


Maryland Eastern Shore Cycling
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...
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 a quintessential perspective on the region, travel by boat up a local tributary to take in waterfront homes and regional history.
Tour Highlights
- Cruise a quiet tributary by boat, passing charming waterfront homes and landmarks steeped in local history.
- 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.






Maryland Eastern Shore Cycling
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...
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 a quintessential perspective on the region, travel by boat up a local tributary to take in waterfront homes and regional history.
Tour Highlights
- Cruise a quiet tributary by boat, passing charming waterfront homes and landmarks steeped in local history.
- 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 Included
VBT Gives You More
You don’t have to sweat the small stuff. We take care of everything. You arrive rested, leave refreshed, and we do all the work.
| Tour | |
|---|---|
| Exceptional Boutique Accommodations | |
| Luggage Transportation | |
| Entrance Fees and Special Events as Noted in the Itinerary | |
| Free Branded Gear | |
| Local Leaders Throughout the Tour | |
| Support Vehicle | |
11 Included Meals: 5 Breakfasts, 3 Lunches, 3 Dinners | |
| Local Wine and/or Beer with Included Dinners | |
| High-Quality Bike or E-bike for Use on Tour | |
| Helmet and Bike Bag for Use on Tour | |
| Ride with GPS Navigation | |
Transportation from Baltimore/Washington International Airport to Easton | |
Transportation from Rock Hall to Baltimore/Washington International Airport |




