Long Island Vacations from $1,219

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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.
The Escape at Nonsuch Bay - Adults Only

The Escape at Nonsuch Bay - Adults Only

4 out of 5
Save 100% on your flight
Price was $2,342, price is now $1,219 per person
$1,219
per person
Dec 21 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
9/10 Wonderful! (728 reviews)
We loved the lush and beautiful surroundings. The staff was extremely helpful, welcoming and friendly. The view from the room was amazing. We loved the private plunge pool. Meal selections were delicious. Only complaint is that we found many little gnat-like bugs all over our bedding and our room on a few days, after the rain.

Reviewed on Oct 1, 2025

Pineapple Beach Club Antigua - Adults Only – All Inclusive

Pineapple Beach Club Antigua - Adults Only – All Inclusive

4 out of 5
Price was $3,366, price is now $1,671 per person
$1,671
per person
Dec 13 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
8.4/10 Very Good! (835 reviews)
This was a fun resort, lots of activities available! The food is pretty good as well! The rooms are nice and cleaned daily, I really enjoyed my stay!

Reviewed on Sep 26, 2025

The Verandah Antigua - All Inclusive - Adults Only

The Verandah Antigua - All Inclusive - Adults Only

4 out of 5
Save 100% on your flight
Price was $2,485, price is now $1,349 per person
$1,349
per person
Dec 11 - Dec 15
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
8.6/10 Excellent! (545 reviews)
I had an amazing time at this resort. Staff were helpful and very friendly.

Reviewed on Sep 16, 2025

Cocobay Resort - All Inclusive - Adults Only

Cocobay Resort - All Inclusive - Adults Only

4 out of 5
Save 100% on your flight
Price was $3,001, price is now $1,758 per person
$1,758
per person
Dec 21 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
9.4/10 Exceptional! (1,010 reviews)
One of the best vacations we had, friendliest people had an amazing time.

Reviewed on Oct 8, 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 $6,092, price is now $3,623 per person
$3,623
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
9.8/10 Exceptional! (116 reviews)
Resort is nice newer but overpriced for Caribbean. Stuff not friendly at all. Food average. So sad that Caribbean getting so expensive but not nearly keeping up with service. For same price you can go to Maldives or anywhere in Asia and get much better views, experience and service. Truly 5 to 6 stars. Here with service nearly getting to 4 stars. But you have to take this review comparing apple to apple. Vilas with privet pool and butler. Wasn’t impressed at all.

Reviewed on Sep 9, 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
$2,805 nightly
The price is $3,249 total per night from Oct 10 to Oct 11
$3,249 total
Oct 10 - Oct 11
Total with 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
$392 nightly
The price is $392 total per night from Oct 14 to Oct 15
$392 total
Oct 14 - Oct 15
Total with taxes and fees
7.4/10 Good! (456 reviews)
"Vibe team is fun , the shows and activities were also fun, and it’s nice to be able to go from the ocean to the pool and bar"

Reviewed on Oct 4, 2025

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

Royalton Antigua, An Autograph Collection All-Inclusive Resort

4.5 out of 5
Five Islands VIllage, St. John's, Saint John
Fully refundableReserve now, pay when you stay
$347 nightly
The price is $347 total per night from Oct 14 to Oct 15
$347 total
Oct 14 - Oct 15
Total with taxes and fees
7.2/10 Good! (1,001 reviews)
"Too many cats and dogs around"

Reviewed on Oct 2, 2025

Royalton Antigua, An Autograph Collection All-Inclusive Resort
See all 905 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.

Long Island Essential Information

Language
English
Currency
East Caribbean dollars
Closest Airport
V.C. Bird Intl. Airport (ANU)
Max Temp Winter
80ºF
Max Temp Summer
80ºF
Top Sights
Dickenson Bay Beach, Valley Church Beach and Shirley Heights

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Frequently asked questions

How much does a Long Island vacation package cost?
You'll find cheap prices from $1,219 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.