A coastal residential area with modern houses and a beach in the background.

Fire Island Pines 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 Fire Island Pines vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Sept 23 - Sept 27

    Radio Hotel + Flight

    Manhattan
    4 nights
    4.0 star property
    8.6/10 - Excellent (2,500 reviews)
    Roundtrip Toronto (YTO) - New York (JFK)
    YTZ - EWRNonstop EWR - YTZNonstop
    CA $2,008
    CA $1,121
    per traveller
    found 2 days ago
    Radio Hotel
  • Oct 9 - Oct 13

    Hotel Riu Plaza New York Times Square + Flight

    Manhattan
    4 nights
    4.0 star property
    9.0/10 - Wonderful (3,276 reviews)
    "Good AC for the summer months Rooms on upper floors have great views although small . Don’t like the tacked on $33 resort fee ( for what ?). Location on 8th Ave can be sketchy at times. The included breakfast was fine but be prepared for huge crowds in the mornings-"
    Reviewed August 6, 2026
    Roundtrip Hamilton (YHM) - New York (JFK)
    YHM - EWR1 stop LGA - YHM1 stop
    CA $2,892
    CA $1,673
    per traveller
    found 8 hours ago
    Hotel Riu Plaza New York Times Square
  • Oct 20 - Oct 25

    Freehand New York + Flight

    Manhattan
    5 nights
    4.0 star property
    8.6/10 - Excellent (2,098 reviews)
    "The bed in our room was sunken in on one side where it seems most people sleep. The lighting in the hotel was dim, probably for a vibe but it made it hard to see things. There’s no ice machine and after walking around the city, having ice for cold drinks would be nice. The staff was friendly and the place had a cool ambiance. It was close to the subway so getting around was easy. They do have a water station and two adjoining restaurants, which helped when we didn’t want to figure out where to..."
    Reviewed August 6, 2026
    Roundtrip Toronto (YTO) - New York (JFK)
    YTZ - EWRNonstop EWR - YTZNonstop
    CA $2,488
    CA $1,460
    per traveller
    found 2 days ago
    Freehand New York
  • Sept 23 - Sept 27

    The Wall Street Hotel + Flight

    Manhattan
    4 nights
    5.0 star property
    9.6/10 - Exceptional (737 reviews)
    Roundtrip Toronto (YTO) - New York (JFK)
    YTZ - EWRNonstop EWR - YTZNonstop
    CA $4,333
    CA $2,618
    per traveller
    found 2 days ago
    The Wall Street Hotel
  • Sept 11 - Sept 14

    1 Hotel Brooklyn Bridge + Flight

    Brooklyn
    3 nights
    5.0 star property
    9.0/10 - Wonderful (1,014 reviews)
    "The suite I got was unbelievable , best view ever from Brooklyn bridge . The service , the staff , everything perfect . Just the roof & pool and the is nothing crazy, honest , is very little , . Few chairs lit bit disappointed from the one in Miami . …"
    Reviewed August 6, 2026
    Roundtrip Toronto (YTO) - New York (JFK)
    YTZ - EWRNonstop EWR - YTZNonstop
    CA $4,208
    CA $2,556
    per traveller
    found 1 day ago
    1 Hotel Brooklyn Bridge

Fire Island Pines Hotel Deals

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.

Frequently Asked Questions

How much does a Fire Island Pines vacation package cost?

You'll find cheap prices from CA $1,121 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.