Martha's Vineyard & Nantucket Bike Tour
Couples, Friends & Solos
Martha's Vineyard & Nantucket Bike Tour
Couples, Friends & Solos
5 days
4 nights
Activity Levels 1-3
Premiere Hotels
2025: Aug-Sep2026: May-Jun, Aug-Sep
Historic Harbors, Bike Paths & New England Charm
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 might even imagine selling your possessions and buying a sail boat. It's OK, the urge passes eventually. But you'll have five days to enjoy it.
Highlights
- Bike around the island of Nantucket followed by a journey through maritime history at the Nantucket Shipwreck & Lifesaving Museum
- Explore Edgartown’s colonial roots, art galleries and spectacular architecture, not to mention plenty of ice cream shops
- Circle Martha's Vineyard on two wheels, spinning 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
StartNantucket Town
EndVineyard Haven
* Start/End locations may vary. Do not book flights until your trip details are confirmed.
Itinerary
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 • Refresh yourself at a favorite local watering spot offering much-loved microbrews and wines • Take a fascinating look at the island’s maritime history at the Nantucket Shipwreck & Lifesaving Museum, which exhibits original boats, relics of the island’s legendary shipwrecks and photographs of thrilling sea rescues • Spin past old barns, osprey nests, island grasses and fields of wildflowers to Madaket Beach, the landing site of the first European settlers • Up for a stroll along the Atlantic? Siasconset and Surfside Beaches beckon with pristine stretches of sand.
Nights 1-2
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 ferry 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 • Cycle 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 • Take in the exhilarating sea air and more spectacular ocean views on your ride to Katama Beach • Pass through the Great Plains of Martha's Vineyard before a farewell lunch.
Nights 3-4
This 19th-century Gothic Revival home is now a country-style boutique hotel with lovely gardens.
What's Included
See moreHotels
World-Class Hotels
Our hand-selected Premiere hotels offer exceptional hospitality and experiences as special as the regions we explore.
Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Nights 1-2
Premiere Hotel
A “stylishly refurbished in-town hotel on a quiet waterfront, a brief walk from the historic district,” noted Andrew Harper. (spa)
Nights 3-4
Premiere Hotel
This 19th-century Gothic Revival home is now a country-style boutique hotel with lovely gardens.
Gallery
Bikes
Choose Your Perfect Bike
Our bikes are designed and built with specific cyclists and riding styles in mind, so we can always offer you a perfect ride. Please note that bike requests are subject to availability and prioritized based on the date they're submitted.
Included in your trip price
- Ideal for avid cyclists
- Redesigned for 2024
- Next gen titanium frame with carbon wheels
- Responsive, efficient and comfortable
- Drop handlebars only
Included in your trip price
- Suited for a wide range of cyclists
- Comfortable ergonomic seat
- Long wheel base adds to the bike's control and stability
- Upright handlebars only
Included in your trip price
- One of the lightest e-bikes available
- Provides plenty of power and more than enough battery
- Lower top tubes for easier mounting and dismounting
- Upright handlebars only
- Limited availability on Unplugged Bike Tours; learn more
Min. age to ride e-bike: 16+
- $400 rental fee
- Hand-built frame features Co-Motion's custom-designed Cro-Moly steel tubeset, powerful Avid disc brakes, Shimano Ultegra drive train
- Custom upgraded wheelset
- Best for riders with some tandem experience.
Review Snapshot
by PowerReviews
Reviewed by 14 customers
Excellent value
We had perfect weather throughout the trip and great leaders to make it a blast!
So much fun!
My husband and I booked this trip to return to our engagement and honey moon locations for our 30th wedding anniversary. Courtney, Annie, and Keely were exceptional in every way. we truly enjoyed the experience and made great friends. We enjoyed our e-bikes and the beautiful scenery. Every little detail was taken care of. Fabulous trip.
Our trip far exceeded our expectations
Courtney was an incredible group leader - and Keely was just as awesome. Elijah was at the majority of the ensuing we were well looked after. They would not let us lift a finger to help in any way ~ we were just able to enjoy the beautiful bike rides and routes. We stayed in luxurious hotels and the meals were just fabulous!!! You never go hungry that is for sure!! Just loved this experience.
Unique trip where every detail was on point!
Our trip was packed with great rides, beautiful scenery, amazing food, interesting history, and fabulous people! The leadership kept our group happy and running seamlessly!
The Perfect Way to Explore Nantucket and Martha's Vineyard
This is a trip that can appeal to everyone. The biking is fairly easy, even the long options, and you get to really see both islands. With museum stops, and of course, a visit to a local brewery, the days just flew by. The accommodations were wonderful, and every meal was a delight. We had an extended group of nine women, and everyone loved our trip.
Fantastic trip with a nod to safety during COVID-19
Phenomenal guides that made the trip look easy. They showed good judgement looking after our safety with COVID-19, with inclement weather, and still with having a fabulous time. I'll remember our guides fondly along with the great trip.
Exceptional experience
This trip was spectacular. I loved our group leaders. They were all knowledgeable and entertaining. With all the Covid-19 concerns they did everything right to make us feel safe and pampered. If you have never been to this area I would highly recommend booking this BR adventure. This is my 9th BR road trip and I can't wait to book the next one!
Absolutely perfect way to see Nantucket & Martha's Vineyard
Cassie, Gillian, Ben and Ryan provided our group a fun filled trip with beautiful scenery, fabulous food, first class accomodations and lasting memories. Thanks Backroads!
It was everything I'd hoped it would be!
The leaders and support team were great! The bikes were top notch! ( now I want to upgrade my bike) And way more food than a person really needs...you will never go hungry on this trip...
Loved the trip
We wanted an enjoyable trip with good biking but not too challenging. This was the trip. The biking was great. Some easy days someca little more challenging but not overly so. We enjoyed both islands and felt like we were able to really see them. Gillian, Cassie and Ben were fabulous
Dates & Prices
Dates & Prices
Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.
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