Trinidad and Tobago Ski Vacations

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Flight and Ski hotel deals in Trinidad and Tobago

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

El Carmen Apartments

CA $934
per person
Oct 29 - Nov 3
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
10/10 Exceptional! (4 reviews)
It seemed safe, accommodation was ok! The doors had burglar proofing! It was ok

Reviewed on Aug 10, 2026

Hyatt Regency Trinidad

Hyatt Regency Trinidad

Downtown Port of Spain
CA $1,543
per person
Oct 29 - Nov 3
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
9.2/10 Wonderful! (1,063 reviews)
Coco Reef Resort and Spa

Coco Reef Resort and Spa

CA $1,941
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tobago (TAB)
7/10 Good! (532 reviews)
For the price point, everything about this hotel is very dated - the walls need repainting, the furniture is old, the paintings are worn, the rooms look 100 years old, no plugs for your phone in the room, bathroom is old, the pool is old…

Reviewed on Aug 13, 2026

Blue Haven Hotel

Blue Haven Hotel

CA $1,506
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tobago (TAB)
7/10 Good! (48 reviews)
I loved staying at the Blue Haven Hotel! I plan to return soon. Marilyn, Carl, and the hotel staff were warm and inviting and made me feel right at home. The restaurant quality and service was excellent--hats off to the chef. Try the Tobagonian Breakfast and the local catch of the day for dinner. The quiet Bacolet Bay beach provided a beautiful background for relaxing and cooling off in the ocean. The oceanfront room allowed me to fall asleep to the sound of waves every night. Highly recommend ✨️

Reviewed on Aug 9, 2026

Kapok Hotel

Kapok Hotel

CA $1,196
per person
Oct 29 - Nov 3
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
8.6/10 Excellent! (1,001 reviews)
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5* Ski holidays in Trinidad and Tobago

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

Beres Vale Apartments

CA $1,221
per person
Sep 17 - Sep 23
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tobago (TAB)
10/10 Exceptional! (2 reviews)
A new, modernly decorated hotel. Spotlessly clean. Excellent food in the restaurant (both dinner and breakfast). Friendly owners. Highly recommended.

Reviewed on Jan 21, 2026

PeSheres Inn & Spa

PeSheres Inn & Spa

CA $1,343
per person
Sep 17 - Sep 23
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tobago (TAB)
9/10 Wonderful! (245 reviews)
Staff was pleasant and well informed. Rooms spacious and clean. Pool Area was nice as well.

Reviewed on Aug 14, 2026

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3 Night Ski holidays in Trinidad and Tobago

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

El Carmen Apartments

CA $818
per person
Nov 5 - Nov 8
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
10/10 Exceptional! (4 reviews)
It seemed safe, accommodation was ok! The doors had burglar proofing! It was ok

Reviewed on Aug 10, 2026

Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse

Saint James
CA $1,343
per person
Nov 5 - Nov 8
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
No reviews
Hyatt Regency Trinidad

Hyatt Regency Trinidad

Downtown Port of Spain
CA $1,182
per person
Nov 5 - Nov 8
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
9.2/10 Wonderful! (1,063 reviews)
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4 Night Ski holidays in Trinidad and Tobago

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

Bacolet Beach Club

CA $868
per person
Sep 25 - Sep 29
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Tobago (TAB)
7.6/10 Good! (445 reviews)
Villa Being - Tobago Luxury B&B

Villa Being - Tobago Luxury B&B

CA $1,219
per person
Sep 25 - Sep 29
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Tobago (TAB)
9.4/10 Exceptional! (44 reviews)
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Reviewed on Jul 26, 2026

Tropikist Beach Hotel & Resort

Tropikist Beach Hotel & Resort

CA $3,012
per person
Sep 25 - Sep 29
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Tobago (TAB)
7.8/10 Good! (984 reviews)
Everything was great and as expected. The staff was helpful, the property was well equipped with all the amenities. The food was excellent and the beach was within a very short walk. Lovely place to stay at..

Reviewed on Aug 13, 2026

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Plan the ultimate ski vacation in Trinidad and Tobago

What are some benefits when booking ski vacations in Trinidad and Tobago?

If you're interested in skiing, there's nothing quite like a ski vacation. These trips are designed to allow you to enjoy being on the slopes and relax in tranquil and convenient accommodations at the end of the day. Amenities on ski trips can be pretty upscale, so it's easy to relax in a hot tub or at a spa in between your skiing excursions. Plus, they can put you right next to the slopes. You'll even find a variety of different vacation types available whether you're looking for family friendly, cheap, or even last minute ski vacations.

How can I book the best ski vacation in Trinidad and Tobago?

It is most important to implement the ski filter in your search when trying to find a ski vacation that will make you happy. Using the filter will automatically remove any entries that don't offer the skiing opportunities you want. After that, you'll need to think about what specifically you want from Trinidad and Tobago, and think about the time of year that's best to visit.

How can I find cheap ski vacations?

Cheap ski vacations are readily available in Trinidad and Tobago with some as cheap as CA $818. You can see the cheapest options by sorting your accommodation choices by price, which automatically puts the least-expensive results at the top of the list. You may also want to consider an accommodation with a kitchen, so you can cook instead of eating out.

Can I book ski packages?

Yes, ski packages are readily available throughout Trinidad and Tobago. All you have to do is put in your travel dates and see what's available. When you book a ski package, you may be able to enjoy discounts with savings of up to 4 when you book your accommodation and your flight together.

What should I consider when booking family ski vacations?

The key to a successful family ski vacation is ensuring that your family is kept happy and entertained. Consider what your family members are interested in and the kind of vacation they want. If they have little skiing experience, for example, you may want to opt for an accommodation that offers ski lessons or a kid's club. Various slope difficulties may be essential in providing opportunities for everyone at Trinidad and Tobago.

Can I book all-inclusive ski vacations in Trinidad and Tobago?

Yes, all-inclusive ski trips are available and may be precisely what you're looking for. All you have to do is include the filter for all-inclusive stays, and your search results will only show the accommodations that provide this handy feature that allows you to plan your entire trip to Trinidad and Tobago in advance.

What's the best time of year to plan a ski trip?

The apparent answer to when you should plan a ski trip is in winter, but other details are important too. If you book for Trinidad and Tobago's high season around January and February, you'll likely find increased prices. It's generally best to opt for the early or late season in December and April, as prices tend not to be quite as high.

How can I find the best deals on ski packages in Trinidad and Tobago?

When you're looking for cheap ski vacations, there are a few factors you can take advantage of to help get the best deals. Travelling during the off-season can be cheaper since there's more availability. However, the beginning and end of the season tend to be the most affordable for skiing.

Can I book a ski vacation that's fully refundable?

Being fully refundable is a feature you'll find on several accommodation packages in Trinidad and Tobago. You can even search for it explicitly using a filter for full refundability.

Why should I book a ski vacation package with Expedia?

When you book with Expedia, you'll find everything you need for cheap ski vacations, luxury ski vacations and everything in between in one central location. You may even be able to enjoy discounts for booking your accommodation and your flight together with savings of up to 4. With Expedia Rewards, you can earn points towards your next booking.

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 and Tobago

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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.