Planning a getaway? Check out Annapolis, MD — home to the US Naval Academy and a coastal destination with a vibrant downtown. A summer trip to Annapolis almost guarantees beautiful sunsets over the Bay + the best crabcakes you’ll ever try.

Why go?

Once the capital of the US and now the capital of Maryland, it’s hard to walk down the brick streets of Annapolis without running into a historically significant (and beautiful) building.
It’s easy to board a boat from downtown’s Ego Alley to explore local waterways.
During the Chesapeake Bay Paddle (Fri., Aug. 27 + Sat., Aug. 28), local and national paddlers will embark on an endurance challenge to protect the Bay.
Every summer, countless sailboats whir around downtown during the Annapolis Yacht Club’s Wednesday Night Race Series.
Check out the 2022 Annapolis Travel Guide for help planning your trip.

Act like a local:

Coffee: Don’t miss the seasonal Coconut Iced Latte at Rise Up Coffee Co.
Sweets: Order the almond croissant at Bakers & Co., any flavor cruffin at Black Market Bakers + two scoops from Annapolis Ice Cream Company.
Outdoors: Sail the Chesapeake Bay on a 74-foot wooden schooner.
Shop: Browse new and used titles at Old Fox Books + bring home a handmade treasure from The Annapolis Pottery.
Listen: Refresh your vinyl collection at KA-CHUNK!! Records.
Explore: Paddle around Eastport in a kayak or canoe.
Dinner: Savor seasonally-inspired pizza at Vin 909 Winecafé, lump crabcakes at Boatyard Bar & Grill + high-end small plates at Level.
Watch: Enjoy a performance under the stars at the Annapolis Summer Garden Theatre.

You can't beat pizza from Vin909. | Photo by RALtoday

Where to stay:

Local hotel: Historic Maryland Inn in the heart of Annapolis (~$159/night)
Vrbo: Mid-1800s, renovated downtown home within walking distance from Spa Creek (~$324/night)*
Splurge: 134 Prince blends rich history with modern luxury (~$499/night)

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