10 Things to do Good for Couples in Annapolis That You Shouldn't Miss

March 3, 2022 Russell Mellin

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. Kayak Annapolis LLC

Excellent
88%
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5.0 based on 132 reviews

Kayak Annapolis LLC

Join us for an easygoing, educational and exciting guided kayak tour through one of America's oldest seaports. Annapolis harbor and the United States Naval Academy will be the backdrop for our 3-hour, "history rich" adventure. Our guided tour is designed for everyone and anyone can navigate the waters with our sit-on-top kayaks.

2. Classic Sail Charters

Excellent
99%
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5.0 based on 123 reviews

Classic Sail Charters

Enjoy your private sail charter with captain (up to 6 people) for a half day, full day, or sunset cruise in the Chesapeake Bay. Sail under the Bay Bridge, tour the light houses, or sip wine with a special someone as the sun sets over Annapolis.

3. Colonial Tours of Annapolis

Excellent
92%
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7%
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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.

4. Capital SUP

Excellent
95%
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5%
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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. 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!

6. Annapolis Sailing School

Excellent
96%
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5.0 based on 91 reviews

Annapolis Sailing School

Learn to sail with America's first sailing school in beautiful Annapolis, Maryland! Our family-owned sailing school prides itself on being able to teach anyone how to sail the Annapolis Way - fun and relaxing. From introductory sailing experiences to getting your ASA certifications, we offer something for everyone. Call us today to learn more! Offerings: ASA 101, 103 and 104 Certifications, Basic Sailing Courses (2 days), 2 hour Evening Sail Cruises on Beneteau 37s, Private and Family Sailing Lessons, Rainbow 24 Sailboat Rentals, Summer Kids' Programs, And More!

7. Annapolis Eventours

Excellent
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5.0 based on 239 reviews

Annapolis Eventours

Annapolis Eventours offers unique and authentic day tours around Annapolis using all-electric, 5-passenger vehicles. They cover back streets, hidden gems and fascinating sights. Step into the lives of locals, find out what makes the city tick, and get acquainted with the local food, culture and history of Annapolis. A local, expert guide will lead you through a fantastic urban experience. Join us for our Explore the Heart of Annapolis history tour, or our Original Annapolis Seafood Crawl.

8. Annapolis Electric Boat Rentals

Excellent
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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.

9. William Paca House & Garden

186 Prince George St, Annapolis, MD 21401-1724 +1 410-267-7619 http://www.annapolis.org/contact/william-paca-garden
Excellent
57%
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4.5 based on 238 reviews

William Paca House & Garden

The William Paca Garden is a two acre oasis of natural beauty in the bustling center of Annapolis’ Historic District. Although many colonial Annapolitans had gardens, only Paca’s has been returned to its original splendor and opened to the public. Intrigued by garden details in the background of Charles Willson Peale’s 1772 portrait of Paca, researchers were able to reconstruct the site from a series of archeological digs that turned up evidence of the garden’s former glory. The William Paca Garden is open to the public for self-guided and guided tours Wednesdays through Sundays. At this time, the William Paca House remains closed for tours.

10. B&A Trail

Annapolis, MD +1 410-222-6244 http://www.aacounty.org/locations-and-directions/ba-trail-ranger-station
Excellent
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4.5 based on 120 reviews

B&A Trail

This 13-mile trail is ideal for biking.

Reviewed By Thomas-GenevieveH

We ran the B&A from its northernmost point (near Monsignor Slade Catholic School, near the intersection of 176 & 648). From this point (going southwest) the trail is paved and mainly urban, with at least 4 street crossings using crosswalks. At the 1.5 mile mark, you start the B&A Trail Solar System walk, which consists of a built-to-scale representation of the Solar System; this walk begins with a very large metal sculpture of the sun, followed by 18" planet disks spaced out over the next 4.5 miles (in accordance with their actual position...yes, there is a Pluto). The trail becomes more suburban and forested (but still paved) after the 3.5 mile mark. Arrive early AM, as crowds of people begin to use the trail for biking and walking and running after 0800.

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