Ski Vacations in São Jorge Island 2026

Photo by Olli Peauty

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Flight and Ski hotel deals in São Jorge Island

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

Hotel da Graciosa

CA $999

per person

Nov 28 - Dec 4

found 20 hours ago

Roundtrip flight included

Toronto (YTO) to Sao Jorge Island (SJZ)

9/10 Wonderful! (54 reviews)

Simple, clean room, great air conditioning, great shower. Pool was a plus. Breakfast had a lot of selection including local pastries.

Reviewed on Sep 4, 2026

Kuanza Nature Experience

CA $1,289

per person

Nov 21 - Nov 27

found 16 hours ago

Roundtrip flight included

Toronto (YYZ) to Sao Jorge Island (SJZ)

9.6/10 Exceptional! (11 reviews)

Kuanza is absolutely gorgeous. My only regret is that we didn't get their famous baked bread in the morning. I was looking forward to it!

Reviewed on Aug 8, 2026

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4 Night Ski holidays in São Jorge Island

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

Make It Happen Farm

CA $1,724

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Sao Jorge Island (SJZ)

9.6/10 Exceptional! (15 reviews)

An overall nice experience for something different. Would stay again. Strengths: Well located with a nice view of Pico and the ocean. Well done appointed rooms with comfortable beds. Amenities such as laundry, drying racks, tea kettles, bikes, and common room. Fresh bread and local cheese were great. Store with many staples. Animals to pet and feed. Opportunities: Noise from nearby construction and operating business plus neighboring dogs was distracting. One egg each for included breakfast.

Reviewed on Jun 27, 2026

Quinta da Magnólia

CA $1,768

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Sao Jorge Island (SJZ)

10/10 Exceptional! (31 reviews)

The property is situated in a beautiful location and very close to the airport. The staff was super helpful and kind. Breakfast was delicious. Room was big with great view. I would advise to bring your own toiletries. It only has shower cap and soap. I was prepared so it wasn't a big deal.

Reviewed on Aug 4, 2026

Cabanas da Viscondessa

CA $1,820

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Sao Jorge Island (SJZ)

10/10 Exceptional! (10 reviews)

It was a perfect place to explore the island. Staff was super friendly and very helpful. A very peaceful place, would highly recommend. Would definitely come back and stay there again.

Reviewed on Jul 15, 2026

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What are some benefits when booking ski vacations in São Jorge Island?

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 São Jorge Island?

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 São Jorge Island, 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 São Jorge Island with some as cheap as CA $999. 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 São Jorge Island. 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 13 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 São Jorge Island.

Can I book all-inclusive ski vacations in São Jorge Island?

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 São Jorge Island 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 São Jorge Island'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 São Jorge Island?

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 São Jorge Island. 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 13. With Expedia Rewards, you can earn points towards your next booking.