A marina with various boats docked, a house with an American flag, and a clear sky.

Long Island 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 Long Island Vacation

Lock in a vacation package to Long Island and wander wherever your adventurous soul leads you. This vibrant destination has much to offer, including its walking trails, views, nature, and much more. Start your trip to Long Island with some time exploring Town of East Hampton visiting popular sights like Napeague State Park and Hither Hills State Park. Town of Southampton is another top city that draws crowds from near and far. Indian Island County Park and Mecox Bay are two of the leading places to see in this destination. Expedia has flights, hotels and everything else you need to help you organize your very own customized Long Island vacation today.

The Latest Long Island Vacation Packages

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 8 hours ago
    Eurostars The Chemists’ Club Hotel
  • Jan 7 - Jan 10

    The Mark + Flight

    Manhattan
    3 nights
    5.0 star property
    9.6/10 - Exceptional (723 reviews)
    Roundtrip • Vancouver (YVR) - New York (JFK)
    YVR - JFK • 1 stop JFK - YVR • 1 stop
    CA $3,822
    CA $2,480
    per traveller
    found 1 day ago
    The Mark
  • Jan 10 - Jan 15

    The Gardens Sonesta ES Suites New York + Flight

    Manhattan
    5 nights
    3.0 star property
    9.0/10 - Wonderful (1,002 reviews)
    Roundtrip • Montreal (YUL) - New York (JFK)
    YUL - LGA • 1 stop LGA - YUL • 1 stop
    CA $2,622
    CA $1,757
    per traveller
    found 8 hours ago
    The Gardens Sonesta ES Suites New York

Discover the most popular places to visit in Long Island

What to do in Long Island

Long Island 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 Long Island vacation package cost?

Go from wondering to wandering with our Long Island vacation packages, which start from just CA $798. Handpick the hotels and flights that suit your travel style. Then, add on some experiences or tours for a one-of-a-kind adventure.

How do I get a cheap travel package to Long Island?

Combine your bookings with Expedia to save on your next exciting adventure. With more than 550 partner airlines and 1,000,000 hotels throughout the world, your Long Island vacation package can be customized exactly to suit your travel style. With all those extra dollars, why not throw in one or more fun tours and experiences? It's an easy way to unlock even more savings. Your dream getaway to Long Island is closer than you thought!

How far in advance should I book my Long Island vacation?

Smart travelers will likely want to reserve their seats as early as possible. You can usually start comparing international airfares on Expedia up to a year before your intended flight. If you're late to book, there's no need to worry. Cheap prices sometimes occur just weeks prior to departure.

What does an Expedia Long Island travel package include?

Choose from any combination of rental cars, hotels and flights. Once you've made your booking, you can add tours and experiences. Want to pick your fare class? That's easily done too. The choice is yours when it comes to crafting your perfect Long Island trip.

What should I know before booking a Long Island travel package?

Find deals that fit your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your break. You'll save loads just by bundling your bookings. Whether you're embarking on a winter snow adventure or getting some sun on a warm beach, your dream getaway is only a few clicks away.

Can I choose my airline with a Long Island Expedia vacation package?

Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our vacation packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.

If I'm not able to travel, can I cancel my Long Island vacation package?

Whether it's your hotel, flight or rental car, you can cancel or alter it. Locked in your Long Island vacation package in the last 24 hours? You may be able to make any changes for free. For older bookings, you may incur a fee from your airline, hotel or car rental company. For further information, check out our Customer Service Portal. We'll help you every step of the way.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.