Search Deals onShelter Island Vacation Packages
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Shelter Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

The Kartrite Resort & Indoor Waterpark
Save 100% on your flight
per person
May 15 - May 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this 4-star family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Resorts World Catskills and Concord Monster Golf Course are located nearby.

1 Hotel Brooklyn Bridge
per person
Jun 7 - Jun 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this 5-star luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.

1 Hotel Central Park
Save 100% on your flight
per person
May 12 - May 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this 5-star luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions 5th Avenue and Rockefeller Center are located nearby.

Pestana CR7 Times Square
Save 100% on your flight
per person
May 12 - May 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this 4-star hotel in New York. Enjoy a fitness center, a 24-hour front desk, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Madison Square Garden and Times Square are located nearby.

JW Marriott Essex House New York
Save 100% on your flight
per person
May 8 - May 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this 4.5-star luxury hotel in New York. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions 5th Avenue and Rockefeller Center are located nearby.

Capri
Save 100% on your flight
per person
Jun 12 - Jun 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this 3.5-star hotel in Southampton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions The Hamptons Beaches and North Main Street Historic District are located nearby.

The Pridwin Hotel
Save 100% on your flight
per person
May 23 - May 31
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Stay at this 4-star beach hotel in Shelter Island Heights. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach and Sunset Beach are located nearby.

PUBLIC, an Ian Schrager hotel
Save 100% on your flight
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this 4-star business-friendly hotel in New York. Enjoy free WiFi, 2 restaurants, and 6 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brooklyn Bridge and One World Trade Center are located nearby.
Shelter Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Shelter Island Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Apr 16 - Wed, Apr 23
MIA
Miami Intl.
LGA
LaGuardia
$78 Roundtrip, found 1 day ago
$78
Roundtrip
found 1 day ago

Wed, Apr 16 - Wed, Apr 23
MIA
Miami Intl.
JFK
John F. Kennedy Intl.
$78 Roundtrip, found 3 hours ago
$78
Roundtrip
found 3 hours ago

Fri, Jul 18 - Sun, Jul 20
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$82 Roundtrip, found 1 day ago
$82
Roundtrip
found 1 day ago

Tue, May 13 - Wed, May 14
FLL
Fort Lauderdale - Hollywood Intl.
EWR
Newark Liberty Intl. Airport
$86 Roundtrip, found 1 day ago
$86
Roundtrip
found 1 day ago
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Car Rentals in Shelter Island
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