Freeport Vacation Packages
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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.
Top Freeport Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Chancellor Hotel
St. Anns
Price was CA $1,501, price is now CA $1,139 per person
CA $1,139
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) 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
Woodbrook on the Avenue
Woodbrook
Price was CA $1,253, price is now CA $952 per person
CA $952
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
9/10 Wonderful! (84 reviews)
The accommodation was ideal for a couple nights, close to The Avenue which had everything from bars, food courts and supermarkets.
Air-conditioning,Tv
Reviewed on Jun 2, 2026
Freeport Hotel Deals
Hyatt Regency Trinidad
No 1 Wrighton Road Port of Spain Trinidad
Fully refundableReserve now, pay when you stay
The price is CA $302 per night from Jul 11 to Jul 12
CA $302
CA $367 total
Jul 11 - Jul 12
includes taxes & fees
9.2/10 Wonderful! (1,046 reviews)
"Great spot in Trinidad"
Reviewed on Jun 12, 2026
Kapok Hotel
16-18 Cotton Hill St Clair Port of Spain Trinidad
The price is CA $180 per night from Jun 29 to Jun 30
CA $180
CA $223 total
Jun 29 - Jun 30
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"I like the location and friendly staff."
Reviewed on Jun 12, 2026
Hilton Trinidad & Conference Centre
Lady Young Road, Belmont Port of Spain
Fully refundableReserve now, pay when you stay
The price is CA $269 per night from Jun 26 to Jun 27
CA $269
CA $326 total
Jun 26 - Jun 27
includes taxes & fees
8.2/10 Very Good! (1,015 reviews)
"I booked an executive room which used to give you access to the executive lounge. The executive lounge at this hotel is no longer functional years now. There is a 25 USD credit applied for booking the executive rooms. That is for your entire party, not each. The hotel is in itself a magnificent property ..."
Reviewed on Jun 10, 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.
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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.
