A beach with several boats anchored near the shore, palm trees, and clear blue skies.
Photo by Trinidad & Tobago Tourism Development Company Ltd
Open Photo by Trinidad & Tobago Tourism Development Company Ltd

Trinidad Luxury Vacations

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Top Luxury vacation packages in Trinidad

Price found within the past 48 hours. Click for updated prices.
  • Dec 26 - Dec 29

    Crown Hotel Piarco + Flight

    Piarco
    3 nights
    3.5 star property
    7.6/10 - Good (39 reviews)
    "The front desk staff was wonderful . She was so lovely I’m definitely staying there again"
    Reviewed November 3, 2026
    Roundtrip • Toronto (YTO) - Trinidad (POS)
    YYZ - POS • 1 stop POS - YYZ • 1 stop
    CA $1,556
    CA $1,491
    per traveller
    found 1 day ago
    Crown Hotel Piarco
  • Dec 26 - Dec 29

    Hyatt Regency Trinidad + Flight

    Downtown Port of Spain
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,104 reviews)
    "Clean room and great breakfast"
    Reviewed November 12, 2026
    Roundtrip • Toronto (YTO) - Trinidad (POS)
    YYZ - POS • 1 stop POS - YYZ • 1 stop
    CA $1,915
    CA $1,768
    per traveller
    found 1 day ago
    Hyatt Regency Trinidad
  • Dec 20 - Dec 26

    The BRIX, Autograph Collection + Flight

    St. Anns
    5 nights
    4.5 star property
    9.2/10 - Wonderful (626 reviews)
    Roundtrip • Toronto (YTO) - Trinidad (POS)
    YYZ - POS • Nonstop POS - YYZ • Nonstop
    CA $2,504
    CA $2,356
    per traveller
    found 4 hours ago
    The BRIX, Autograph Collection
  • Dec 26 - Dec 29

    Flower Of Joy Wellness Villa + Flight

    St. Anns
    3 nights
    4.5 star property
    6.8/10 - (3 reviews)
    Roundtrip • Toronto (YTO) - Trinidad (POS)
    YYZ - POS • 1 stop POS - YYZ • 1 stop
    CA $1,541
    CA $1,507
    per traveller
    found 1 day ago
    Flower Of Joy Wellness Villa
  • Dec 25 - Dec 30

    Hilton Trinidad & Conference Centre + Flight

    Port of Spain
    5 nights
    4.5 star property
    8.4/10 - Very good (1,000 reviews)
    Roundtrip • Toronto (YYZ) - Trinidad (POS)
    YYZ - POS • Nonstop POS - YYZ • 1 stop
    CA $2,234
    per traveller
    found 1 day ago
    Hilton Trinidad & Conference Centre

Discover the most popular places to visit in Trinidad

What to do in Trinidad

Top Luxury Trinidad Hotels

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.

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 $1,491, 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 4. 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.