Long Island Vacations from $805

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Your Long Island Vacation

Book a Long Island vacation package and prepare to experience the highlights of this city. Think about staying in the neighborhood of Dickenson Bay, which is great for views, families and watersports. Love to get out and explore? Dickenson Bay Beach, Long Bay and American University of Antigua are just a few of the best places to visit during a trip to Long Island. Expedia will help you escape your routine. Tailor your vacation to Long Island to match your travel style, whatever that may be!

The Latest Long Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Cocobay Resort - All Inclusive - Adults Only
The Escape at Nonsuch Bay  - Adults Only
The Verandah Antigua - All Inclusive - Adults Only
St. James's Club Antigua - All Inclusive
Hammock Cove Antigua - All Inclusive - Adults Only
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Long Island Hotel Deals

Jumby Bay Island - Oetker Collection

Jumby Bay Island - Oetker Collection

5 out of 5
Jumby Bay Island, Long Island, Antigua
"Amazing."

Reviewed on Nov 29, 2024

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

4.5 out of 5
Halcyon Road, St. John's, Saint John
Fully refundableReserve now, pay when you stay
$414 nightly
The price is $414 total per night from Sep 1 to Sep 2
$414 total
Sep 1 - Sep 2
Total with taxes and fees
7.4/10 Good! (408 reviews)
"Resort is beautiful, pool areas and staff are great. Food at the restaurants were just ok. Stayed there for 5 days and really enjoyed myself. Food truck options were good"

Reviewed on Aug 19, 2025

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

Cocobay Resort - All Inclusive - Adults Only

4 out of 5
Valley Church, Valley Church, Antigua
$470 nightly
The price is $568 total per night from Sep 1 to Sep 2
$568 total
Sep 1 - Sep 2
Total with taxes and fees
9.2/10 Wonderful! (999 reviews)
"I had a wonderful time but I wish the property was more accessible, wish the food was offered longer and I wish the pillows were sturdier. I would still recommend this place."

Reviewed on Aug 21, 2025

Cocobay Resort - All Inclusive - Adults Only
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.

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Frequently asked questions

How much does a Long Island vacation package cost?
You'll find cheap prices from $805 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?
July, November and December are great times to search for cheap Long Island vacation packages. Opting to travel in quieter months means you can typically find lower prices on accommodations and flights.
How many days is enough for Long Island?
The ideal duration of your Long Island vacation depends on what you'd like to do. Generally, a few days to a week will give you enough time to go to all the leading sights and discover some hidden treasures 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. Choose your dates: The things you'd like to do in Long Island and your favorite season can help you decide when to go.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and dining out to flights and experiences. Your accommodations will likely be the largest expense during your trip to Long Island.
  3. Use our trip planning tool to discover Long Island: Research every aspect of your trip to Long Island with this comprehensive planner. Invite your friends and family to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Set the duration of your trip: Start by making a list of all the activities and attractions you'd like to get to in Long Island. Then, estimate how long you'll need at each, as well as any travel time.
  5. Bundle your accommodations and airfare: Once you've settled on your dates and duration, lock in the perfect Long Island vacation package for you.
  6. Add on experiences and excursions: Have a look at our travel guide to find some exciting things to do in Long Island in Long Island. Book tickets or make reservations in advance to save time and skip the hassle of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Long Island vacation packages?
If you're like us, you love exploring new places but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Long Island vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.