Date Ideas in Annapolis, MD

  • TripBuzz discovered 112 different types of activities for couples in the Annapolis area, including Sailing (like Schooner Woodwind), National & State Parks (like Sandy Point State Park), Parks (like Quiet Waters Park) and Landmarks (like Maryland State House), and much more.
  • We discovered a total of 261 date ideas in or near Annapolis, Maryland, including 238 fun or romantic activities in nearby cities within 25 miles like Baltimore, Laurel, Pasadena and Bowie.
  • TripBuzz discovered 112 different types of activities for couples in the Annapolis area, including Sailing (like Schooner Woodwind), National & State Parks (like Sandy Point State Park), Parks (like Quiet Waters Park) and Landmarks (like Maryland State House), and much more.
  • We discovered a total of 261 date ideas in or near Annapolis, Maryland, including 238 fun or romantic activities in nearby cities within 25 miles like Baltimore, Laurel, Pasadena and Bowie.
Showing 1-10 of 785
0.0 Miles
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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
0.4 Miles
91% 568 votes
Boat Tours 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.
0.4 Miles
95% 257 votes
Sailing 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.
0.2 Miles
84% 171 votes
Gardens 186 Prince George St., Annapolis, MD MoreLess Info
Visitors to the William Paca Garden can enjoy serenity and beauty with a 45-minute tour, offered daily (fee applies). The two-acre garden is located at the Paca House, a restored 18th-century mansion reflecting the English country villas of the time.
0.6 Miles
80% 245 votes
Music Venue 33 West Street, Annapolis, MD 21401 MoreLess Info
Rams Head Tavern at Annapolis is a local bar which offers a range of dining options and beer on tap coupled with live music and entertainment.
0.2 Miles
36% 25 votes
Sailing Annapolis, MD MoreLess Info
Since 1984, Womanship has been the first and leading sailing school that was designed completely by women for the teaching of women. In addition to instruction for couples, families, and corporate groups, there is a young course for girls in grades 7 through 12.
2.3 Miles
94% 370 votes
Parks 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.
1.0 Miles
100% 49 votes
Boat/Yacht Charters 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.
2.7 Miles
95% 57 votes
Farmers Markets 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.
0.3 Miles
81% 124 votes
Segway Tours 131 Prince George St, Annapolis, MD 21401 MoreLess Info
SegZone is a local tour operator which specializes in guided eco-friendly Segway tours of Annapolis and its numerous historic sites featuring colonial architecture as well as many other local attractions.
9.2 Miles
88% 83 votes
Bike Paths Annapolis, MD MoreLess Info
Known commonly as the B&A Trail, the official name is the Baltimore & Annapolis Trail. It is an established recreational greenway that follows the route of the old Baltimore & Annapolis Road from Glen Burnie to Annapolis.
Showing 1-10 of 785
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