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Long Island Hotel + Air Packages

Dean's Blue Hole
What a beautiful shot!
Spiaggia
Build your own Long Island vacation package
Want to book a vacation to Long Island? Whether you're off for a romantic vacation, family trip, or an all-inclusive holiday, Long Island vacation packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect vacation package for Long Island on TripAdvisor by comparing Long Island hotel and flight prices. Travelers like you have written 938 reviews and posted 1,336 candid photos for Long Island hotels. Book your Long Island vacation today!
Gems At Paradise Resort
#1 Hotel in Long Island
Gems At Paradise Resort
“Loved it.” 07/08/2014
Just like Long Island itself, Gems at Paradise resort is beautiful, relaxing and sechluded with friendly helpful service, lovely rooms beautiful beach. We were only there for a...
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Cape Santa Maria Beach Resort & Villas
#2 Hotel in Long Island
Cape Santa Maria Beach Resort & Villas
I stayed here about 20 years ago for a 4-day weekend in the spring. There were only two resorts on the island - the Cape Santa Maria and the Stella Maris at the opposite end. On...
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2. Find the right flight
Long Island Breeze Resort
#3 Hotel in Long Island
Long Island Breeze Resort
“sublime” 07/11/2014
..and rum punch; great rum punch. mike and jackie are not only exceptional hosts, they're ideal vacation friends - down to earth, good conversationalists, considerate. there's...
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2. Find the right flight
Cheap Flights to Long Island
All Washington to Deadmans Cay (WAS-LGI) fares found by travelers in the past 72 hours*
Aug
$549 round trip
Sep
$526 round trip
Oct
$550 round trip
†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travelers who searched TripAdvisor and a select group of our fare search partners in the past 72 hours. Ticket prices and seat availability change rapidly and cannot be guaranteed.