Long Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 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.
Stella Maris Resort Club

Stella Maris Resort Club

3 out of 5
Price was CA $1,762, price is now CA $1,482 per person
CA $1,482
per person
Jun 3 - Jun 8
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Stella Maris (SML)
8.8/10 Excellent! (59 reviews)
older place but clean. friendly staff

Reviewed on Mar 3, 2026

Long Island Hotel Deals

Stella Maris Resort Club

Stella Maris Resort Club

3 out of 5
Ocean View Drive Stella Maris Long Island
The price is CA $284 per night from Apr 19 to Apr 20
CA $284
CA $331 total
Apr 19 - Apr 20
includes taxes & fees
8.8/10 Excellent! (59 reviews)
Great Spot

Reviewed on Mar 4, 2026

Stella Maris Resort Club
Harbor Breeze Villas

Harbor Breeze Villas

2.5 out of 5
Lochabar Clarence Town Long Island
The price is CA $250 per night from Mar 26 to Mar 27
CA $250
CA $300 total
Mar 26 - Mar 27
includes taxes & fees
9.6/10 Exceptional! (110 reviews)
Everything and everyone is great!

Reviewed on Feb 28, 2026

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 $542 per night from Mar 26 to Mar 27
CA $542
CA $613 total
Mar 26 - Mar 27
includes taxes & fees
9.4/10 Exceptional! (79 reviews)
Wonderful location and wonderful staff. However bathrooms need updating, menu needs daily specials ,more shade needed on the beach( we eventually asked for beach umbrellas but they should be put out every morning. Tvs should be in rooms. It should be asked if you want a tv. And maybe after dinner ...

Reviewed on Mar 17, 2026

Cape Santa Maria Beach Resort
See all 451 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 $1,482. 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.