Jackson Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Jackson Flight & Hotel 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 S$2,803, price is now S$1,311 per person
S$1,311
per person
27 Sept - 2 Oct
found 1 day ago
Return flight included
Toronto (YTO) to Bridgetown (BGI)
8/10 Very Good! (414 reviews)
I had read a lot of reviews about this property and was a little apprehensive. But rest assured staff were great, decor and rooms are a little older but that is caribbean style and what the islands were about. food was tasty and freshly made with some good choices, drinks were heavily pourer and some great cocktails. overall great experience, i had a car so i would suggest you rent one as it is needed. i will be back again at the end of the year

Reviewed on 15 Aug, 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 S$4,741, price is now S$1,911 per person
S$1,911
per person
27 Sept - 2 Oct
found 1 day ago
Return flight included
Toronto (YTO) to Bridgetown (BGI)
8.8/10 Excellent! (178 reviews)
The room was really old and smelt of mold. It took more than 24 hours to sort it out. I was downgraded to a smaller and newer room, but had to pay extra. The rest of the staff by pool and resteraunts were really helpful and kind.

Reviewed on 14 Aug, 2025

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 S$4,815, price is now S$1,996 per person
S$1,996
per person
27 Sept - 2 Oct
found 1 day ago
Return flight included
Toronto (YTO) to Bridgetown (BGI)
8.8/10 Excellent! (35 reviews)
Oceanfront room decor was great! Wristband double as room key. Turndown service inconsistent & liquor in room could be tailored to guess preference. Beach should be clean more frequently. Needs entertainment. Snacks are readily available. Ice cream shop would've been nice.

Reviewed on 30 Jul, 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 S$3,057, price is now S$1,501 per person
S$1,501
per person
27 Sept - 2 Oct
found 1 day ago
Return flight included
Toronto (YTO) to Bridgetown (BGI)
8.4/10 Very Good! (347 reviews)
Great Property, and Exceptional Staff. Loved it and will be back.

Reviewed on 19 Aug, 2025

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 S$3,321, price is now S$1,637 per person
S$1,637
per person
27 Sept - 2 Oct
found 1 day ago
Return flight included
Toronto (YTO) to Bridgetown (BGI)
8.6/10 Excellent! (89 reviews)
Room wasn’t ready until 4:00 pm, and the electronic doors were defective couple times, leave us unable to access to our room

Reviewed on 17 Jul, 2025

Top hotels in Jackson

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
Fully refundableReserve now, pay when you stay
The price is S$653 per night from 25 Aug to 26 Aug
S$653
25 Aug - 26 Aug
includes taxes & fees
7.6/10 Good! (473 reviews)
"Pros: Amazing hotel, room cleanliness and spacious, food delicious, staff extremely helpful and nice. Cons: Only one real restaurant to pick from outside of the buffet, transportation is costly to get around, hotel is fairly far from the attractions."

Reviewed on 20 Aug, 2025

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point, Bridgetown
Fully refundableReserve now, pay when you stay
The price is S$418 per night from 22 Sept to 23 Sept
S$418
22 Sept - 23 Sept
includes taxes & fees
8.2/10 Very Good! (1,010 reviews)
"great stay. Fully recommend"

Reviewed on 20 Aug, 2025

Hilton Barbados Resort
Sugar Bay Barbados - All Inclusive

Sugar Bay Barbados - All Inclusive

4 out of 5
Garrison Historic Area, Hastings
The price is S$968 per night from 24 Aug to 25 Aug
S$968
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Great time and hospitality"

Reviewed on 21 Aug, 2025

Sugar Bay Barbados - All Inclusive
See all 3,450 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.

Frequently asked questions

How much does a Jackson holiday package cost?
Offering excellent value package deals from S$1,311 on Expedia, you'll be surprised at how little a holiday to Jackson costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Jackson?
The off-season is the best time to travel to Jackson if you're on a budget. Another tip for getting cheap Jackson holiday packages? Avoid visiting during public holidays and any major events.
How many days is enough for Jackson?
With a well-organised travel plan, you can easily hit the main Jackson attractions in a few days. But if you prefer to discover lesser-known spots or go on day tours, consider booking your Jackson holiday for longer.
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 holiday as a package?
Expedia holiday 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 customised Jackson holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday 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.
How to plan a trip to Jackson?

  1. Choose when to travel: Check your schedule and get packing. Your favourite time of year and the type of activities on offer will also help you decide when to visit Jackson.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and meals to flights and experiences. Your hotel will likely be the biggest expense during your trip to Jackson.
  3. Decide how long to go away for: Now that you're more familiar with Jackson, you can work out the right length of your break. Put together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Jackson holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.