Montauk & Eastern Long Island Bicycle Tours
The Hamptons • Shelter Island • The North Fork
Montauk Point, with it’s lighthouse and rocky shoreline, is one of New York State’s most iconic landmarks
Private tours for small groups. Pricing depends on your chosen itinerary as described on our private tours webpage.
Riding to Montauk by bicycle, or anywhere on the eastern end of Long Island, is a fantastic experience. You can ride on low-traffic roads past stunning landscapes with beautiful beaches, sand dunes, wildlife areas and mansions. Wineries and farms on the North Fork also offer a beautiful setting to sample some of this region’s food and wine.
You can experience the joy of riding in this beautiful region with a customized tour package of any length and duration. No matter what you are looking for, we can put a package together for you after an initial consultation. Our overnight tours can feature a range of accommodations from camping to luxury hotels and you can choose how much you would like to ride each day. Or choose a day ride and get the same level of personal service, with all of your bags and equipment carried in our support vehicle while you ride.
Contact us to get started on planning your Long Island bicycle adventure! We will respond within 24 hours to ask you about your preferences and then put a tour together for you. Based on that discussion, we would tailor a ride for your group that would include GPS navigation for all riders, carrying of all your gear, as well as break stops set up just for your group with snacks and beverages. And if your bike breaks down or you need help, we are always close by with our support van.
Check out a suggested itinerary below. For information about how our private tours work and pricing, please see our private tours page. We also offer Hamptons Bicycle Getaway packages.
Example 2-Day Trip Itinerary
DAY 1: The Hamptons
Choose routes ranging between 20 and 60 miles. Generally flat, with some hills in certain areas.
Depending on the length you want to to ride, we will meet you at a designated start point. If you want to take the train to the ride, a good launch point is the Southampton LIRR station. If you are driving, we will find a place where you can park for the duration of your trip. No matter how you arrive, you’ll have access to our support van to store everything you do not want to ride with, such as bags, equipment, etc. We will also provide you with snacks, energy bars and beverages to get you on your way.
As you ride through the Hamptons, you will find yourself in a world of where beautiful landscapes, historic villages and extreme wealth meet. 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.
A shorter ride might end in Sag Harbor or Amagansett. A longer ride might include a trip out to Montauk Point. No matter which ride you choose, you’ll have opportunities to stop at beaches, historic sites, farm stands and wineries. Our camping tours feature beach side camping and a cookout dinner. Or stay with one of our partner hotels and enjoy a great dinner in town.
DAY 2 - Shelter Island & North Fork
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!
