Jackson Vacations from $1,587

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The Latest Jackson vacation packages

Price found within the past 48 hours. Click for updated prices.
The Club, Barbados Resort & Spa Adults Only - All Inclusive

The Club, Barbados Resort & Spa Adults Only - All Inclusive

4 out of 5
Price was $3,666, price is now $1,587 per person
$1,587
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Bridgetown (BGI)
8/10 Very Good! (498 reviews)
Lovely staff. The highlight of our trip was the beach cat,Deliliah who we were able to help get spayed. We hope the hotel continues to care for her and maybe one day she can find an amazing home.

Reviewed on May 5, 2026

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

5 out of 5
Price was $9,007, price is now $4,217 per person
$4,217
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Bridgetown (BGI)
8.8/10 Excellent! (39 reviews)
The staff was exceptionally friendly and professional. Location is great if you want peace and quiet; it’s not near too many other resorts. There are clubs nearby, outdoor which allows you to enjoy the outdoor air and environment. You have to take a taxi to go from the resort to downtown or walk maybe quarter a mile to bus transportation, which was easy to use.

Reviewed on Sep 15, 2025

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

5 out of 5
Price was $6,806, price is now $3,323 per person
$3,323
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Bridgetown (BGI)
8.8/10 Excellent! (230 reviews)
Perfect place to unwind and enjoy island life. We had a lovely time here. The staff was outgoing. The service and entertainment was amazing. The food was delicious. Love the amount of fruits they provided at each meals. Each restaurant provided excellent meals. Our room had an ocean view and I was giddy every morning taking in the view. Liked it so much we are going to bring our boys next time.

Reviewed on May 4, 2026

Luxury Collection at Sea Breeze Beach House by Ocean Hotels

Luxury Collection at Sea Breeze Beach House by Ocean Hotels

4.5 out of 5
Price was $7,534, price is now $3,827 per person
$3,827
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Bridgetown (BGI)
8.6/10 Excellent! (106 reviews)
Clean and amazing Staff

Reviewed on Dec 31, 2025

Sea Breeze Beach House by Ocean Hotels - All Inclusive

Sea Breeze Beach House by Ocean Hotels - All Inclusive

4 out of 5
Price was $6,882, price is now $3,664 per person
$3,664
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Bridgetown (BGI)
8.4/10 Very Good! (411 reviews)
The staff were truly the best! Food was awesome! Pools were small but very clean! Bars and rooms were amazinggg!!!! Highly recommend this resort for quiet family well spent time.

Reviewed on Apr 20, 2026

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Jackson Hotel Deals

Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point Bridgetown
Fully refundableReserve now, pay when you stay
$273 nightly
The price is $307 total per night from Jun 5 to Jun 6
$307 total
Jun 5 - Jun 6
Total with taxes and fees
8.4/10 Very Good! (1,007 reviews)
The hotel, service, the food, amenities. Everything was amazing , top tier hotel 10/10 very satisfied, and will definitely be back.

Reviewed on May 6, 2026

Hilton Barbados Resort
Hilton Grand Vacations Club The Crane Barbados

Hilton Grand Vacations Club The Crane Barbados

4.5 out of 5
The Crane Resort Diamond Valley
$177 nightly
The price is $202 total per night from May 13 to May 14
$202 total
May 13 - May 14
Total with taxes and fees
8.6/10 Excellent! (529 reviews)
It was a beautiful and peaceful resort.

Reviewed on May 4, 2026

Hilton Grand Vacations Club The Crane Barbados
Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort

5 out of 5
End of Belair Road Long Bay St. Philip
7.6/10 Good! (668 reviews)
Awesome

Reviewed on May 4, 2026

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Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
See all 3,472 properties in Jackson
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 Jackson Vacation Packages

Jackson Essential Information

Language
English
Currency
Barbadian dollars
Closest Airport
Grantley Adams Intl. Airport (BGI)

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Frequently asked questions

How much does a Jackson vacation package cost?
Offering excellent value package deals from $1,587 on Expedia, you'll be surprised at how little a vacation to Jackson costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Jackson?
September, November and December are great times to search for cheap Jackson vacation packages. Traveling in quieter months means you can typically find better prices on flights and hotels.
How many days is enough for Jackson?
The ideal duration for your Jackson vacation depends on what you'd like to do. Usually, a handful of days to a week will give you enough time to tick off all the leading sights and discover some hidden spots along the way.
How to find the best Jackson package deals?
Begin your search for a Jackson package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Jackson package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Jackson getaway off to a flying start.
Is it cheaper to book a Jackson vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still have the freedom to create a customized Jackson vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Jackson?
If you're considering a spontaneous Jackson adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Jackson vacation packages?
Set off on your perfect escape to Jackson with our Book Now, Pay Later vacations. No need to save like crazy or hold off until the next payday — we've joined forces with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stick to your budget and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.