A favorite activity of Nick Kraus of The Stephen Talkhouse:

The Idea

I like going biking on Shelter Island, which is maybe one of the best bike rides of all. You can just take your bike on the ferry.

You don't have to pay for your car on the ferry, so it's a lot less expensive.

You can make a whole day of it - bike across the island, grab lunch, and even continue to Greenport if you're up for it.

It’s great on a nice fall day, or a perfect summer day.

The Route

A loop around Shelter Island takes roughly 38 minutes to 1 hour and 15 minutes depending on your pace. You can stop at Rams Head Inn for lunch or a drink, which is very pretty.

Inside Tip 📌

The best way to enjoy Shelter Island is to drive to the Sag Harbor Ferry, park your car (though spaces are limited), and take your bike across. For the more ambitious, you could do the double ferry by continuing to Greenport after crossing the island. 

Some serious cyclists even bike all the way from here to Connecticut - taking the ferry from Greenport to New London.

Inside Tip 2 📌📌

Bike rentals are also available on Shelter Island at Piccozzi's Bike Shop (card mapped to this location).

Contact

🌐 Shelter Island Ferry

About

This card was written by Nick Kraus — Partner at The Stephen Talkhouse, Co-Founder of Soldier Ride and USA Warrior Stories. Born and raised in NYC and Amagansett, Nick is the proud winner of the Mr. Amagansett pageant.

Lead-in Image

@shelter_island_chamber / Instagram