Trinidad Ski 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
  • Rest easy

    Plan, book, and manage your trip all in one place

Flight and Ski hotel deals in Trinidad

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

El Carmen Apartments

CA $1,400
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Port of Spain (POS)
9.8/10 Exceptional! (6 reviews)
Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa

St. Anns
CA $1,616
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Port of Spain (POS)
2/10 (1 review)
Family of Nine Left Stranded Outside in the Dark An extremely distressing experience. I booked Flowers of Joy Wellness Villa through Hotels.com for nine family members, including my elderly mother and four children aged 7–14. The host called on check-in day and I confirmed arrival between 5–6 pm. Check-in was advertised until 9 pm. At 6:06 pm, I WhatsApped to say we were almost there; the message was delivered. We arrived at 6:20 pm, but repeated calls went unanswered. At 6:24 pm, I messaged that we were at the gate. Again, the message was delivered. I continued calling until 6:43 pm with no response. As darkness fell, nine of us were stranded outside a locked compound. My elderly mother became distressed, while the children were tired and hungry. This was not simply poor service—it was now a serious safety concern. Hotels.com spent approximately 1 hour 40 minutes finding emergency accommodation for nine people on a Friday evening. Thankfully, Kapok Hotel accommodated us around 8 pm and was outstanding. The host finally called around 8:30 pm, stating his phone had died. Regardless, our arrival had been confirmed and we arrived within the advertised check-in period. I strongly caution families, particularly those travelling with children or elderly relatives. Huge thanks to Hotels.com and Kapok Hotel for coming to our rescue.

Reviewed on Aug 10, 2026

Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse

Saint James
CA $2,622
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Port of Spain (POS)
No reviews
Hyatt Regency Trinidad

Hyatt Regency Trinidad

Downtown Port of Spain
CA $1,765
per person
Dec 11 - Dec 16
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Port of Spain (POS)
9.2/10 Wonderful! (1,088 reviews)
Radisson Hotel Trinidad

Radisson Hotel Trinidad

Downtown Port of Spain
CA $1,964
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Port of Spain (POS)
7.4/10 Good! (1,003 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Trinidad
View all trips

3 Night Ski holidays in Trinidad

Price found within the past 48 hours. Click for updated prices.
Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa

St. Anns
CA $1,067
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Port of Spain (POS)
2/10 (1 review)
Family of Nine Left Stranded Outside in the Dark An extremely distressing experience. I booked Flowers of Joy Wellness Villa through Hotels.com for nine family members, including my elderly mother and four children aged 7–14. The host called on check-in day and I confirmed arrival between 5–6 pm. Check-in was advertised until 9 pm. At 6:06 pm, I WhatsApped to say we were almost there; the message was delivered. We arrived at 6:20 pm, but repeated calls went unanswered. At 6:24 pm, I messaged that we were at the gate. Again, the message was delivered. I continued calling until 6:43 pm with no response. As darkness fell, nine of us were stranded outside a locked compound. My elderly mother became distressed, while the children were tired and hungry. This was not simply poor service—it was now a serious safety concern. Hotels.com spent approximately 1 hour 40 minutes finding emergency accommodation for nine people on a Friday evening. Thankfully, Kapok Hotel accommodated us around 8 pm and was outstanding. The host finally called around 8:30 pm, stating his phone had died. Regardless, our arrival had been confirmed and we arrived within the advertised check-in period. I strongly caution families, particularly those travelling with children or elderly relatives. Huge thanks to Hotels.com and Kapok Hotel for coming to our rescue.

Reviewed on Aug 10, 2026

Hyatt Regency Trinidad

Hyatt Regency Trinidad

Downtown Port of Spain
CA $1,379
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Port of Spain (POS)
9.2/10 Wonderful! (1,088 reviews)
Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse

Saint James
CA $1,529
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Port of Spain (POS)
No reviews
Don't see what you're looking for?
See all available trips from Columbus to Trinidad
View all trips

4 Night Ski holidays in Trinidad

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

Airport Suites Hotel

CA $946
per person
Nov 16 - Nov 20
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
6.2/10 (1,000 reviews)
Port of Spain Windy Guest Apartment

Port of Spain Windy Guest Apartment

CA $2,060
per person
Nov 16 - Nov 20
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
No reviews
Port of Spain Sunny Guest Apartment

Port of Spain Sunny Guest Apartment

CA $1,374
per person
Nov 16 - Nov 20
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to Port of Spain (POS)
No reviews
Don't see what you're looking for?
See all available trips from Columbus to Trinidad
View all trips

Plan the ultimate ski vacation in Trinidad

What are some benefits when booking ski vacations in Trinidad?

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?

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 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 with some as cheap as CA $946. 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. 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 8 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.

Can I book all-inclusive ski vacations in Trinidad?

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 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'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?

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. 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 8. 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
Caroni Wetlands Sunset Boat Tour

Caroni Wetlands Sunset Boat Tour

CA $98
per adult
94% of travellers recommend
Caroni Wetlands Sunset Boat Tour
Statue in city of Trinidad

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

CA $161
per adult
100% of travellers recommend
Full-Day City Tour, Maracas Bay & Caroni Bird Sanctuary
See all activities in Trinidad

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.