Freeport Vacations from $386

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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.
Cascadia Hotel

Cascadia Hotel

3 out of 5
Price was $451, price is now $386 per person
$386
per person
Jan 29 - Feb 2
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
5.2/10 (65 reviews)
Simple changes can be made eg. the chairs in the balcony and the corridor well lit.

Reviewed on Oct 29, 2025

Chaquacabana Resort & Beach Club

Chaquacabana Resort & Beach Club

3 out of 5
Price was $650, price is now $505 per person
$505
per person
Jan 29 - Feb 2
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
6/10 (87 reviews)
Property needs to have proper walkway to staircase to home.

Reviewed on Oct 13, 2025

Tstays Smart Hotel

Tstays Smart Hotel

2.5 out of 5
Woodbrook
Price was $491, price is now $397 per person
$397
per person
Jan 29 - Feb 2
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
No reviews
Whilst the property was nice and clean, our bedroom window was next to the double carriageway way with constant car noise

Reviewed on Nov 24, 2025

Royal Palm Suite Hotel

Royal Palm Suite Hotel

3.5 out of 5
Price was $1,024, price is now $915 per person
$915
per person
Feb 6 - Feb 10
found 10 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
4.4/10 (27 reviews)
Staff was amazing love the area would definitely return

Reviewed on Feb 19, 2025

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Price was $764, price is now $530 per person
$530
per person
Mar 3 - Mar 6
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
9.2/10 Wonderful! (1,008 reviews)
The room was spotless and staff excellent, a Most visit!

Reviewed on Dec 19, 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
$225 nightly
The price is $245 total per night from Jan 14 to Jan 15
$245 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
The room was spotless and staff excellent, a Most visit!

Reviewed on Dec 19, 2025

Hyatt Regency Trinidad
Radisson Hotel Trinidad

Radisson Hotel Trinidad

4 out of 5
Wrightson Road Port of Spain Trinidad
Fully refundable
$158 nightly
The price is $172 total per night from Jan 2 to Jan 3
$172 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
7/10 Good! (933 reviews)
Had a nice stay. Courteous staff, clean room and good breakfast.

Reviewed on Dec 22, 2025

Radisson Hotel Trinidad
The BRIX, Autograph Collection

The BRIX, Autograph Collection

4.5 out of 5
2-4 Coblentz Avenue Port of Spain Trinidad
Fully refundableReserve now, pay when you stay
$212 nightly
The price is $232 total per night from Jan 11 to Jan 12
$232 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
9/10 Wonderful! (511 reviews)
I really enjoyed my short stay at the hotel. The hotel is centrally located, so it was easy to walk to many of the city’s main attractions. The hotel staff were also friendly, efficient and very helpful. I honestly did not want to check out. I will make sure to stay there again if I am ever back ...

Reviewed on Dec 17, 2025

The BRIX, Autograph Collection
See all 394 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 $386 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.