N 38 58.115 W 076 28.635

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Weather & Local Information

We’ve provided a one-stop resource for a weekend (or longer!) in Annapolis, Maryland. Check out our weather and sailing condition resources, places to provision and purchase supplies, and restaurant recommendations.


Annapolis Weather | Tides, Currents, & Wind


Supplies & Provisioning


Restaurants, Bars, and Take-Out Options - Our Recommendations

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Leeward Market Cafe & Grocery

443-837-6122
601 Second St, 2 blocks away
Open daily for breakfast and lunch
Indoor/outdoor seating

Great for pick-up and casual dining. A wonderful breakfast and lunch go-to in the neighborhood. Bagels, sandwiches, salads, pizza, coffee… and crew meals available for a race days. They have a small grocery section for basic needs.

Davis' Pub

Davis’ Pub

(410) 268-7432
Open daily for lunch, dinner, good late night option
400 Chester Ave, 4 blocks away
Indoor/outdoor seating

Davis’ is an Annapolis staple and one of the best bars in the world. It’s a quaint and casual pub with fantastic daily specials. If you’re looking for a cold beer, good company, and great service, head over to Davis’ and make yourself at home.

Boatyard Bar and Grill

Boatyard Bar & Grill

410-216-6206
Open daily for all meals, good late night option
400 Fourth St, 6 blocks away

Boatyard is an iconic Annapolis sailor bar and you’ll know it as soon as you arrive and see the photo and decor-lined walls. Their happy hour food and drink specials don’t disappoint, but get there early to snag a seat. They have daily specials and are well-known for having the best crab cake in town.

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Vin 909

410-990-1846
Visit website for hours, lunch and dinner
909 Bay Ridge Ave, 12 blocks away

Vin 909 is no stranger to Washington DC area lists for best places to eat. They are known for their organic, locally-sourced, and sustainable food options. And for their pizzas and wine selection! They get busy for dinner and don’t take reservations, but it’s worth the wait while you sip on your glass of vino.

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Bread and Butter Kitchen

410-202-8680
Open daily for breakfast and lunch
303 Second St, 5 blocks away
Indoor/outdoor seating

This is a great place to end up after a walk through the Eastport neighborhood. This casual dining option is located on Spa Creek so it’s a good spot to watch boats coming and going from Annapolis. They serve a wonderful breakfast all day on the weekends. And it’s great for meals on the go and crew lunches.

Carrol's Creek Cafe

Carrol’s Creek Cafe

410-263-8102
Open daily for lunch and dinner
410 Severn Ave, 7 blocks away
Indoor/outdoor seating

Carrol’s Creek has a beautiful view of Spa Creek and downtown Annapolis. It’s a fine dining option and great for groups since they take reservations. Steaks, crab cakes, and lots of delicious appetizers to choose from! You’ll enjoy sitting outside while feasting on weekend brunch.