Long Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • 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.
Coconut Bay Bahamas

Coconut Bay Bahamas

2.5 out of 5
Price was CA $1,979, price is now CA $1,642 per person
CA $1,642
per person
Sep 14 - Sep 18
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Stella Maris (SML)
No reviews

Stella Maris Resort Club

Stella Maris Resort Club

3 out of 5
Price was CA $3,815, price is now CA $3,273 per person
CA $3,273
per person
Sep 14 - Sep 18
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Stella Maris (SML)
8.8/10 Excellent! (61 reviews)
Adorable resort very friendly and helpful staff. Enjoyed our stay. Lovely.

Reviewed on Jun 12, 2026

Long Island Hotel Deals

Harbor Breeze Villas

Harbor Breeze Villas

2.5 out of 5
Lochabar Clarence Town Long Island
The price is CA $267 per night from Sep 2 to Sep 3
CA $267
CA $317 total
Sep 2 - Sep 3
includes taxes & fees
9.6/10 Exceptional! (121 reviews)
"I don’t ask for much it was a simple staying, the food was good, the location I love it."

Reviewed on Jul 27, 2026

Harbor Breeze Villas
Stella Maris Resort Club

Stella Maris Resort Club

3 out of 5
Ocean View Drive Stella Maris Long Island
The price is CA $275 per night from Aug 3 to Aug 4
CA $275
CA $349 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (61 reviews)
"Adorable resort very friendly and helpful staff. Enjoyed our stay. Lovely."

Reviewed on Jun 12, 2026

Stella Maris Resort Club
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 $421 per night from Aug 3 to Aug 4
CA $421
CA $508 total
Aug 3 - Aug 4
includes taxes & fees
9.4/10 Exceptional! (85 reviews)
"Gorgeous views but the room was outdated. The bathroom towel rack fell off the wall, the sink facet had no pressure so they removed the screen which just made the water spray everywhere when in use, and the shower handle kept falling off. Also the toilet was leaking. They need some serious updating. ..."

Reviewed on Jun 12, 2026

Cape Santa Maria Beach Resort
See all 480 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 $1,642. 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.

Stay near popular Long Island attractions

Dean's Blue Hole

9.6/10 (15 reviews)
Come see the world's second-deepest blue hole, one of the best places in the world to give freediving a go.
See properties

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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.