The 10 Best Things to do Good for Big Groups in Annapolis, Maryland (MD)

October 25, 2021 Kiesha Cripe

With more surviving 18th century buildings than any other city in the United States, visiting Annapolis is like stepping back in time to the days when the city was a colonial seaport. Known as America’s Sailing Capital, the city is located on the shores of the Chesapeake Bay and is a paradise for water lovers, famous for its crab cakes, lighthouses, and 500 miles of gorgeous shoreline. Tour the campus of the US Naval Academy, or the Maryland State House, the oldest state capitol still in use.
Restaurants in Annapolis

1. Colonial Tours of Annapolis

Excellent
92%
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5.0 based on 114 reviews

Colonial Tours of Annapolis

We are walking guides and colonial entertainers, offering tours in the Historic District of Annapolis. Our goal is for you to enjoy and experiene History.

2. U.S. Naval Academy

121 Blake Rd Armel - Leftwich Visitor Center, Annapolis, MD 21402-1300 +1 410-293-8687 http://www.usna.edu
Excellent
82%
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15%
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5.0 based on 2,930 reviews

U.S. Naval Academy

Established in 1845, this undergraduate college for the Navy prepares men and women to become professional officers in the U.S. Navy and Marine Corps.

Reviewed By phillipleeb - Valley Center, United States

The US Naval Academy is the epitome of the service academies (sorry West Point, CG and MA) The campus is steeped in history, the openness and availability to stroll its park-like environs, make it an amazing visit, something you need to incorporate if you're ever in the Annapolis area. Oh and the Midshipmen are the most polite, articulate focused yond men and women you'll ever have a chance to meet. Go Navy!

3. Pirate Adventures on the Chesapeake

Excellent
89%
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9%
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5.0 based on 199 reviews

Pirate Adventures on the Chesapeake

Pirate Adventures on the Chesapeake is a unique, unforgettable experience for your child aboard a pirate ship in the Annapolis Harbor. You will be amazed as we tap into your child's imagination and transform him or her into a pirate, complete with face paint, tattoos, and pirate fashions. Time aboard our ship is filled with non-stop activity, including reading a treasure map, hauling loot aboard, and, of course, defending the ship with our famous water cannons.

4. Capital SUP

Excellent
95%
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5.0 based on 560 reviews

Capital SUP

Capital SUP is a clean water driven watersports company connecting people to the water by way of stand up paddleboarding and kayaking experiences. Hourly rentals, lessons, tours, fitness, racing, and adventure.

5. Free! Annapolis Walking Tour

Excellent
98%
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5.0 based on 48 reviews

Free! Annapolis Walking Tour

FREE! ANNAPOLIS WALKING TOUR (Tips Only) JOIN US FOR AN UNFORGETTABLE JOURNEY THROUGH THE COLONIAL STREETS OF ANNAPOLIS, MARYLAND FOUNDED IN 1649 FASCINATING and OFTEN FUNNY & UNIQUE PERSONAL STORIES ABOUT THE REAL ANNAPOLIS FRIDAY, SATURDAY, and SUNDAY (No Rain Tours) Duration - 2.5 hours * Distance - 2 miles Meet @ Kunta Kinte Memorial @ City Dock

6. Annapolis Electric Boat Rentals

Excellent
100%
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5.0 based on 39 reviews

Annapolis Electric Boat Rentals

Annapolis Electric Boat Rentals offers vessels for an environmentally friendly powerboat ride. Powered by 16 golf cart batteries, the boats travel at a top speed of 6 knots (6.9 mph) producing very little to no boat wake. Because the boats are electric, there is zero engine emissions or noise pollution to take away from the serenity of your adventure. The boats hold 10 people and is a perfect way to see both Spa and Back Creeks in Annapolis. Water is a way of life in and around Annapolis, whether you are a salty dog or a complete landlubber, Annapolis Electric Boat Rentals offers the opportunity to enjoy time at sea.

7. Family Fishing Adventures

Excellent
97%
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5.0 based on 58 reviews

Family Fishing Adventures

We offer a 1 hour and 30 minute Fishing & Crabbing Adventures for kids. Come sail aboard the Sea Dragon on one of our four daily trips (9:15, 11:30, 1:45, 4:00). Kids will learn tips and techniques on fishing and crabbing, read a map, discover the local marine life, hold sea creatures such as crabs, minnows, fish, or eels, hoist up crab traps, and fish using light tackle equipment!

8. Quiet Waters Park

600 Quiet Waters Park Rd, Annapolis, MD 21403-2700 +1 410-222-1777 http://www.aacounty.org/RecParks/parks/quietwaters
Excellent
70%
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4.5 based on 461 reviews

Quiet Waters Park

This rural park has a short but scenic route for biking.

Reviewed By goldenparadox - Elkridge, United States

I have a dog that loves water, so I came here for the dog beach. It wasn't huge, but the area was perfect for my dog to enjoy the sand and water. Other dogs and people were friendly. Only thing I wish is that was a gate-- couldn't take my guy off leash because the entry was wide open. Next time I will bring a chair so I can relax and catch some rays while my dog plays and relaxes. I'm going to bring a longer lead to tie him to so he'll have a little more freedom than a leash, but he'll still be contained. The park is well marked and labeled, so it wasn't hard to find my way around. If you're looking for the dog park and dog beach, follow the paw print arrows-- it's at the very "back" of the park. I will definitely be back to explore the other areas. They have very nice paved paths, most ranging less than a mile, but a few about a mile and a half long. I'm excited to see it in the spring when everything starts growing and blooming. To get in (they call it a parking fee) is $6. I will most likely just buy the yearly pass because if you go 6-7 times, it pays for itself. And the money is going to a park. Well worth it!

9. Watermark Cruises and Tours

Excellent
73%
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4.5 based on 950 reviews

Watermark Cruises and Tours

Watermark is your destination for fun on land and sea in Annapolis through sightseeing cruises and walking tours. Come enjoy a 40 minute cruise on the iconic Harbor Queen or take a walking tour with our Colonial guides. Choose from our variety of regularly offered cruises, walking tours and special events. Watermark offers many ways to have fun in Annapolis! We also offer group tours, field trips and private events on our yachts.

10. Maryland State House

91 State Cir, Annapolis, MD 21401-1904 +1 410-974-3400 http://msa.maryland.gov/msa/mdstatehouse/html/home.html
Excellent
59%
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4.5 based on 678 reviews

Maryland State House

The seat of government for the state of Maryland.

Reviewed By barryl575 - Philadelphia, United States

The Maryland capital building is steeped in history and features exquisite architecture. The display highlights many important events that have happened both from a Maryland and National perspective. It is a self-guided tour, but the guards are very helpful if you have questions. If you are interested in early American history it is not to be missed.

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