Bike Tour Cape Cod, Nantucket & Martha’s Vineyard – Great Freedom Adventures
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Bike Tour Cape Cod, Nantucket & Martha’s Vineyard

Bike Tour Cape Cod, Nantucket & Martha’s Vineyard

per person

cape-cod-bike-tour-3-great-freedom-adventuresCaptivating Cape Cod & the Islands Vacation Bike Tour

Bike Tour the Finest of Cape Cod, Nantucket and Martha’s Vineyard

Experience the unsurpassed beauty of Cape Cod while discovering iconic sites and hidden scenes. This is Great Freedom Adventures’ backyard and we love sharing it with our guests. Unique for tours in the region, the six-day bike tour offers a wide-ranging exploration of many of the finest of Cape towns and includes both of the area’s celebrated islands – Nantucket and Martha’s Vineyard. Enjoy the discovery purely by bike and boat, at a pace that allows you to take it all in. All of the Cape Cod places you’ve been dreaming of visiting – or yearning to revisit – are waiting for you here, in one inspired itinerary.

Visit Provincetown, Truro, Wellfleet, Chatham and Many More Cape Cod Towns
Start the Cape Cod bike tour by cycling the Outer- and Mid-Cape and discover a landscape graced by sweeping ocean vistas, rolling dunes, stately lighthouses, and maritime forests. These quintessential Cape towns offer eclectic shops, excellent restaurants, fine art galleries and a low-key beach vibe.

Explore The Cape Cod National Seashore, the Province Lands and Monomoy National Wildlife Refuge
The Cape Cod National Seashore offers 40 miles of pristine sand beaches, wild cranberry bogs, kettle ponds, heathlands and visitor’s centers offering panoramic views. This stretch of seashore is home to some of the most popular beaches in the United States and includes Nauset Light Beach, Coast Guard Beach and Race Point Beach. Pedal bike paths in the seashore that bring you up-close to these and other beaches and to the region’s famous lighthouses. Visit Monomoy National Wildlife Refuge and experience the largest gray seal haul-out site on the U.S. eastern seaboard.

Bike Tour the Islands of Nantucket and Martha’s Vineyard
A tour of the Cape would not be complete without visiting Nantucket and Martha’s Vineyard. Experience the islands’ most widely photographed and painted scenes: you will immediately be captivated by their beauty and understand their appeal. This tour features the finest that Cape Cod and the Islands has to offer.

Tour Highlights:

  • Explore the best of Cape Cod and the Islands by bike and boat on one inspired itinerary
  • Ferry from Boston to Provincetown watching for whales along the way
  • Stay in fine lodging in the heart of Provincetown, Chatham and Edgartown, within walking distance to restaurants, shops and beaches.
  • Enjoy superb meals that feature fresh seafood and farm to table ingredients
  • Cycle the mesmerizing trails through the Province Lands
  • Visit the Cape Cod National Seashore
  • Bike the Cape Cod Rail Trail
  • Visit Monomoy National Wildlife Refuge and walk a gorgeous oceanside trail to see seals sunning on the off-shore beach
  • Ferry to Nantucket and Martha’s Vineyard
  • Discover the remarkable beauty of Nantucket
  • Experience the allure of Martha’s Vineyard
  • Explore the old whaling town of Edgartown
  • Visit Aquinnah and the Gay Head Light
  • See the gingerbread cottages in Oak Bluffs
  • Finish in Woods Hole, a charming fishing village and the home of the Woods Hole Oceanographic Institution
  • Enjoy exceptional service throughout your Cape and Islands tour

Tour Reviews & Testimonials


    Day 1

    cape-cod-bike-tour-9-great-freedom-adventuresStart in Provincetown at the very tip of Cape Cod. Bike spectacular trails in the 4,000 acre Province Lands. Pedal through maritime forests and emerge onto an open, vast dune system with far-reaching views to the ocean. These parabolic dunes, some reaching 100’ in height, are unique to the Cape in this part of the world. Stop at the visitor’s center offering stunning 360° views of this special landscape. See Race Point Beach and Light and pedal alongside Herring Cove Beach on the return to Provincetown. Biking Mileage: ~ 11

    Day 2

    cape-cod-marthas-vineyard-bike-tour-15Bike along the coast through classic Cape towns including the seaside artist community in Wellfleet. Explore another part of the Cape Cod National Seashore while pedaling past Nauset Light, Nauset Beach and Coast Guard Beach. Visit the Salt Pond Visitor Center to learn about the seashore’s unique ecosystems and enjoy panoramic views of marsh, ocean, bogs, pond and woodlands. Finish in Chatham, among the most picturesque towns on the Cape. Biking Mileage: ~ 31, 40 or 53

    Day 3

    cape-cod-nantucket-bike-tourCycle a short loop viewing the Chatham Fish Pier, Chatham Lighthouse, the US Coast Guard Station and beautiful Chatham Light Beach. Walk an oceanside trail in the Monomoy National Wildlife Refuge to see sensational views and beaches where gray and harbor seals haul-out. Watch for seals frolicking in the shallow waters. Pedal past quaint shingled cottages and magnificent seaside estates. The afternoon in Chatham is free to enjoy as you wish. Relax at the beach or inn pool, explore the many unique boutiques and art galleries, take a seal-watching cruise or explore more of the area by bike. Biking Mileage: ~ 11 with options for more

    Days 4 and 5

    salt-marsh-cape-cod-vacationTravel to Nantucket, once the whaling capital of the world. Discover the beautifully preserved village architecture that looks almost as it did 200 years ago and explore cobblestoned streets lined with gas lamps. Pedal bike paths to pristine beaches and stately lighthouses while enjoying breathtaking views along the way. Next, ferry to Martha’s Vineyard and discover quintessential fishing villages, island farms and miles of beaches. See the gingerbread cottages in Oak Bluffs, the sites in Vineyard Haven and the meticulously preserved mansions of Edgartown, a handsome colonial era town. Visit the red cliffs in Aquinnah and the Gay Head Light, perched on a stunning setting above aqua waters and multicolored cliffs. Biking Mileage: ~ 29, 33, 38, 40 or 50

    Day 6

    cape-cod-vacationThis morning, take one last ride on Martha’s Vineyard, pedaling flat bike paths to the island’s most popular beach. Bike a quiet road to view fields of wildflowers embraced by soft sand dunes and framed by the sparkling Atlantic. Pedal back to the inn, then depart for the mainland where you may wish to spend a bit of time exploring Woods Hole, a charming fishing village which is home to numerous shops, cafes and the Woods Hole Oceanographic Institution. Return to your car or to your transportation to Boston. By tour’s end, you will have experienced much of the finest of Cape Cod and the Islands - and this extraordinary place will certainly have captivated your heart. Biking Mileage:  ~ 9 with option for more   Please Contact Us for detailed itinerary and arrival and departure information.

    inn-at-cook-stThe Inn at Cook Street, Provincetown, MA - 1 Night (June 9, June 16  & September 15  Departures)A member of the Distinctive Inns of Provincetown, The Inn at Cook Street is located in Provincetown’s prestigious art gallery district. It has been awarded the Gold Medal Winner designating the “Best Inn on Outer Cape Cod” three years running. This 1836 Greek Revival gem offers beautifully decorated rooms with fine linens and period antiques. Superbly prepared breakfasts are a delicious start to the day. The property is enhanced by lush gardens, a koi pond and sitting areas that invite relaxation. The inn offers private access to Provincetown Beach. Perhaps stay in the room where author Michael Cunningham finished one of his novels or one frequented by artist Edward Hopper.

    surfside-hotel-suites-5Surfside Hotel & Suites, Provincetown, MA - 1 Night (September 8 Departure)Relax in a recently redecorated waterfront room offering sensational views of Provincetown Harbor. Amenities include a private beach, a bar and lounge, a salt-water pool with poolside bar service and a giant outdoor fire pit with comfortable seating. Enjoy a relaxed, fun beach vibe at this waterfront hotel.
    gfa-queen-anne-inn-2Queen Anne Inn, Chatham, MA - 2 Nights (All Departures)This beautiful New England inn, built in 1840, is perfectly situated to walk to shops, restaurants and to the beach. The inn offers impeccable service and amenities include a pool, exercise room, tavern, afternoon hors d'oeuvres and beautiful rooms. Delicious breakfasts are served in a sunny dining room overlooking the lawn, pool and gardens.
      harbor-view-hotel-2Harbor View Hotel, Edgartown, MA - 2 Nights (All Departures)The historic Harbor View Hotel is set in a stunning location overlooking Edgartown Harbor and the Edgartown Lighthouse. The inn is being completely remodeled for the 2019 season and offers luxurious appointments. Rockers on the wide veranda beckon guests to sit and enjoy the splendid view. Sip a cocktail and watch the setting sun make the lighthouse radiant. The inn features a refined island decor and amenities include a tavern, restaurant and a heated pool with a poolside bar.

    2022 Dates

    June 5-10  |  June 12-17  |  August 28-Sept 2  |  Sept 11-16  |  Sept 18-23

    2022 Prices (Good till 11/15/21)

    June & Sept: $3,250; Aug 28-Sept 2: $3,295, person based on double occupancy. Single Supplement: $995.

    Trip Length

    6 days, 5 nights


    Provincetown, MA/Woods Hole, MA

    Daily Mileage

    9-30 (Up to 53 with longer distance options.)

    Cycling Level

    Easy. Moderate with longer distance options.


    Bike paths and roads. Flat with hills in some areas.

    Bikes: You may bring your own bike or use one of ours. GFA bikes are high quality, lightweight, available with either drop or straight handlebars and are equipped with computer, mirror, waterbottle, handlebar bag, map case and seat pack with essentials. What’s Included:
    • 6 days of guided biking
    • 5 nights lodging
    • 5 breakfasts
    • 3 dinners
    • 1 lunch
    • Welcome refreshments
    • Daily hearty snacks and cold drinks
    • Bicycle and helmet rental
    • Three ferry passages for passenger and bike
    • Historic lighthouse visits
    • 2 dedicated guides
    • Van support
    • Luggage transfer
    • Cycling maps and cue sheets
    • Tax and gratuities for meals and side excursions
    • Featherweight, high visibility, reflective vest
    • Water bottle
    • Dedicated, friendly service throughout your tour
    Frequent Adventurers, GFA alumni, may deduct 5% from the tour price. Please contact us for youth and group rates. Custom dates and duration are available for groups of six or more. Please Contact Us for detailed itinerary and arrival and departure information.

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