Ready to shake off winter’s chill? Then it’s time to plan a spring getaway to Annapolis and experience the idyllic beauty and irresistible charm of this historic town that rests along the waters of the breathtaking Chesapeake Bay.

Start your Annapolis vacation by booking a room at one of more than 85 hotels, inns, and beds and breakfast. Choose an 18th century Georgian B&B  that’s steeped in history. Enjoy Four Diamond luxury that’s within walking distance to the city’s best shops and restaurants. Or experience a unique “boat and breakfast” aboard a 74-foot yacht.

Next, explore everything Annapolis has to offer. Discover the area’s rich American and maritime history with a walking tour of the Historic District, a visit to the Annapolis Maritime Museum, or a trolley tour that highlights the town’s architecture and waterfront.

Stroll the cobblestone streets in search of the perfect gift at one of our galleries, antique shops, and specialty stores.

Blend a bit of traditional culture at the symphony, theater, or opera with the pageantry of Medieval Times.

And enjoy food---from fine fare to the traditional Maryland crabs---at our local restaurants, pubs, and cafes.

And don’t forget, spring is the start of the sailing season along the Chesapeake Bay, so take advantage of your time in America’s Sailing Capital. Enjoy a relaxing day, sunset, or overnight cruise with American Classic Yachting.

Learn how to sail with a weekend course from Annapolis Sailing and Powerboat School. Discover the Bay’s cliffs and coves in your own private rental from Annapolis Small Boat Rentals. Or bring the kids for a pirate cruise aboard Pirate Adventures on the Chesapeake.

Plan your Annapolis and Chesapeake Bay getaway today!

• Book a room at one of our hotels, B&Bs, and inns.
• Find events and activities for the whole family.
• Get special offers and packages on everything from lodging to attractions.
• And don’t forget to enter our Annapolis in Pink Sailing into Spring Trivia Contest. You could win a free Annapolis vacation!