São Miguel Island Ski Vacations

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Flight and Ski hotel deals in São Miguel Island

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

Mosteiros Place

CA $1,122
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Ponta Delgada (PDL)
9.8/10 Exceptional! (132 reviews)
Stayed here again and loved it!! Came back on my last day on the island because I loved it so much on my first night there! Highly recommend! I would love to come back again one day!

Reviewed on Sep 26, 2026

Ocean Views by Azores Villas

Ocean Views by Azores Villas

CA $1,395
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Ponta Delgada (PDL)
9.4/10 Exceptional! (49 reviews)
Overall place was very nice beautiful views . Parking lot was very dirty garbage all over the place .

Reviewed on Aug 24, 2026

The Homeboat Company Ponta Delgada

The Homeboat Company Ponta Delgada

CA $2,105
per person
Nov 21 - Nov 27
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Ponta Delgada (PDL)
9.4/10 Exceptional! (11 reviews)
We absolutely loved our stay! The location is amazing and the houseboat itself was spotless, comfortable and really well equipped. We especially loved the rooftop deck — such a lovely place to relax and enjoy the surroundings. The staff genuinely couldn’t have been more helpful. Communication was excellent throughout and everyone we dealt with was so friendly and welcoming. Breakfast was delivered fresh every morning and could be tailored to exactly what you wanted, which was such a lovely touch. Everything about the stay felt really well thought out, from the amenities on board to the fantastic service. Such a unique way to stay in São Miguel and one of the highlights of our trip. We would absolutely recommend it and would happily stay again!

Reviewed on Sep 18, 2026

Casa do Páteo - Charming House

Casa do Páteo - Charming House

CA $1,192
per person
Nov 21 - Nov 27
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Ponta Delgada (PDL)
10/10 Exceptional! (77 reviews)
This property was spotless, centrally located, and the staff really kept a distance to make it feel as if it was your home. The breakfast spread was fresh, delicious, and local. I highly recommend!

Reviewed on Sep 19, 2026

Octant Furnas

Octant Furnas

CA $1,388
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Ponta Delgada (PDL)
9.4/10 Exceptional! (411 reviews)
It was mostly great having the volcanic pools on site. Property was heavily carpeted even though a lot of moisture and not too clean in the shared areas. Very busy with guests and not enough staff on the grounds especially during breakfast / mealtimes / trying to book spa appointments.

Reviewed on Oct 4, 2026

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5* Ski holidays in São Miguel Island

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

Octant Ponta Delgada

CA $1,289
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Ponta Delgada (PDL)
9.6/10 Exceptional! (1,002 reviews)
Octant Furnas

Octant Furnas

CA $1,388
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Ponta Delgada (PDL)
9.4/10 Exceptional! (411 reviews)
It was mostly great having the volcanic pools on site. Property was heavily carpeted even though a lot of moisture and not too clean in the shared areas. Very busy with guests and not enough staff on the grounds especially during breakfast / mealtimes / trying to book spa appointments.

Reviewed on Oct 4, 2026

Sensi Azores Nature and SPA

Sensi Azores Nature and SPA

CA $1,666
per person
Nov 21 - Nov 27
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Ponta Delgada (PDL)
9.8/10 Exceptional! (242 reviews)
Gorgeous property, spotless and comfortable rooms, and amazing, friendly, hospitable staff. We felt utterly relaxed and taken care of throughout our stay...so much so that we canceled our second hotel and checked back in to Sensi the next day! Cannot wait for our next visit. Paradise on Earth...

Reviewed on Oct 6, 2026

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3 Night Ski holidays in São Miguel Island

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

Mosteiros Place

CA $1,263
per person
Nov 12 - Nov 15
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Ponta Delgada (PDL)
9.8/10 Exceptional! (132 reviews)
Stayed here again and loved it!! Came back on my last day on the island because I loved it so much on my first night there! Highly recommend! I would love to come back again one day!

Reviewed on Sep 26, 2026

Ocean Views by Azores Villas

Ocean Views by Azores Villas

CA $1,295
per person
Nov 12 - Nov 15
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Ponta Delgada (PDL)
9.4/10 Exceptional! (49 reviews)
Overall place was very nice beautiful views . Parking lot was very dirty garbage all over the place .

Reviewed on Aug 24, 2026

The Homeboat Company Ponta Delgada

The Homeboat Company Ponta Delgada

CA $1,656
per person
Nov 12 - Nov 15
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Ponta Delgada (PDL)
9.4/10 Exceptional! (11 reviews)
We absolutely loved our stay! The location is amazing and the houseboat itself was spotless, comfortable and really well equipped. We especially loved the rooftop deck — such a lovely place to relax and enjoy the surroundings. The staff genuinely couldn’t have been more helpful. Communication was excellent throughout and everyone we dealt with was so friendly and welcoming. Breakfast was delivered fresh every morning and could be tailored to exactly what you wanted, which was such a lovely touch. Everything about the stay felt really well thought out, from the amenities on board to the fantastic service. Such a unique way to stay in São Miguel and one of the highlights of our trip. We would absolutely recommend it and would happily stay again!

Reviewed on Sep 18, 2026

Don't see what you're looking for?
See all available trips from Columbus to São Miguel Island
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4 Night Ski holidays in São Miguel Island

Price found within the past 48 hours. Click for updated prices.
Coast View by Azores Villas

Coast View by Azores Villas

CA $1,507
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Ponta Delgada (PDL)
9.2/10 Wonderful! (63 reviews)
Room was spotless, staff were available for any questions we had. There was a restaurant next door that served the best steak on the island that we enjoyed.

Reviewed on Sep 22, 2026

Mosteiros Place

Mosteiros Place

CA $2,333
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Ponta Delgada (PDL)
9.8/10 Exceptional! (132 reviews)
Stayed here again and loved it!! Came back on my last day on the island because I loved it so much on my first night there! Highly recommend! I would love to come back again one day!

Reviewed on Sep 26, 2026

Casa do Contador - Suites & Pool

Casa do Contador - Suites & Pool

CA $2,177
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Ponta Delgada (PDL)
9.6/10 Exceptional! (141 reviews)
Staff very friendly and helpful, Room very clean and comfortable parking was- challenge ,

Reviewed on Sep 22, 2026

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Plan the ultimate ski vacation in São Miguel Island

What are some benefits when booking ski vacations in São Miguel 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 Miguel 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 Miguel 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 Miguel Island with some as cheap as CA $1,122. 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 Miguel 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 33 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 Miguel Island.

Can I book all-inclusive ski vacations in São Miguel 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 Miguel 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 Miguel 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 Miguel 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 Miguel 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 33. With Expedia Rewards, you can earn points towards your next booking.

Things to do

Vila Franca Islet: Bioligist Guided 0% Carbon e-Boat Tour

Vila Franca Islet: 0% Carbon Biologist Guided e-Boat Tour

CA $36
per adult
100% of travellers recommend
Vila Franca Islet: 0% Carbon Biologist Guided e-Boat Tour
São Miguel East Highlights: Furnas & Nordeste + Lunch

São Miguel East Van Tour: Furnas & Nordeste + Lunch

CA $137
per adult
100% of travellers recommend
São Miguel East Van Tour: Furnas & Nordeste + Lunch
São Miguel: Full-Day Tour to Sete Cidades and Lagoa do Fogo

São Miguel: Full-Day Tour to Sete Cidades and Lagoa do Fogo

CA $112
per adult
98% of travellers recommend
São Miguel: Full-Day Tour to Sete Cidades and Lagoa do Fogo
See all activities in São Miguel Island

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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.