- Our list of the best things to do in Annapolis, Maryland, features the top 337 nearby activities — including 123 great attractions with user approval ratings of 90% or more!
- Annapolis, MD has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Sights & Landmarks, Entertainment & Shows, and Museums & Galleries.
- The results below include the top 29 things to do within the city of Annapolis, MD , followed by 308 popular activities in nearby cities, including Baltimore, Bowie, Laurel, Pasadena, St. Michaels, Glen Burnie, Edgewater, Stevensville, College Park, Severna Park, Greenbelt, Chesapeake Beach, Columbia, Odenton, Severn, Rock Hall, Crofton, Elkridge, Dundalk, Hanover, Essex, Tilghman, Catonsville, Clinton, Queenstown, Easton, Savage, Davidsonville, Ellicott City, North Beach and Solomons
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Plant Nite 8421 Veterans Highway, Millersville, MD MoreLess Info
No green thumb is required to design a terrarium at this out-of-the-ordinary creative social event
97% 1911 votes
121 Blake Road, Annapolis, MD 21402 MoreLess Info
One of the oldest service academies in the country, the U.S. Naval Academy provides undergraduate training to students who serve as officers in Navy and Marine Corps post-graduation. Visitors are invited for guided tours of the campus which includes museums, visitor center and more.
94% 370 votes
600 Quiet Waters Park Road, Annapolis, MD 21403 MoreLess Info
Situated along the shores of the Chesapeake Bay and South River, the Quiet Waters Park is home to a wide range of outdoor activities with its miles of multi-purpose paved trails, a skating rink, playgrounds, picnic areas and kayak rentals.
91% 568 votes
1 Dock Street, Annapolis, MD 21401 MoreLess Info
Watermark, formerly known as Chesapeake Marine Tours, is a local tour company which organizes a variety of cruises and private charters to introduce visitors to the history and culture of Annapolis with the help of guides dressed in colonial period costumes.
100% 49 votes
7040 Bembe Beach Road, Annapolis, MD 21403 MoreLess Info
Private sailing excursions are offered by Classic Sail Charters for groups of up to six people. The service provides half day, full day, or sunset cruises within the waters of the Chesapeake Bay.
98% 202 votes
311 Third St., Annapolis, MD 21403 MoreLess Info
Pirate Adventures on the Chesapeake offers kids a chance to spend a day as a pirate aboard a replica of pirate ships where they are engaged in a variety of hand-on activities including face-painting, treasure hunt and more.
95% 257 votes
80 Compromise Street, Annapolis, MD 21401 MoreLess Info
Schooner Woodwind is a local tour operator which organizes a variety of sailing trips and private cruises on the Chesapeake Bay aboard their two 74-foot long schooners called Woodwind and Woodwind II.
100% 68 votes
1423 Knightsbridge Turn, Annapolis, MD 21114 MoreLess Info
Offering intimate guided tours of the Annapolis area, Annapolis Urban Adventures Day Tours uses sustainable all-electric eCruisers. Narrated by knowledgeable guides, the tours lead through waterfront areas, city landmarks, and sites of historical and cultural interest.
95% 57 votes
2472 Solomons Island Rd, Annapolis, MD 21401 MoreLess Info
The Pennsylvania Dutch Farmer's Market features a wide variety of items from meats, cheeses, a full deli, and freshly baked foods. There are also vendors offering locally grown produce as with any farmer's market.
96% 49 votes
60 College Ave., Annapolis, MD 21401 MoreLess Info
Undergraduate and graduate programs are offered at St. John's College, located in Annapolis. The on-campus library provides a quiet place for students to read and study. Programs and events are held year round.
94% 84 votes
19 Maryland Ave., Annapolis, MD 21401 MoreLess Info
Arts and architecture of the 18th century is on display at Hammond-Harwood House. Take a tour to see exhibits like a gentlemen's study. Colonial guides are on hand to provide a more detailed account of the displays.