Fire Island Pines Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Fire Island Pines Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Top hotels in Fire Island Pines
The Pines Men-Only Stay
488 Tarpon Walk Sayville NY
S$473
3 Sept - 4 Sept
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 8 Aug, 2026
Holiday Inn Express Hauppauge-Long Island
2050 Express Dr S Hauppauge NY
Fully refundableReserve now, pay when you stay
S$226
17 Sept - 18 Sept
includes taxes & fees
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)
This historic 1912 bungalow was where Truman Capote wrote "Breakfast at Tiffany's" while hosted by Frank Carrington. Tours reveal its significance as a cultural hub for artists and the LGBTQ+ community.
Frequently asked questions
How much does a Fire Island Pines holiday package cost?
You'll find cheap prices from S$2,121 on Expedia for your Fire Island Pines break. However, factors like the hotel choice, length of stay and season will influence how much your holiday to Fire Island Pines costs.
What are the cheapest months to go to Fire Island Pines?
To score cheap Fire Island Pines holiday packages, plan your trip outside of busy periods like public holidays and major festivals. You'll generally find better availability and lower prices for flights and hotels.
How many days is enough for Fire Island Pines?
Generally, a handful of days is enough to check out the main sights during your Fire Island Pines holiday. However, if you prefer to have more time to rest or take day tours, think about extending your itinerary.
How to find the best Fire Island Pines package deals?
Use Expedia's handy filters to help you find some tempting Fire Island Pines package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Fire Island Pines package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package as early as possible.
Is it cheaper to book a Fire Island Pines holiday as a package?
You can enjoy significant savings on your Fire Island Pines escape by booking a tailored holiday package. Check the "Package" heading, then select your travel dates and destination to see the best airfares 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 land a better deal.
When to book a holiday package to Fire Island Pines?
If you're planning a spur-of-the-moment Fire Island Pines adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Fire Island Pines?
- Choose your dates: The things you'd like to do in Fire Island Pines and your favourite season will help you decide when to get away.
- Set a budget: Consider costs like transportation, flights and meals when calculating how much to put aside for your trip to Fire Island Pines. Then, pick a property that fits your budget, whether that's a low-cost option or a more upscale getaway.
- Decide how long to go for: Now that you're more familiar with Fire Island Pines, you can work out the right length of your break. Create a draft itinerary and allocate enough time to cover everything you want to do.
- Combine your airfare and accommodation: After you've nailed down your dates and duration, lock in the perfect Fire Island Pines holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
