Freeport Vacations from $601
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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.
The Chancellor Hotel
St. Anns
Price was $1,106, price is now $823 per person
$823
per person
Aug 6 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
7/10 Good! (37 reviews)
Staff was very friendly. The hotel is gated and always had someone available to open/close it. Check in and check out was a breeze. The hotel is within walking distance of a coffee shop, some local restaurants, the Savannah, gardens, zoo. There was no continental breakfast, no bar even though one was there. We didn't use the pool. Property could use some upgrades and renovation.
Reviewed on Apr 8, 2026
West Palm Hotel
Price was $1,153, price is now $863 per person
$863
per person
Aug 6 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
6/10 (120 reviews)
The receptionist was so welcoming and assisted us with breakfast when we couldn’t be there on time. Big up the chef for his delicious food, my child loves his fish in coconut milk and eggs 👍. Our room was generally clean and the environment as well together with, the fridge, microwave and Cable TV was in proper working condition. I would definitely recommend staying a night or two.
Reviewed on Mar 23, 2026
Tstays Smart Hotel
Woodbrook
Price was $870, price is now $665 per person
$665
per person
Aug 6 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
9/10 Wonderful! (7 reviews)
Clean and Nice Room, very helpful staff, little noise in the evening due to the proximity of the hotel to the main road.
Reviewed on Mar 7, 2026
Airport Inn
Price was $954, price is now $735 per person
$735
per person
Aug 6 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Port of Spain (POS)
8.4/10 Very Good! (142 reviews)
We were there overnight so didn’t have the opportunity to use the pool but it looked gorgeous & welcoming.
Reviewed on May 15, 2026
Freeport Hotel Deals
Hyatt Regency Trinidad
No 1 Wrighton Road Port of Spain Trinidad
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $262 total per night from Jun 19 to Jun 20
$262 total
Jun 19 - Jun 20
Total with taxes and fees
9.2/10 Wonderful! (1,037 reviews)
"Amazing views and wonderful staff"
Reviewed on May 25, 2026
Kapok Hotel
16-18 Cotton Hill St Clair Port of Spain Trinidad
$135 nightly
The price is $148 total per night from May 29 to May 30
$148 total
May 29 - May 30
Total with taxes and fees
8.4/10 Very Good! (1,006 reviews)
"I like that they have washing mashine and dryer, also ice and microwave available in the common area Staff was really friendly, help me to found a lost ítem and I found it. Helpful. Definetely will stay again here next time I am in Trinidad"
Reviewed on May 23, 2026
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG
No 1 Exposition Drive Piarco Trinidad
Fully refundable
$167 nightly
The price is $182 total per night from May 31 to Jun 1
$182 total
May 31 - Jun 1
Total with taxes and fees
9/10 Wonderful! (1,006 reviews)
"Ac unit is extremely loud"
Reviewed on May 25, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
