Annapolis

Ryan
Annapolis

Cocktails & Conversation

Great place to sit outside with a cocktail and enjoy the show boaters traveling up and down Ego Alley.
18 locals recommend
Pusser's Caribbean Grille
80 Compromise Street
18 locals recommend
Great place to sit outside with a cocktail and enjoy the show boaters traveling up and down Ego Alley.
Great place to grab a pint and some pub food. Truly a hidden treasure and our favorite stop for a quick drink.
50 locals recommend
Galway Bay Irish Restaurant and Pub
63 Maryland Ave
50 locals recommend
Great place to grab a pint and some pub food. Truly a hidden treasure and our favorite stop for a quick drink.
Small plates and wine? Yes and yes.
36 locals recommend
Red Red Wine Bar
189 B Main St
36 locals recommend
Small plates and wine? Yes and yes.

Brunch All Day

Excellent place to grab brunch, but go early because it’s usually packed!
104 locals recommend
Iron Rooster - Annapolis
12 Market Space
104 locals recommend
Excellent place to grab brunch, but go early because it’s usually packed!
Southern comfort food cafe that hits the spot!
53 locals recommend
Miss Shirley's Cafe, Annapolis
1 Park Pl
53 locals recommend
Southern comfort food cafe that hits the spot!

A Special Night Out

Some of the best that Annapolis has to offer.
38 locals recommend
Preserve
164 Main St
38 locals recommend
Some of the best that Annapolis has to offer.
A delicious restaurant with a mission to support homeless in the area through on the job training.
16 locals recommend
Light House Bistro
202 West St
16 locals recommend
A delicious restaurant with a mission to support homeless in the area through on the job training.
Excellent small plates restaurant with craft cocktails. We have never been disappointed with this choice!
59 locals recommend
Level a small plates lounge
69 West St
59 locals recommend
Excellent small plates restaurant with craft cocktails. We have never been disappointed with this choice!
Trendy restaurant with good food and atmosphere. Great rooftop bar to enjoy the views of the Port.
58 locals recommend
Blackwall Hitch
400 6th St
58 locals recommend
Trendy restaurant with good food and atmosphere. Great rooftop bar to enjoy the views of the Port.
Best steakhouse in Annapolis. It’s a quick trip over the Eastport.
60 locals recommend
Lewnes' Steakhouse
401 Fourth St
60 locals recommend
Best steakhouse in Annapolis. It’s a quick trip over the Eastport.
Cozy up with the state politicians right on state circle!
31 locals recommend
Harry Browne's Restaurant
66 State Cir
31 locals recommend
Cozy up with the state politicians right on state circle!
Great food, service, and views at this Annapolis landmark.
81 locals recommend
Carrol's Creek Cafe
410 Severn Ave
81 locals recommend
Great food, service, and views at this Annapolis landmark.
Great seafood and better views.
68 locals recommend
Chart House
300 Second St
68 locals recommend
Great seafood and better views.

Casual Bites

Casual Mexican street tacos with excellent margaritas.
39 locals recommend
Vida Taco Bar
200 Main St
39 locals recommend
Casual Mexican street tacos with excellent margaritas.
Good seafood and a casual atmosphere. This is a great place to spend an evening.
127 locals recommend
Boatyard Bar & Grill
400 Fourth St
127 locals recommend
Good seafood and a casual atmosphere. This is a great place to spend an evening.
Quick place for a bite. Let’s be honest, sometimes you just want a potato.
Potato Valley Café
47 State Cir
Quick place for a bite. Let’s be honest, sometimes you just want a potato.

Coffee Shops & Sweet Treats

Did you like your welcome gift? Come here for more delectables!
17 locals recommend
Kilwins Chocolate & Ice Cream
128 Main St
17 locals recommend
Did you like your welcome gift? Come here for more delectables!

Take in the Sights & Sounds

Take a seat on one of the benches or the bulkhead and unwind while taking in the maritime scenery.
34 locals recommend
Annapolis City Dock
Dock Street
34 locals recommend
Take a seat on one of the benches or the bulkhead and unwind while taking in the maritime scenery.
Tours and trips by water to local destinations including Annapolis history and St. Michaels day boat excursions.
32 locals recommend
Watermark Tours, Charters, Cruises
1 Dock St
32 locals recommend
Tours and trips by water to local destinations including Annapolis history and St. Michaels day boat excursions.
Take a stroll around the grounds or spread out a picnic on the lawn under a beautiful shade tree and enjoy the gardens.
State Circle
State Circle
Take a stroll around the grounds or spread out a picnic on the lawn under a beautiful shade tree and enjoy the gardens.
A great place to catch a live performance just steps from your front door.
12 locals recommend
The Colonial Players
108 East St
12 locals recommend
A great place to catch a live performance just steps from your front door.
Take a tour of the grounds or pack a book and spread out on the lawn for a relaxing afternoon.
25 locals recommend
St. John's College
60 College Ave
25 locals recommend
Take a tour of the grounds or pack a book and spread out on the lawn for a relaxing afternoon.