Martha’s Vineyard Weekend Spring Spin
A Weekend Cycling Getaway on America's Most Beloved Island
A short boat ride south of Cape Cod, but a world away, Martha’s Vineyard, New England’s largest island, offers the experience of a special place steeped in timeless tradition. The island is pristine in every way–its broad quiet beaches, rolling meadows, quaint villages, and farmland. There are a variety of treats for the eye and palette like the lively Oak Bluffs with its “gingerbread cottages” each one elaborately painted and its famous Flying Horse Carousel.
Pedaling down the streets of Edgartown we’ll stop to enjoy its Greek Revival whaling captain houses, Whaling Church and Vineyard museum. Up-island towns beat to a slower rhythm and extraordinary natural phenomena such as the dazzling mile-long polychrome cliffs and the iconic Gay Head lighthouse. Stopping for a snack at Alley’s General Store, to wander the Outdoor Sculpture Gallery or at the Polly Hill Arboretum will reveal why this magical island remains a coveted destination for presidents and movie stars as all as fisherman and artists. While our time here is short but we know you will long to return to this peaceful island oasis. This Ciclismo Getaway series is a re-birth of our very popular Ciclismo reunion tours that attracted Ciclismo alumni as well as new guests.
- Experience the historic and picturesque towns of Edgartown, Oak Bluffs, Vineyard Haven, West Tisbury, and Chilmark.
- Soar by the dramatic clay cliffs of Aquinah in the heart of Wampanoag country.
- Gentle pedaling through rolling pine forests, pastoral farmland, and along scenic beaches
- Take in the mainland from the cliffs of Aquinnah (Gay Head), East Chop, and West Chop
- Enjoy Greek Revival houses in a 19th-century seaport village, learn the history of the “Gingerbread” cottages, Ride a “Flying Horse” and visit a centuries-old fishing village
- Enjoy an abundance of art galleries and shops
- See historic homes from the Whaling era
- Enjoy authentic fresh chowder in the historic harbor village of Menemsha.
- Eat where the locals eat, gaze at the fleet that just caught your meal, and maybe catch a glimpse of the island’s many VIPs
- Get ready for a daily deep dive into the history and local color of the Island, from its original Wampanoag beginnings, its whaling, and religious camp history, up to its current-day celebrity residents and guests
- Stroll along an Atlantic Barrier Beach and visit the site of the mysterious Chappaquiddick Shipwreck.
- Best of all, reunite with old and new Ciclismo friends and start planning your next tour
What to Expect
TerrainFlat & Rolling
Start LocationEdgartown, MA
End LocationEdgartown, MA
MileageAverage Daily: 30/37.5 miles Total: 92 / 113 miles
ElevationAverage Daily: 890 /1,291 feet Total: 2,675/3,875 feet
Once you have a trip confirmed, we will feed you a steady diet of additional pre-departure information that includes: How to train, prepare, pack and all the wonderful, inspirational and practical things you want and need to know before you go! Our Travel Advisors will be available to help plan your pre- and post-tour travel.
Accommodations: For our Ciclismo getaway weekends, the hotels are not included in the price to give our guests the ultimate lodging and budget flexibility. We have carefully selected our favorite lodgings from simple B&B to more luxurious options (see Accommodation & Meals section).
Transportation. We ask that you meet us at each day’s ride starting point. All rides are supported by a Ciclismo Classico support vehicle.
Ferry: The Woods Hole, Martha’s Vineyard and Nantucket Steamship Authority (WHMVNSA) runs scheduled ferry boat service from Woods Hole, MA. Woods Hole is a village of Falmouth, MA. You can arrange to take your car to the island, we suggest making these arrangements as soon as possible, as car reservations for the ferry sell out for the year quickly. Otherwise, park your car “on the mainland” and ferry over with your bike and luggage. The Steamship maintains parking lots, the most convenient lot is the Palmer Street Parking Lot in Falmouth. Shuttles run continuously to the ferry terminal.
Please note: The ferry does not go directly to Edgartown, it goes to Vineyard Haven or Oak Bluffs. Once you have arrived you will need to make arrangements to get to your lodging. We are happy to help with these arrangements as needed. Ferry Schedule Spring 2021.
- Three Days of Ciclismo Feasts
- All lunches, 2 dinners
- Ciclismo Guides. 1:6 ratio
- Van Support
- Super Snacks & special tastings
- Cultural visits and walks
- Ciclismo Classico Jersey
- Ciclismo Goodie Bag
- Welcome cocktail
Bring your own! Bikes are not included for this specific trip.
- 1 Lunch, 2 dinners
For our Ciclismo getaway weekends, the hotels are not included in the price to give our guests the ultimate lodging and budget flexibility. We have carefully selected our favorite lodgings from simple B&B to more luxurious options. If you plan to join us for our getaway, please make sure to reserve your rooms right away for April 17th, 18th and 19th (optional, as the last ride will end early afternoon) so as to get the best room selection.
- Experience the historic and picturesque towns of Edgartown, Oak Bluffs, Vineyard Haven, West Tisbury and Chilmark.
- Enjoy Greek Revival houses in a 19th century seaport village, learn the history of the “Gingerbread” cottages, Ride a “Flying Horse” and visit a centuries old fishing village
- Stroll along an Atlantic Barrier Beach
- Visit a Local Brewery