Long Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top Long Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Gems at Paradise Beach Hotel

Gems at Paradise Beach Hotel

3 out of 5
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Deadman's Cay (LGI)
9.2/10 Wonderful! (19 reviews)
Harbor Breeze Villas

Harbor Breeze Villas

2.5 out of 5
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Deadman's Cay (LGI)
9.6/10 Exceptional! (97 reviews)
Beautiful property with stunning views. We were very warmly welcomed and given immediate access to our room. A full-time bellmen is required to assist guests with taking luggage to upstairs units. In addition, house keeping needs to check in daily to replenish coffee, condiments, etc. Food at the restaurant was average.

Reviewed on Aug. 7, 2025

Stella Maris Resort Club

Stella Maris Resort Club

3 out of 5
per person
Oct 23 - Oct 26
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Stella Maris (SML)
8.6/10 Excellent! (57 reviews)
Really beautiful location. Hope to come back soon.

Reviewed on Mar. 6, 2025

Country Cove

Country Cove

3 out of 5
per person
Nov 2 - Nov 8
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Deadman's Cay (LGI)
9.8/10 Exceptional! (11 reviews)
My second stay. I especially liked proximity to Deans Blue Hole and Lloyds. Very cozy & comfortable.

Reviewed on Jul. 16, 2025

Long Island Hotel Deals

Harbor Breeze Villas

Harbor Breeze Villas

2.5 out of 5
Lochabar, Clarence Town, Long Island
The price is CA $209 per night from Aug 11 to Aug 12
CA $209
CA $254 total
Aug 11 - Aug 12
includes taxes & fees
9.4/10 Exceptional! (98 reviews)
"I had a great experience at harbor breeze resort! Food was delicious and the staff was very friendly and the service was excellent! I highly recommend this resort an I surly will be back!"

Reviewed on Jul. 20, 2025

Harbor Breeze Villas
Cape Santa Maria Beach Resort

Cape Santa Maria Beach Resort

3 out of 5
Li 30117 Queen Highway, Galliot Cay, Long Island
The price is CA $413 per night from Aug 17 to Aug 18
CA $413
CA $471 total
Aug 17 - Aug 18
includes taxes & fees
9.4/10 Exceptional! (74 reviews)
"Wonderful"

Reviewed on Jul. 5, 2025

Cape Santa Maria Beach Resort
Stella Maris Resort Club

Stella Maris Resort Club

3 out of 5
Ocean View Drive, Stella Maris, Long Island
The price is CA $726 per night from Aug 11 to Aug 12
CA $726
CA $847 total
Aug 11 - Aug 12
includes taxes & fees
8.6/10 Excellent! (57 reviews)
"Amazing staff!!"

Reviewed on Mar. 22, 2025

Stella Maris Resort Club
See all 458 properties in Long Island
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.
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Frequently asked questions

How much does a Long Island vacation package cost?
Live it up in Long Island from just CA $779. Choose from a great selection of flights, hotels and rental cars to suit your budget. Land even more discounts when you add a few tours or experiences to your vacation package.
How do I get a cheap travel package to Long Island?
If you love getting an amazing deal, combine your bookings into a Long Island vacation package. Whether you need hotels, flights, rental cars or day tours, you can browse and book them all in one place. You'll have plenty of choice at your fingertips as well. Expedia has over 550 airlines and 1,000,000 hotels worldwide to take your pick of. Fly with who you prefer, book a room where you like and save a pretty penny — now that's the perfect escape!
How far in advance should I book my Long Island vacation?
Travelers are usually able to browse international fares on Expedia within 12 months of departure. Booking last minute? With a little bit of luck, it's still possible to score an affordable ticket just weeks before your journey.
What does an Expedia Long Island travel package include?
Expedia has all you need to plan your Long Island getaway, but what your package looks like depends on you. Choose from any combination of rental cars, flights and hotels. Looking for some activities to keep you on the go? Once you've made your booking, you can add them on too. Whatever your style, there's a package to meet your needs.
What should I know before booking a Long Island travel package?
You can save big by bundling your airfares, hotels and rental cars. Once you've made your booking, you can add on things like day tours or experiences. Your next unforgettable vacation is only a couple of clicks away.
Can I choose my airline with a Long Island Expedia vacation package?
Expedia offers access to more than 550 partner airlines globally, so you certainly can. Simply pick the carrier that suits you and put together your ideal Long Island trip.
If I'm not able to travel, can I cancel my Long Island vacation package?
It's impossible to predict what tomorrow might bring, so it's good to know that you can change or cancel your Long Island vacation package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to find out more.

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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.