Nantucket and Martha's Vineyard

Imagine New England at its most rose-covered, cobblestoned, and picture-postcard perfect - and you have found the islands of Nantucket and Martha's Vineyard. Join our six-day bike tour as we explore these jewels of Cape Cod.

The small size and flat terrain of these islands make them ideal places for bicycling. With 73 miles of bike paths to choose from, you'll have a care-free time exploring the world of old whaling captains' mansions and seaside cottages, with their climbing pink roses on gray cedar shingles, and exquisite gardens. Cycle through historic harbors containing quaint inns, boutique stores, galleries, blinking lighthouses, chowder shacks, and upscale dining delights.

Highlights
Enjoy 44 miles of paved bike trails on Martha’s Vineyard
Explore classic New England harbor towns + visit eight different lighthouses
Cycle to galleries & studios that feature (and celebrate) the many island artists
Visit the original Black Dog shop, try a scoop of lobster ice cream, and sample fantastic seafood
Take a trip on the bicycle ferry operated by Hugh (brother of James) Taylor
Discover the quiet solitude of Chappaquiddick Island
Marvel at the 300 tiny cottages of Oak Bluffs, each adorned with whimsical gingerbread trim
Savor the sunset aboard a 60-foot catamaran sailboat
Enjoy another 35 miles of paved bike paths on Nantucket, an island without any traffic lights, neon signs, or fast-food restaurants
Visit charming seaside villages, where iconic cottages and whaling-era mansions are adorned with climbing pink roses on gray cedar shingles
Easy bike rides to local beaches, passing famous cranberry bogs and iconic lighthouses, and stopping at Cisco Brewery for live music & beer tasting
Celebrate sunset during our beachside happy hours
Explore the many shops & galleries on Nantucket’s cobblestoned streets