Title: Luxury Vacations in Trinidad and Tobago 2026 | Expedia.ca

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# Trinidad and Tobago Luxury Vacations

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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.

![Kapok Hotel](https://images.trvl-media.com/lodging/1000000/20000/12300/12229/d59c6f57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kapok Hotel

CA $1,288

per person

May 9 - May 16

found 14 hours ago

Roundtrip flight included

Toronto (YYZ) to Port of Spain (POS)

8.4/10 Very Good! (1,004 reviews)

Very friendly staff, good service, clean, spacious. Excellent neighborhood, quite peaceful. Very good breakfast and a great lunch and dinner menu. The gym is workable.

Reviewed on Mar 1, 2026

![Magdalena Grand Beach & Golf Resort](https://images.trvl-media.com/lodging/5000000/4890000/4882900/4882859/f7986c97_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Magdalena Grand Beach & Golf Resort

CA $2,072

per person

Apr 9 - Apr 15

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tobago (TAB)

7.4/10 Good! (698 reviews)

Magdelena Grand never fails to satisfy to our every need whenever we vacation there. From the warm hospitality to the exquisite menus, you will always regret not staying longer.

Reviewed on Mar 5, 2026

![Hyatt Regency Trinidad](https://images.trvl-media.com/lodging/2000000/1800000/1793200/1793103/238cf6ef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Regency Trinidad

Downtown Port of Spain

CA $2,021

per person

May 11 - May 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Port of Spain (POS)

9.2/10 Wonderful! (1,010 reviews)

Best hotel in Trinidad. Friendly staff, clean rooms, great spa. Waterfront restaurant 10/10

Reviewed on Mar 5, 2026

![The Villas At Stonehaven](https://images.trvl-media.com/lodging/2000000/1600000/1597800/1597737/0e99e107_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Villas At Stonehaven

CA $1,996

per person

May 11 - May 17

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tobago (TAB)

9.4/10 Exceptional! (43 reviews)

Absolutely beautiful views, plenty of space and well-appointed. The people at this property, and in Tobago generally, are very nice and an important aspect of this beautiful place. Local food is healthy, delicious and affordable. Suggest you rent a vehicle to really enjoy the island.

Reviewed on Dec 9, 2025

![Coco Reef Resort and Spa](https://images.trvl-media.com/lodging/1000000/200000/197900/197839/4b9fcbad_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Coco Reef Resort and Spa

CA $1,861

per person

May 11 - May 17

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tobago (TAB)

7/10 Good! (496 reviews)

The food was below standards for a tourist resort.The staff were not courteous. Only four people on staff were friendly and or inviting. Room supplies were limited. We had to keep calling for supplies for the bathroom. Hotel is in badly need of TLC. Structure of hotel needs an upgrade. All and all. It’s a nice hotel. It needs work and customer service training.

Reviewed on Mar 1, 2026

Don't see what you're looking for?

See all available trips from Columbus to Trinidad and Tobago

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-08/2026-04-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=TTO&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Luxury holidays in Trinidad and Tobago

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

![Kapok Hotel](https://images.trvl-media.com/lodging/1000000/20000/12300/12229/d59c6f57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kapok Hotel

CA $1,042

per person

Apr 14 - Apr 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Port of Spain (POS)

8.4/10 Very Good! (1,004 reviews)

Very friendly staff, good service, clean, spacious. Excellent neighborhood, quite peaceful. Very good breakfast and a great lunch and dinner menu. The gym is workable.

Reviewed on Mar 1, 2026

![Hyatt Regency Trinidad](https://images.trvl-media.com/lodging/2000000/1800000/1793200/1793103/238cf6ef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Regency Trinidad

Downtown Port of Spain

CA $1,301

per person

Apr 14 - Apr 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Port of Spain (POS)

9.2/10 Wonderful! (1,010 reviews)

Best hotel in Trinidad. Friendly staff, clean rooms, great spa. Waterfront restaurant 10/10

Reviewed on Mar 5, 2026

Don't see what you're looking for?

See all available trips from Columbus to Trinidad and Tobago

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-08/2026-04-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=TTO&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Luxury holidays in Trinidad and Tobago

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

![Starfish Tobago Resort](https://images.trvl-media.com/lodging/1000000/800000/794600/794543/0dc8ea23_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Starfish Tobago Resort

CA $1,186

per person

Apr 23 - Apr 26

found 12 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tobago (TAB)

6.8/10 (689 reviews)

Service in the dining room was bad Long wait for coffee Alcohol choices limited

Reviewed on Feb 24, 2026

![The Villas At Stonehaven](https://images.trvl-media.com/lodging/2000000/1600000/1597800/1597737/0e99e107_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Villas At Stonehaven

CA $1,817

per person

Apr 23 - Apr 26

found 12 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tobago (TAB)

9.4/10 Exceptional! (43 reviews)

Absolutely beautiful views, plenty of space and well-appointed. The people at this property, and in Tobago generally, are very nice and an important aspect of this beautiful place. Local food is healthy, delicious and affordable. Suggest you rent a vehicle to really enjoy the island.

Reviewed on Dec 9, 2025

![Coco Reef Resort and Spa](https://images.trvl-media.com/lodging/1000000/200000/197900/197839/4b9fcbad_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Coco Reef Resort and Spa

CA $1,502

per person

Apr 23 - Apr 26

found 12 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tobago (TAB)

7/10 Good! (496 reviews)

The food was below standards for a tourist resort.The staff were not courteous. Only four people on staff were friendly and or inviting. Room supplies were limited. We had to keep calling for supplies for the bathroom. Hotel is in badly need of TLC. Structure of hotel needs an upgrade. All and all. It’s a nice hotel. It needs work and customer service training.

Reviewed on Mar 1, 2026

Don't see what you're looking for?

See all available trips from Columbus to Trinidad and Tobago

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-08/2026-04-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=TTO&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

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## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=THVAD_SPRING_PROMO_181)

## Plan the perfect luxury Trinidad and Tobago vacation with Expedia

####  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 $1,042, 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 6\. 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](https://images.trvl-media.com/lodging/2000000/1800000/1793200/1793103/238cf6ef_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hyatt Regency Trinidad

No 1 Wrighton Road Port of Spain Trinidad

- 1 hour drive from Pigeon Point Beach

CA $229

CA $279 total

Mar 26 - Mar 27

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 ...

9.2/10 Wonderful! (1,016 reviews)

The pool was closed. I booked the stay for the pool and the views from the infinity pool. The staff was nice, but I was not happy overall. I booked a 2-night stay with Expedia. I canceled the first night. I never got a refund.

Reviewed on Mar 7, 2026

[](https://expedia.ca/Port-Of-Spain-Hotels-Hyatt-Regency-Trinidad.h1793103.Hotel-Information)

![The Villas At Stonehaven](https://images.trvl-media.com/lodging/2000000/1600000/1597800/1597737/0e99e107_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

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 ...

9.4/10 Exceptional! (43 reviews)

Clean villa with all the kitchenware to make yourself a nice meal to eat on the veranda. Friendly staff, too.

Reviewed on Feb 23, 2026

[Get rates](https://expedia.ca/Black-Rock-Hotels-The-Villas-At-Stonehaven.h1597737.Hotel-Information)

[](https://expedia.ca/Black-Rock-Hotels-The-Villas-At-Stonehaven.h1597737.Hotel-Information)

![Grand Diamond Hotel Suites Trinidad](https://images.trvl-media.com/lodging/18000000/17130000/17125900/17125820/c41593cc_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Grand Diamond Hotel Suites Trinidad

LP 12 Golden Grove Road Piarco Trinidad

- 2 hours drive from Pigeon Point Beach

CA $162

CA $180 total

Mar 14 - Mar 15

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 ...

8.6/10 Excellent! (798 reviews)

Most cordial hospitality as they waited for my very late arrival. Rooms are very tidy, and I highly recommend this hotel.

Reviewed on Mar 6, 2026

[](https://expedia.ca/Piarco-Hotels-Grand-Diamond-Hotel-Suites-Trinidad.h17125820.Hotel-Information)

[See all 1,004 properties in Trinidad and Tobago](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=181)

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.

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