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

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.
  • Dec 13 - Dec 16

    The Inn At Fox Hollow Hotel + Flight

    Woodbury
    3 nights
    4.0 star property
    9.2/10 - Wonderful (1,002 reviews)
    "Clean and comfortable"
    Reviewed November 2, 2026
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $1,229
    CA $798
    per traveller
    found 1 day ago
    The Inn At Fox Hollow Hotel
  • Jan 14 - Jan 17

    JW Marriott Essex House New York + Flight

    Manhattan
    3 nights
    4.5 star property
    8.8/10 - Excellent (1,000 reviews)
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $2,033
    CA $1,114
    per traveller
    found 1 day ago
    JW Marriott Essex House New York
  • Jan 10 - Jan 15

    Eurostars The Chemists’ Club Hotel + Flight

    Manhattan
    5 nights
    4.0 star property
    9.4/10 - Exceptional (564 reviews)
    Roundtrip • Montreal (YUL) - New York (JFK)
    YUL - LGA • 1 stop LGA - YUL • 1 stop
    CA $2,739
    CA $1,621
    per traveller
    found 15 hours ago
    Eurostars The Chemists’ Club Hotel
  • Dec 23 - Dec 28

    1 Hotel Central Park + Flight

    Manhattan
    5 nights
    5.0 star property
    9.0/10 - Wonderful (1,004 reviews)
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $4,385
    CA $2,813
    per traveller
    found 1 day ago
    1 Hotel Central Park
  • Dec 30 - Jan 2

    Mandarin Oriental, New York + Flight

    Manhattan
    3 nights
    5.0 star property
    9.2/10 - Wonderful (677 reviews)
    "Excellent stay"
    Reviewed October 26, 2026
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - LGA • Nonstop LGA - YYZ • Nonstop
    CA $5,180
    CA $3,335
    per traveller
    found 1 day ago
    Mandarin Oriental, New York

Discover the most popular places to visit in Fire Island Pines

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 $798 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.