Freeport Vacations from $781

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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.

The Latest Freeport vacation packages

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 $986, price is now $781 per person
$781
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
10/10 Exceptional! (18 reviews)

Emporis Resort

Emporis Resort

3.5 out of 5
Price was $1,498, price is now $1,215 per person
$1,215
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
No reviews

HADCO Experiences at AWNC

HADCO Experiences at AWNC

3 out of 5
Price was $1,640, price is now $1,347 per person
$1,347
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
10/10 Exceptional! (10 reviews)

The Bey

The Bey

3 out of 5
Price was $1,690, price is now $1,396 per person
$1,396
per person
Jan 9 - Jan 16
found 1 day ago
Roundtrip flight included
New York (JFK) to Port of Spain (POS)
10/10 Exceptional! (1 review)
The owner was very nice and accommodating. I felt comfortable and at home. Would definitely recommend to anyone.

Reviewed on Jul 30, 2022

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Price was $1,016, price is now $847 per person
$847
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Port of Spain (POS)
9.2/10 Wonderful! (1,098 reviews)
Great stay

Reviewed on Nov 8, 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
$225 nightly
The price is $250 total per night from Dec 5 to Dec 6
$250 total
Dec 5 - Dec 6
Total with taxes and fees
9.2/10 Wonderful! (1,104 reviews)
"Great stay"

Reviewed on Nov 8, 2026

Hyatt Regency Trinidad
Airport Suites Hotel

Airport Suites Hotel

3 out of 5
7 Factory Road, Golden Grove Piarco Trinidad
$85 nightly
The price is $92 total per night from Nov 10 to Nov 11
$92 total
Nov 10 - Nov 11
Total with taxes and fees
6.2/10 (1,004 reviews)
"I spent 5 days 4 nights and my stay was pleasant. Room and pool was clean. Staff especially Ms Aaliyah was very helpful. However the restaurant was closed 4 days . Conveniently there is kfc, churches and a food hall 5 minutes drive away. The tour service mentioned in the email does not exist which ..."

Reviewed on Nov 8, 2026

Airport Suites Hotel
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
$168 nightly
The price is $183 total per night from Dec 8 to Dec 9
$183 total
Dec 8 - Dec 9
Total with taxes and fees
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG
See all 438 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.

Find the Best Freeport Vacation Packages

Freeport Essential Information

Language
English
Currency
Trinidad and Tobago dollars
Closest Airport
Piarco Intl. Airport (POS)
Top Sights
Indian Caribbean Museum, La Vega Estate and Pointe-a-Pierre Wildfowl Trust

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Frequently asked questions

How much does a Freeport vacation package cost?
You'll find cheap prices from $781 on Expedia for your Freeport getaway. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Freeport costs.
What are the cheapest months to go to Freeport?
If you're hoping to snag a cheap Freeport vacation package, consider visiting in April, November and December. You'll usually find better prices on airfares and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Freeport?
The ideal duration of your Freeport vacation depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to go to all the major attractions and discover some hidden gems along the way.
How to find the best Freeport package deals?
Start your search for a Freeport package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Freeport package deal right away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Freeport escape underway.
Is it cheaper to book a Freeport vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays individually. Better still, you can personalize your Freeport getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Freeport?
If you're considering a spur-of-the-moment Freeport trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Freeport vacation packages?
Your Freeport break is meant to be a relaxing escape from your busy life, not a reason for money worries. So to give you more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.