Enterprise Vacation Packages
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Top Enterprise Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hilton Trinidad & Conference Centre
Price was CA $1,938, price is now CA $1,409 per person
CA $1,409
per person
Jun 29 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Port of Spain (POS)
8.2/10 Very Good! (1,011 reviews)
Restaurants were great. The room was clean and the location was beautiful.
Reviewed on May 19, 2026
The Chancellor Hotel
St. Anns
Price was CA $1,608, price is now CA $1,278 per person
CA $1,278
per person
Jun 29 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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
Tstays Smart Hotel
Woodbrook
Price was CA $1,274, price is now CA $1,012 per person
CA $1,012
per person
Jun 29 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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 CA $1,383, price is now CA $1,114 per person
CA $1,114
per person
Jun 29 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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
Enterprise Hotel Deals
Hyatt Regency Trinidad
No 1 Wrighton Road Port of Spain Trinidad
Fully refundableReserve now, pay when you stay
The price is CA $301 per night from Jun 6 to Jun 7
CA $301
CA $366 total
Jun 6 - Jun 7
includes taxes & fees
9.2/10 Wonderful! (1,035 reviews)
"Very beautiful property and the staff was top tier"
Reviewed on May 23, 2026
Kapok Hotel
16-18 Cotton Hill St Clair Port of Spain Trinidad
The price is CA $167 per night from Jun 9 to Jun 10
CA $167
CA $207 total
Jun 9 - Jun 10
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
"The stay was okay staff was friendly. The food was good I felt safe.👍"
Reviewed on May 20, 2026
Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG
No 1 Exposition Drive Piarco Trinidad
Fully refundable
The price is CA $193 per night from Jun 14 to Jun 15
CA $193
CA $235 total
Jun 14 - Jun 15
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Great breakfast! Nice and Clean"
Reviewed on May 23, 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.
