Maryland’s Chesapeake Bay Bike Tour

Bike the Historic Eastern Shore of Maryland

“My favorite part was visiting Blackwater N.W.P. Having Josh there with his spotting scope and binoculars to help identify the many birds we saw was super.”

~Wiley Grant

Maryland’s Eastern Shore, Chesapeake Bay, Blackwater National Wildlife Preserve

Imagine pedaling along the coast of the Chesapeake Bay, through the farmlands of the Eastern Shore of Maryland, around historic towns, relaxing on the coast, and dining on fresh oysters and crab cakes, all while enjoying the ease of riding the flat coastal terrain. This is a trip to relish! Due to the coastal weather, this tour is designed to be either your first outing of the year, or your final bike adventure of the season.

 

Meeting in Easton, Maryland, we will do a quick shuttle to the Cambridge-Dorchester Regional Airport.  Cycling along the bay, through large inland farms and woodlands, and visit the Blackwater National Wildlife Preserve. Blackwater is a haven for several troubled species including the American Bald Eagle, the endangered Delmarva fox squirrel, and the migrant peregrine falcon. The Refuge is unique in that it hosts the largest remaining natural population of Delmarva fox squirrels and is also host to the largest breeding population of bald eagles on the East Coast, north of Florida.  Reflect on your days ride as you lounge in the front yard of the Inn, watching the birds play in the water!

Tour Highlights

Seafood feasts--did we mention SEAFOOD FEASTS?

Easton Historical District

Blackwater National Wildlife Refuge

Ferry ride to St. Michael's

St. Michael's Maritime Museum

Lodging Options

Sandaway Lodge

The Bartlett Pear

Day 1: Explore the Chesapeake Bay’s local wildlife at the Blackwater National Wildlife Reserve. Pass by centuries-old churches and cemeteries on your way to Oxford, and the beautiful Sandaway Lodge.

 

Day 2: Hop on the ferry to St. Michaels and the Chesapeake Maritime Museum. End your day back at the Sandaway Lodge and a delicious dinner at the Robert Morris Inn.

 

Day 3: Cycle through the Victorian and colonial architecture of Easton, Maryland, then switch up your scenery to peaceful rural roads to end your day at the Bartlett Pear Inn.

 

Day 4: Ride straight out of your lodging and through the beautiful backroads of Talbot County, ending your ride and saying your goodbyes in Easton.

 

Custom bike tour departures available for groups of 6 or more.

Trip Information

4

Trip Length - Days

New York Finger Lakes Bike Tour
Tour Type
Road Bike
New York Finger Lakes Bike Tour
Tour Rating
Beginner – Intermediate
New York Finger Lakes Bike Tour Elevation
View Trip Profile
25-50

Average Miles Per Day

Check In Location
Easton Maryland Airport, MD
Tour Area
SAG Vehicle New York Finger Lakes Bike Tour
Support & Gear Vehicle
18

Minimum Age

Meals

3 Breakfasts | 4 Lunches
2 Dinners

Pricing
  • PP Double Occupancy

    $1295
  • Single Supplement*

    $195
  • Cannondale Bike Rental

    $60

*This is required if you are traveling solo or if you are traveling with someone but require separate beds.