Fire Island Pines Vacations from ￥377,864
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The Latest Fire Island Pines Vacation Packages
Price found within the past 48 hours. Click for updated prices.
WestHouse Hotel New York, an SLH Hotel
Manhattan
￥377,864
per person
Sep 14 - Sep 21
found 12 hours ago
Roundtrip flight included
Tokyo (TYO) to New York (JFK)
8.4/10 Very Good! (1,006 reviews)
One of the larger rooms I have stayed in in NYC, great and quiet location. Breakfast and perks made the stay
Reviewed on Aug 14, 2026
33 Hotel, New York City, Seaport
Manhattan
￥478,526
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.2/10 Wonderful! (1,005 reviews)
When checking in the front desk informed me that I had $42 to spend in room order including patronage at the restaurant on site. They did not mention that the spend doesn’t include or cannot apply to gratuity. I spent $40 on the entire bill at the restaurant and the hotel only took off the portion without the gratuity. The toilet was not flushing well and toward the end of my stay the water never stopped running so I had to call the front desk at 10pm. The elevator was not working but the technician appeared to not communicate to hotel guests by just standing there. I had to carry 3 bags and took a few steps down to another elevator.
Reviewed on Aug 11, 2026
LGA AIRPORT
Queens
￥1,386,104
per person
Oct 26 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to New York (JFK)
10/10 Exceptional! (2 reviews)
The best airbnb Ive stayed at in New York with the best price for our family of 6. The place was so clean, amenities looked brand new. It had a homey feel to it, my kids didnt want to leave. We will definently be booking again in the future.
Reviewed on Dec 24, 2025
Find the Best Fire Island Pines Vacation Packages
Fire Island Pines Hotel Deals
The Pines Men-Only Stay
488 Tarpon Walk Sayville NY
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
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
3845 Veterans Memorial Hwy Ronkonkoma NY
Fully refundableReserve now, pay when you stay
￥11,650
￥13,311 total
Sep 13 - Sep 14
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 vacation package cost?
You'll find cheap prices from ￥377,864 on Expedia for your Fire Island Pines break. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Fire Island Pines costs.
What are the cheapest months to go to Fire Island Pines?
To score cheap Fire Island Pines vacation 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 vacation. 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 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 escape by booking a tailored vacation 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 vacation 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 favorite 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 accommodations: After you've nailed down your dates and duration, lock in the perfect Fire Island Pines vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
