Freeport Vacation Packages

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Your Freeport Vacation

With every last detail planned before you go, our Freeport vacation packages mean you can simply focus on having fun. Whether you're going to be based in the neighborhood of Saint Andrew, which is good for walking, or someplace else, this lively city promises plenty of discoveries. La Vega Estate, Waterloo Temple and Hanuman Murti Statue are just a few of the many attractions worth checking out during your trip to Freeport. Whoever you're traveling with and whatever you want to spend, your dream Freeport vacation is just clicks away with Expedia.

Top Freeport Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Shalom Guest House

Shalom Guest House

2.5 out of 5
St. Anns
Price was CA $942, price is now CA $783 per person
CA $783
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
10/10 Exceptional! (18 reviews)

Airport Suites Hotel

Airport Suites Hotel

3 out of 5
Price was CA $1,778, price is now CA $1,303 per person
CA $1,303
per person
Dec 12 - Dec 19
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Port of Spain (POS)
6.2/10 (1,004 reviews)
The room and bedding was not very well cleaned and there was roaches.

Reviewed on Oct 30, 2026

Woodbrook on the Avenue

Woodbrook on the Avenue

2.5 out of 5
Woodbrook
Price was CA $2,137, price is now CA $1,726 per person
CA $1,726
per person
Dec 18 - Dec 25
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Port of Spain (POS)
9/10 Wonderful! (94 reviews)
Overall satisfactory

Reviewed on Oct 17, 2026

HADCO Experiences at AWNC

HADCO Experiences at AWNC

3 out of 5
Price was CA $2,769, price is now CA $2,246 per person
CA $2,246
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
10/10 Exceptional! (10 reviews)
Relaxing and wonderful stay. Great food for all meals

Reviewed on Oct 13, 2026

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Price was CA $1,651, price is now CA $1,342 per person
CA $1,342
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
9.2/10 Wonderful! (1,098 reviews)
Overall, everything was lovely, and I had a pleasant stay. The hotel was nice, and the breakfast options were delicious, with a good variety to choose from. However, I did have an issue with my breakfast package that unfortunately remained unresolved. When I raised the concern with the staff, I was told that they couldn’t do anything about it because the booking had been made through Expedia. I found this disappointing, as I would have appreciated more assistance in resolving the matter, regardless of where the reservation was made. While I enjoyed most aspects of my stay, this experience was not ideal and did affect my overall impression. I hope the hotel can improve how such issues are handled in the future to ensure all guests feel supported, regardless of how they book their stay.

Reviewed on Oct 29, 2026

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Freeport Hotel Deals

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
No 1 Wrighton Road Port of Spain Trinidad
Fully refundableReserve now, pay when you stay
The price is CA $372 per night from Nov 1 to Nov 2
CA $372
CA $452 total
Nov 1 - Nov 2
includes taxes & fees
9.2/10 Wonderful! (1,101 reviews)
"Overall, everything was lovely, and I had a pleasant stay. The hotel was nice, and the breakfast options were delicious, with a good variety to choose from. However, I did have an issue with my breakfast package that unfortunately remained unresolved. When I raised the concern with the staff, I was ..."

Reviewed on Oct 29, 2026

Hyatt Regency Trinidad
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

3 out of 5
No 1 Exposition Drive Piarco Trinidad
Fully refundable
The price is CA $211 per night from Nov 29 to Nov 30
CA $211
CA $255 total
Nov 29 - Nov 30
includes taxes & fees
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG
Airport Suites Hotel

Airport Suites Hotel

3 out of 5
7 Factory Road, Golden Grove Piarco Trinidad
The price is CA $105 per night from Nov 1 to Nov 2
CA $105
CA $129 total
Nov 1 - Nov 2
includes taxes & fees
6.2/10 (1,001 reviews)
"The room and bedding was not very well cleaned and there was roaches."

Reviewed on Oct 30, 2026

Airport Suites Hotel
See all 436 properties in Freeport
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 Freeport vacation package cost?
You can snap up a vacation package to this popular destination from CA $783 on Expedia. But how much your vacation to Freeport costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Freeport?
April, July and August are great times to look for cheap Freeport vacation packages. Travelling in quieter periods means you can usually find better prices on accommodations and flights.
How many days is enough for Freeport?
Freeport vacations come in many shapes and sizes, but to get a true feel for this destination, we'd suggest 4 days is a good ballpark. This will mean you can visit major attractions like Siewdass Sadhu Temple in The Sea and Indian Caribbean Museum and seek out some lesser-known spots. Don't forget to visit cool areas such as Saint Andrew and Lisas Gardens either. If you're smart with your time, you may even be able to take a day trip outside of Freeport too.
How to find the best Freeport package deals?
Bagging a cheap Freeport package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, apply some filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most economical Freeport package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Freeport 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 you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Freeport vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Freeport?
If you've got your Freeport vacation dates confirmed, book as early as you can to snap up some unbeatable deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Freeport?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Freeport.
  2. Set a budget: Consider costs such as flights, transportation and food when working out how much to save for your trip to Freeport. Then, pick a property that works with your budget, whether that's an affordable stay or a swankier retreat.
  3. Set the duration of your trip: Start by listing all the attractions you'd like to get to in Freeport. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your accommodations and airfare: After you've nailed down your travel dates and duration, book the right Freeport vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.