Maryland – Eastern Shore/Chesapeake Bay Bike Tour

Celebrate springtime on the Tidewater Peninsula! Gorgeous, easy biking awaits as we explore the bays and inlets of the Chesapeake Bay, wind our way by the many rivers, bays and estuaries that define this region, and stay in two beautiful towns.

The biking is wonderful. We follow one of the country’s premier biking routes, taking quiet roads to beautiful Oxford and then cross the Tred Avon River via the small Oxford-Bellevue Ferry. We enjoy a beautiful boat ride along the Chesapeake Estuary followed by a leisurely ride to Tilghman Island. We ride through the historic village of Unionville, by the “Little Red School House,” and enjoy a stunning day cycling through Blackwater National Wildlife Preserve, a haven for bald eagles, osprey and thousands of ducks and geese.

The tour includes stays at two exceptional inns. Sunday, Monday and Tuesday we enjoy waterfront views from our rooms at the Harbour Inn in historic Saint Michaels. Here, we enjoy wandering the streets lined with Colonial-era homes and enticing shops, strolling past the boat-filled marinas on the bay, and taking the included tour of the excellent Chesapeake Bay Maritime Museum. Wednesday and Thursday we are in Easton as the privileged guests of the Bartlett Pear Inn, a supremely inviting lovely inn. Easton is often listed as one of the ten best small towns in America in part because of its beautifully preserved Colonial and Victorian architecture and sophisticated shopping.

All days on this tour are rated ‘Easier’.