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 Che...

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...

Performing Arts

Annapolis Summer Garden Theatre, Inc.

An outdoor community theatre led by volunteers, ASGT produces musical theatre (featuring live music) each summer at "one of the most unique venues in the area" [BroadwayWorld.com]. Fun, casual, and ne...

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...

Events & Festivals

ArtWalk

ArtWalk is a community public art project bringing grand scale art to the walls of exterior buildings, using the city of Annapolis itself as an open air gallery. The purpose of ArtWalk, a 501-3c non-...

Parks & Trails

Baltimore & Annapolis Trail

The B&A Trail Park stretches from Boulters Way in Annapolis to Dorsey Road in Glen Burnie, Maryland. The Earleigh Heights Ranger Station is located in Severna Park with parking available on the premis...

Parks & Trails

BWI Trail

At Dorsey Road in Glen Burnie the B&A Trail ends and the BWI Trail begins. The BWI Trail circles BWI Airport for an additional 12.5 miles of paved trail. A parking lot and a children’s playground ar...

Museums

Captain Avery Museum

The Museum is the circa 1859 historic waterman's home of Captain Salem Avery and his family. This National Historic Landmark is where we collect, preserve and share local Chesapeake history and the st...

Boating

Cap’n Mike’s Full Moon Adventures

Offering boutique charters for up to six passengers, rates begin at $500 and range up depending up the type and venue of the adventure you select: sightseeing, biking, paddleboarding, kayaking, sailb...