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Dolce Tempo Journey through Massachusetts’s Colonial Islands
Couples, Friends & Solos
5 days 4 nights
Activity Level: 1-2
Premiere Hotels
From: $4,299 pp dbl occ
($1,700 for sgl occ)
Marvel at the deep-blue vastness of the open Atlantic. Dine in the Bay State’s classic island taverns. Maritime history comes to life as you stroll in Siasconset and e-bike to the cliffs of Aquinnah. In the world-famous summer resort of Martha's Vineyard, discover its colonial past.
Massachusetts
Start Nantucket Town / End Vineyard Haven
Start/End locations may vary. Do not book flights until your trip details are confirmed.
Highlights
Refreshingly Active Adventures
There’s no better way to experience the islands of Massachusetts than by bike. Linger at tucked-away beaches, breathe in fresh sea air and hop off the saddle to admire towering 200-year-old lighthouses.
Immersive Travel
Tour historic Nantucket, then sail across the bay to meet local artists in colonial Edgartown, the earliest European settlement on Martha’s Vineyard and home to incredible architecture.
Unique Hotels & Delectable Dining
It’s easy living at our luxury retreats in these bucket-list vacation spots. Start the day early with sunrise views over Nantucket Harbor, or idle over morning coffee in a 19th-century Gothic Revival inn.
Itinerary
5 Days Premiere Hotels
Downshift into island life on Nantucket | A gentle e-bike ride to Cisco Beach leads past 18th- and 19th-century sea captains' homes and lighthouses | Gardens, cranberry bogs, harbors and dunes enliven your route | Refresh yourself at a favorite local watering spot offering much-loved microbrews and wines | Dive into the area’s maritime heritage at the Nantucket Shipwreck & Lifesaving Museum, which exhibits original boats, relics of the island’s legendary shipwrecks and photographs of thrilling sea rescues | Siasconset and Surfside beaches’ pristine stretches of sand beckon for a stroll along the Atlantic.

A "stylishly refurbished in-town hotel on a quiet waterfront, a brief walk from the historic district," noted Andrew Harper. (spa)
Soak up the rich history of Nantucket Town on a walking tour | A ferry transports us to exclusive Martha’s Vineyard | Colorful gingerbread cottages spill from the streets in the unique town of Oak Bluff | E-bike to the port town of Vineyard Haven via the stately homes of the West Chop peninsula | Arrive in Edgartown, known for amazing Greek Revival, Federal and Victorian architecture | Forests and meadows bookend a pastoral world in the island’s interior | Fond of art? Galleries tempt you off your e-bike with watercolors, photography and sculptures by local and world-renowned artists | Soak in more salty air and ocean views on the way to Katama Beach | Before it’s anchors aweigh, savor a farewell lunch and unforgettable memories of Massachusetts’ delicious isles.

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 in USD.
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From our Guests
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Activity Level: 1-2
Our Dolce Tempo e-biking activities allow you to leisurely explore local hidden gems and to get away from the crowds, experiencing the essence of your location on your own terms and at your own pace. Easier than our other trips, but still wonderfully active, route options typically include 2-4 hours of e-biking per day. Our custom electric-assist bikes allow you to pedal effortlessly. Your trip is fully supported with dedicated Trip Leaders, vans, meticulously selected routes and downloadable GPS files available for use on your own device.
Daily Activity Options
What's Included
Available Bike Options
On this Dolce Tempo trip, most travelers choose to ride one of our custom titanium e-bikes. If you prefer to enjoy the daily rides without electric assistance, you can select another bike. See all options below. (click the arrow to see all available options)
Included in your trip price
Keep pace or zip ahead, pedaling with an electric boost. This bike provides plenty of power to flatten the hills and more than enough battery range to cover the distance.
Min. age to ride e-bike: 16+
Included in your trip price
A proven classic, this 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.
Included in your trip price
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.
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