Backroads Martha's Vineyard & Nantucket Bike Tour
Martha's Vineyard & Nantucket Bike Tour
Martha's Vineyard & Nantucket Bike Tour
Martha's Vineyard & Nantucket Bike Tour
Lighthouse -  Martha's Vineyard & Nantucket Bike Tour
Martha's Vineyard & Nantucket Bike Tour
Martha's Vineyard & Nantucket Bike Tour
Martha's Vineyard & Nantucket Bike Tour
Martha's Vineyard & Nantucket Bike Tour
Martha's Vineyard & Nantucket Bike Tour
Martha's Vineyard & Nantucket Bike Tour
Martha's Vineyard & Nantucket Bike Tour
Martha's Vineyard & Nantucket Bike Tour
Martha's Vineyard & Nantucket Bike Tour
Martha's Vineyard & Nantucket Bike Tour
Biking
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Martha's Vineyard & Nantucket Bike Tour

Massachusetts' Classic Coastline

It'll be early on. You'll round a corner on a beach road, maybe in Sconset or Aquinnah. And it will hit you. The quiet. The open Atlantic pulsing on the shore. Seabirds above and a breeze fanning the dunes. You'll imagine selling your possessions and buying a lobster boat. It's OK, the urge passes eventually. But you'll have five days to enjoy it. 

THIS ITINERARY: 5 days, 4 nights

ACCOMMODATIONS: Premiere Hotels

FROM: $3,499 - $3,999 pp dbl occ

Massachusetts

Start Nantucket Town / End Vineyard Haven

Start/End locations may vary. Do not book flights until your trip details are confirmed.

Highlights
  • Circle Martha's Vineyard on two wheels, pedaling past scenic beaches, historic homes, woodland and cranberry bogs
  • Pedal over rolling hills to the red-clay cliffs of Aquinnah, with a 200-year-old lighthouse and panoramic views over the Elizabeth Islands
  • Explore Edgartown's colonial roots, art galleries and spectacular architecture, not to mention plenty of ice cream shops
  • Spin around the island of Nantucket followed by a journey through maritime history at the Nantucket Shipwreck & Lifesaving Museum
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Itinerary
Accommodations may vary based on departure date.
5 Days Premiere Hotels
Accommodations may vary based on departure.
Days 1-2

Downshift into island life on Nantucket | A gentle ride to Cisco Beach leads past 18th- and 19th-century sea captains' homes and lighthouses | Explore the island by bike with gardens, cranberry bogs, harbors and dunes enlivening your route | The Nantucket Shipwreck & Lifesaving Museum chronicles the area's maritime heritage | Up for a stroll along the Atlantic? Siasconset and Surfside Beaches beckon with pristine stretches of sand.

White Elephant Hotel
White Elephant
Nantucket Town
| Premiere Hotel

A "stylishly refurbished in-town hotel on a quiet waterfront, a brief walk from the historic district," noted Andrew Harper. (spa)

Days 3-5

Soak up the rich history of Nantucket Town on a walking tour | A private boat transports us to Martha's Vineyard | Explore the unique town of Oak Bluffs, home to colorful gingerbread cottages | Pedal to the port town of Vineyard Haven, cruising by stately homes on the West Chop peninsula | Arrive in Edgartown, known for amazing Greek Revival, Federal and Victorian architecture | Spin inland through forests and open meadows | Fond of art? Galleries tempt you off your bike with watercolors, photography and sculptures by local and world-renowned artists | Explore Chappaquiddick and Cape Poge Light—the lighthouse's first keeper in 1801 was appointed by Thomas Jefferson | Take in the exhilarating sea air on your ride through Katama to reach South Beach and more spectacular ocean views | Pass through the Great Plains of Martha's Vineyard, a protected ecosystem | Enjoy a farewell lunch at the popular Black Dog Tavern.

Hob Knob Inn
Hob Knob
Edgartown
| Premiere Hotel

This 19th-century Gothic Revival home is now a country-style boutique hotel with lovely gardens. (spa)

Dates & Prices

The earlier you book, the more choice you'll have and the lower your price. And you can always change your mind — you won't be charged to transfer to a different trip before your final payment is due. View cancellation policy

Click on dates for pricing, itinerary variations and to book your trip. Price is per person, double occupancy.

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Activity Level: 1-3

Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. We know your pace may vary from one day to the next—and your traveling companion's may differ somewhat from yours. So we present a range of mileage options, and each day you decide exactly what and how much you want to do. LEARN MORE.

Day 1
Biking
Level 1 | 10 miles | 200 ft. gain
Day 2
Biking
Level 1 | 21 miles* | 500 ft. gain
Level 2 | 26 miles | 700 ft. gain
Level 2 | 32 miles | 900 ft. gain
Level 3 | 40 miles | 1100 ft. gain
Day 3
Biking
Level 1 | 6 miles | 100 ft. gain
Level 2 | 22 miles | 800 ft. gain
Other
Nantucket Town Guided Walk (1.25 hours)
Boat Ride (1.5 hours)
Day 4
Biking
Level 1 | 10 miles | 300 ft. gain
Level 2 | 23 miles* | 800 ft. gain
Level 3 | 36 miles* | 1200 ft. gain
Level 4 | 51 miles | 1900 ft. gain
Day 5
Biking
Level 1 | 10 miles | 100 ft. gain
* Includes shuttle.

What's Included

Available Bike Options

The key to a stellar day's ride is a bike that's perfectly in tune with your cycling style… Backroads has you covered with the best bike fleet in the world! Read on for your available bike options for this trip.

Performance Road Bike

This custom-designed titanium bike is lightweight and responsive, featuring Shimano Ultegra Di2 electronic shifting, 11-speed compact gearing, a premium Mavic Ksyrium Pro wheelset and a full carbon fork. 

Touring Bike

A proven classic, our most popular custom-designed titanium bike is suited for a wide range of cyclists. It features a comfortable ergonomic seat and a long wheel base that add to the bike’s control and stability.

NEW! Electric-Assist Bike

Our newly redesigned titanium e-bike is a lightweight yet powerful machine unique in the world of e-bikes. It provides plenty of power to flatten the hills and more than enough battery range to cover the distance.

Carbon Bike

Ride like a pro with the top-of-the-line carbon Cannondale Synapse Hi-Mod Red ETAP AXS. Delivering phenomenal acceleration and handling in a light and powerful package—it’s built for hard-core riders.
$400 rental fee

Tandem Bike

This hand-built frame features Co-Motion's custom-designed cro-moly steel tubeset, powerful Avid disc brakes, Shimano Ultegra drive train, and a custom, upgraded wheelset. For experienced tandem riders.
$400 rental fee

Also Included

  • All breakfasts, 4 lunches, 3 dinners
  • Expertise and services of our experienced Trip Leaders
  • Snacks and beverages between meals
  • Additional guides and experts from the region on many trips
  • Van shuttles to support a variety of route options
  • Comprehensive Travel Planner with detailed pre-trip information
  • Private guided tours at museums, historic sites, wineries and other select attractions as noted in the Travel Planner
  • All gratuities at hotels and restaurants
  • Special events, including wine tastings and other select attractions as mentioned in the Travel Planner
  • On biking and multi-adventure trips, use of fully equipped Backroads titanium bike plus helmet and accessories
  • Trailercycles, carriers, and kid-sized helmets for Family Trips
  • Equipment and experienced guides for kayaking, rafting, snorkeling, sailing and canoeing as described
  • Park and other entry fees
  • Fares for trains, ferries and other modes of travel as listed in the Travel Planner
  • Select coach transfers
  • Baggage transfers and porterage

Ask A Trip Expert

Have a question and need expert advice? Our team of Trip Consultants is here to help! You can also visit our FAQ’s.

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