
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 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.
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Artscape is America's largest free arts festival, attracting 350,000+ attendees to Baltimore, Maryland.
This National Memorial Day celebration honours America’s war heroes and those presently serving with a gathering along Constitution Avenue for the annual Memorial Day parade featuring marching band
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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!
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No other event provides so much food, fun & family entertainment for so little: tame & thrilling rides and games; traditional Fair & local farm fresh food; thousands of livestock, horse
In the Streets invites residents and visitors to explore all that historic downtown Frederick has to offer.
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This end-of-summer festival hosted in Virginia beach features wine tastings, a world-class sandcastle competition, numerous athletic competitions, an open-air art show along the Boardwalk, an air s
Come see Virginia's finest animals and agriculture, exhibits and shows, toe-tappin' music, fine arts and crafts, blue ribbon competitions and more!
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This annual five-day festival celebrates the beauty of autumn foliage with concerts, corn mazes, art exhibits, craft vendors, parades, and more.
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Founded in 1958, the Washington International Horse Show (WIHS) is one of the most prestigious, competitive, and exciting equestrian sporting events in North America.