Often referred to as the “Un-Hampton,” Shelter Island is true escape for those in the know, where vacationers come to vacation, and harried Hamptonites come to relax.  Between the abundance of charming watering holes and fresh seafood, unique and impressive restaurants, and pristine (and uncrowded) beaches, it’s hard to find a reason NOT to come.  Still, here are the top 5 NEW reasons to visit this la isla bonita before the sun sets on Summer 2015: 

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Ram's Head Inn Beach

1. Lunch on the Beach at the Ram’s Head Inn

This iconic beachfront hotel is turning things up a notch this summer, and is not only offering live music on Tuesdays and Sundays, as well as a brand new waterfront yoga series, but has ramped up the happenings on their private beach.  Diners can now enjoy a full lunch menu from the Inn’s farm-to-table restaurant right from their chaise lounge, and the simple yet delicious menu is the hands down best on the Island (don’t skip the Lobster BLT).  After lunch, guests can feel free to stay and partake in any of the complimentary beach activities offered on the Ram’s Head Inn’s beach, including kayaks, sailboats, and paddle boards.  Better yet, come by boat and tie up for free at any of the Inn’s 15 free moorings –first come, first served!

The Ram’s Head Inn

108 Ram Island Drive

Shelter Island, NY 11965



Shelter Island Craft Brewery

2. Stop for a Beer at the New Shelter Island Craft Brewery

Shelter Island’s first craft brew pub is open, offering a range of regular products and a rotating list of special beers. One of the unique elements these brews is that the brewer has not only focused on using “top quality ingredients,” but that many of them are actually sourced on Shelter Island. There will be three regular beers available and a rotating selection of specialty items, timed to the season and availability of ingredients. For the opening, look for “Shelter Island Liquid Sunshine,” a mild summer ale; “114 Minutes,” an East Coast-style India Pale Ale (IPA) that is, according to its creator, “strong, aggressive, very hopping and malty.”

55 North Ferry Road

Shelter Island, New York

(631) 749-5977


Venture Out SI

3. Rent a Paddle Board on Crescent Beach

Venture Out Paddle Boards, located right on Crescent Beach (also known as Sunset Beach) will get you and your friends out on the water for a fun and easy way to get the full island experience.  Seen all that Crescent Beach has to offer?  Venture Out will drop off and pick up boards for free at any beach, house or location of your choice anywhere on Shelter Island. Rent boards by the hour, half day, full day, weekend, or long term. Drop off and pick up between 8am and 8pm daily with a reservation.


Shore Road, Shelter Island, NY


Shipwreck Bar at Salt

4. Enjoy Live Music 7 Days a Week at The Shipwreck Bar at Salt

An island getaway isn’t complete without an evening of listening to live music from your seat at a sailboat-turned-watering hole, complete with waterfront views. The Shipwreck at Salt is 39′ Schooner that has been transformed into a glorious open air bar serving drinks and food, and offering live music 7 days a week at 5pm starting July 4th.   Recent visitors include Jimmy Fallon and Jerry Seinfeld.


63 S. Menantic Rd – Shelter Island

Island Boat Yard

(631) 749-5535

Vue Restaurant

5. Play a Round of Golf and (or) Wine and Dine at Vue

VUE Restaurant and Bar at The Shelter Island Country Club opened its doors this past Spring and has quickly become an island favorite for food, fun, and drinks.  Situated on one the highest points on Shelter Island, Vue offers breathtaking, panoramic views of the Peconic Bay, Dering Harbor and the 9 hole golf course.  The course dates back to 1901 and is open to the public.

VUE Restaurant & Bar

@ The Shelter Island Country Club

26 Sunnyside Drive

Shelter Island Heights, NY 11965



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