Luxury Vacations in Trinidad and Tobago 2026

Photo by Trinidad & Tobago Tourism Development Company Ltd

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Flight and Luxury hotel deals in Trinidad and Tobago

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

Hyatt Regency Trinidad

Downtown Port of Spain

CA $1,411

per person

Nov 12 - Nov 16

found 11 hours ago

Roundtrip flight included

Ottawa (YOW) to Port of Spain (POS)

9.2/10 Wonderful! (1,098 reviews)

Coco Reef Resort and Spa

CA $1,653

per person

Dec 10 - Dec 13

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Tobago (TAB)

7/10 Good! (547 reviews)

The Villas At Stonehaven

CA $2,569

per person

Nov 8 - Nov 15

found 6 hours ago

Roundtrip flight included

Toronto (YTO) to Tobago (TAB)

9.2/10 Wonderful! (49 reviews)

Lovely view and pool

Reviewed on Sep 23, 2026

Kapok Hotel

CA $1,500

per person

Dec 10 - Dec 13

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Port of Spain (POS)

8.6/10 Excellent! (1,001 reviews)

Staffing was excellent and very friendly. Breakfast choices were also great. Having stayed here several times over the last 20 years, I can see signs of the facility needing upkeep. Areas in the lobby had peeling ceiling paint, and other parts of some walls were not in the best shape. Lighting in stairwells were very dim, so an upgrade is needed there.

Reviewed on Oct 5, 2026

Hilton Trinidad & Conference Centre

CA $1,861

per person

Nov 11 - Nov 18

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Port of Spain (POS)

8.4/10 Very good! (1,005 reviews)

It was very relaxing and accommodating

Reviewed on Oct 7, 2026

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What are some benefits when booking luxury Trinidad and Tobago vacations?

When you book a luxury Trinidad and Tobago 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 and Tobago?

If you're looking for something luxurious in Trinidad and Tobago, 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 $1,411, 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 15. 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 and Tobago. 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 and Tobago?

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 and Tobago.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Trinidad and Tobago. 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 and Tobago?

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 and Tobago 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 and Tobago. 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 and Tobago

Hyatt Regency Trinidad

No 1 Wrighton Road Port of Spain Trinidad

1 hour drive from Pigeon Point Beach

CA $304

CA $369 total

Oct 10 - Oct 11

includes taxes & fees

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 ...

The Villas At Stonehaven

Stonehaven Bay Black Rock Tobago

22 min walk from Pigeon Point Beach

Book a stay at this luxury villa in Black Rock. Enjoy free WiFi, private pools, and room service. Popular attractions Pigeon Point Beach and Mount Irvine Bay ...

9.2/10 Wonderful! (49 reviews)

"Lovely view and pool"

Reviewed on Sep 23, 2026

Get rates

Grand Diamond Hotel Suites Trinidad

LP 12 Golden Grove Road Piarco Trinidad

2 hours drive from Pigeon Point Beach

CA $180

CA $198 total

Oct 12 - Oct 13

includes taxes & fees

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 ...

See all 1,047 properties in Trinidad and Tobago

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.