CRW Rides are open to members and limited guests. Guests may only attend two rides before joining.
All riders (both Members and Guests) must REGISTER

Register here:

If a rider has not pre-registered, that rider must do so online at the start of the ride. 

The online registration will include a liability waiver that all riders will need to review and accept. 

The online registration will also require all riders to review CRW’s Safety and COVID Guidelines and to agree to follow those guidelines on the ride.


Everyone should bicycle on Martha's Vineyard at least once a year. No other place offers such rich combination of small roads, trails, beaches, ginger bread houses, Jaws bridge, Back Door donuts, & no fewer than four lighthouses.

No snow on the island, temperature above freezing, & sunny clear sky in the forecast.

I have often visited the island for multiple days to savor it. This will be my first day trip in a tour de force to visit all landmarks in one go. Last week I missed the ferry. Second attempt this weekend.

My plan is to board the ferry from Woods Hole at 10:45 to Vineyard Haven at 11:30. That leaves me just about five hours until the return ferry at 17:00 due to schedule constraint on both ends. Pace is brisk 25+kph/16+mph.


There is no reason any of you should rush this exceptional tour. I have two suggestions:

1. Extend your time on the island, taking an earlier ferry, later ferry, or both.

2. Take a shorter route: at 18.5km/11.5mi continue on State Road to West Tisbury for lunch at 7a Foods (order in advance), then continue the loop from there. You will miss Gay Head lighthouse & rolling hills of Aquinnah. You will still visit all major landmarks. That will save about 45km/30mi from the total distance. The route is very flat afterwards.

*** No leader. Not a CRW club organized ride. Not covered by club insurance. Groups assemble & ride as they see fit. ***

Route map

Ferry schedule is at

Fare is $25 roundtrip for passenger + bicycle. Arrive Woods Hole early to purchase tickets & board ferry.

Date: Saturday Oct 31, 2020
Ride type: 
Show and Go

Click HERE for descriptions of the ride types.


Routes and Cue Sheets from RWGPS

Miles Elevation Print Download
65 2,531 ft Cue sheet GPX

Ride Start


registered riders