
Massachusetts: Cape Cod & Provincetown
Guided Biking
- Daily Mileage: 12 - 34 miles|
- Biking: 2 - 5 hours|
Starting From
4-day Bike Tour Only
$2,945
Per person, double occupancy
Massachusetts: Cape Cod & Provincetown
For the most serene and charming cycling experience, look no further than our Cape Cod bike tour. You’ll cycle breathtaking coastal routes with sweeping Atlantic vistas, passing coffee-colored sandbars and pristine beaches protected as part of the Cape Cod National Seashore. Witness a colony of resident harbor seals during a relaxing cruise of Chatham Harbor. And follow the famed Cape Cod Rail Trail and the Province Lands bike path among coastal forest, lagoons rich in birdlife, and undulating dunes that rise from unspoiled shores. Along the way, explore the quintessential Cape communities of Chatham and Provincetown, and sample renowned Wellfleet oysters and just-caught seafood at its freshest and delicious wines from the sea-kissed vines of Truro Vineyards. Join this richly rewarding cycling sojourn of Old Cape Cod!
Tour Highlights
- Pedal the lovely vistas along the Cape Cod Rail Trail, traversing scenic woodlands past kettle ponds, marshes, and cranberry bogs.
- Explore lively Chatham—one of New England’s hidden gems, brimming with captivating history, seaside ambiance, and old-fashioned charm.
- Embark a guided boat-tour of Chatham Harbor to witness fragile sand bars dotted with colonies of harbor seals.
- Ride the breathtaking Province Lands bike path, winding through the dunes at the very tip of the Cape Cod National Seashore.
- Experience the arts culture and rich sense of community in Provincetown, poking in the galleries and shops along the town’s beloved Commercial Street.
What to Expect
This tour offers mostly easy terrain with the occasional rolling hill and the opportunity for some longer moderate rides. Our VBT support vehicle is always available throughout the trip. While early summer and late summer months are quieter than July and August, there is still some traffic on the roads from May through October. Despite off-peak season dates, guests will get to experience the best weather and have the opportunity to explore lively bike paths, beaches, shops, and restaurants while avoiding the largest of crowds.
- Daily Mileage: 12 - 34 miles|
- Biking: 2 - 5 hours|
- Group Size: 20
Cycling
Cyclists
Support
Average High /
Low Temperature (°F):
May63º/48º
Jun72º/57º
Sep71º/56º
Oct62º/46º
Average
Precipitation:
May3.7 in
Jun3.6 in
Sep3.9 in
Oct4.0 in
Tour Only |
|
---|---|
3 nights at a renowned resort | |
6 meals: 3 breakfasts, 1 lunch, 2 dinners | |
Transportation from Boston to Chatham Bars Inn | |
Transportation from Provincetown to Boston |

Step-Over (Diamond) Comfort Bicycle
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Road Bicycle (Carbon frame)
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Electric-Assisted Bicycle (E-bike)
See More >Biking Packages Include:
Custom VBT Bike and Helmet
Two Local, Bilingual Trip Leaders
Support Vehicle
Luggage Transportation
Ride with GPS and Daily Route Notes
Welcome Reception
Facilitated Cultural Experiences
Your Choice of VBT Branded Gear for Your Adventure
Accommodations (May vary depending on departure date. )

Fun itinerary, lovely bike paths and great scenery esp on Martha’s Vineyard. A few hills but mostly easy riding.
Cape Cod & Martha’s Vineyard
Loved this trip. The rides were beautiful, the lodging spectacular and the food was amazing. Loved that the ride was split between Cape Cod and Marthas Vineyard. The bike routes were a nice way to avoid traffic.
Cape Cod & Martha’s Vineyard
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