Freeport Vacations from $476

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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 $636, price is now $476 per person
$476
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
8.8/10 Excellent! (74 reviews)
The property is gated, clean and secure. The rooms are well appointed, and supported by polite and personal support staff. There is also 24/7 security surveillance.

Reviewed on Jul 3, 2025

Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
Downtown Port of Spain
Price was $1,117, price is now $723 per person
$723
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
9.2/10 Wonderful! (1,004 reviews)
Rooms were spacious, comfortable and very clean. We LOVED looking out at the ocean from our picture window. The breakfast buffet was delightful. The staff was always available and quite helpful - they really made a difference.

Reviewed on Sep 3, 2025

Cara Hotels Trinidad

Cara Hotels Trinidad

3 out of 5
Price was $875, price is now $680 per person
$680
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
7.6/10 Good! (219 reviews)
The staff were sympathetic and friendly. The pool area and deck are nice. The view is gorgeous 😍😍. I would give an average rating as I believe the rooms can do with some upgrades. Otherwise can be an ideal stay for families who want to take a vacation away from home.😃

Reviewed on Jul 3, 2025

Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

4.5 out of 5
Price was $845, price is now $672 per person
$672
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
8/10 Very Good! (1,008 reviews)
Nice spot. Clean, quiet, great staff energy.

Reviewed on Aug 22, 2025

Mt. Plaisir Estate Hotel

Mt. Plaisir Estate Hotel

3 out of 5
Save 100% on your flight
Price was $2,365, price is now $1,898 per person
$1,898
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Port of Spain (POS)
10/10 Exceptional! (8 reviews)
Excellent hotel, clean rooms and friendly staff

Reviewed on Aug 6, 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
$216 nightly
The price is $236 total per night from Sep 9 to Sep 10
$236 total
Sep 9 - Sep 10
Total with taxes and fees
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
$157 nightly
The price is $171 total per night from Oct 7 to Oct 8
$171 total
Oct 7 - Oct 8
Total with taxes and fees
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG
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
$183 nightly
The price is $199 total per night from Sep 21 to Sep 22
$199 total
Sep 21 - Sep 22
Total with taxes and fees
The BRIX, Autograph Collection
See all 393 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'll find cheap prices from $476 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.