Trinidad Luxury Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Trinidad & Tobago Tourism Development Company Ltd
  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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
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Flight and Luxury hotel deals in Trinidad

Price found within the past 48 hours. Click for updated prices.
Kapok Hotel

Kapok Hotel

CA $1,163
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
8.6/10 Excellent! (1,001 reviews)
I like that the staff was very nice and attentive and the place was clean breakfast was of they could have a little more variety

Reviewed on Aug 11, 2026

Hyatt Regency Trinidad

Hyatt Regency Trinidad

Downtown Port of Spain
CA $1,543
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
9.2/10 Wonderful! (1,063 reviews)
The room was spacious and comfortable. I enjoyed the food especially buffet breakfast. And love the room service. What I would appreciate a hot meal available for late night room service. I got in around 1am and would have loved a soup or red bean rice with chicken. Otherwise everything was good

Reviewed on Aug 9, 2026

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4 Night Luxury holidays in Trinidad

Price found within the past 48 hours. Click for updated prices.
Airport Suites Hotel

Airport Suites Hotel

CA $822
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
6/10 (1,005 reviews)
Hyatt Regency Trinidad

Hyatt Regency Trinidad

Downtown Port of Spain
CA $1,309
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
9.2/10 Wonderful! (1,063 reviews)
The room was spacious and comfortable. I enjoyed the food especially buffet breakfast. And love the room service. What I would appreciate a hot meal available for late night room service. I got in around 1am and would have loved a soup or red bean rice with chicken. Otherwise everything was good

Reviewed on Aug 9, 2026

Grand Diamond Hotel Suites Trinidad

Grand Diamond Hotel Suites Trinidad

CA $945
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
8.6/10 Excellent! (830 reviews)
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Plan the perfect luxury Trinidad vacation with Expedia

What are some benefits when booking luxury Trinidad vacations?

When you book a luxury Trinidad vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax.

How can I find all-inclusive luxury vacations in Trinidad?

If you're looking for something luxurious in Trinidad, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together.

Can I book a cheap luxury vacation?

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $822, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 10. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first.

Are there luxury spa vacations?

Yes, luxury spa vacations are available and quite popular in Trinidad. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search.

What should I look for in a luxury family vacation in Trinidad?

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Trinidad.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Trinidad. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

What can help me find the best luxury vacation deals in Trinidad?

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Trinidad or travelling to more obscure destinations altogether can often lead to lower prices.

Can I book a luxury vacation that is fully refundable?

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Trinidad. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking.

Why should I book my luxury vacation with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.

Luxury Hotels in Trinidad

Hyatt Regency Trinidad

Hyatt Regency Trinidad

No 1 Wrighton Road Port of Spain Trinidad
  • 19 min drive from Maracas Beach
Book a stay at this luxury resort in Port of Spain. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,064 reviews)
"The room was spacious and comfortable. I enjoyed the food especially buffet breakfast. And love the room service. What I would appreciate a hot meal available for late night room service. I got in around 1am and would have loved a soup or red bean rice with chicken. Otherwise everything was good"

Reviewed on Aug 9, 2026

Hyatt Regency Trinidad
Grand Diamond Hotel Suites Trinidad

Grand Diamond Hotel Suites Trinidad

LP 12 Golden Grove Road Piarco Trinidad
  • 30 min drive from Maracas Beach
Book a stay at this business-friendly hotel in Piarco. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Grand Diamond Hotel Suites Trinidad
Hilton Trinidad & Conference Centre

Hilton Trinidad & Conference Centre

Lady Young Road, Belmont Port of Spain
  • 15 min drive from Maracas Beach
Book a stay at this luxury resort in Port of Spain. Enjoy free parking, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff in our reviews. ...
Hilton Trinidad & Conference Centre
See all 516 properties in Trinidad
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.

Things to do

monument in front of a glass building in Trinidad and Tobago

Port of Spain & Fort George Sightseeing Tour

CA $77
per adult
100% of travellers recommend
Port of Spain & Fort George Sightseeing Tour
Food Experience at Night

Food Experience at Night

CA $126
per adult
100% of travellers recommend
Food Experience at Night
Statue in city of Trinidad

Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary

CA $162
per adult
100% of travellers recommend
Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary
See all activities in Trinidad

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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.