Bicycle Vacation/Trip, New York to Martha’s Vineyard

The Ride To Martha’s (Vineyard)

Beyond ….. MONTAUK….July 2017

Six Day Cycling Tour

In Association with  


Dates-Tuesday,July 11 - Sunday,July 16

Limit to 20 Riders!

Booking Link

Contact us for pricing! (info at Bottom)

We are going beyond Montauk to Martha’s Vineyard,details below!

Join us for an incredibly relaxed bike tour cycling adventure to Martha’s Vineyard,presented by Rolling Orange Bicycle Tours and Bikelyn Bicycle Tours. Be part our Annual organized bicycle tour from Hampton Bays,New York  to Martha’s Vineyard,Massachusetts




Self Contained Bicycle Camping Tour

This bicycle tour is suitable for Experienced Cyclists of All Levels!

Terrain; One or Two large hills but mostly some small hills or flat

A note for the faster riders. Once you get to the Island you can go to it as hard as you like!

What’s so great about Martha’s Vineyard?

Each of the Vineyard’s three main towns, (Oak Bluffs, Vineyard Haven, and Edgartown) has a completely different flavor! The island has a music and art scene that rivals NYC (on a smaller scale), with plenty of nightlife!

Docked in Vineyard Haven, MV

All three Vineyard towns have attractions and nightlife, but Oak Bluffs has it all and it is just a 4-mile ride from the campground! All of which are easily accessible by bus or bicycle, even at night, provided you bring a good light set.Cars are few and the top speed limit is 45 mph. There are no highways or chain stores, which creates a feeling of being very far from the insane pace of New York City!In my 30 years of cycling experience on Martha’s Vineyard, I still discover new things every time I go. I’m extremely familiar with every inch of the route, and even more familiar with Martha’s Vineyard. I know lots of local spots and a few of the local cyclists to help keep you out of the tourist traps.

MV2014GroupNport Bridge at State Beach  Oak Bluffs, MVGingerbread Cottages Oak Bluffs, MV

What you need to bring!

You should be able to fit everything you need in 2 panniers!

Here’s what you MUST bring besides clothing;

▪             Small Tent

▪               2 Extra tubes

▪               Set Good Rain Gear

▪               Lightweight sleeping bag

▪               Lights front and rear!

▪               Set of warm clothing

▪               Towel

▪               Patch Kit

▪               Tire Levers

▪               Water Bottles

▪               Snacks

▪               All riders must wear Helmets!



The History behind the Ride

I learned about Martha’s Vineyard about 30 years ago, while camping in Woodstock. A cyclist who had been touring around the States told me about the most amazing place he’d ever seen: Martha’s Vineyard. He was RAVING about it—and he just happened to have an extra ferry ticket. Of course I had a bicycle with me so I packed up the next day and drove off to New Bedford to catch the ferry!

He was absolutely right. Cycling on 60 miles of separated bikeways in incredible Vineyard scenery and along pristine beaches was just too much! I couldn’t get enough. I started going to the Vineyard as often as I could, even trips for Thanksgiving and weekends—even in the dead of winter.

To extend that incredible feeling, I decided to ride my bicycle all the way to the Vineyard from my front door in NYC! That brought things to the next level. Arriving in a cycling paradise—by bicycle—was pure bliss.

Since then, I’ve done this trip about 50 times. Only rarely have I driven or rented a car on the island—it’s just not necessary. Martha’s Vineyard is the perfect place for a car-free cycling vacation!

My route to MV goes by way of Montauk. (I’ve been doing The Ride to Montauk almost since it started in the ’80s.)  So I decided to put the two rides back to back. Two fantastic routes in six day cycling vacation! How great is that?!?


Short Description of the ride;

From Hampton Bays, we do two short day rides(about 50 Mi Ea Day) with 2 ferry’s,one to Block Island(day 2 we spend on Block Is most of day,ferry off in evening) and at 5pm a ferry to Newport, RI .

We spend our second night in Newport, RI then ride on to New Bedford, MA for our final ferry.

We arrive in Martha’s Vineyard in the evening. There, we spend Three full days at the M.V. Family Campground  in Vineyard Haven. The return to NYC from Martha’s Vineyard is via Seastreak Ferry right to Manhattan! 


I started taking long cycling trips on my Stingray bicycle when I was about 11 years old. Living in NYC, I began using my bike as transportation, going from borough to borough. After giving up my drumming career at age 22, I thought that since I rode my bike everywhere, I might as well make money doing it – and became a hotshot NYC bicycle messenger. I opened two bicycle messenger services a bicycle advertising company and currently the owner of Rolling Orange and Bikelyn Bicycle Tours in NYC!

I have done lots of bike touring in the States and Europe; local century rides; and innumerable rides to Nyack on the now famous Route 9W. I have commuted to my job in Manhattan from all over the New York City area, including Kew Gardens Hills, Flushing, Queens and Englewood Cliffs, NJ. I first participated in the Ride to Montauk way back when it left from Jamaica Station in Queens, NY.

Today, I am an avid urban-family cyclist. I bike all around NYC with my wife and 13-year-old son. We have many great bicycles to use for whatever we need – including a Recumbent Tandem and Organic Engines Pedicab!

 Here i am in the Book Humans of New York..


 Six Day Bicycle Trip,Three Nights on MV ,Completely Car-free,
Price $1200.00
This is a great tour and should sell out quick,so get on board
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I hope to make this your best cycling experience yet! 

Contact Info;

Email any questions to

Phone – 347 554 4162

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