Freeport Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
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.
Woodbrook on the Avenue
Woodbrook
Price was CA $869, price is now CA $704 per person
CA $704
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
9/10 Wonderful! (73 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
Downtown Port of Spain
Price was CA $1,765, price is now CA $1,214 per person
CA $1,214
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
9.2/10 Wonderful! (1,008 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
Hilton Trinidad & Conference Centre
Price was CA $1,285, price is now CA $1,040 per person
CA $1,040
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
8/10 Very Good! (1,008 reviews)
Nice spot. Clean, quiet, great staff energy.
Reviewed on Aug. 22, 2025
Radisson Hotel Trinidad
Downtown Port of Spain
Price was CA $1,360, price is now CA $1,132 per person
CA $1,132
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
7/10 Good! (886 reviews)
Melissa very friendly.
And the two budlers very friendly
The female bar tenders is laking in customer service
Reviewed on Aug. 23, 2025
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 $268 per night from Sep 6 to Sep 7
CA $268
CA $326 total
Sep 6 - Sep 7
includes taxes & fees
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG
No 1 Exposition Drive, Piarco, Trinidad
Fully refundable
The price is CA $196 per night from Oct 5 to Oct 6
CA $196
CA $238 total
Oct 5 - Oct 6
includes taxes & fees
The BRIX, Autograph Collection
2-4 Coblentz Avenue, Cascade, Port of Spain, Trinidad
Fully refundableReserve now, pay when you stay
The price is CA $242 per night from Sep 14 to Sep 15
CA $242
CA $290 total
Sep 14 - Sep 15
includes taxes & fees
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.
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
