Fire Island Pines Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Your Fire Island Pines Vacation

Lock in a Fire Island Pines vacation package and concentrate on what's important — having fun. This means no more planning stresses, just lots more time to immerse yourself in the best parts of this captivating city, such as its laid-back lifestyle and spectacular views. Make your trip to Fire Island Pines even more fun by going sightseeing. Ocean Beach, Heckscher State Park and Sunken Forest are some of the popular attractions worth exploring. Don't delay your visit to this destination any longer. Your ultimate Fire Island Pines vacation is a few quick clicks away with Expedia.

Top Fire Island Pines Vacation Deals

Price found within the past 48 hours. Click for updated prices.
East Norwich Inn

East Norwich Inn

CA $966
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8/10 Very good! (1,809 reviews)
I arrived around 10 PM, but nobody was at the front desk. I rang the bell three times, and after about 5 minutes, a man showed up. He was unfriendly, and acted like he was angry.

Reviewed on Oct 10, 2026

Night Hotel Broadway

Night Hotel Broadway

Manhattan
Save 100% on your flight
CA $1,091
per person
Dec 13 - Dec 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.6/10 Good! (3,714 reviews)
Margaritaville Resort Times Square

Margaritaville Resort Times Square

Manhattan
Save 100% on your flight
CA $2,070
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (4,269 reviews)
The High Line Hotel

The High Line Hotel

Manhattan
Save 100% on your flight
CA $1,361
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,006 reviews)
33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

Manhattan
Save 100% on your flight
CA $1,156
per person
Nov 22 - Nov 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,003 reviews)
Great location in lower Manhattan. The hotel was comfortable, well maintained and near good restaurants and pubs. The staff was very helpful. Highly recommend staying here.

Reviewed on Oct 9, 2026

Ready to book your vacation to Fire Island Pines?

Choose your dates

Fire Island Pines Hotel Deals

Fire Island-pines-historic House-heated Pool AND HOT TUB

Fire Island-pines-historic House-heated Pool AND HOT TUB

Sayville NY
8.8/10 Excellent! (13 reviews)
"The heated pool and hot-tub was wonderful! We had a great time at this house."

Reviewed on Sep 21, 2026

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Fire Island-pines-historic House-heated Pool AND HOT TUB
The Pines Men-Only Stay

The Pines Men-Only Stay

488 Tarpon Walk Sayville NY
CA $388
CA $541 total
Oct 18 - Oct 19
includes taxes & fees
10/10 Exceptional! (5 reviews)
"This is a gem... Can only recommend it , if you are looking for the best stay in the Pines. Love Andrey and the team."

Reviewed on Aug 8, 2026

The Pines Men-Only Stay
Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
CA $175
CA $199 total
Nov 1 - Nov 2
includes taxes & fees
Radisson Hotel Hauppauge-Long Island
See all 735 properties in Fire Island Pines
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.

Stay near popular Fire Island Pines attractions

Carrington House

10.0/10 (1 review)
You can learn about the history of Fire Island Pines when you stop by Carrington House. Wander the beaches or discover the area's sunsets.
See properties

Frequently asked questions

How much does a Fire Island Pines vacation package cost?
You'll find cheap prices from CA $966 on Expedia for your Fire Island Pines break. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Fire Island Pines costs.
What are the cheapest months to go to Fire Island Pines?
The off-season is the best time to head to Fire Island Pines if you're hoping to keep costs down. Another tip for finding cheap Fire Island Pines vacation packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Fire Island Pines?
With about 3 days, you'll have plenty of time to experience popular neighbourhoods like Seaview and Bayberry Dunes during your Fire Island Pines vacation. Be sure to also add Carrington House and Sayville Bathing Beach to your must-do list. Up for some more adventures? Consider exploring outside of Fire Island Pines on day trips and tours.
How to find the best Fire Island Pines package deals?
Use Expedia's filter tool to help you find some great Fire Island Pines package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Fire Island Pines package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Fire Island Pines vacation as a package?
You can enjoy significant savings on your Fire Island Pines getaway by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Fire Island Pines?
Score incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Fire Island Pines trip.
How to plan a trip to Fire Island Pines?
  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Fire Island Pines.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and dining out to activities and airfares. Your accommodations will probably be the biggest expense during your trip to Fire Island Pines.
  3. Decide how long to go for: Now that you know more about Fire Island Pines, you can work out the ideal length of your vacation. Create a rough plan and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a tailored Fire Island Pines vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.