Guidebook for Annapolis

Rick
Guidebook for Annapolis

Food Scene

Best breakfast in town along with great deli and Crab Cakes. An Annapolis institution - very short walk - usually a line out the door....
60 locals recommend
Chick & Ruth's Delly
165 Main St
60 locals recommend
Best breakfast in town along with great deli and Crab Cakes. An Annapolis institution - very short walk - usually a line out the door....
Sushi
60 locals recommend
Joss Café & Sushi Bar
195 Main St
60 locals recommend
Sushi
Brunch
31 locals recommend
Harry Browne's Restaurant
66 State Cir
31 locals recommend
Brunch
Annapolis Favorite
47 locals recommend
McGarvey's Saloon & Oyster Bar
8 Market Space
47 locals recommend
Annapolis Favorite
Great sailing venue, food and drink
127 locals recommend
Boatyard Bar & Grill
400 Fourth St
127 locals recommend
Great sailing venue, food and drink
Best deck view of the harbor. Spa Creek used to be called Carrols Creek (after Charles Carrolton one of the signers of the Declaration of Independence and Annapolis land owner) - hence the name.
81 locals recommend
Carrol's Creek Cafe
410 Severn Ave
81 locals recommend
Best deck view of the harbor. Spa Creek used to be called Carrols Creek (after Charles Carrolton one of the signers of the Declaration of Independence and Annapolis land owner) - hence the name.
You really want to be a local...
95 locals recommend
Davis's Pub
400 Chester Ave
95 locals recommend
You really want to be a local...
Best Authentic Irish Pub in town, Great food and drinks, live music Friday evenings and late Sunday afternoons. On Maryland Ave along with some nice shops.
50 locals recommend
Galway Bay Irish Restaurant and Pub
63 Maryland Ave
50 locals recommend
Best Authentic Irish Pub in town, Great food and drinks, live music Friday evenings and late Sunday afternoons. On Maryland Ave along with some nice shops.
The old "Riordans" - re-done. Good food and view.
19 locals recommend
Federal House Bar
22 Market Space
19 locals recommend
The old "Riordans" - re-done. Good food and view.
Great view of Ego Alley from the deck bar.
Annapolis Waterfront Hotel, Autograph Collection
80 Compromise St
Great view of Ego Alley from the deck bar.
Best BBQ in town and great supporter of our military and first responders!
19 locals recommend
MISSION BBQ
142 Dock St
19 locals recommend
Best BBQ in town and great supporter of our military and first responders!
Excellent small plates and wine/beer selection
59 locals recommend
Level a small plates lounge
69 West St
59 locals recommend
Excellent small plates and wine/beer selection
Picking crabs is a summer ritual in Maryland and Cantler's has some of the best crabs around along with a great water view. About a 15 minute Uber ride - can be crowded on summer weekends but worth the wait!
71 locals recommend
Cantler's Riverside Inn
458 Forest Beach Rd
71 locals recommend
Picking crabs is a summer ritual in Maryland and Cantler's has some of the best crabs around along with a great water view. About a 15 minute Uber ride - can be crowded on summer weekends but worth the wait!
Ice cream and Annapolis go hand in hand. Red Bean is on Main St and serves vanilla or chocolate with some creative mix-ins - great choice!
14 locals recommend
The Red Bean
220 Main St
14 locals recommend
Ice cream and Annapolis go hand in hand. Red Bean is on Main St and serves vanilla or chocolate with some creative mix-ins - great choice!
For more traditional "scooped" ice cream all made on site!
30 locals recommend
Annapolis Ice Cream Company
196 Main St
30 locals recommend
For more traditional "scooped" ice cream all made on site!
Top seafood restaurant in town - nice walk to Eastport. A bit pricey but an excellent choice for a special occasion.
26 locals recommend
O'Learys Seafood Restaurant
310 Third Street
26 locals recommend
Top seafood restaurant in town - nice walk to Eastport. A bit pricey but an excellent choice for a special occasion.
Excellent food using local farms with indoor and sidewalk dining. Washingtonian top 100.
38 locals recommend
Preserve
164 Main St
38 locals recommend
Excellent food using local farms with indoor and sidewalk dining. Washingtonian top 100.
Short walk over to Eastport. Husband/wife team from San Francisco. Small place in an former home with some outdoor seating. Nice wine selection at great prices. Excellent small plates and wood oven pizza. Don't miss the homemade butterscotch pudding for desert. No reservations and expect a wait. Washingtonian Top 100 Restaurant.
126 locals recommend
Vin 909 Winecafe
909 Bay Ridge Ave
126 locals recommend
Short walk over to Eastport. Husband/wife team from San Francisco. Small place in an former home with some outdoor seating. Nice wine selection at great prices. Excellent small plates and wood oven pizza. Don't miss the homemade butterscotch pudding for desert. No reservations and expect a wait. Washingtonian Top 100 Restaurant.

Drinks & Nightlife

Excellent wine list by the bottle or glass. Try their pizza. Red, red wine... - Neil Diamond and UB40 would approve...
36 locals recommend
Red Red Wine Bar
189 B Main St
36 locals recommend
Excellent wine list by the bottle or glass. Try their pizza. Red, red wine... - Neil Diamond and UB40 would approve...
Coffee House
22 locals recommend
49 West Coffeehouse, Winebar & Gallery
49 West St
22 locals recommend
Coffee House
Well known musicians
109 locals recommend
Rams Head Tavern Annapolis
33 West St
109 locals recommend
Well known musicians
Music on two floors - piano bar and live band Saturdays. Goes back to General Washiongton's days...
34 locals recommend
Middleton Tavern
2 Market Space
34 locals recommend
Music on two floors - piano bar and live band Saturdays. Goes back to General Washiongton's days...
Music, movies outdoors (Sunday nights in the summer), great indoor bar from the 1700s and great food!
26 locals recommend
Reynolds Tavern and 1747 Pub
7 Church Cir
26 locals recommend
Music, movies outdoors (Sunday nights in the summer), great indoor bar from the 1700s and great food!
You need to visit the "Beat Army" bar.
Chesapeake Brewing Company
114 West St
You need to visit the "Beat Army" bar.

Sightseeing

State Capital was the US Capital for a short time. Washington resigned his commission in the Senate Chamber and the Treaty of Paris ending the Revolutionary war was drafted there.
9 locals recommend
State Circle
State Circle
9 locals recommend
State Capital was the US Capital for a short time. Washington resigned his commission in the Senate Chamber and the Treaty of Paris ending the Revolutionary war was drafted there.
Watch the boats parade by "Ego Alley" - downtown.
26 locals recommend
Ego Alley
1 Dock Street
26 locals recommend
Watch the boats parade by "Ego Alley" - downtown.
Annual croquet match against USNA, 4 year degree on the classics.
25 locals recommend
St. John's College
60 College Ave
25 locals recommend
Annual croquet match against USNA, 4 year degree on the classics.
He signed the Declaration of Independence!
51 locals recommend
William Paca House & Garden
186 Prince George St
51 locals recommend
He signed the Declaration of Independence!
Roman Catholic signer of the Declaration of Independence.
Charles Carroll House
107 Duke of Gloucester St
Roman Catholic signer of the Declaration of Independence.
"Roots" author Alex Hailey and a self guided history of Kunte Kinte who was brought to Annapolis as part of the slave trade. Foot of ego alley with street singers usually present.
6 locals recommend
Kunta Kinte Plaque
144-198 Compromise St
6 locals recommend
"Roots" author Alex Hailey and a self guided history of Kunte Kinte who was brought to Annapolis as part of the slave trade. Foot of ego alley with street singers usually present.

Parks & Nature

Short walk, great view,
Acton's Cove Waterfront Park
14 South St
Short walk, great view,
47 locals recommend
Quiet Waters Park Road
Quiet Waters Park Road
47 locals recommend

Entertainment & Activities

Short sailing adventure at the Marriott - two schooners.
34 locals recommend
Schooner Woodwind Sailing Cruises
80 Compromise St
34 locals recommend
Short sailing adventure at the Marriott - two schooners.
Great paddle board rental shop right across Spa Creek (walkable)
17 locals recommend
Capital SUP
655 Edgewood Rd
17 locals recommend
Great paddle board rental shop right across Spa Creek (walkable)
Paddle up Spa Creek for a great tour or head out to the Bay if you dare!
18 locals recommend
Annapolis Canoe and Kayak, LLC
311 Third St
18 locals recommend
Paddle up Spa Creek for a great tour or head out to the Bay if you dare!
Rent your own boat and tour Annapolis from the water. Located in Eastport near the Charthouse. Boat can set up to 10 people.
Annapolis Electric Boat Rentals, LLC
Rent your own boat and tour Annapolis from the water. Located in Eastport near the Charthouse. Boat can set up to 10 people.

Arts & Culture

Great outdoor venue
22 locals recommend
Annapolis Summer Garden Theatre
143 Compromise St
22 locals recommend
Great outdoor venue
Great gift shop with museum on the upper floors
23 locals recommend
Historic Annapolis Museum Store
77 Main St
23 locals recommend
Great gift shop with museum on the upper floors
African American history in Maryland and Annapolis.
22 locals recommend
Banneker-Douglass Museum
84 Franklin St
22 locals recommend
African American history in Maryland and Annapolis.
Great exhibits on crabbing, oysters, older sailboats.
61 locals recommend
Annapolis Maritime Museum & Park
723 Second St
61 locals recommend
Great exhibits on crabbing, oysters, older sailboats.
Original colonial home - numerous period pieces.
20 locals recommend
Hammond-Harwood House
19 Maryland Ave
20 locals recommend
Original colonial home - numerous period pieces.

Everything Else

At the end of the block.
First Presbyterian Church of Annapolis
171 Duke of Gloucester St
At the end of the block.
Catholic Church - we sing at 10:30 mass!
8 locals recommend
St. Mary's Church
109 Duke of Gloucester St
8 locals recommend
Catholic Church - we sing at 10:30 mass!
Oldest church in town - 1792.
8 locals recommend
St. Anne's Church
199 Duke of Gloucester St
8 locals recommend
Oldest church in town - 1792.