THE 15 BEST Things to Do in Shelter Island - 2024 (with Photos) - Tripadvisor
Things to Do in Shelter Island

Things to Do in Shelter Island, NY - Shelter Island Attractions

Things to Do in Shelter Island

Traveler rating
Good for
16 places sorted by traveler favorites
  • Things to do ranked using Tripadvisor data including reviews, ratings, photos, and popularity.

What travelers are saying

  • adventix
    Boston, MA1,897 contributions
    5.0 of 5 bubbles
    The trail head is easy to find with parking, bathrooms and map. there are multiple trails, color coded. easy to navigate. length varies between 1-2 miles and up to 7-8 miles. trails are well kept and wide. We had a lot of fun. The trails we took (rad, part of green) were stroller passable (with the exception of a few steps that are manageable in my opinion).
    Written May 13, 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Ann S
    Waterford, CT248 contributions
    5.0 of 5 bubbles
    I enjoyed our visit to this place. It has a lot of vintage clothing on display and I found it very interesting. The volunteer docent was knowledgeable. It is a great place to stop if you are taking the north ferry from Greenport and catching the south ferry to Sag Harbor.
    Written October 16, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • G S
    Los Angeles, CA9 contributions
    5.0 of 5 bubbles
    We enjoyed The Farmstand shop where we picked up fresh produce and baked goods. Also loved visiting the chickens, sheet and the pigs! Fun farm atmosphere.
    Written December 5, 2019
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Stacy Z
    11 contributions
    4.0 of 5 bubbles
    Wanted to reviewe this place more for service then beer. The beer was ok (the 114 flagship). So we walked from the north ferry to this brewery, should have rented a bike or a car even. Didn't quite realize how far it was from the ferry (had biked a lot day before and was already sore). I asked the waitress if there were taxi service nearby and she mentioned if they didn't answer the owner would drive us to the ferry, no charge. No answer so we got one more round and then asked for that lift which he very nicely did, refused even to take a few dollars. Saved us from walking back the 2 miles, was so grateful.
    Written July 5, 2020
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • ChantillyLace28
    NY342 contributions
    5.0 of 5 bubbles
    This is a great family beach, however, still great for couples and singles as well.
    Plenty of sandy beach to keep apart from others. The swimming area is roped off with a generous area to swim. Water is calm and gentle. Entering the water us a bit tough in the feet, but once past it, swimming or a dip to cool down is so worth it. Nights before the sunset, you can make a fire on the beach..it is most enjoyable! Good family fun!
    One day we had the pleasure to be entertained by a soft playing band..
    Watching the boats from a distance and even small sunfish sailors, was a most relaxing day at the beach!
    Written September 20, 2020
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Beth S
    Shelter Island Heights, NY19 contributions
    5.0 of 5 bubbles
    I called the day I arrived on Shelter Island and they were able to fit me in to play doubles - all well matched skill level, couldn't have been better.
    Written November 21, 2014
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • David B
    Brooklyn, NY1,496 contributions
    4.0 of 5 bubbles
    Came and got ice cream after Shell Beach. Wasn’t very crowded at 3pm. Daughter had smoothie, while I had a shake with skim milk. Not sure if it had expired, it gave me a discomfort during the middle of the night.

    Friendly staff, thank you
    Written July 18, 2020
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • AdamHdr
    1 contribution
    5.0 of 5 bubbles
    As a ceramic enthusiast, I was very excited to see the works of John Pagliaro. Outstanding pinch pottery!
    Written July 18, 2017
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Globalbanker
    New York70 contributions
    5.0 of 5 bubbles
    Fun to explore Shelter Island on land and sea. Texted to reserve a double kayak and Adam was ready when we arrived. He delivered a terrific summary of the area, it’s history and the recommended route.

    Great value, good equipment and a lovely 2 hour paddle.
    Written September 7, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Susan H
    New York City, NY30 contributions
    5.0 of 5 bubbles
    i was lucky enough to find this company for my friends birthday, we ate lunch across the street at sunset beach restaurant and then walked right across the street on to the beach for an AWSOME massage , it might sound strange to do right on the beach , but it turned out be so perfect ,they had an open air tent over you ,it was extremely professional ,we had four masseuse going at one time which we requested since there was four of us ,and each one was excellent ,made you feel comfortable right away , found out they have been doing this for 15years ,by far one of the great things to do on shelter island when you come for a visit , can't wait to do it again. susan
    Written June 9, 2019
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • tony k
    Long Island, NY13 contributions
    5.0 of 5 bubbles
    Tony is the Best Transportation company Around Long Island. We will definitely call again. Cool..
    Written March 30, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Tiffany R
    1 contribution
    5.0 of 5 bubbles
    Suzette, the owner is amazing. She's in her sixties and is the most fit and energetic instructor I ever had. She provides private and group pilates classes and Barre at her main studios as well as summer mat pilates at Dering Harbor. She and her staff have expert knowledge and are just great people. Be ready for an amazing workout!
    Written May 2, 2021
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
All things to do in Shelter Island
RestaurantsFlightsVacation RentalsTravel StoriesCruisesRental Cars
© 2024 Tripadvisor LLC All rights reserved.

This is the version of our website addressed to speakers of English in the United States. If you are a resident of another country or region, please select the appropriate version of Tripadvisor for your country or region in the drop-down menu.