For some time out in nature visit Mashmock Preserve to go for a beautiful hike!
Want a great way to experience the island? Rent a bike!
Rent a paddle board or kayak!
If you are planning to go to the beach you will need to get a beach parking pass.
You can purchase daily passes online for $25 using ParkMobile or pick one up at the Town Clerk’s Office (can purchase a weekly pass there too.) If purchasing online, be sure to refer to the correct Parking Zone for the beach your planning to visit & know your license plate #.
Pro tip: Most of the beaches are rocky so you may want to bring water shoes.
Looking for a beach with great views, a public bathroom, and lifeguards? This beach is for you!
A popular beach offering lifeguards, restrooms, and paddleboard rentals. Known for its stunning sunsets and vibrant social scene, it's a favorite among both locals and visitors. Also, a great place to catch the sunset!
For a serene and tranquil beach visit on Shelter Island, Shell Beach is your destination. This narrow stretch of land extending into Shelter Island Sound is a stark contrast to the wider beaches on the Island. It does not have restrooms or lifeguards but the views and shell collecting are some of the best on the island!
Situated on the east side of Shelter Island, Menhaden Lane offers a unique beach experience. While officially classified as a town landing and not a beach, its serene view of Gardiner’s Bay and Long Beach Bar “Bug” Lighthouse makes it a worthwhile visit.
Tubby Charters offers fishing charters as well as a tikki barge !
Places to eat on Shelter Island.
Casual places to eat:
- Shelter Island Pharmacy Lunch Counter: A classic lunch counter with a retro vibe inside the only Pharmacy on the island. It is small but serves delish diner food and a pretty good lobster roll.
- Shelter Island Slice: Serving casual Italian food and pizza this is a great place to pick up from. A good less pricey take-out option.
- Maria's Kitchen: Located next to the Shelter island Brewery, Marias does take out Mexican food. Pro tip: get a drink at the brewery and order from Maria's for a chill dinner out and good vibe.
- Eccentric Bagel: The only bagel place on the island which is good for grab and go breakfast and lunch options.
- Marie Eiffel Market: A "fancy" market where you can get breakfast and lunch items. It is grab and go but also has seating on the water in the back of the market. Pro tip: This is a must visit (in the opinion of the bride) , but if you are looking to keep the price low may just want to grab a snack, coffee, and sit int the back on the water.
- Stars Cafe: A fave of the Berman's, Stars serves really delish breakfast and lunch. Good for grab and go but also has limited seating inside and outside.
- The Islander : Looking to keep costs lower? Want a place that serves all 3 meals with out door and indoor seating? The Islander diner is for you! Very casual and beachy vibe with classic diner food.
Sit Down Dining:
- SALT Waterfront Bar and Grill: If you are interested in waterfront dining this is your best option on the island. Open for lunch and dinner SALT serves delish food at a beautiful location (the same boatyard where the wedding is being held). Pro Tip: make a reservation and know that is on the pricer side.
- Isola: Located in the Shelter Island Heights area, Isola serves dinner with indoor and outdoor dining.
- Leon 1909: If you are looking for a fancy dinner with really really good food highly recommend checking this place out. Incredible vibe serving the best burger the bride has ever had. pro tip: Make a reservation way in advance!
- Vine Street Cafe: Another great option for a fancy dinner out. Pro tip: Make a reservation way in advance!
- Sunset Beach: Right on Crescent Beach, this restaurant is the most trendy place on the island and attracts celebs! Cool place to grab a drink or get dinner.
- The Terrace : Outdoor dining at a cool hotel on the island. Great place for dinner or a drink.