Guidebook for Annapolis
Food Scene
This hip sailor themed restaurant has a simple yet creative seafood menu. Fantastic oyster, raw bar, charcuterie and wine selection Their minimal kitchen is a part of the bar. The chef uses only a torch to prepare delicately cooked items. Great service!
33 locals recommend
Sailor Oyster Bar
196 West StThis hip sailor themed restaurant has a simple yet creative seafood menu. Fantastic oyster, raw bar, charcuterie and wine selection Their minimal kitchen is a part of the bar. The chef uses only a torch to prepare delicately cooked items. Great service!
Dark, hip sushi bar. Always packed with interesting people. Live music on weekends sometimes. Sit at the bar. The bartenders are fantastic.
34 locals recommend
Tsunami Sushi Bar and Lounge
51 West StDark, hip sushi bar. Always packed with interesting people. Live music on weekends sometimes. Sit at the bar. The bartenders are fantastic.
Great brunch spot or lunch spot, in the heart of Eastport. Walking or biking distance from the water and some great views.
127 locals recommend
Boatyard Bar & Grill
400 Fourth StGreat brunch spot or lunch spot, in the heart of Eastport. Walking or biking distance from the water and some great views.
One of Annapolis' best spots. Small plates, artisanal pizzes and a fantastic wine list. Always packed. Reservations recommended.
126 locals recommend
Vin 909 Winecafe
909 Bay Ridge AveOne of Annapolis' best spots. Small plates, artisanal pizzes and a fantastic wine list. Always packed. Reservations recommended.
Basement level gastro-pub. Great beer selection and creative takes on bar food and pizza. Try their "For Fox Sake" cocktail.
44 locals recommend
Fox's Den
179B Main StBasement level gastro-pub. Great beer selection and creative takes on bar food and pizza. Try their "For Fox Sake" cocktail.
Seasonal menu; mostly small Plates. Fantastic cocktails. Try the Level Gimlet.
59 locals recommend
Level a small plates lounge
69 West StSeasonal menu; mostly small Plates. Fantastic cocktails. Try the Level Gimlet.
French inspired cafe, coffeeshop and bakery. Great for a light breakfast and a sweet treat.
54 locals recommend
Bakers & Co.
618 Chesapeake AveFrench inspired cafe, coffeeshop and bakery. Great for a light breakfast and a sweet treat.
Bare bones set-up. Go to pick up a loaf of fresh bread or a cappuccino chocolate scone.
7 locals recommend
Great Harvest Bread Company
208 Ridgely AveBare bones set-up. Go to pick up a loaf of fresh bread or a cappuccino chocolate scone.
Drinks & Nightlife
This bar has been around forever. Nestled in an Eastport neighborhood. Its always packed in the summertime and guests spill out onto the patio in the front of the building. Great spot for a beer and a conversation with someone from the hood.
95 locals recommend
Davis's Pub
400 Chester AveThis bar has been around forever. Nestled in an Eastport neighborhood. Its always packed in the summertime and guests spill out onto the patio in the front of the building. Great spot for a beer and a conversation with someone from the hood.
This place is a bit of a trek from our place but its great during the summer. The bar is right on the water and all the walls open to let in the sun and the breeze, When the weather permits.
60 locals recommend
The Point Crab House & Grill
700 Mill Creek RdThis place is a bit of a trek from our place but its great during the summer. The bar is right on the water and all the walls open to let in the sun and the breeze, When the weather permits.
Super intimate music venue that gets some pretty big acts.
109 locals recommend
Rams Head Tavern Annapolis
33 West StSuper intimate music venue that gets some pretty big acts.
Young hip crowd. Live music some days. Great bottomless brunch option on Sundays.
42 locals recommend
Metropolitan Kitchen & Lounge
175 West StYoung hip crowd. Live music some days. Great bottomless brunch option on Sundays.
If you plan on boating while you're here take a ride one river over to this joint. During the summer the outdoor patio is a great place to join some sun. They have a phenomenal soft shell crab sandwich, when they are in season.
20 locals recommend
Stan and Joes Riverside
4851 Riverside DrIf you plan on boating while you're here take a ride one river over to this joint. During the summer the outdoor patio is a great place to join some sun. They have a phenomenal soft shell crab sandwich, when they are in season.
McGarvey's Saloon & Oyster Bar
8 Market SpaceAcross the Bay from us so this is a good spot if you plan on boating while you are staying here. This spot is like a day at the beach literally. Party atmosphere beach bar outside complete with hammocks and live music. (must be 21 to be in the bar area). Great crab joint inside that is super family friendly. Kids can swim on the beach.
25 locals recommend
Kentmorr Restaurant
910 Kentmorr RdAcross the Bay from us so this is a good spot if you plan on boating while you are staying here. This spot is like a day at the beach literally. Party atmosphere beach bar outside complete with hammocks and live music. (must be 21 to be in the bar area). Great crab joint inside that is super family friendly. Kids can swim on the beach.
Parks & Nature
The trails are all paved and very easy to follow. Some of the trails take you to beautiful views of the water. Pack a picnic lunch and spend the day in nature. You can also drive into the park and rent kayaks on certain days of the week during the summer. Certain times of year there are concert and in the winter there is a an ice skating rink.
126 locals recommend
Quiet Waters Park
600 Quiet Waters Park RdThe trails are all paved and very easy to follow. Some of the trails take you to beautiful views of the water. Pack a picnic lunch and spend the day in nature. You can also drive into the park and rent kayaks on certain days of the week during the summer. Certain times of year there are concert and in the winter there is a an ice skating rink.
Smithsonian Environmental Research Center
647 Contees Wharf RoadThis is a great park thats tucked back in one of the more affluent neighborhoods of Annapolis. You can drive, but if you rent bikes you'll enjoy taking in the beautiful waterfront houses before entering this park. The park is essentially a tiny peninsula with a great view of Thomas Point Lighthouse. Some folks use this as a fishing spot.
12 locals recommend
Thomas Point Park
3890 Thomas Point RdThis is a great park thats tucked back in one of the more affluent neighborhoods of Annapolis. You can drive, but if you rent bikes you'll enjoy taking in the beautiful waterfront houses before entering this park. The park is essentially a tiny peninsula with a great view of Thomas Point Lighthouse. Some folks use this as a fishing spot.
Shopping
In an old converted rowhouse, this is quaint little new and used bookstore with a coffeeshop and cafe. This hidden gem is cozy with oriental rugs, local art decorating the walls and fireplaces on both levels. Great place to grab a coffee before you start your day or to curl up for a few hours on a rainy day.
15 locals recommend
Old Fox Books & Coffeehouse
35 Maryland AveIn an old converted rowhouse, this is quaint little new and used bookstore with a coffeeshop and cafe. This hidden gem is cozy with oriental rugs, local art decorating the walls and fireplaces on both levels. Great place to grab a coffee before you start your day or to curl up for a few hours on a rainy day.
Queenstown Premium Outlets
441 Outlet Center DrHigh end outlets 30 minutes from Annapolis.
Entertainment & Activities
Great place to rent stand-up paddle boards. Take a stand up paddle board yoga class, or just explore the waters of Annapolis. Its a great work out and super fun.
17 locals recommend
Capital SUP
655 Edgewood RdGreat place to rent stand-up paddle boards. Take a stand up paddle board yoga class, or just explore the waters of Annapolis. Its a great work out and super fun.
Annapolis Sailing School
7001 Bembe Beach RdArts & Culture
Incredible campus. Definitely worth touring this facility while you are visiting.
140 locals recommend
Naval Academy
Incredible campus. Definitely worth touring this facility while you are visiting.
Banneker-Douglass Museum
84 Franklin StSightseeing
If you drive into historic Annapolis and park you can meander through the neighborhoods and discover quaint historic homes, plaques describing Annapolis' rich history as Maryland's state capitol and many of the buildings that were a part of its formative history. There are also many restaurants and shops along Main street to enjoy.
24 locals recommend
Main Street
Main StreetIf you drive into historic Annapolis and park you can meander through the neighborhoods and discover quaint historic homes, plaques describing Annapolis' rich history as Maryland's state capitol and many of the buildings that were a part of its formative history. There are also many restaurants and shops along Main street to enjoy.