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Best of Cape Cod

bike paths, country roads, gorgeous coastline

Trip Pricing

From $2795

Dates & Pricing
  • Jun 18 - Jun 23 2017 $2795
  • Sep 10 - Sep 15 2017 $2795
Group Discounts

Group discounts for our published trip dates begin with as few as eight people. Please contact us for details.

Make it Private

Looking for a one of a kind, once in a lifetime experience? Look no further. All you need to do is pick any open trip date, get your group together and we will do the rest.

At a Glance

Tour start | end: Boston, Massachusetts
Length: 6 Days / 5 Nights
Rating: Easier

View Trip Itinerary

Tour Overview

Cape Cod Bike Tour

Experience one of New England's most beloved seacoast vacation destinations during our Cape Cod bicycle tours . Pedal along quiet lanes and back roads, through seaside villages whose gray shingled cottages are framed by white picket fences. Ride the fabulous Cape Cod Rail Trail, one of the top bike paths in the US. Visit Cape Cod National Seashore which stretches almost the entire length of the Cape's outer arm.

Featured during the vacation are stays in two extraordinary inns. Nestled in a cove with two private beaches on the edge of Chatham is the Wequassett, the Cape's only member of Preferred Resorts and Hotel Worldwide. Relax on the dock, by the pool, or in the Jacuzzi. Golfers can play a round of golf at nearby Cape Cod National.

In Provincetown, at the outermost point of the Cape, Land's End Inn offers stunning views of Cape Cod Bay from its hilltop location in the exclusive West End. Shops and galleries in this lively town are a short walk from the inn, and Race Point Beach at the outermost point of the cape is a short bike ride away.

The trip begins and ends in Boston, one of our nation's most historic cities. Quincy Market, Faneuil Hall, Boston Public Gardens, and the charming North End - Boston's Italian neighborhood - are all with easy walking distance of our pre-tour waterfront hotel.

Visit Cape Cod in spring or fall when the weather is lovely and summer crowds absent. Plan to make your reservations well in advance as this exclusive trip sells out quickly.

What's Included In This Tour

  • Visit the expansive and beautiful Cape Cod National Seashore.
  • Enjoy a harbor cruise to view hundreds of seals in Chatham Harbor.
  • Ride along the most scenic sections of the Cape Cod Rail Trail.
  • Join a whale watch from Provincetown to nearby Stellwagen Bank.
  • Explore unique shops and galleries in Provincetown.
  • Unwind in luxury lodging in Cape Cod's top inns and resorts.
  • Group transfer from Boston's Marriott Long Wharf at tour start. Group ferry transfer to Boston at tour end.
What's Included in this Tour?

Tour Itinerary

Day By Day Tour Overview.

  • Day

    Cycle along seaside lanes lined with gray-shingled cottages, past ocean views and expansive beaches before connecting with the Cape Cod Rail Trail. Enjoy a welcome reception and dinner overlooking the bay at the luxurious Wequassett Resort.

  • Day

    Ride a lovely loop through Chatham to Monomoy National Wildlife Refuge. Pass by stately homes and picturesque bays then visit the lighthouse or browse shops in town. Lounge by the pool or play a game of tennis at the Wequassett. Enjoy a private cruise across Pleasant Bay to view seals and waterfowl.

  • Day

    Ride the beautiful Cape Cod Rail Trail to Eastham. Learn more about historic Cape Cod National Seashore at the Visitor Center at Salt Pond. Enjoy a beautiful walk along picturesque the salt marsh. Ride to Nauset Lighthouse and gentle bayside beaches.

  • Day

    Follow the Cape Cod Rail Trail to its terminus at a fabulous boulangerie. Pedal along quiet back roads through the charming village of Wellfleet then on to Provincetown at the outermost point of The Cape. Stroll to town for dinner and to photograph the narrow lanes as the sun sets over the bay.

  • Day

    Join an extraordinary cruise to Stellwagen Bank Natural Marine Sanctuary, just off Provincetown. Home to numerous types of whales, these waters are so rich with sea life that you are virtually guaranteed to see whales during the short trip. Enjoy a ride on bike paths that wind among the dunes, and visit the oldest lifesaving station in the US.

  • Day

    Visit the Pilgrim Monument and enjoy some last-minute shopping in town before boarding the passenger ferry to Boston. Keep watch for whales and porpoises before arrival back in Boston’s Harbor where you can catch a water taxi to the airport.

Want to Learn More?

Download the Tour Itinerary for a detailed day by day description.

Download Best of Cape Cod Itinerary (PDF)
Pickens, SC

No matter which trip we take, we know we’re going to have a fantastic week, and Cape Cod was no exception! Sojourn is amazing!

Lodging Information

Distinctive lodging, carefully selected to complement your tour.

  • Cape-Cod-Wequassett-Tour-Lodging-Thumb

    Wequassett Resort, E. Harwich, MA

    Secluded Four Diamond resort and restaurant on Pleasant Bay. Pool, tennis, waterfront bar. Cape Cod’s only member of Preferred Hotels & Resorts Worldwide. (2 nights)

    Lodging Website
  • Cape-Cod-Inn-at-the-Oaks-Tour-Lodging-Thumb

    Inn at the Oakes, Eastham, MA

    Victorian B&B built in 1870 and located opposite Salt Pond and the Cape Cod National Seashore Visitor Center. (1 night)

    Lodging Website
  • Cape-Cod-Lands-End-Inn-Tour-Lodging-Thumb

    Land’s End Inn, Provincetown

    Beautiful property in the quiet West End sitting atop one of the highest points in Provincetown. Views extend over the harbor and Cape Cod Bay. (2 nights)

    Lodging Website

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