Cycling is one of the best ways to enjoy the Vineyard! Miles of off-road trails crisscross the Island. Whether you want a leisurely tour or a vigorous challenge, along the ocean or through the forests, scenic or direct routes are available for every skill level.
Recreational and young cyclists will find wonderful sights on any number of the 44 miles of down-Island bike trails, including Vineyard Haven to Oak Bluffs to Edgartown and back (roughly 18 miles round trip, but certainly doable in parts). This route is mostly flat and easier for children, as well as adults.
For the more experienced rider, a tour of the up-Island communities of West Tisbury, Chilmark and Aquinnah can prove quite the challenge! The terrain can be hilly and the roadway curvy in this rural area, so we suggest early morning to beat the motor traffic sharing the road. To cycle the entire Island, you can easy log 60+ miles along the perimeter.
Click Here to download.
No worries if you get worn out and need a lift back to your point of origin, most of the Vineyard Transit Authority public buses allow bicycles.
Hit the Road
Martha’s Vineyard has everything you’ll need to hit the road and explore the Island via bicycle. Bicycle dealers and repair shops are prepared to meet any need - whether you’re a first time rider, or professional cyclist. If you don’t own a bicycle, but still want to experience Martha’s Vineyard on two wheels, several bicycle rental shops are available to serve you.
Laws Applicable to Cyclists
- Bicycles shall ride WITH traffic, to the right, and single file. DO NOT ride against traffic!
- Bicyclists shall signal when turning or stopping (use either hand).
- Bicyclists 16 and under MUST wear a helmet.
Tips for Cyclists on Martha’s Vineyard
- The Island features a network of multi-user paths available for your use. “Multi-user” means you share the path with walkers, runners, roller skaters, etc. All users should stay to the right on paths. Remember that pedestrians have the right of way on paths, and cyclists must give audible warning when passing (e.g., “Passing on your left.”).
- Be alert for vehicles crossing the path from side roads and driveways when riding on multi-user paths.
- Cyclists ALWAYS have the right to ride in the road if a path isn’t available, or conditions on the path are unsatisfactory.
- Always wear a helmet.
- Riding on sidewalks is permissible, except in downtown areas where posted.
- Narrow, rural roads are part of the Island’s charm, but they often have little or no shoulder for cyclists. Especially up-Island, cyclists should evaluate their experience and comfort with riding in vehicular traffic that includes large trucks and buses.