Montauk & Eastern Long Island Bike Tour
The Hamptons • Shelter Island • The North Fork
The Hamptons • Shelter Island • The North Fork
Price: $300 plus NYS Sales Tax
Private tours can be done on any available 2-day period (Camping tour only – requires payment for 5 riders minimum)
Montauk Point, with it’s lighthouse and rocky shoreline, is one of New York State’s most iconic landmarks
The ride to get there passes through stunning landscapes with beautiful beaches, sand dunes and wildlife areas. While areas such as the Hamptons and Shelter Island are known for their wealth and exclusivity, they have much to offer everyone in terms of publicly accessible outdoor spaces. Wineries and farms on the North Fork also offer a beautiful setting to sample some of this region’s food and wine.
And the best way to explore these places? By bike, of course!
Gotham Bicycle Tours can get take you there, showing you all the best spots to explore on your bike. Choose your own adventure with a beachfront camping trip in June or a stay at a deluxe hotel in October. Both tours feature multiple route options for flexible mileages for each day, ranging between 18 and 60 miles. Choose from a variety of self-guided routes to ride on, ending at the campsite/hotel on Saturday and the train station on Sunday. Find your way along the route with either excellently detailed maps or GPS on your smartphone.
Camping tour includes dinner Saturday and breakfast and dinner Sunday, hotel tour includes hotel breakfast voucher for Sunday and dinner Sunday. (Rent any gear you need, or go “glamping”)
Tours are limited to eight riders. Reserve your spot now with a non-refundable deposit of $100. Cancellation results in loss of deposit. See our cancellation policy page for full details.
This tour offers gear transportation so that you do not have to carry everything with you along with your bicycle on the train. We can receive your gear in advance and bring it to the tour for you. There are two options for gear transportation.
Drop off your gear at our offices in Midtown or White Plains during regular business hours the week before the tour. Gear drop off is included in the price of the tour and does not cost extra. You can pick up your gear from our offices the week after the tour.
Gear pick up and delivery at your home. We can come to your home the Thursday afternoon before the tour and pick up your gear from you for $40. This price is “per stop”, meaning that people who live in the same household, or friends willing to team up for one pick-up stop can pay one price. The price also includes delivery of your gear back to your home on the last day of the tour. Gear pick-up is subject to some location restrictions and availability. (For example, we cannot do pick-ups in New Jersey or Staten Island and there must be at least 2 stops scheduled for us to do the gear run).
With all options, you will be able to access your bags before you start riding on Saturday if you need to.
The day begins at the Southampton LIRR station. You can access LIRR from either Penn Station in Manhattan (7:38 train) or various other stations in Brooklyn or Queens. When you arrive at 10:04, we will meet you at the train station and give you a small “go bag” containing an energy bar, fruit and water to get you on your way. You will also have an opportunity to pick up any last-minute items you need in Southampton. For people who need to drive, you can drive to the Southampton train station and park for free.
Soon you will find yourself in a world of where beautiful landscapes, historic villages and extreme wealth meet – in the Towns of Southampton and East Hampton. Fortunately for us, these towns have many bike friendly roads that allow you to take it all in. While some visitors never leave the “main drag” of Montauk Highway, we will take you on back roads to see this fascinating area up close. Lunch is “on your own” as you pass through these towns.
Those looking to do a shorter ride can head directly to our campsite at Cedar Point County Park which also has a beach. If you want to ride more, you choose from two other longer rides that incorporate loops that take you eastward towards the serene landscapes of Napeague Bay, Hither Hills and Montauk Point. No matter which ride you choose, you’ll have opportunities to stop at beaches or historic sites. When you arrive at Cedar Point at the end of the day, you’ll have access to a full service campground with showers. We’ll have a cookout dinner and a campfire as well.
Day 2 starts with breakfast served at our campsite. Then, after breaking down camp and stowing gear in the van, you can strike out for a ride of whatever length you like. The route generally goes from Sag Harbor across Shelter Island (using ferries) to Greenport, where the train station is that will take you back home. If you ride this route directly, it is 16 miles. However, you can add to this ride by doing an additional loop on beautiful Shelter Island, potentially stopping at one of the many beaches in this island town. You can also add on a loop on the North Fork, where you can check out Orient Point or some of the wineries and farms in the area. If you decide to buy any wine, we can transport it back for you.
Regardless of the ride you choose, we all end the ride in downtown Greenport, with its fun, vibrant Main Street loaded with shops and attractions. The train back to Penn Station leaves at 6:11, arriving around 9. We will give you a dinner that you can eat on the train on your way home.
When the tour is over, we will take whatever you cannot carry home (including any wine that you buy) back to our offices where you can pick everything up later in the week. If you signed up for our gear pick-up service, we will deliver your gear back to your home the same day the tour ends.
The route and planning for both Montauk and Hudson Valley were exceptional. While I have spent much time in both regions, seeing it from a bike was ideal. Such beautiful scenery from all the back roads that you have discovered and shared with us.”
Wanted to say a huge “Thank you” to Laura and Lukas for taking care of me and my friend Liz this past weekend on the Montauk tour! Neither one of us had any experience riding long distance (15 miles the most we have done); we also had no experience with planning the route or planning to emergencies, nor did we have time to do it. I also do not have access to a car nor have I ever changed a flat tire! Everything was very well organized and seamless! The routes where easy to follow and very safe and scenic. My friend and I ended up riding together (not with the rest of the group) as my pace was slower than other’s and following the route was not an issue at all given how clear all directions were. Everything was as described on the website and all our expectations were met above and beyond! Laura and Lukas have a passion for introducing people like us to riding in a low stress safe environment and are lovely people to be around. They also introduced us to other resources on outdoor activities. Perfect activity for busy New Yorker who likes to be active and to explore and who wants to be outside away from it all, spent time with a friends or do a solo activity with or without other riders. I will definitely be doing more riding with Gotham Bikes in very near future!