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Sun, Fun and Cycling Holiday USA

Cape Cod and Martha’s Vineyard are famed for their coastal beauty and on this tour you’ll spend 3 nights in charming Yarmouth, MA where you’ll cycle on the Cape Cod rail trail with incredible coastline scenery. Then it’s 2 nights in quaint Falmouth with cycling along the beautiful Shining Sea Bikeway, and a day trip to explore gorgeous Martha’s Vineyard with its famous Gingerbread Cottages.

Key information

  • Trip type: Guided
  • Lodging: Point to Point
  • Starts in: Yarmouth
  • Ends in: Falmouth
  • Private tour is possible / minimum 4 people


  • 5 days of fully guided cycling
  • Difficulty: Easy
  • Fully guided tour of Martha's Vineyard with its famous Gingerbread Cottages
  • Fully supported with van, bike trailer, and team members
  • Group socials and fun activities
  • 5 nights accommodation
  • Several meals included

Skill level

  • Beginner

5 days with instruction
Group size: Maximum of 14 participants
Airport transfer available:
Logan International Airport (US$ 50 per person)
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  • 3 nights in Yarmouth Massachusetts at the fabulous Bayside Resort
  • 2 nights in Falmouth at charming Shoreway Acres


Day 1: Arrival at Yarmouth and/or pick-up at Boston Logan Airport

  • 11:00 Optional pick-up at Logan Airport
  • 19:00 Tour orientation at the hotel (meet in the breakfast area)
  • Lodging: Bayside Resort, 225 Rte. 28 West Yarmouth, MA

Arrive in Yarmouth and explore the quaint main streets and beautiful seashore before meeting for trip orientation.

Day 2: Cape Cod Rail Trail to Chatham Lighthouse

  • Cycling: 25 or 42 miles
  • Lodging: Bayside Resort, 225 Rte 28 West Yarmouth, MA

Enjoy breathtaking scenery as you cycle along this perfect, paved bikeway heading for historic Chatham with its lovely lighthouse. You'll take time to drop the kickstands and spend some time relaxing on the beautiful beach. For those looking for a longer ride, you can elect to cycle back to the hotel for a 42-mile day.

Day 3: Cape Cod Rail Trail to Province Town

  • Cycling: Rider’s choice up to 45 miles
  • Lodging: Bayside Resort, 225 Rte 28 West Yarmouth, MA

Enjoy breathtaking scenery as you cycle along the Atlantic shoreline, part of the National Seashore, with great wildlife viewing including sea birds, seals, and possibly sharks! You can cycle the full 40 miles, or jump in the SAG van and chill while we get you up to P-town with its endless beaches and charming shops.

Day 4: Cape Cod Canal Trail and Shining Sea Bikeway

  • Cycling: 22 or 40 miles
  • Lodging: Shoreway Acres, 59 Shore St, Falmouth, MA

You’ll start with a gorgeous morning ride on the Cape Cod Canal Trail and the Shining Sea Bikeway. After the ride, the rest of the day is yours to explore charming Falmouth and spend time at the awesome swimming beaches right along the bike trail! For those opting for the extended ride, you’ll cycle from the Bayside Inn following a section of the East Coast Greenway.

Day 5: Martha’s Vineyard

  • 08:30 Ferry to Martha’s Vineyard
  • Cycling: 30 miles
  • Lodging: Shoreway Acres, 59 Shore St, Falmouth, MA

Enjoy a great ferry ride to Martha's Vineyard with views of the New England coastline that will take your breath away. On the Vineyard, you will be delighted by the colorful and unique Gingerbread Cottages and gorgeous scenery to be found throughout the island. You can explore on your own or join our guided tour which takes in all the island has to offer!

Day 6: Return

  • 09:00 Optional return shuttle to Logan Airport

On demand: This tour is also available for custom dates for groups of 4 or more. Please send an inquiry to discuss dates, details, and availability.



Meals included

  • Daily breakfast
  • Snacks & beverages
  • 1 picnic lunch
  • 1 happy hour & dinner social

The following meals are included:

  • Breakfast
  • Snacks
  • Drinks

The following drinks are included:

  • Alcoholic beverages

The following dietary requirement(s) are served and/or catered for:

  • Regular (typically includes meat and fish)
If you have special dietary requirements it's a good idea to communicate it to the organiser when making a reservation

What's included

  • 5 nights premium accommodation
  • All transportation while on the tour
  • Full ride support
  • Tour guides
  • Several meals

What's not included

  • Bike rental
  • Airport transfers
  • Airfare
  • Extra meals

How to get there

Recommended Airports

Arrival by airplane

Please book your flight to arrive at Logan International Airport (BOS). Shuttle to and from Boston Logan Airport is available at 50 USD per person. If you are driving to the tour, free parking is available for the duration of the tour.

Airport: Logan International Airport Airport transfer available: Logan International Airport (US$ 50 per person) Additional charges may apply. You can request this in the next step.

Cancellation Policy

  • A reservation requires a deposit of 50% of the total price.
  • The deposit is non-refundable, if the booking is cancelled.
  • The rest of the payment should be paid 30 days before arrival.
6 days / 5 nights
from --


Arrival: Sunday September 15, 2024
Departure: Friday September 20, 2024

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