Long Island Vacations from $756

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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.
Jolly Beach Antigua - All-inclusive

Jolly Beach Antigua - All-inclusive

3 out of 5
Price was $1,070, price is now $756 per person
$756
per person
Oct 6 - Oct 10
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. John's (ANU)
7.2/10 Good! (1,008 reviews)
Located on an awesome beach!

Reviewed on Aug 18, 2025

The Verandah Antigua - All Inclusive - Adults Only

The Verandah Antigua - All Inclusive - Adults Only

4 out of 5
Price was $3,992, price is now $1,771 per person
$1,771
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
8.6/10 Excellent! (534 reviews)
Fantastic Resort, great room with great food options for those with dietary restrictions.

Reviewed on Aug 10, 2025

Hammock Cove Antigua - All Inclusive - Adults Only

Hammock Cove Antigua - All Inclusive - Adults Only

5 out of 5
Save 100% on your flight
Price was $4,221, price is now $2,533 per person
$2,533
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
9.8/10 Exceptional! (114 reviews)
I believe the workers around the beach area should have a standard uniform rather than mismatched company shirt and regular bathing trunks. Pay closer attention to the guest rather than huddling around the bar conversing with each other. All else was very pleasant. We enjoyed all the restaurants and their servers.

Reviewed on Aug 19, 2025

Cocobay Resort - All Inclusive - Adults Only

Cocobay Resort - All Inclusive - Adults Only

4 out of 5
Save 100% on your flight
Price was $2,119, price is now $1,290 per person
$1,290
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
9.4/10 Exceptional! (1,000 reviews)
Food options were good, internet was ok. Improving entertainment with a daily mixture for all like dance, local Caribbean music, jazz etc like a theme night. Drinks were good and the local beer was delicious.if you want quiet this is the place.

Reviewed on Aug 18, 2025

Galley Bay Resort & Spa

Galley Bay Resort & Spa

5 out of 5
Five Islands Village
Save 100% on your flight
Price was $3,979, price is now $2,535 per person
$2,535
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
9.4/10 Exceptional! (455 reviews)
Galley Bay is a beautiful resort! If you want to relax and be treated well alongside a beautiful beach, this is the place to go! The room was absolutely amazing! It was by far, the nicest room we’ve ever stayed in.My only complaint was that Wi-Fi was really only working in the rooms, and the restaurant choices were limited since only one or two a day was open.

Reviewed on Jul 22, 2025

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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
$2,585 nightly
The price is $2,995 total per night from Aug 20 to Aug 21
$2,995 total
Aug 20 - Aug 21
Total includes taxes and fees
"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 includes taxes and fees
7.4/10 Good! (402 reviews)
"Great vibe. Plenty of variety of dishes to eat."

Reviewed on Aug 16, 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
$563 nightly
The price is $661 total per night from Aug 31 to Sep 1
$661 total
Aug 31 - Sep 1
Total includes taxes and fees
9.2/10 Wonderful! (1,000 reviews)
"The food was good but not too much options. The cottage room was nice but I did not sleep good due to noise from outside . Especially middle of the night the truck in the resort every night . Not too much entertainment . At least all the staffs are incredibly friendly."

Reviewed on Aug 15, 2025

Cocobay Resort - All Inclusive - Adults Only
See all 892 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.

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Frequently asked questions

How much does a Long Island vacation package cost?
You'll find cheap prices from $756 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.