Montauk and Shelter Island Overnight Bike Tour with Deluxe Hotel Stay

Two days of fantastic bike riding as you enjoy the fall colors and beautiful seascapes on your bike. This bike tour has flexible mileages for each day, ranging between 18 and 60 miles per day. Take the train from Manhattan to Southampton (with your bike) and our team will meet you there to get you going. Choose from a variety of self-guided routes to ride on, all ending at our deluxe hotel in Sag Harbor where you can stay for the night.

The next day, we ride on to beautiful Shelter Island and then the North Fork with it's wineries and beaches. Again, you'll have route choices ranging between 18 and 60 miles, but 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 6:11pm, arriving around 9:00pm. We will give you a dinner that you can eat on the train on your way home.