Skip to Main Content

Cape Cod & Martha’s Vineyard

For a coastal reel brimming with dramatic vistas, there is no place like Cape Cod and Martha’s Vineyard.

  • Duration: 6 Days|
  • Daily Mileage: 18 - 62|
  • Biking: 2 - 4.5 hr|
  • Group Size: 20
4.8 out of 5 stars.
Activity Easy
Easy
E-Bikes Available
E-Bikes Available
People
Guided Group Tour

Starting From

Bike Vacation Only

$2,495

(per person, double occupancy)

Cape Cod & Martha’s Vineyard

For a coastal reel brimming with dramatic vistas, there is no place like Cape Cod and Martha’s Vineyard. Join VBT on a perennial favorite and cycle easy paths and the Cape’s famous Rail Trail to scenic lighthouses, gingerbread cottages, artists’ colonies, and tranquil beaches. Along the way, serene marshes, sweeping dunes, and breathtaking shores are your backdrop. During one scenic spin after another, refreshing salt air and ocean breezes invigorate. Unspoiled seashores and protected wetlands inspire. And freshly caught seafood nourishes your every moment. Join us!

What to Expect

This tour offers mostly easy terrain with the occasional rolling hill and the opportunity for some longer moderate rides. Our VBT van support shuttle is always available throughout the trip. During peak season, roughly July 1 to August 25, there is more traffic on the Cape and Islands, but you will get to experience the best weather and have the opportunity to explore lively bike paths, beaches, shops, and restaurants.

  • Duration: 6 Days|
  • Daily Mileage: 18 - 62|
  • Biking: 2 - 4.5 hr|
  • Group Size: 20
Activity Easy Easy
Cycling
Bar Graph Beginner - Experienced
Cyclists
Bus Vehicle
Support

Tour Highlights

  • Ride the Cape Cod Rail Trail along lovely vistas
  • Stop at Salt Pond Visitors Center for views of Nauset Marsh
  • Pause for a picnic lunch along the Cape Cod National Seashore
  • Enjoy a tour and cheese tasting at The Grey Barn and Farm in West Tisbury
  • Take a spin on the Vineyard's State Beach bike path
  • Browse the handicrafts of Vineyard Haven's wonderful artisans
  • Cycle the pastoral pathways of Correllus State Forest
  • Pedal along the soaring Aquinnah cliffs and through Menemsha village

Climate Information

Temperatures

Average High /
Low Temperature (℉):

May63º/46º

Jun72º/56º

Jul78º/62º

Aug77º/62º

Sep71º/55º

Oct62º/45º

Average
Precipitation:

May3.55 in

Jun3.51 in

Jul3.1 in

Aug3.96 in

Sep3.48 in

Oct3.95 in

What's Included

Bike Vacation Only

2 nights at a renowned resort and 3 nights in a quintessential island inn Check
10 meals: 5 breakfasts, 3 lunches, 2 dinners Check

Tour Bikes

View All >

Step-Through Hybrid/Comfort Bicycle

See More >

Step-Over Hybrid/Comfort Bicycle

See More >

Road Bicycle

See More >

Electric-Assisted Bicycle (E-bike)

See More >

Biking Packages Include:

Custom VBT Bike and Helmet

Two Local, Bilingual Trip Leaders

Vehicle Support

Luggage Transfers

Ride with GPS and Daily Route Notes

Welcome Reception

Facilitated Cultural Experiences

Your Choice of VBT Branded Gear for Your Adventure

Itinerary

Sun, May 26 to Fri, May 31 - 2019

Show Itinerary:

Travel to Cape Cod and the Chatham Bars Inn. If you’re flying to Massachusetts, VBT offers a shuttle from Boston’s Logan International Airport. The shuttle works on a “show and go” basis and will make its only departure from the airport to the resort at 12:30 p.m. Shuttle reservations are not required or available. Meet the driver outside Terminal C, on the upper (second) level, at the second island out. Your shuttle bus will carry “Access Express” titles, and the driver will be holding a VBT sign.

If you are scheduled to arrive at the airport after 12:30 p.m. or are delayed, you will take a taxi or bus at your own expense. VBT does recommend that guests try to arrange their arrival at Logan International Airport prior to 12:30 p.m. as Chatham is approximately an hour and 45 minutes from Boston (traffic permitting). If you are delayed or your travel plans change, please contact the resort; they will pass your message on to your VBT Trip Leaders. If you are driving to the Cape, we recommend that you leave your vehicle in Chatham in a lot at the Chatham Bars Inn while there. You will need to move your car to Woods Hole at the remote parking lot near the ferry terminal while on the island on Day 3 of the tour. The cost will be approximately $15 per day.

The tour begins at our Cape Cod accommodations, Chatham Bars Inn, located in Chatham, Massachusetts. After settling in, meet your Trip Leaders at 3:30 p.m. for a safety and bike-fitting session, followed by a short warm-up ride and introduction to the area. Your short jaunt will give you your first views of the Atlantic Ocean at the Chatham Lighthouse & Coast Guard Station.

Check in is at 4:00 p.m. Your room may be ready earlier; please confirm with the front desk upon arrival. Later, join your fellow travelers over a wine and cheese reception, followed by dinner at the inn.

Hotel: Chatham Bars Inn
Meals: D
Daily Options: 4 or 6 miles

Your cycling this morning takes you from the resort to the Cape Cod Rail Trail. The rail trail follows a former railroad passage to Salt Pond Visitor’s Center. The Rail Trail’s paved surface, few hills, and well-marked automobile crossings make it ideal for biking. You’ll stop along the way for an included picnic lunch at a scenic spot.

Much of today’s riding is through the protected Cape Cod National Seashore. You’ll stop en route at the Salt Pond Visitor Center in Eastham. This is Cape Cod National Seashore’s primary visitor center, with frequent orientation movies, a well-stocked bookstore, and a comprehensive museum. Offering breathtaking views of Nauset Marsh, the center also offers convenient access to the popular 1.5-mile Nauset Marsh Trail and the Buttonbush Trail. You may extend your ride along a beautiful coastal loop, stopping at Coast Guard Beach, Nauset Light Beach, Nauset Light and the Three Sister Lighthouses. Visit the historic landmark and tidal flats of First Encounter Beach, then head back to reward yourself at The Sparrows chocolate shop. You may ride or shuttle back to the inn.

Back at the resort, enjoy some free time to relax around the swimming pool, play some tennis , relax on the beach, or take an optional boat ride to the beach across the bay. There are great restaurant options for dinner on your own tonight. Your Trip Leaders will be happy to help with recommendations.

Hotel: Chatham Bars Inn
Meals: B, L
Daily Options: 25 miles, 37 miles or 56 miles

After a leisurely breakfast, you’ll shuttle (approximately 1.5 hours) to Woods Hole and board a ferry to Martha’s Vineyard. (If you have driven to Chatham, you will drive your own car and park it in Woods Hole remote parking and use their complimentary shuttle service to the ferry terminal before embarking the ferry.) “The Vineyard,” as locals know it, is New England’s largest island, 23 miles long by 9 miles wide. Under the protective arm of Cape Cod, the cold Labrador Current is warded off from the island’s shores while waters warmed by the Gulf Stream flow up from the south. Enjoy a packed lunch as the ferry cruises to Martha’s Vineyard.

Your leaders will unload your bicycle at the park upon exiting the ferry. Oak Bluffs has been a summer resort since the early 1800s, and its history is reflected in the colorful gingerbread cottages surrounding the village green. The town’s Flying Horses Carousel has been in operation since 1884! You’ll ride along the State Beach bike path to Edgartown, home of your hotel for the next three nights.

If you’d like more riding time today, board the “Chappy” ferry for a three-minute sail across the 300-yard strait that separates Martha’s Vineyard from Chappaquiddick Island. With short trips and no timetable, the Chappaquiddick Ferry is always “on time.” The island’s main attractions are, of course, the infamous Dike Bridge, and the Mytoi Japanese Garden, set in a lovely pine forest.

Later, return to the inn, settle into your room, and perhaps take a swim in the heated pool. You will have many options for dinner one of Edgartown’s celebrated restaurants. Your Trip Leaders will have suggestions for you.

Hotel: Harbor View Hotel & Resort
Alternate Hotel: Kelley House
Meals: B, L
Daily Options: 6, and/or 14.4 miles

After breakfast and a short shuttle, you’ll ride from Vineyard Haven, Martha’s Vineyard’s only year-round port of entry. Then ride a rewarding loop to West Chop Lighthouse and Lambert’s Cove Road. As you cycle along the island’s interior, stop in for visits to Chilmark Pottery, Martha’s Vineyard Glassworks, Polly Hill Arboretum, the Field Gallery, and the Granary Gallery. The Granary Gallery boasts impressive paintings, sculptures, and photography from more than 300 of the island’s most celebrated artists.

Ride to the Grey Barn and Farm for an included tour and cheese tasting. After a picnic lunch prepared by your Trip Leaders, cycle back to Edgartown by way of the paved bike path through the Manuel F. Correllus State Forest. Located in the center of the island, the park is a 5,000-acre pine and scrub oak forest crisscrossed with hiking trails.

The rest of the day and dinner are at your leisure.

Hotel: Harbor View Hotel & Resort
Alternate Hotel: Kelley House
Meals: B, L
Daily Options: 23 and/or 12 and/or or 18 miles

Today you will be heading “up island.” The term comes from sailing days, when a vessel was running “up” its longitude, sailing west away from the prime meridian. In a similar manner, a ferry always comes “up” from Nantucket, which lies to the east of the Vineyard.

Cycle to the breathtaking Aquinnah Cliffs and beach on the western part of the island. Perhaps the best-known natural feature of the Vineyard, the brilliantly colored cliffs at Aquinnah are a mile long and sprinkled with tropical fossils. The Aquinnah Lighthouse stands atop the cliffs, striking a very dramatic pose, and the beaches below are a delightful spot to picnic and swim.

Along the way, you ride through the fishing village of Menemsha. Used as the setting for the film Jaws, the village continues to serve as a working fishing port and is home to a U.S. Coast Guard station. A fun and convenient seasonal bike ferry connects Menemsha with Aquinnah. Enjoy some free time back at the resort or in town before your farewell celebration dinner.

Hotel: Harbor View Hotel & Resort
Alternate Hotel: Kelley House
Meals: B, D
Daily Options: 17 and/or 24.5, 29 or 30 miles

After breakfast, you may join in an early-morning ride to Katama Beach, also known as South Beach, where you can stroll three miles of barrier beach on the South Shore of the island.

After returning to the hotel to check out, you transfer to Oak Bluffs. Your Trip Leaders can recommend a spot to pick up a packed lunch for your journey back to the mainland, or purchase lunch on board the ferry. After a 45-minute crossing to Woods Hole, a shuttle from Woods Hole Ferry Terminal to Logan International Airport will be provided, departing Woods Hole at 1:30 p.m. We recommend a flight out of Boston no earlier than 5:00 p.m. Guests who parked their cars at the remote parking lot will board a complimentary shuttle service back to the lot.

Meals: B
Daily Options: 8 miles

Cape Cod & Martha’s Vineyard 1

Download PDF Itinerary:

Bike Vacation Only View Activity Chart
Reviews

Guest Reviews 58 out of 60 (97%) of reviewers recommend this tour

4.8 out of 5 stars.

Dates & Prices

Bike Vacation Only

6 Days. Includes bike vacation only.

Single Supplement: $895

Limited Availability

Sun, May 26 - Fri, May 31

From
$2,495

Reserve Online
Limited Availability

Sun, Jun 2 - Fri, Jun 7

From
$2,595

Reserve Online
Sold Out

Sun, Jun 23 - Fri, Jun 28

From
$2,595

Join Waitlist
Web SpecialExpires 04/2019

Sun, Jul 14 - Fri, Jul 19

From
$2,995 $2,795

Reserve Online
Limited Availability

Sun, Jul 28 - Fri, Aug 2

From
$2,995

Reserve Online

Sun, Aug 4 - Fri, Aug 9

From
$2,995

Reserve Online
Limited Availability

Sun, Sep 1 - Fri, Sep 6

From
$2,795

Reserve Online
Limited Availability

Wed, Sep 11 - Mon, Sep 16

From
$2,795

Reserve Online
Sold Out

Sun, Sep 15 - Fri, Sep 20

From
$2,795

Join Waitlist
Limited Availability

Wed, Sep 18 - Mon, Sep 23

From
$2,795

Reserve Online

Sun, Sep 22 - Fri, Sep 27

From
$2,795

Reserve Online

Sun, Sep 29 - Fri, Oct 4

From
$2,795

Reserve Online
Limited Availability

Sun, Oct 6 - Fri, Oct 11

From
$2,595

Reserve Online
Limited Availability

Sun, Oct 13 - Fri, Oct 18

From
$2,495

Reserve Online

For more information, call: 800-245-3868

Please note: Web Special savings cannot be combined with any other offer. Standard Terms & Conditions apply when purchasing this trip. Prices include all airline surcharges and Government taxes and fees. Ask our Tour Consultants for details. Every effort has been made to produce this information accurately. We reserve the right to correct errors. Prices are based on preferences selected above, including meals and sightseeing as specified in What’s Included. All prices are subject to change. Departure dates and prices shown may be updated several times daily, and apply to new bookings only.

Other Tours You'll Love

View Related Tours

Yellowstone & Grand Teton: Walking America's First National Park

Starting from 6 days at

$2,995

The aroma of pine needles and the windblown mist of geysers await your arrival to the walker’s paradise of Yellowstone and Grand Teton National Parks.

Activity Easy/Moderate
Easy/Moderate
Walking
Walking Tour

Vermont: Lake Champlain Islands, Burlington & Stowe

Starting from 6 days at

$2,945

$2,445

Lakeside splendor and rich Vermont history and culture accompany you during exhilarating reels and ferry crossings along Lake Champlain.

Activity Easy/Moderate
Easy/Moderate
E-Bikes Available
E-Bikes Available

Stories From North America

View All Stories

Why Québec's Eastern Townships are the Perfect Fall Destination

June 6, 2018

Québec is best known to the world for its busy, bustling cities - particularly Québec City and the ultra-cosmopolitan Montreal. But metropolises like these can sometimes overwhelm visitors and make...

Continue Reading

Visiting the Volcanic Caldera at Yellowstone National Park

September 13, 2018

As Americans, it is all too easy to take the beauty of our own country for granted. Gorgeous locales such as Yellowstone National Park, a spotlight on Yellowstone & Grand...

Continue Reading

Visit Historic Charleston South Carolina on a Biking Tour

April 7, 2014

Along the beautiful South Carolina coast, at the confluence of the Cooper and Ashley rivers, lies the city of Charleston, the state’s oldest city. VBT travelers will savor the relaxed...

Continue Reading

Request a

Free Catalog

Find Your next vacation with Over 200 Pages of tour information

Get Yours Today

Talk to a VBT

Tour Consultant

(800) 245-3868

Mon – Fri 8:30 a.m. – 6:30 p.m. ET

Saturday 10:00 a.m. – 3:00 p.m. ET

Talk to an Expert

Book Online

Reserve Instantly

Find your perfect tour and reserve a spot with our easy online booking.

Find A Tour