
Sailing in the Chesapeake Bay

Annapolis, Maryland

Hyatt Regency Chesapeake Bay in Cambridge, Maryland

Ocean City, Maryland
Virginia Beach

Norfolk, Virginia

Sailing in the Chesapeake Bay

Annapolis, Maryland

Hyatt Regency Chesapeake Bay in Cambridge, Maryland

Ocean City, Maryland
Virginia Beach

Norfolk, Virginia
Cruise the Coast
Discover the beauty and heritage of the Capital Region’s beaches and bays.
Discover the beauty and heritage of the Capital Region’s beaches and bays.
DAY 1
Start in Annapolis, Maryland, whose location on the Chesapeake Bay lends itself to the city’s maritime history. After admiring the Maryland State House and colourful houses on Pinkney Street, take a tour of the US Naval Academy.
Cross the Chesapeake Bay Bridge and head south to Cambridge on Maryland’s Eastern Shore, where you can go for a sail aboard the skipjack Nathan of Dorchester. After a seafood dinner in the city centre, tuck in for the night at one of the town’s charming inns.
DAY 2
Make your way to Ocean City, Maryland, which stretches for 10 miles (16 km) along the Atlantic coastline. The wooden boardwalk is a nostalgic focal point, with a vintage carousel and street performers of every kind. Explore sandy shores and catch an unparalleled sunset over the bay side before an evening enjoying the nightlife.
DAY 3
Next up is Virginia Beach, the world’s longest pleasure beach, sitting on the Atlantic Ocean at the mouth of Chesapeake Bay. It too features a boardwalk, dotted with crab shacks and nautical-themed shops. For the adventure-seeker, try surfing, parasailing, or kayaking with dolphins.
DAY 4
You’ll wrap up your journey in Norfolk, Virginia, whose popular Ocean View Beach Park offers one of the best swimming spots in the region along with outdoor concerts, a boardwalk and lots of open green space.
Experience the nation’s capital during the popular Rock ‘n’ Roll Running Series.
Take a step back in time to Highland County, “Virginia’s Sweet Spot.” Each year, tens of thousands of visitors are drawn to this unspoiled, rural region of Virginia to celebrate the “opening” of th
Washington, DC’s most anticipated annual festival celebrates the arrival of spring.
The Eastern Shore Sea Glass and Coastal Arts Festival features artisans from around the country selling coastal and sea-glass related jewellery, home décor, art, and more.
In 1997, the Virginia Arts Festival presented the city with what has now become a staple to Norfolk’s performing arts scene: The Virginia International Tattoo.
With a long sailing tradition in Maryland and the Chesapeake Bay, the Annapolis Spring Sailboat Show rings in the new season by bringing together sailing enthusiasts from around the Mid-Atlantic.
For one week in April, visitors are invited to tour inspired private landscapes, public gardens, and historic sites across Virginia, enjoying our beautiful state at the peak of spring.
Since 1939, All Hallows Guild has held Flower Mart as a benefit for Washington National Cathedral’s gardens and grounds.
Kinetic Sculptures are amphibious, human powered works of art custom built for the race.
Each year, hundreds of thousands of people gather to celebrate the arrival of spring and the apple blossoms blooming in the orchards surrounding the city of Winchester.
Experience the fast-paced action and Maryland traditions at the annual running of the Preakness Stakes in downtown Baltimore.
Dominion Riverrock is the nation's largest outdoor sports and music festival, bringing athletes, spectators, musicians, and even dogs to Brown’s Island in Richmond, Virginia for a three-day festiv
Head to Mount Vernon for their most popular event of the year. Taste unlimited samples of wines from Virginia’s finest wineries.
This festival is an old-time bluegrass music tradition started by music legend Dr. Ralph Stanley and continuing today in his honour.
Artscape is America's largest free arts festival, attracting 350,000+ attendees to Baltimore, Maryland.
Passport DC is a month-long journey around the world highlighting DC's thriving international diplomatic community and its lively and varied international culture. Celebrated annually in May, which
The nation's capital is proud to host WorldPride 2025, an event that celebrates diversity, equality and love on a global scale.
Kick off the summer and eat your way down Historic Pennsylvania Avenue, sampling food & drinks from over 100 of popular vendors.
Join the Independence Day celebrations in the nation's capital city!
This award-winning 5-day celebration of music and art nestled in the beautiful Blue Ridge Mountains of southwest Virginia features more than 100 performers on 8 stages.
Hosted since 1969, Citi Open is one of DC’s longest-standing sports traditions.
The town of Chincoteague is known worldwide for its annual Pony Penning & Auction.
The Annapolis Crab Feast is all-you-can-eat and drink, including large and #1 male crabs (the big ones) plus Maryland vegetable crab soup, sweet Maryland corn on the cob, beef barbeque sandwiches,