Long Island Vacations from $1,423

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The Latest Long Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 18 - Dec 23

    Dock, Hot Tub & Kayaks on Lake Norman Lakeside Gem by Avantstay + Flight

    Westport
    5 nights
    3.0 star property
    Roundtrip • Miami (MIA) - Charlotte (CLT)
    MIA - CLT • Nonstop CLT - MIA • Nonstop
    $1,938
    $1,423
    per traveler
    found 6 hours ago
    Dock, Hot Tub & Kayaks on Lake Norman Lakeside Gem by Avantstay
  • Dec 18 - Dec 23

    Southern Bell Estate by Avantstay Waterfront Luxury + Flight

    Mooresville
    5 nights
    3.0 star property
    Roundtrip • Miami (MIA) - Charlotte (CLT)
    MIA - CLT • Nonstop CLT - MIA • Nonstop
    $3,614
    $2,565
    per traveler
    found 6 hours ago
    Southern Bell Estate by Avantstay Waterfront Luxury
  • Dec 18 - Dec 23

    Luxe Lakefront Retreat w/ Pool, Hot Tub, Theater & Private Dock Sleeps 20+ + Flight

    Sherrills Ford
    5 nights
    3.0 star property
    Roundtrip • Miami (MIA) - Charlotte (CLT)
    MIA - CLT • Nonstop CLT - MIA • Nonstop
    $4,731
    $3,358
    per traveler
    found 6 hours ago
    Luxe Lakefront Retreat w/ Pool, Hot Tub, Theater & Private Dock Sleeps 20+
  • Dec 18 - Dec 23

    Gray Fox Lodge by Avantstay Waterslide Pool, Theater Sleeps 21 + Flight

    Sherrills Ford
    5 nights
    3.0 star property
    Roundtrip • Miami (MIA) - Charlotte (CLT)
    MIA - CLT • Nonstop CLT - MIA • Nonstop
    $4,778
    $3,400
    per traveler
    found 6 hours ago
    Gray Fox Lodge by Avantstay Waterslide Pool, Theater Sleeps 21
  • Dec 18 - Dec 23

    Sunset Shores Resort: The Grand House by Avantstay Lakefront, Spa, Private Dock+beach, Game Room + Flight

    Mooresville
    5 nights
    3.0 star property
    Roundtrip • Miami (MIA) - Charlotte (CLT)
    MIA - CLT • Nonstop CLT - MIA • Nonstop
    $5,145
    $3,718
    per traveler
    found 6 hours ago
    Sunset Shores Resort: The Grand House by Avantstay Lakefront, Spa, Private Dock+beach, Game Room

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?

You'll find cheap prices from $1,423 on Expedia for your Long Island break. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Long Island costs.

What are the cheapest months to go to Long Island?

January, June and December are great times to search for cheap Long Island vacation packages. Choosing to travel in less busy months means you can usually find reduced prices on flights and accommodations.

How many days is enough for Long Island?

Typically, a handful of days is enough to explore the top attractions during your Long Island vacation. But if you prefer to have some time to rest or take day trips, think about extending your itinerary.

How to find the best Long Island package deals?

Use Expedia's handy filters to find some terrific Long Island package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Long Island package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.

Is it cheaper to book a Long Island vacation as a package?

An Expedia vacation package could score you significant savings when compared to arranging flights and hotels individually. Better still, you can customize your Long Island getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.

When to book a vacation package to Long Island?

If you have your Long Island vacation dates finalized, book as soon as you can to bag some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for quick escapes.

Does Expedia offer Book Now, Pay Later Long Island vacation packages?

Set off on your perfect trip to Long Island with our Book Now, Pay Later vacations. There's no need to save up or wait for the next payday — we've teamed up with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans mean you can split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stay on budget and snap up travel deals before they disappear.

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