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Martha's Vineyard Vacation Bike Tour: Itinerary

Martha's Vineyard, MA Vacation Bike Tour: About The TripMartha's Vineyard, MA Vacation Bike Tour: ItineraryMartha's Vineyard, MA Vacation Bike Tour:  Details, Dates & Prices

MA Island Idyll: Martha's Vineyard Biking Itinerary and Attractions

marthas vineyard bike vacation

Day 1: Meet on Martha’s Vineyard mid-day where your guides will provide you with welcome refreshments and your bike if needed. Explore Oak Bluffs, viewing the colorful Victorian gingerbread cottages, the most perfectly preserved collection of Carpenter Gothic style architecture in the world. Visit the Flying Horses Carousel, the nation’s oldest operating carousel. Next, cycle bike paths following the coast to Edgartown and our inn in the heart of town. This 19th century seaport village is remarkably well preserved and the stately Greek Revival houses built by whaling captains have been meticulously maintained. Many fine colonial homes predate the whaling era and walking these lantern-lit streets is like taking a trip back in time. Climb to the top of Edgartown Light for spectacular views, then enjoy a delicious dinner together.

Cycling mileage: 10 (with options for more)

marthas vineyard biking

Day 2: Pedal bike paths to a favorite Vineyard beach, then travel “up-island” past tranquil forests, quiet harbors and fields of wildflowers. View the dramatic, multi- colored clay cliffs at Aquinnah and the Gay Head Lighthouse, a stunning setting that attracts visitors and photographers from around the world. Visit a picturesque hamlet that epitomizes a classic New England fishing village - and a place where scenes from Jaws were filmed. Take the bike ferry across the cut, then pedal quiet roads through a region of salt-water farms, ancient stonewalls, distant ocean vistas and island villages with grey shingled cottages framed by white picket fences and cascading flowers. Return to Edgartown and relax or shop, then enjoy a private walking tour of town with a resident expert who peppers the tour with local color while sharing colonial history, whaling heritage and Jaws lore. Enjoy dinner at another of the town’s fine restaurants.

Cycling mileage: 25, 30 or up to 52 depending on desire.

Martha's Vineyard Biking Itinerary Continued

martha's vineyard attractions

Day3: After breakfast, hop on the Chappy ferry to explore a bit of tranquil Chappaquiddick Island. Next, bike past a stately lighthouse, wide beaches and wildlife-filled ponds to Vineyard Haven. Enjoy the unique shops and cafes in town and if you like, refuel at the Black Dog Tavern. By the end of your bike tour, you’ll have seen the most beautiful sites and scenes Martha’s Vineyard has to offer. After only three days, this jewel in the Atlantic will surely have captured your heart as it did ours many years ago.

Cycling mileage:  18

 

marthas vineyard biking

 

marthas vineyard attractions

 


Dates and Prices:

For the Martha's Vineyard biking tour details, dates and prices, please visit the Martha's Vineyard Details page.

For a six-day tour that includes, in addition to Martha's Vineyard, the islands of Block, Conanicut and Aquidneck Island, RI please read about this cycle tour.

For a four-day tour tour that explores just the RI islands, please see the Rhode Island Vacation bike tour page.

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