Freeport Vacations from $428

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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.
Woodbrook on the Avenue

Woodbrook on the Avenue

2.5 out of 5
Woodbrook
Price was $541, price is now $428 per person
$428
per person
Jan 21 - Jan 24
found 2 hours ago
Roundtrip flight included
Georgetown (GEO) to Port of Spain (POS)
8.8/10 Excellent! (75 reviews)
Staff greeted me warmly and guided me to my room where I was able to store my luggage for a couple of hours. Room was clean, had wifi, air-conditioning, and hot water. I'm very happy with my stay.

Reviewed on Oct 28, 2025

The Chancellor Hotel

The Chancellor Hotel

3 out of 5
Price was $723, price is now $562 per person
$562
per person
Dec 12 - Dec 16
found 11 hours ago
Roundtrip flight included
Georgetown (GEO) to Port of Spain (POS)
7.2/10 Good! (31 reviews)
Overall. It was quiet and cozy.

Reviewed on Jul 13, 2025

Courtyard by Marriott Port Of Spain

Courtyard by Marriott Port Of Spain

3.5 out of 5
Price was $1,563, price is now $1,242 per person
$1,242
per person
Jan 21 - Jan 24
found 2 hours ago
Roundtrip flight included
Georgetown (GEO) to Port of Spain (POS)
9/10 Wonderful! (586 reviews)
Staff were so welcoming & friendly

Reviewed on Oct 29, 2025

Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
Price was $813, price is now $656 per person
$656
per person
Dec 12 - Dec 16
found 11 hours ago
Roundtrip flight included
Georgetown (GEO) to Port of Spain (POS)
8.2/10 Very Good! (1,011 reviews)
The best hotel ive ever been.

Reviewed on Nov 6, 2025

HADCO Experiences at AWNC

HADCO Experiences at AWNC

3 out of 5
Price was $1,461, price is now $1,193 per person
$1,193
per person
Jan 21 - Jan 24
found 2 hours ago
Roundtrip flight included
Georgetown (GEO) to Port of Spain (POS)
10/10 Exceptional! (2 reviews)
The staff is kind, thoughtful, and knowledgeable. This is a small group of cabins on the side of a rainforestountain with natural pools and a 100 year old main house recently renovated. The food was delicious and healthy. But most of all, the staff was so generous when we were late for meal or needed help with the layout of the grounds. It's a place of magic and stillness.

Reviewed on Oct 31, 2025

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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
$238 nightly
The price is $259 total per night from Nov 24 to Nov 25
$259 total
Nov 24 - Nov 25
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Hotel is nice overall, but the bathroom sink was clogged. Location and amenities are pretty good though

Reviewed on Nov 4, 2025

Hyatt Regency Trinidad
Kapok Hotel

Kapok Hotel

4 out of 5
16-18 Cotton Hill St Clair, Port of Spain, Trinidad
$132 nightly
The price is $145 total per night from Nov 23 to Nov 24
$145 total
Nov 23 - Nov 24
Total with taxes and fees
8.2/10 Very Good! (999 reviews)
Clean

Reviewed on Nov 1, 2025

Kapok Hotel
The BRIX, Autograph Collection

The BRIX, Autograph Collection

4.5 out of 5
2-4 Coblentz Avenue, Cascade, Port of Spain, Trinidad
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $182 total per night from Nov 30 to Dec 1
$182 total
Nov 30 - Dec 1
Total with taxes and fees
9/10 Wonderful! (490 reviews)
Nice

Reviewed on Oct 27, 2025

The BRIX, Autograph Collection
See all 396 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 $428 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.