Painted city portrait of Annapolis, MD — the Naval Academy's Bancroft Hall dome & City Dock harbor, informed by Raoul Dufy.

Photo by J. Hamilton Studio

ASTRO Experiences · Annapolis, MD

Experiences in Annapolis, MD

Curated local experience providers on the ASTRO Network — bonfires, beach setups, charters, and events worth remembering.

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Location: Annapolis, MD×

Boat Rentals
Annapolis Canoe and Kayak
Annapolis, MD
Annapolis Canoe and Kayak is a specialty store in Eastport that sells and rents kayaks, canoes, and stand-up paddleboards. Established in 1991, this local, family-owned business offers a wide range of paddle-powered boats, including lightweight options and various types of kayaks. Visitors can find tandem recreation, fishing, light touring, sea, and sit-on-top models, along with PFDs and paddles. The store maintains an inventory of over 200 boats and boards, allowing customers to try them on the water.
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Boat Charters & Dolphin Tours
SolSet Charters
Annapolis, MD Area
SolSet Charters provides authentic Chesapeake Bay boat experiences, including eco-tours to search for Atlantic bottlenose dolphins, aboard a classic Bay-built vessel.
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Photo by Robert Malmgren
Museum
National Cryptologic Museum
Annapolis Junction, MD
The National Cryptologic Museum, an official NSA facility, showcases the history of cryptology and American intelligence through exhibits and historical artifacts. The museum provides free admission, offers educational programming and tours, and hosts annual STEM events.
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Boat Rentals
Annapolis Fishing Charters
Annapolis, MD
Annapolis Fishing Charters began in 1982 in downtown Annapolis, founded by Joe Richardson. The company operates from the WP Nautical marina, next to the Chart House restaurant. Visitors can fish or cruise on the 46-foot deadrise style boat, Bay Eagle, which accommodates up to 30 passengers. The company offers full and half day fishing trips, sightseeing, and celebration cruises.
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Museum
Annapolis Maritime Museum
Annapolis, MD
The Annapolis Maritime Museum & Park is a museum and park in Annapolis, Maryland, established in 2000. It features award-winning exhibits that engage visitors with the ecology of the Chesapeake Bay and local maritime heritage. Guests can also take skipjack cruises aboard the historic Wilma Lee to learn about the area from the water. The 12-acre waterfront park campus includes scenic trails, historic structures, and event spaces.
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Integrative Wellness Services
Meadow Hill Wellness
Annapolis, MD Area
Meadow Hill Wellness is an integrative wellness center in Annapolis offering services such as acupuncture, functional medicine, massage, Pilates, restorative movement, and advanced skincare.
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Private Chef Services
Leave Dinner to Lettie
Annapolis, MD Area
Leave Dinner to Lettie offers personal chef and small event catering services in the Annapolis area, providing custom, healthy, home-cooked meals.
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Museum
Naval Academy Museum
Annapolis, MD
The U.S. Naval Academy Museum is located in Preble Hall on the grounds of the U.S. Naval Academy. It offers two floors of exhibits detailing the history of seapower, the development of the U.S. Navy, and the role of the U.S. Naval Academy. Displays combine historical artifacts with video and audio technology to share stories of those who served at sea.
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Museum
Banneker-Douglass Museum of Afro-American Life and History
Annapolis, MD
The Banneker-Douglass-Tubman Museum is operated by the Maryland Commission on African American History and Culture. It is dedicated to preserving Maryland’s African American heritage and serves as the state’s official repository of African American material culture. Dedicated on February 24, 1984, the museum was originally housed in the former Mount Moriah African Methodist Episcopal Church. This Victorian-Gothic structure in historic Annapolis is listed on the National Register of Historic Places.
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Sailing Charters & Lessons
Chronic Sailing
Annapolis, MD Area
Chronic Sailing provides private yacht charters and ASA certified sailing lessons on the Chesapeake Bay from Annapolis.
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Kayak & Paddleboard Rentals/Tours
Capital SUP
Annapolis, MD Area
Capital SUP offers stand-up paddleboarding (SUP) and kayak rentals, tours, lessons, and water sports camps, connecting people to the water of Annapolis, MD.
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Marina
Yacht Haven of Annapolis
Annapolis, MD
Yacht Haven of Annapolis is a 51 slip marina, a full service boatyard, and a commercial office complex located on the harbor in downtown Annapolis, Maryland. From the complex, visitors can overlook the Annapolis city docks, historical downtown Annapolis, the Maryland capital building, and the US Naval Academy. It is conveniently located near numerous restaurants and other attractions.
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