

Chartering a beautiful yacht for a corporate or social event is easy at Yacht Charters on the Bay by Watermark. With a fleet of 13 yachts from 24' to 99’, our boats are elegant, luxurious and unique...

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...

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...

Fishing & Crabbing

Chesapeake Beach Resort & Spa

Known as the “Charter Fishing Capital of Maryland” since 1946, Chesapeake Beach Resort & Spa boasts two full-service marinas – The Rod ‘N’ Reel Dock and Marina West. Find everything you ...