Long Island Vacations from $1,417

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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.
Dickenson Bay Oasis Antigua Village

Dickenson Bay Oasis Antigua Village

3 out of 5
Dickenson Bay
Save 100% on your flight
Price was $2,206, price is now $1,417 per person
$1,417
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
8.8/10 Excellent! (54 reviews)
The villa was beautiful! The scenery was stunning. The only thing I disliked is that the taxis have no set rate, you can drive 5 minutes it can be anywhere from $25-$35 depends on the driver. Also, food is costly and a lot of places charge in USD. The prices for food and drinks were the same as if we were back in the States. Other than that beautiful country if your goal is to relax and unwind.

Reviewed on Nov 17, 2025

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 $2,791, price is now $1,514 per person
$1,514
per person
Jan 4 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
9/10 Wonderful! (761 reviews)
The staff at the restaurant was magnificent. It's a wonderful place to relax.

Reviewed on Dec 2, 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 $3,198, price is now $2,003 per person
$2,003
per person
Jan 4 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
8.6/10 Excellent! (552 reviews)
Second time there in the same year tells you all you need to know. This time went with friends and had the best time. The Verandah is the absolute ideal resort in the sun. The staff, food and facilities were exceptional. Planning for next year already.

Reviewed on Nov 29, 2025

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
Dickenson Bay
Save 100% on your flight
Price was $2,647, price is now $1,692 per person
$1,692
per person
Jan 4 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
7.6/10 Good! (502 reviews)
Great location, lovely beach, tasty food , great staff, clean place

Reviewed on Dec 2, 2025

St. James's Club Antigua - All Inclusive

St. James's Club Antigua - All Inclusive

4 out of 5
Save 100% on your flight
Price was $3,213, price is now $2,069 per person
$2,069
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (ANU)
8.4/10 Very Good! (766 reviews)
Hotel is dated needs upgrade, lack entertainment for guest,beach being worked on for excessive sea weeds.i would grade it a ⭐️ ⭐️ ⭐️ Hotel.

Reviewed on Aug 4, 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
$3,217 nightly
The price is $3,728 total per night from Dec 16 to Dec 17
$3,728 total
Dec 16 - Dec 17
Total with taxes and fees
10/10 Exceptional! (26 reviews)
Amazing.

Reviewed on Nov 29, 2024

Jumby Bay Island - Oetker Collection
Jolly Beach Antigua - All-inclusive

Jolly Beach Antigua - All-inclusive

3 out of 5
Bolans Village, St. Mary's Jolly Harbour Antigua
$175 nightly
The price is $214 total per night from Dec 14 to Dec 15
$214 total
Dec 14 - Dec 15
Total with taxes and fees
7.2/10 Good! (1,009 reviews)
Everyone was friendly and food was average needs upgrade especially in bathroom no bars to grab if you slip, no room service the phone did not work in most rooms which is serious if you need something, the beach was beautiful.

Reviewed on Nov 29, 2025

Jolly Beach Antigua - All-inclusive
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
$703 nightly
The price is $703 total per night from Jan 4 to Jan 5
$703 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
7.4/10 Good! (524 reviews)
Great Staff and clean

Reviewed on Nov 29, 2025

Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only
See all 902 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.

Find the Best Long Island Vacation Packages

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 $1,417 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.