Long Island Vacation Packages

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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*

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

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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 $4,387, price is now CA $4,016 per person
CA $4,016
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Stella Maris (SML)
8.8/10 Excellent! (59 reviews)
Our room was very clean with a lovely view towards the sea. We really enjoyed the Moonshine Bar where the food and drink was spot on and we enjoyed watching the sea and walking on the shore. There are hammocks and a few loungers available also. The main building is comfortable and nicely set out. it was super quiet when we were there which was lovely, the only downside being the bar and food service stopped at 6.30m which is very early.

Reviewed on Apr 9, 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 $286 per night from Apr 19 to Apr 20
CA $286
CA $333 total
Apr 19 - Apr 20
includes taxes & fees
8.6/10 Excellent! (60 reviews)
Our room was very clean with a lovely view towards the sea. We really enjoyed the Moonshine Bar where the food and drink was spot on and we enjoyed watching the sea and walking on the shore. There are hammocks and a few loungers available also. The main building is comfortable and nicely set out. ...

Reviewed on Apr 9, 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 $249 per night from May 8 to May 9
CA $249
CA $300 total
May 8 - May 9
includes taxes & fees
9.6/10 Exceptional! (111 reviews)
Everything was great!

Reviewed on Apr 10, 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 $546 per night from Apr 13 to Apr 14
CA $546
CA $617 total
Apr 13 - Apr 14
includes taxes & fees
9.4/10 Exceptional! (80 reviews)
Absolutely beautiful beach and resort! Great place to do nothing and unwind. The dinner and bar staff was wonderful. Met some fun people. Receptionists could have paid better attention to front desk. Our room was never cleaned.

Reviewed on Mar 31, 2026

Cape Santa Maria Beach Resort
See all 454 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 $4,016. 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.