Stride climate

Trip Type : Group Tour
Cycling Fun at Cape Cod, United States
Delicious picnic lunch in Harwich, United States
Enjoying Cycling in Nature, United States
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Cape Cod, Massachusetts

Sojourn Bicycling & Active Vacations
100%
Travel Style: You will have solid amounts of both free time and structured time with some activities and meals included. Mixed
Physical Level: Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps. Moderate
Lodging Level: Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels. Value - 3 star
6 days
From: $ 2,845 $ 474 / day
Checking price

Overview

Highlights

  • Experience one of New England’s most beloved seacoast vacation destinations on our Cape Cod bike trip
  • Ride the Province Lands Bike Paths and visit the Old Harbor Lifesaving Museum
  • Cycle the beautiful Cape Cod Rail Trail to Eastham
  • Explore Provincetown’s galleries and shops
  • Enjoy a beautiful walk along the picturesque salt marsh

Short Description

One of the largest barrier “islands” in the world, the easternmost arm of Massachusetts is part of a thin line of archipelagic islands formed by retreating glaciers. Artists have long been drawn to the Cape’s landscapes and soft light. Unspoiled sand dunes line beaches for nearly 30 miles along the Cape Cod National Seashore. Charming villages feature historic homes and picturesque harbors that still host working fishing fleets. Country roads and the Cape Cod Rail Trail invite exploration by bicycle.

Experience one of New England’s most beloved seacoast vacation destinations on our Cape Cod bike trip. Pedal along quiet lanes and back roads, through seaside villages whose gray-shingled cottages are framed by white picket fences. Featured during the vacation are stays two iconic New England properties. Established in 1914, Chatham Bars Inn Resort and Spa is an idyllic Cape Cod property known for its excellent service, fine cuisine, and panoramic waterfront views overlooking Pleasant Bay and the Atlantic Ocean. Enjoy gentle sea breezes from the inns’ Beach House patio, sunbathe at the private beach, relax by the pool, or rejuvenate tired legs with a dip in the hot tub. Golfers can play a round of golf on the well-groomed fairways and bright greens of nearby Cape Cod National.

Groups are between 25-60 people, typically ~30-40. Usually there will be many opportunities to split off and enjoy meals and excursions in smaller groups. This is the most economical way to travel, saving up to 40% versus booking the same itinerary yourself.
Trip Type Group Tour
Spend most of the time outdoors. Common trip themes and activities include cycling, hiking, kayaking, whitewater rafting.
Itinerary Focus Active
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Lodging Level Value - 3 star
Flights & Transport Only ground transport
Start City Boston, Massachusetts
End City Boston, Massachusetts

Trip Includes

  • Support of experienced tour leaders from start to finish
  • Full van support for a variety of route options
  • Custom Sojourn jerseys and water bottles – both yours to keep
  • Private boat cruise on Pleasant Bay
  • Wine sampling at Truro Vineyards
  • Lighthouse and cranberry bog tours
  • All gratuities at hotels and restaurants
  • Welcome reception
  • 5 nights at luxurious and quaint Cape Cod Inns
  • Complimentary use of Sojourn’s equipment and bikes: Cannondale Synapse Carbon 105, Customized Fuji Absolute 2.0
  • Tandem Custom Built Cannondales or Co-Motions options at an added cost of $300
  • E-bikes also available at an added cost of $150
  • Baggage transfers and porterage
  • All breakfasts, 2 lunches, 3 dinners
  • Daily route directions, maps, and a downloadable GPS
  • 5% Past Traveler Discount to use on your next Sojourn Tour

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Itinerary

Day 1: Yarmouth to Chatham 

This morning, a private coach will transfer you from Boston’s Marriott Long Wharf to the start of your first ride in the town of Yarmouth. The route winds along quiet streets lined with the classic gray-shingled homes so characteristic of Cape Cod’s seaside towns. Your tour leaders will provide a delicious picnic lunch in Harwich before continuing on to connect with the lower Cape section of the Cape Cod Rail Trail. Follow this paved bike path all the way to Chatham and your lodging for the next two evenings at New England’s finest oceanfront resort, the acclaimed Chatham Bars Inn. This elegant property seamlessly blends 100 years of history with the finest of contemporary amenities. Chatham Bars Inn is a distinguished member of The Leading Hotels of the World and the Conde Naste Gold List. The Inn, overlooking Chatham Harbor, features its own dining room, tavern, private beach, swimming pools, and luxurious spa. It is just steps from the venerable Chatham Fish Pier where you can watch the daily catch be unloaded and packed to be delivered to restaurants in Boston. Dinner is this evening will be in the private dining room overlooking the harbor.

Day 2: Chatham Village and Pleasant Bay

Begin your morning with a sumptuous breakfast as the sun casts its rays upon the harbor. Today’s ride explores the nooks and crannies of the town of Chatham, whose abundant coastline at the Cape’s secluded elbow, makes it one of New England’s coveted locations. Ride along quiet lanes and past lovely homes and visit Monomoy National Wildlife Refuge Visitor Center before continuing to Chatham Lighthouse.  Browse shops and galleries in the village center or return to the Inn to relax on the private beach. This afternoon, gain a different perspective of the area during a private cruise across Chatham Harbor and into Pleasant Bay. In the winter of 1987, a powerful nor’easter unexpectedly broke through the lower end of Nauset Beach allowing the Atlantic Ocean to surge into Chatham Harbor. The “Chatham Break” is now a growing channel and constantly changing the once protected waters of Pleasant Bay. Due to the safety of large sandbars formed by the channel, upwards of 1500-2000 gray and harbor seals frequent the waters of Chatham and can often be viewed basking on the sandbars at low tide. It’s quite likely that you will get an up close glimpse of seals during your cruise this afternoon. Enjoy dinner on your own in town this evening or at one of the Inn’s acclaimed restaurants.

Day 3: The Cape Cod Rail Trail

Wind your way out of town to connect with the Cape Cod Rail Trail. This wonderful, paved bike path passes through pine forest, past cranberry bogs and a number of the Cape’s unique kettle ponds. Stop for a snack at a popular coffee shop in Orleans or visit the bike shop as you make your way to Eastham, often referred to as the gateway to the Cape Cod National Seashore. At the Salt Pond Visitor Center you will learn about the unusual geologic features of Cape Cod as well as the history of the National Seashore. In 1961, Cape Cod National Seashore was established by the late President John F. Kennedy to protect the unspoiled beauty of the eastern shore of Cape Cod along a nearly 40-mile expanse of seashore. You might enjoy following the network of walking trails that commence from the visitor center and offer expansive views over salt marshes. Built in 1870, the Inn at the Oaks is a handsome Queen Anne Victorian a short distance from the visitor center. A former sea captain’s mansion, the inn retains its prominence as an architectural centerpiece. This evening, join your fellow travelers for dinner at a popular restaurant featuring fresh local products.

Day 4: Wellfleet and Truro Vineyards

Follow the Cape Cod Rail Trail through pine barrens to its terminus where you can stop to sample the wealth of baked goods at renowned PB Boulangerie Bistro. Enjoy a delicious French pastry or rich espresso before continuing your ride past lighthouses, through small fishing villages, and along lightly traveled roads that overlook expansive beaches to the charming village of Wellfleet. Continue to family-owned Truro Vineyards where you will be able to sample wines over a delicious picnic lunch served by your leaders. Continue along Cape Cod Bay toward Provincetown and the charming Brass Key Guesthouse, conveniently located close to the center of town but perched above the bustle of Commercial Street. The famed bed and breakfast is a unique haven of architectural integrity in the tradition of Cape Cod compounds, featuring nine historically-preserved buildings surrounding courtyards of beautifully landscaped gardens. Relax by the outdoor pool and spa as you soak in the unique character of this elegant property and eclectic small city. The evening is yours to explore the vibrant downtown area and dine at one of many wonderful restaurants.

Day 5: Provincetown & the Outer Cape

This morning, enjoy a ride along the National Seashore’s bike paths and roadways that wind among the dunes. Visit the Province Lands Visitor Center where you can learn more about the region’s native people and the constantly changing landscape of the dunes of the Outer Cape. Visit the historic Old Harbor Life Saving Station or walk the beach to Race Point Lighthouse which marks the northern most point of Cape Cod. This afternoon you might climb the Pilgrim’s Tower, browse shops and galleries in town, or join a whale watch to nearby Stellwagen Bank— one of the world’s richest marine habitats and a favored feeding ground for large numbers of whales. The 252’ tall Pilgrim’s Monument offers sweeping views over the entire Outer Cape and across Cape Cod Bay to Boston. In 1620 when the Pilgrims first landed in the New World, they stopped in Provincetown for five weeks before continuing on to Plymouth where they ultimately settled. If you prefer to put a few more miles on your bike, venture to the bayside highlands of North Truro. This evening, stroll along Provincetown’s narrow streets lined with period architecture, and take advantage of the late day light for photos. Join your fellow travelers for a final dinner together at a favorite restaurant in town.

Day 6: Cruise Across Cape Cod Bay

Following a leisurely breakfast this morning, do some lastminute shopping in town before making your way to MacMillan Wharf for the ferry crossing to Boston. It is a 90-minute trip to Boston where, upon arrival, those departing from Logan International Airport can take a water taxi (ten-minute trip) directly from the ferry dock to the airport. For those planning to remain in Boston, water taxis are available to a variety of locations throughout the city.

Availability

Checking price
Price From $ 2,845
Price Per Day: $ 474 per day
Check Availability
Checking price
Start DateEnd DateDouble StandardAvailability 
Sep-20-2019Sep-25-2019$ 3,095Limited Reserve
Sep-22-2019Sep-27-2019$ 3,095Limited Reserve
Sep-27-2019Oct-02-2019$ 3,095Limited Reserve
Sep-29-2019Oct-04-2019$ 2,845Limited Reserve
Jun-14-2020Jun-19-2020$ 3,095Limited Reserve
  • Deposit Price: $ 500

Check Current Availability, prices, specials with Sojourn Bicycling & Active Vacations.

Prices may vary due to local taxes and trip seasonality. Click "Request Info" to inquire directly with the tour operator for the final trip price.

Ask Our Destination Experts

Brian Gillis
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Stride Featured in

Stride Feature In

22 Sojourn Bicycling & Active Vacations Travel Reviews & Ratings

100%
5.0 out of 5 (100+ reviews)
Excellent 22
Great 0
Average 0
Disappointing 0
Terrible 0
Value
5.0
Guide
5.0
Activities
5.0
Lodging
5.0
Transportation
5.0
Meals
5.0

Cape Cod, Massachusetts

Write a Review

Thank you for the support you provided

5.0
Details
Value5.0
Guide5.0
Activities5.0
Lodging5.0
Transportation5.0
Meals5.0
Thank you for the support you provided for our bike ride from Boston to New York! Susan, Sue, Leigh, John, Beau and Glen are just an amazing crew. You all made this trip enjoyable and amazing. Can't wait to see you all again in the future.
Read more

Professional cycling support

5.0
Details
Value5.0
Guide5.0
Activities5.0
Lodging5.0
Transportation5.0
Meals5.0
Thank you from the bottom of our hearts for being our professional cycling support company on Virgin Atlantic Airways/Virgin Pulse staff, family and friends adventure from Boston to New York. The Sojourn team partnered with us (Team Williams) to organize an amazing adventure that has raised over $25000 for charities including Free the Children (our charity partner). Your team has been absolutely fantastic at every turn and on a personal note, I truly appreciated you accommodating my request to ride with the group into lunch and at the finish line. Words can't describe what a brilliant job Sojourn have done.......THANK YOU SO VERY MUCH
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Company Reviews

We had the most wonderful time

5.0
Details
Value5.0
Guide5.0
Activities5.0
Lodging5.0
Transportation5.0
Meals5.0
We had the most wonderful time with you in Sonoma! Thank you so much for paying attention to every detail and making sure we had a fabulous time. The guides were passionate, helpful, and hard-working. The food was really first rate. The routes were beautiful and well-planned. The hotels were cozy and welcoming. We could not have imagined a better vacation and can't wait to plan our next trip with Sojourn. Thank you again!
Read more

Supportive team, from helping me

5.0
Details
Value5.0
Guide5.0
Activities5.0
Lodging5.0
Transportation5.0
Meals5.0
What a supportive team, from helping me with my bike (saddle had been crooked for probably months!), to being only a phone call away if I needed help, to riding with amazing guides. It really was the most amazing week and all at Sojourn helped make it extra special - hope to do another trip with you guys soon x
Read more

I had an awesome time

5.0
Details
Value5.0
Guide5.0
Activities5.0
Lodging5.0
Transportation5.0
Meals5.0
I had an awesome time! Bike rides and scenery were incredible. Sojourn does a great job!

Details

Flights & Transport

Only ground transport

Group Size:

Standard Group

Accomodations

Chatham Bars Inn, Chatham, MA

This luxurious inn has won numerous awards including the prestigious Forbes Four-Star award and was named one of the top resorts in the world by Travel & Leisure Magazine. (3 nights)

Lands End Inn

Spectacular ocean views, luxurious rooms, historic architecture and distinctive service all just steps to the beach. (2 nights)

Cancellation Policy:

All requests for cancellation must be received in writing. Refunds will be processed 30 days following written receipt by Sojourn of notice of cancellation. Cancellation penalties will be calculated based upon the date of receipt of cancellation notification. There is a non-refundable $150 processing fee per person for each cancelled reservation to cover administration and fees incurred by Sojourn. Cancellations 90-61 days prior to tour departure will be charged 30% of the purchase price. Cancellations 60-31 days prior to tour departure will be charged 65% of the purchase price. Cancellations 30-0 days prior to tour departure will be charged 100% of the purchase price. There are no refunds for cancellation after the tour departure date or for no-shows. Sojourn will not refund for any unused portion of your tour. Sojourn will not make exception to these policies for any reason including weather or personal emergencies and as such strongly encourages travel insurance coverage for all travelers

Trip ID#:

CapCodGos

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