Maryland: Eastern Shore & Chesapeake Bay

Highlights

• Sail the eastern shores with Captain Ed aboard the skipjack HM Krentz
• Feast on the region’s famous seafood
• Ride through the Blackwater National Wildlife Refuge, a haven for more than 250 bird species, and learn about Harriet Tubman at the newly opened Underground Railroad State Park and Visitor Center
• Travel on the country’s oldest privately owned ferry (since 1760), across the Tred-Avon River between Oxford and Bellevue
• Cycle the quiet country roads leading to the charming small towns of Oxford, St. Michaels, Rock Hall, and Easton

What's this trip about?

You won’t find another cycling tour like this splendid spin along Maryland’s Chesapeake Bay! With our deep local connections, VBT brings you a unique adventure featuring Southern warmth and hospitality. In the quaint coastal village of Rock Hall, you’ll be treated like family by your charismatic local innkeepers. Here, you might choose to relax—sipping cocktails by the water, taking a dip in the saltwater pool, or listening to the piano in your inn’s charming parlor. Pedaling the cheerful inlets of Chesapeake Bay, you’ll pass stately bayside homes, spin through the Blackwater National Wildlife Refuge, and visit the Harriet Tubman Underground Railroad State Park. For the quintessential Maryland experience, you’ll meet a local fisherman and cruise on his traditional skipjack while listening to spirited tales of life on the water.  

Accommodation