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A guide to Annapolis

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Naval Academy, Annapolis, MD, USA
The U.S. Naval Academy is open to the public, and you can take a 1.5-hour historical tour around the yard, which includes learning about its architecture, Academy traditions, and midshipmen life. If you're not into nitty-gritty military history,...
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13 Francis St, Annapolis, MD 21401, USA
Considering Annapolis was established in the 17th century, you can pretty much bet that it's a city steeped in history, with tales of ghosts and troubled spirits. Annapolis Tours and Crawls has been leading travelers through the city's back alleys...
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1 Dock St, Annapolis, MD 21401, USA
You can get a quick taste of nautical life around Annapolis Harbor and the Chesapeake Bay with a 40-minute Watermark riverboat cruise. Once aboard the iconic red and white "Harbor Queen" riverboat, you get a narrated guided tour that includes...
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Quiet Waters Park Rd, Annapolis, MD 21403, USA
If you'd rather kayak or canoe down quiet backwaters, wetlands, and forests surrounding Annapolis, you can take a sunset tour with Paddle or Pedal. You'll paddle alongside local fauna and flora such as ospreys, eagles, and jumping fish, and during...
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84 Franklin St, Annapolis, MD 21401, USA
To learn more about Maryland's African American heritage, head over to the Banneker-Douglass Museum which is housed in a 19th century Victorian-Gothic building. It's permanent exhibition, "Deep Roots, Rising Waters," chronicles African American...
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Walk off those Maryland crab cakes by taking a 90-minute colonial stroll through Annapolis' historic district. A major plus if you're also a history buff as a colonial guide dressed in period attire will take you on a chronological walk through...
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801 Chase St, Annapolis, MD 21401, USA
Carve out some time to catch tenors and sopranos belt it out at Annapolis' Opera House. Founded in 1972 by a group of local artists, Annapolis Opera has been hosting staged operas and theater shows as well as concerts for over 40 years. Past...
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25 Silopanna Rd, Annapolis, MD 21403, USA
Finally a museum you can let your kids run amok in without worrying. You can easily while away an entire day here as children discover various subjects like the ecology of the Chesapeake Bay through hands-on activities and exercises. Kids can...
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Parole, MD, USA
About a 15 minute drive from Annapolis waterfront is the farmer's market where you can sample some of the region's freshest produce. Open on Tuesdays and Saturdays from April through mid December, you'll find over 50 vendors selling a wide variety...
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273 Hilltop Ln, Annapolis, MD 21403, USA
Truxton Park is Annapolis' main city park and it spans over 80 acres of green space with hiking trails, a skate park, sections for picnics, and two playgrounds for kids alongside 12 tennis courts, three baseball fields, five basketball courts, and...
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186 Prince George St, Annapolis, MD 21401, USA
Explore gorgeous 18th-century multi-tier terraces that make up the two-acre William Paca Garden with vibrant seasonal flowers, heirloom roses, and topiary, all encased by a brick wall. There's also a fish-shaped pond and winding paths through the...
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723 2nd St, Annapolis, MD 21403, USA
You really can't leave a port city without looking at some of its lighthouses if they still exist. Three-hour long tours to the remote Thomas Point Shoal Lighthouse (built in 1875) are organized through the Annapolis Maritime Museum. You'll first...
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69 West St, Annapolis, MD 21401, USA
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One of the cool things about Level Lounge is that it tries to source most of its ingredients from local farmers and fishermen, and it's one of a few restaurants doing this in Annapolis, in addition to waste recycling and other eco-friendly...
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1 Park Pl, Annapolis, MD 21401, USA
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If French toast made with Challah bread dipped in an almond-scented egg mix, stuffed with coconut cream cheese and flaked coconut, garnished with diced strawberries, and dusted off with cinnamon and powdered sugar isn't enough to entice you into...
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909 Bay Ridge Ave, Annapolis, MD 21403, USA
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At Vin 909, you can ensure that its signature Eastport Style rustic pizzas with their brick-oven crisp bases as well as other menu items are made with locally sourced ingredients. From its house-made fromage blanc, other organic cheeses and...
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300 2nd St, Annapolis, MD 21403, USA
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If you're looking for a quiet romantic spot for dinner with stunning views of the harbor while digging into fresh seafood from the Chesapeake Bay and Atlantic Ocean, Chart House should be on your radar. Though you can walk over from the historic...
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400 4th St, Annapolis, MD 21403, USA
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Think of your typical fisherman's shack on steroids, and you've got the vivaciously family-friendly Boatyard Grill & Bar. You can mingle with local sailors and fishermen over the yard's seafood and raw bar which includes seafood dips, smoked fish,...
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1901 Towne Centre Blvd, Annapolis, MD 21401, USA
If you'd like lighter fare or are on a diet frankly, Saladworks has signature green salads - all under 500 calories - which are chopped up fresh everyday and you can mix and match ingredients (meats, fruits, nuts, berries, seeds, and dressings) to...
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51 West St, Annapolis, MD 21401, USA
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From the "Metropolitan" sumo roll, which is tuna, shrimp tempura, avocado with creamy spicy and eel sauce in a soy wrap, to the "Miami" roll, which is yellowtail topped with scallion, avocado, srirracha sauce in a soy wrapper or just straight up...
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310 Third St, Annapolis, MD 21403, USA
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If you're looking for a classic fine dining experience and you've got the wallet to match it, head over to O'Leary for some exquisite seafood. We're talking grouper, sole, rockfish, barramundi, swordfish, yellowfin tuna, and other types of fish...
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1 Park Pl, Annapolis, MD 21401, USA
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To sate those pasta cravings, Carpaccio Tuscan Kitchen's menu is inspired by Southern Italian flavors—from fresh Mozzarella di Bufala (Buffalo Mozzaralla) flown in from Italy every week and served with heirloom tomatoes, fresh basil, and extra...
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77 Main St, Annapolis, MD 21401, USA
Tea lovers, rejoice! Fifth-generation family-owned Capital Teas has a dizzying amount of teas to choose from. Really. Over 200 varieties of loose-leaf teas and herbal infusions from Sri Lanka, India, China, Japan, Malawi, and Kenya broken down...
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69 West St, Annapolis, MD 21401, USA
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Level is a local gem located on West Street. The restaurant has the reputation for serving excellent hand-crafted cocktails and tasty small plates. The cuisine is inspired by the Chesapeake and Mediterranean. In celebration of the community...
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1 Riverview Ave, Annapolis, MD 21401, USA
With a long line of 48 taps spewing out a variety of brews and beers alongside 10 HD TVs for catching the latest baseball, football, or basketball games, Heroes Pub is definitely one of the local favorite sports bars in Annapolis. You're also find...
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49 West St, Annapolis, MD 21401, USA
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49 West is the quintessential coffee shop and cafe. Upon entering, I was greeted by a laid-back scene: a guitarist singing bossa nova in the corner, tables full of friends chatting, and walls walls dressed with local art. 49 West serves wholesome...
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2 Market Space, Annapolis, MD 21401, USA
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Not many pubs can count George Washington, Thomas Jefferson, and Benjamin Franklin as frequent patrons in the 18th century, but historic Middleton Tavern sure can. Founded in 1750, Middleton Tavern is locally seen as an important historical...
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145 Main St, Annapolis, MD 21401, USA
French-inspired Lilac Bijoux is an artisan boutique run by Fern and Beth who sell exquisite, urban chic, and vibrant jewelry—chains, necklaces, earrings, bracelets, rings—designed by local and national artists. You can also buy their intricate...
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2474 Solomons Island Rd, Annapolis, MD 21401, USA
Unleash your inner diva at this downtown Annapolis boutique whose styling clients have included Hillary Duff, Kathy Lee Gifford, and Nicole Ritchie. The boutique certainly follows the latest fashion trends and it stocks a ton of "hard to find" in...
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17 Annapolis St, Annapolis, MD 21401, USA
This specialty boutique just for kids carries a range of exclusive clothing, accessories, and gifts. Brands carried include Baby Björn (pictured), Lilly Pulitzer, Marimekko, Robeez, and Sweet Potatoes. They also sell layettes, christening and...
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194 Green St, Annapolis, MD 21401, USA
Funky meets fun creativity at Hobo Bags where local Maryland artist and leather goods designer Koren Ray has followed in her mother Toni's footsteps to keep the international brand alive for over 20 years. Travel back to the seventies at Hobo...
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If you're looking for a pair of chic soles, you may want to check out local accessory boutique Poppy and Stella, which sells "everything but the clothes." This means you'll find super-hot-looking shoes, pumps, flats, and boots, plus accessories...
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8 Francis St, Annapolis, MD 21401, USA
If you're looking for that odd-looking chandelier or unique piece of handcraft while in Annapolis, Easy Street Gallery showcases intricate and offbeat pieces from over 300 local and national artists. Founded in 1979 by Marsha and Terry Moore, the...
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40 State Cir, Annapolis, MD 21401, USA
As the only full-fledged working pottery right in Annapolis' historic district, this pottery studio and boutique was established in 1969 and carries one of the largest selections of hand crafted practical ceramics and pottery in the entire state...
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195 Main St, Annapolis, MD 21401, USA
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Annapolis may be famous for its crab cakes and fresh seafood, but if you're feeling a bit more worldly, you'll find the best sushi in town at Joss. The Joss sushi menu is large enough to suit a wide range of tastes, but small enough that you're...