Water 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 Water Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was CA $1,412, price is now CA $906 per person
CA $906
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (7,519 reviews)
Our second floor room was very spacious. We even had a refrigerator and a microwave. The bed was a bit hard. Loved the tables and chairs. Bathroom had been remodeled.

Reviewed on Jul 15, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,602, price is now CA $2,923 per person
CA $2,923
per person
Aug 15 - Aug 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Love all the plants that were included in the decor. Top notch quality.

Reviewed on Jul 14, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was CA $15,000, price is now CA $9,530 per person
CA $9,530
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (152 reviews)
Amazing

Reviewed on May 29, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,816, price is now CA $1,906 per person
CA $1,906
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (3,130 reviews)
El desayuno estuvo exquisito y diverso. Also, la localización estuvo buena, like, queda todo cerca. 100% recomendado.

Reviewed on Jul 14, 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $3,682, price is now CA $2,493 per person
CA $2,493
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (284 reviews)
little far from time square.

Reviewed on Jun 30, 2026

Ready to book your vacation to Water Island?

 

Choose your dates

Water Island Hotel Deals

Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

3.5 out of 5
110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
The price is CA $226 per night from Aug 4 to Aug 5
CA $226
CA $258 total
Aug 4 - Aug 5
includes taxes & fees
6.4/10 (1,693 reviews)
"Great place to stay"

Reviewed on Jul 14, 2026

Radisson Hotel Hauppauge-Long Island
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

3 out of 5
3845 Veterans Memorial Hwy Ronkonkoma NY
Fully refundableReserve now, pay when you stay
The price is CA $131 per night from Jul 29 to Jul 30
CA $131
CA $149 total
Jul 29 - Jul 30
includes taxes & fees
5.2/10 (1,073 reviews)
"The entire staff, including the manager were rude and could not care less about their customers if you like a rude experience and being deprived of money, then this is the place for you"

Reviewed on Jul 14, 2026

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

3.5 out of 5
2000 North Ocean Ave. Farmingville NY
The price is CA $193 per night from Aug 9 to Aug 10
CA $193
CA $220 total
Aug 9 - Aug 10
includes taxes & fees
8.8/10 Excellent! (1,510 reviews)
"They have a very wide variety for breakfast, pancakes, oatmeal, cereal, bagels, sausage, eggs. Staff is amazing! All very kind!"

Reviewed on Jul 13, 2026

Hampton Inn Long Island-Brookhaven
See all 738 properties in Water 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Frequently asked questions

How much does a Water Island vacation package cost?
Our Water Island packages, which start at just CA $906, are the perfect way to save money. All you have to do is choose your preferred hotels, flights and rental car to create your perfect itinerary.
How do I get a cheap travel package to Water Island?
One word: bundle. Hotels, rental cars and flights — combine whatever you need into a Water Island vacation package to save tons of cash. Score even more discounts when you add extras such as activities or tours to your booking. But that's not the only impressive part. You have the flexibility to customize your vacation your way. We offer over 550 air carriers and 1,000,000 hotels worldwide, so that everyone has a chance to travel and live out those vacation fantasies.
Where should I stay in Water Island?
Water Island features numerous fascinating places to explore, like Carrington House. Spend your evenings in a hotel nearby and make sightseeing hassle-free.
How far in advance should I book my Water Island vacation?
Be rewarded with the widest variety and the lowest prices by booking your trip to Water Island early. Airlines typically sell tickets around 12 months prior to departure, so start locking things in as soon as you can. Having said that, Expedia is committed to providing you with the best deals around, so it's always a good time to book your dream vacation!
What does an Expedia Water Island travel package include?
Packages include hotels, flights and rental cars, but you can mix and match them to create your perfect Water Island getaway. You can also add on some experiences and activities once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll get discounts you won't find anywhere else.
What should I know before booking a Water Island travel package?
Bundling your bookings into a Water Island vacation package is the easiest way to organize your trip. Not only that, you'll save big when you combine your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Water Island Expedia vacation package?
Expedia has access to more than 550 airline partners worldwide, so you certainly can. Just choose the carrier that suits you and craft your ideal Water Island vacation.
If I'm not able to travel, can I cancel my Water Island vacation package?
We totally understand — life doesn't always go according to plan. If you've locked in a Water Island vacation package and need to amend or cancel it, we can help. We recommend checking out our Customer Service Portal first for information. But generally, if you've taken out your package within 24 hours, you may be able to cancel and rebook for free. If it's more than 24 hours, your airline, hotel or car rental company may charge a fee.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.