For travelers coming to Washington, DC and Maryland during the 2020 Cherry Blossom Season, we created a comprehensive guide to taking it all in.

We're approaching the end of January, and there's no better way to march full steam into 2020 than by booking a trip on National Plan for Vacation Day. Join a world of fellow travelers committing to getting away this year, and start planning your special Annapolis vacation today. The annual booking celebration takes place on the last Tuesday of every January, and it will fall on the 28th this year.

Vacations and ice cream go together like peanut butter and jelly, and if you happen to be visiting Annapolis for your next vacation you'd be remiss not to stop in for a refreshing treat at one of the city's popular ice cream shops. You'll find fun, wacky flavors, your trusted staples and even some vegan and diabetic-friendly options, too. In Annapolis we all scream for ice cream. Here are some of our favorite spots.

Experience the chill island vibes of the British Virgin Islands right here in Annapolis. Listen to live music on the patio while watching the sailboats cruise along the bay. Enjoy incredible local seafood with a Caribbean twist, sip a signature rum cocktail or try a local craft beer. Discover the most popular dockbar restaurant in Annapolis without leaving your hotel.

Set sail and embark on an adventure in Annapolis, Maryland's lively capital city. Stay on the harbor at the only waterfront hotel in the city and reap the rewards by catching the Annapolis Yacht Club's sailing races every Wednesday evening. Watch the races while enjoying a refreshing cocktail at our dockside restaurant and bar and cheer on your favorite captain.

Have the history of Annapolis placed right at your fingertips when you stay at the only waterfront hotel in the city. Not only will you enjoy views of the Chesapeake but you'll also be steps from top historic landmarks that make Annapolis a popular travel destination. Stay with us in one of our cozy city view rooms and discover the rich history of the US Naval Academy with our guided walking tour packages.

Begin your Summer holiday with a little art as you partake in the Annual Annapolis Arts Week taking place in the first week of June. From exciting block parties, live music, art exhibits, and live performances, this week-long event brings an excellent amalgamation of all types of art in one city. Travel to Annapolis with your family and awaken the artist within!

Celebrate the holiday in style and give back thanks to the women who brought us into this world. It can be difficult deciding what to do to celebrate your mom on Mother's Day in Annapolis, MD. The key is to plan on making the day a special one for her. With the amount of activities around the city, we've selected the best ones for you and your mom to enjoy!