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June 25, 2022
Shelter island, New york

Claudia & Devin

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Travel

Shelter Island is accessible only by boat; it's about a 10-minute ferry trip from the mainland. If you're driving, take the LIE out to Riverhead, then head north to Greenport or south to Sag Harbor -- the distance is roughly the same.

Flight

John F. Kennedy International Airport

Two hour drive to both Greenport & Sag Harbor.

Flight

Laguardia Airport

Two hour drive to both Greenport & Sag Harbor.

Train

Long Island Rail Road

Since Shelter Island is so small, it doesn't matter which ferry you take, but if you don't want to bother with a car, you can take the Long Island Rail Road to Greenport; the ferry is right next to the train station.

House Or Rental

AIRBNB

Shelter Island Heights, NY
 

Shelter Island has plenty of Airbnb options. Greenport and Sag Harbor are also both a 5-10 minute ferry ride plus a 15 minute drive to Rams Head Inn.

Hotel

Shelter Island House

11 Stearns Point Road
Shelter Island Heights, NY 11965
 (631) 749-1633

Opens in the spring. 2 night minimum stay. 10 minute drive to Ram's Head Inn.

Hotel

Seven - A Boutique B&B Hotel on Shelter Island

7 Stearns Point Road
Shelter Island Heights, NY 11965
 (347) 326-3259

5 rooms total. 10 minute drive to Ram's Head Inn.

Hotel

House On Chase Creek

3 Locust Avenue
Shelter Island Heights, NY 11965
 (631) 559-2296

2 night minimum, 4 rooms total. 10 minute drive to Ram's Head Inn. Go online to chasecreek.com to book.

Hotel

Candle Lite Inn & Guest House

3 South Ferry Road
Shelter Island, NY 11964
 (631) 749-0676

Bed & breakfast. 7 minute drive to Ram's Head Inn.

Hotel

Sunset Beach Hotel

35 Shore Road
Shelter Island Heights, NY 11965
 (631) 749-2001

Opens in May. Water-front. Amenities include restaurant & bar. 10 minute drive to Ram's Head Inn. For reservations less than 4 nights reach out to concierge@sunsetbeach.fun.

Hotel

The Pridwin

81 Shore Road
Shelter Island, NY 11964
 (631) 749-0476

Opens in June. 12 minute drive to Ram's Head Inn. Amenities include spa, dining, live music, boating, private beach and pool, tennis.

Hotel

The Chequit

23 Grand Avenue
Shelter Island Heights, NY 11965
 (631) 749-0018

The Chequit offers sun terrace and views of the sea with a restaurant & bar. 2 night minimum stay. 10 minute drive to Ram's Head Inn.

Hotel

The Harborfront Inn at Greenport

209 Front Street
Greenport, NY 11944
 (631) 477-0707

2 night minimum stay. Exclusive access to the Private Beach, Pool and Restaurant at the sister property Sound View Greenport. North ferry + 10 minute drive to Ram's Head Inn.

Hotel

Baron's Cove

31 West Water Street
Sag Harbor, NY 11963
 (844) 227-6672

Harbor-facing rooms, village rooms featuring intimate private gardens and dog-friendly accommodations. Amenities include harbor side dining, tennis court, salt water pool, beach service and complimentary shuttle service. South ferry + 10 minute drive to Ram's Head Inn.

Hotel

American Hotel

45 Main Street
Sag Harbor, NY 11963
 (631) 725-3535

Hotel

Hotel Indigo Long Island - East End, an IHG Hotel

1830 West Main Street, Rt. 25
Riverhead, NY 11901
 (631) 369-2200

Shuttle

South Ferry

June 25, 2022 4:00 pm - 11:00 pm

From Sag Harbor, the South Ferry (tel. (631) 749-1200) runs every 10 to 12 minutes. The price is $12 per car one-way, $1 per person for walk-ons. CASH ONLY

Shuttle

North Ferry

June 25, 2022 4:00 pm - 11:00 pm

From Greenport on the North Fork, the North Ferry (tel. (631) 749-0139) runs every 15 to 30 minutes from 6am to midnight. The price is $9 for car and driver one-way, $2 per extra person or for walk-ons. CASH ONLY

Travel Note

Shelter Island Taxi

Local Cab Service. "Go-fors" (631) 749-4252

For all the days along the way
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