Margaret's Annapolis Guidebook
Sightseeing
It’s a must-go sightseeing spot if you come to Annapolis for leisure travel!
140 locals recommend
Naval Academy
It’s a must-go sightseeing spot if you come to Annapolis for leisure travel!
Annapolis Main Street is very cute all the time, and in Christmas it is definitely the most beautiful!
8 locals recommend
Main Street
Main StreetAnnapolis Main Street is very cute all the time, and in Christmas it is definitely the most beautiful!
It’s always beautiful, and I would recommend come visit when they have a boat show here!
34 locals recommend
Annapolis City Dock
Dock StreetIt’s always beautiful, and I would recommend come visit when they have a boat show here!
Food scene
In my personal opinion, the BEST restaurant in Annapolis! Great Italian fine dining. Food and service both fabulous.
24 locals recommend
Osteria 177
177 Main StIn my personal opinion, the BEST restaurant in Annapolis! Great Italian fine dining. Food and service both fabulous.
Cantler's Riverside Inn
458 Forest Beach RdGreat restaurant for Crab! 🦀
Pusser's Caribbean Grille
Upstairs bar is classic. Bartenders are nice. 1st floor is elegant Italian style with white tablecloth. Food is delicious and price is fair.
31 locals recommend
Harry Browne's Restaurant
66 State CirUpstairs bar is classic. Bartenders are nice. 1st floor is elegant Italian style with white tablecloth. Food is delicious and price is fair.
Chart House
300 Second StView is great. Happy hour is perfect. Dinner is great too.
Traveler advice
Don't miss
Boat Tour or Water taxi at The Annapolis City Dock
It’s fun to take a boat tour - I recommend taking the small boat instead of the big cruise, so you can get closer to the water. :)