Long Island Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 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

Find the Best Long Island Vacation Packages

Long Island Hotel Deals

Jumby Bay Island - Oetker Collection

Jumby Bay Island - Oetker Collection

Jumby Bay Island Long Island Antigua
₩3,685,000
₩4,693,350 total
Oct 5 - Oct 6
includes taxes & fees
10/10 Exceptional! (27 reviews)
"The service here is incredible. Top notch. The food incredible. Special touches. A beautiful spot to relax and get away from all."

Reviewed on May 9, 2026

Jumby Bay Island - Oetker Collection
Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only

Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only

Halcyon Road St. John's Saint John
Fully refundableReserve now, pay when you stay
₩555,296
₩555,296 total
Sep 15 - Sep 16
includes taxes & fees
Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only
Hawksbill Resort Antigua

Hawksbill Resort Antigua

Hawksbill Beach St. John's Antigua
₩307,307
₩372,949 total
Sep 17 - Sep 18
includes taxes & fees
8.8/10 Excellent! (501 reviews)
"Vintage type property which doesn’t take away from the elegance, however foul smells are present when walking to and from rooms, water pressure in bathroom is good and hot, soaps are good towels are ages and have been in use for a while. WiFi on the property is excellent, barely any dead zones. Food ..."

Reviewed on Sep 9, 2026

Hawksbill Resort Antigua
See all 990 properties in Long Island
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 on Expedia for your Long Island escape. However, a range of 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?
The off-season is the best time to head to Long Island if you're trying to save. Another tip for scoring cheap Long Island vacation packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Long Island?
The ideal duration for your Long Island vacation depends on what you'd like to see. Typically, a handful of days to a week will give you plenty of time to hit all the leading sights and explore some hidden spots along the way.
How to find the best Long Island package deals?
Use Expedia's filters to find some fabulous Long Island package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Long Island package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Long Island vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component individually. And you'll still get the flexibility to create a customized Long Island vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Long Island?
If you're considering a spontaneous Long Island vacation, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Long Island?
  1. Pick your dates: What you plan to do in Long Island and your preferred season can help you decide when to go.
  2. Work out your budget: Make sure you have enough money to pay for everything from dining out and transportation to airfares and activities. Your hotel will probably be the largest expense during your trip to Long Island.
  3. Decide how long to go away for: Now that you know more about Long Island, you can work out the ideal length of your break. Create a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Long Island vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.