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Cape Cod & Martha’s Vineyard

Ebikes Available on this TourNational ParksFor a coastal reel brimming with dramatic vistas, there is no place like Cape Cod and Martha’s Vineyard.

  • Activity Level: Easy
  • Daily Mileage: 18 - 62 mi
  • Daily Biking: 2 - 4 1/2 hr
  • Small Groups: 20
  • Biking Activity
  • Perfect for those trying a bike vacation for the first time.

E-bikes Available on this Tour

E-Bikes Available

Limited quantities —
first come, first served.

Why You'll Love This Tour

Overview

Cape Cod & 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!

Cultural 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

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.

Average Daily Mileage: 18 – 62 miles
Average Cycling Time: 2 – 4 1/2 hours

Climate Information

Average High/Low Temperature (°F) – Edgartown
May 64°/46°  Jun 73°/56°  Jul 79°/62°  Aug 78°/61°  Sep 72°/55°  Oct 63°/45°

Average Precipitation (in.) – Edgartown
May 3.8  Jun 3.2  Jul 2.8  Aug 4.1 Sep 3.6  Oct 3.8

What’s Included:

Ebikes Available on this Tour

E-Bikes Available on this tour.

Limited quantities — first come, first served. Learn more.

  • 2 nights at a renowned resort and 3 nights in a quintessential island inn
  • 10 meals – 5 breakfasts, 3 lunches, 2 dinners
  • FREE use of our custom VBT bicycle and helmet
  • Service of two VBT Trip Leaders
  • FULL VAN SUPPORT
  • Daily route directions and maps
  • Welcome reception
  • Sightseeing and cultural activities
  • Transfers
  • Earn 5% Frequent Traveler Credit on this tour to use on a future VBT vacation. See details.

Dates & Prices
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Land Only Single Supplement: $895

Please note: Web Special savings cannot be combined with any other offer. Standard Terms & Conditions apply when purchasing this trip. 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.

Itinerary & Map
2019
Or, Expand All Days
Day 1: Arrive in Chatham, Massachusetts, on Cape Cod / VBT Bicycling Vacation begins

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

Day 2: Cape Cod Rail Trail / Cape Cod National Seashore

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

Day 3: Ferry to Martha's Vineyard / Oak Bluffs / Edgartown / Chappaquiddick Island

After a leisurely breakfast, you’ll shuttle (approximately 1.5 hours) to Woods Hole and board a ferry to Martha’s Vineyard. “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 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 and your Martha’s Vineyard hotel for the next three nights.

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

Later, return to the inn, settle into your room, and perhaps take a swim in the heated pool. There are many options to enjoy 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 miles

Day 4: Vineyard Haven / Art galleries & crafters

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

Day 5: Menemsha / Aquinnah Cliffs

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

Day 6: Ride to Katama Beach / VBT Bicycle Vacation ends

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

After returning to the hotel for a shower and to check out, you will transfer to Oak Bluffs. Your Trip Leaders can assist in recommendations to locate a packed lunch, or purchase lunch on board the ferry. All aboard! Our Steamship Authority ferry leaves for a 45-minute crossing to Woods Hole. A shuttle from Woods Hole Ferry Terminal to Logan International Airport will be provided with a departure time from 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 ferry shuttle service back to the lot.

Meals: B
Daily Options: 8 miles

Cape Cod & Martha’s Vineyard Map

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Accommodations

Ocean Edge Resort Golf Club

The cornerstone of the resort is the Nickerson Family Mansion and Carriage House, overlooking Cape Cod Bay. Originally built in 1890, the Nickerson family home is listed in the National Register of Historic Places. VBT guests are accommodated in the villas on The Villages side of the AAA Four-Diamond rated resort. A/C is available.
Free WiFi Included

Harbor View Hotel & Resort

The Harbor View Hotel & Resort, located in the very heart of Edgartown, is the perfect Vineyard lodging, with its stunning ocean views and refined Martha’s Vineyard décor. Your room offers all the amenities you need for a comfortable stay, including a flat-screen television, air conditioning, and bath robes. The Water Street Restaurant offers delicious seafood dishes, or you may enjoy a quiet drink at Henry’s, the hotel bar. A/C is available.
Free WiFi Included

Kelley House

Kelley House, a classic gem located in the heart of Edgartown, provides a casual seaside lifestyle experience. It opened its doors in 1742 and is one of the oldest hotels in America. The Garden House building offers 42 well-appointed cozy rooms just steps from the waterfront, shops, restaurants and a wide variety of attractions. The hotel’s restaurant, Newes from America, was named by Travel + Leisure as one of the best places to dine on Martha’s Vineyard. You may also sip a craft cocktail at The Wave, the poolside restaurant. A/C is available.
Free WiFi Included

Chatham Bars Inn

This elegant beachfront resort was once a semi-private hunting lodge. Its gracious and chic rooms feature Wi-Fi access, flat-screen televisions, and Nespresso coffee makers. After rewarding days of riding, relax at the spa, on the private beach, or at the heated oceanfront pool. You may also take advantage of the extensive fitness and games offerings, including tennis courts and a croquet court. A/C is available.
Free WiFi Included
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