Shelter Island Vacations from ￥214,625
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The Latest Shelter Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The William Vale
Price was ￥320,990, price is now ￥214,625 per person
￥214,625
per person
Feb 6 - Feb 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (NYC)
17.6/10 Exceptional! (1,002 reviews)
The 2 concierges Samantha & Daniella -were fabulous! So appreciative!
Reviewed on Nov 22, 2025
The Fifth Avenue Hotel
Manhattan
Save 100% on your flight
Price was ￥563,092, price is now ￥344,590 per person
￥344,590
per person
Feb 6 - Feb 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (NYC)
19.2/10 Exceptional! (159 reviews)
What an incredibly beautiful place this hotel is! Staff cannot do enough and made ourspecial anniversary stay truly perfect..the hotel is beautifully decorated and immaculate throughout.
Cannot recommend this enough
Reviewed on Nov 17, 2025
Hyatt Regency Jersey City on the Hudson
Downtown Jersey City
Price was ￥383,337, price is now ￥248,267 per person
￥248,267
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Newark Liberty Intl. Airport (EWR)
16.8/10 Exceptional! (1,565 reviews)
Good Hotel for business travelers & tourists for Manhattan, NYC region without cars.
Reviewed on Nov 20, 2025
1 Hotel Central Park
Manhattan
Save 100% on your flight
Price was ￥480,108, price is now ￥320,384 per person
￥320,384
per person
Feb 6 - Feb 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (NYC)
18/10 Exceptional! (1,001 reviews)
Loved all the plants in this place and around it. Super chill vibe. Very clean. Front desk staff very kind and helpful!
Reviewed on Nov 23, 2025
The Knickerbocker Hotel
Manhattan
Price was ￥404,423, price is now ￥278,421 per person
￥278,421
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (NYC)
18.4/10 Exceptional! (1,664 reviews)
Oasis in the middle of Times Square craziness. Love it because of that
Reviewed on Nov 25, 2025
Where to stay in Shelter Island
Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island
Menantic Creek
If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Shelter Island Historical Society and Sunset Beach.
Find the Best Shelter Island Vacation Packages
Shelter Island Beach Vacation
There's nothing like a Shelter Island vacation to give you a little extra bounce in your step. The sound of rolling surf and the smell of clean ocean air are sure to refresh your mind, body and soul. To be close to the town center on your trip to Shelter Island, find a hotel around Wades Beach (2 kilometers away). If you're planning to stay for a bit, look into our Shelter Island packages. Not only can you save some cash, you'll also have other amazing beaches near you to explore, like Shell Beach and Menhadden Lane Beach.
Shelter Island Hotel Deals
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is ￥36,030 per night from Dec 8 to Dec 9
￥36,030
￥49,174 total
Dec 8 - Dec 9
includes taxes & fees
8.2/10 Very Good! (691 reviews)
They gave us a room upgrade which was unexpected, the room has a great view of the ocean which made our stay extra special.
Reviewed on Nov 18, 2025
Montauk Blue Hotel
108 South Emerson Avenue Montauk NY
9/10 Wonderful! (185 reviews)
I always have a 5/5 stay at Montauk Blue.
Reviewed on Nov 19, 2025
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ￥25,146 per night from Nov 26 to Nov 27
￥25,146
￥36,406 total
Nov 26 - Nov 27
includes taxes & fees
8.4/10 Very Good! (593 reviews)
Amazing views and comfy bed and room. No sound privacy between the rooms at all! I guess they o relooked sound insulation in an otherwise gorgeous renovation of a roadside motel.
Reviewed on Nov 19, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
What to do in Shelter Island
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
￥27,326
per adult
76% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
