Trinidad Vacation Packages
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Top Trinidad vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.5-star property
Hilton Trinidad & Conference Centre
8.2/10 Very Good! (1,001 reviews)
Mar 13 - Mar 16
3 night stay
New York (JFK) to Port of Spain (POS)
JetBlue Airways • Roundtrip • Coach
Price was $716, price is now $624 per person
$624
per person
found 1 day ago
This property is extremely family friendly. We walked down to the Savannah.
Reviewed on Sep 10, 2025
2.5-star property
Woodbrook on the Avenue
Woodbrook
9/10 Wonderful! (76 reviews)
Apr 18 - Apr 25
7 night stay
Boston (BOS) to Port of Spain (POS)
JetBlue Airways • Non-stop • Coach
Port of Spain (POS) to Boston (BOS)
Air Canada • Non-stop • Coach
Price was $1,372, price is now $1,092 per person
$1,092
per person
found 1 day ago
The room was clean and comfortable. The area was quiet, however it was a short walk to many restaurants and bars. Mr. Jack, the propery owner, was helpful and accomadating. He arranged for Marcus to take me around the island to many popular attractions as well as the airport. Overall, it was a great experience.
Reviewed on Nov 27, 2018
3.0-star property
The Chancellor Hotel
7.2/10 Good! (31 reviews)
Apr 18 - Apr 25
7 night stay
Boston (BOS) to Port of Spain (POS)
JetBlue Airways • Non-stop • Coach
Port of Spain (POS) to Boston (BOS)
Air Canada • Non-stop • Coach
Price was $1,551, price is now $1,255 per person
$1,255
per person
found 1 day ago
3.0-star property
Chaquacabana Resort & Beach Club
6/10 (87 reviews)
Apr 18 - Apr 25
7 night stay
Boston (BOS) to Port of Spain (POS)
JetBlue Airways • Non-stop • Coach
Port of Spain (POS) to Boston (BOS)
Air Canada • Non-stop • Coach
Price was $1,653, price is now $1,389 per person
$1,389
per person
found 1 day ago
4.5-star property
Hyatt Regency Trinidad
Downtown Port of Spain
9.2/10 Wonderful! (1,008 reviews)
Mar 21 - Mar 24
3 night stay
Boston (BOS) to Port of Spain (POS)
United • Non-stop roundtrip • Coach
Price was $832, price is now $709 per person
$709
per person
found 1 day ago
Awesome place, great service
Reviewed on Dec 5, 2025
Top rated hotels for your Trinidad vacation package
Hyatt Regency Trinidad
No 1 Wrighton Road Port of Spain Trinidad
Free Cancellation
Reserve now, pay when you stay
26.97 mi from city center
$263 nightly
The price is $287 total per night
$287 total
Feb 27 - Feb 28
Total with taxes and fees
At Hyatt Regency Trinidad, guests enjoy a full-service spa, an outdoor pool, and a 24-hour gym. If you decide to drive, there's free parking. Multilingual staff at the 24-hour front desk can assist with tours or tickets, dry cleaning/laundry, and securing valuables. Other amenities at this luxury resort include a rooftop terrace, free WiFi in public areas, and a conference center.
Pool
Spa
Hilton Trinidad & Conference Centre
Lady Young Road, Belmont Port of Spain
Free Cancellation
Reserve now, pay when you stay
27.7 mi from city center
$224 nightly
The price is $244 total per night
$244 total
Feb 19 - Feb 20
Total with taxes and fees
Hilton Trinidad & Conference Centre features an outdoor pool, a children's pool, and a gym. You can put free parking to good use if you drive. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, concierge services, and dry cleaning/laundry. Other amenities at this luxury resort include a sauna, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
Kapok Hotel
16-18 Cotton Hill St Clair Port of Spain Trinidad
28.33 mi from city center
$136 nightly
The price is $149 total per night
$149 total
Feb 21 - Feb 22
Total with taxes and fees
At Kapok Hotel, guests enjoy features like an outdoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking, along with limo/town car service. Front-desk staff can answer questions 24/7, and assist with securing valuables, dry cleaning/laundry, and luggage storage. Other amenities at this golf resort include meeting rooms, a conference center, and a business center.
Pool
Breakfast included
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.
