Annapolis Activity Guide: Summer 2022

Annapolis Activity Guide: Summer 2022

The early morning sunrises and late evening sunsets mean one thing – summer is here! And there are many memorable activities for those visiting Annapolis to enjoy this season. In this article, the staff at 134 Prince – Luxury Boutique Hotel describes a few of our favorites in this curated list of fun-filled activities for a summertime visit to Annapolis. 

Maryland State Capitol Tour

After a day spent mostly in the summertime sun, enjoy an indoor tour of America's First Peacetime Capitol and the oldest state house still in legislative use, the Maryland State House. Since its completion in 1779, the State House has hosted events of major historical consequence such as George Washington’s resignation as Commander-in-Chief of the Continental Army and the ratification of the Treaty of Paris. The public may access the State House each day from 8:30 a.m. - 5:00 p.m. A virtual tour of the State House can also be found by clicking here. The Maryland State Capitol is only a two-minute walk from the hotel.

Annapolis Fireworks Cruise July 4th - Watermark Cruises 

You would be hard-pressed to find a more fantastic way to take in the splendor of Independence Day than the Annapolis Fireworks Cruise. Board downtown at Annapolis City Dock and experience the fireworks while cruising the Bay. Desserts are complimentary and a full bar is available for the purchase of alcoholic and non-alcoholic beverages. This activity is appropriate for couples and families alike, and a perfect way to experience Annapolis during the Independence Day Holiday!

Capital Sup (Stand Up Paddleboard)

Cool off from a busy day of exploration and view Annapolis from its best vantage point – the water – while cruising the Annapolis waterways on a paddleboard or kayak! Ellen O. Moyer Nature Park and Sweet Waters Park are open all summer for paddleboard and kayak rentals. Visitors can also sign up for classes offered by Capital Sup, such as Sup Race Training or Yoga and Fitness classes. 

Seas the Bay 

Craving something larger than a kayak or paddleboard? Then look no further than Seas the Bay Private Sailing Charters where you can set sail on the Chesapeake Bay and along the banks of the Severn River. Seas the Bay offers an idyllic three-hour excursion on their 54-foot sailboat, perfect for a sunset cruise, romantic dinner, family excursion, or even a proposal. 

Great Frogs Winery

Nestled just three miles south of Downtown Annapolis, Great Frogs Winery offers a change of pace from the fun and excitement of Downtown Annapolis. Sip on wine made from the vineyard located in Annapolis’ backyard. Reservations are encouraged for indoor seating, and outdoor seating is on a first-come basis. As you sip on a flight of wines or enjoy it by the bottle, you can walk the vineyards, play table games, or bring a furry friend along to the outdoor seating area. Wine tastings are available every Saturday from 11:00 a.m. - 5:00 p.m. 

Dinner Under the Stars

Each Wednesday evening from 6:00 p.m. - 10:00 p.m.; enjoy dinner, dance, and live music on West Street as Dinner Under the Stars returns to Annapolis this summer. Delight in flavors from hometown favorites as well as international cuisine, such as Luna Blu Ristorante, Tsunami Sushi Bar and Lounge, 49 West Coffeehouse Winebar & Gallery, and Rams Head Tavern convert West St. to a culinary arts dining room under the stars. After you’ve had your fill, head to Wine & Design for painting lessons, take on a challenge at Mission Escape Room, or walk off the food as you check out art exhibits at The Annapolis Collection Gallery, Gallery 57 West, 49 West Coffeehouse Winebar & Gallery, Tsunami, and Level.

Whether you are interested in activities that showcase some of America’s most important historical places or you want to sample the Chesapeake Bay’s burgeoning wine scene, the 24-hour concierge staff at 134 Prince is ready to assist you in the creation of a memorable experience during your visit to Annapolis. The Concierge maybe reached by phone at (410) 834-4606 or by email at

134 Prince – Luxury Boutique Hotel is a five-suite boutique hotel located in Downtown Annapolis. 134 Prince offers a luxury residential retreat for those looking to be in the heart of the action. Our spacious common areas, elegantly landscaped gardens, and luxurious guest rooms offer tranquility mere steps away from the U.S. Naval Academy, award-winning Annapolis restaurants, and charming boutiques that line the brick sidewalks of Historic Annapolis.