Madeira Island Ski Holidays

Book a Ski Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 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

    Packages with flights are ATOL protected

Top flight + Ski hotel deals in Madeira Island

Price found within the past 48 hours. Click for updated prices.
Pestana CR7 Funchal

Pestana CR7 Funchal

Save 100% on your flight
£605
per person
12 Nov - 19 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Funchal (FNC)
8.8/10 Excellent! (289 reviews)
Awesome location, we enjoyed spending time at the pool with a great view on the city.

Reviewed on 20 Sept 2026

Pestana Royal All Inclusive Ocean & Spa Resort

Pestana Royal All Inclusive Ocean & Spa Resort

£624
per person
13 Dec - 20 Dec
found 16 hours ago
Return flight included
London (LON) to Funchal (FNC)
8.2/10 Very good! (144 reviews)
Pestana Grand Premium Ocean Resort

Pestana Grand Premium Ocean Resort

Save 100% on your flight
£787
per person
9 Nov - 16 Nov
just found
Return flight included
Birmingham (BHX) to Funchal (FNC)
9/10 Wonderful! (592 reviews)
Hotel Riu Madeira - All Inclusive

Hotel Riu Madeira - All Inclusive

Save 100% on your flight
£711
per person
10 Dec - 17 Dec
found 21 hours ago
Return flight included
Birmingham (BHX) to Funchal (FNC)
9.2/10 Wonderful! (290 reviews)
Pestana Casino Park Ocean and SPA Hotel

Pestana Casino Park Ocean and SPA Hotel

Save 100% on your flight
£767
per person
12 Nov - 19 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Funchal (FNC)
8.6/10 Excellent! (1,001 reviews)
All good

Reviewed on 19 Sept 2026

Don't see what you're looking for?
See all available trips from Birmingham to Madeira Island
View all trips

5* Ski holidays in Madeira Island

Price found within the past 48 hours. Click for updated prices.
Pestana Royal All Inclusive Ocean & Spa Resort

Pestana Royal All Inclusive Ocean & Spa Resort

£624
per person
13 Dec - 20 Dec
found 16 hours ago
Return flight included
London (LON) to Funchal (FNC)
8.2/10 Very good! (144 reviews)
Pestana Grand Premium Ocean Resort

Pestana Grand Premium Ocean Resort

Save 100% on your flight
£787
per person
9 Nov - 16 Nov
just found
Return flight included
Birmingham (BHX) to Funchal (FNC)
9/10 Wonderful! (592 reviews)
Pestana Casino Park Ocean and SPA Hotel

Pestana Casino Park Ocean and SPA Hotel

Save 100% on your flight
£767
per person
12 Nov - 19 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Funchal (FNC)
8.6/10 Excellent! (1,001 reviews)
All good

Reviewed on 19 Sept 2026

Don't see what you're looking for?
See all available trips from London to Madeira Island
View all trips

3 Night Ski holidays in Madeira Island

Price found within the past 48 hours. Click for updated prices.
Pestana Royal All Inclusive Ocean & Spa Resort

Pestana Royal All Inclusive Ocean & Spa Resort

Save 100% on your flight
£354
per person
15 Nov - 18 Nov
found 22 hours ago
Return flight included
London (LON) to Funchal (FNC)
8.2/10 Very good! (144 reviews)
Pestana Grand Premium Ocean Resort

Pestana Grand Premium Ocean Resort

Save 100% on your flight
£405
per person
14 Dec - 17 Dec
found 19 hours ago
Return flight included
Birmingham (BHX) to Funchal (FNC)
9/10 Wonderful! (592 reviews)
Hotel Riu Madeira - All Inclusive

Hotel Riu Madeira - All Inclusive

£598
per person
26 Oct - 29 Oct
found 1 day ago
Return direct flight included
London (LGW) to Funchal (FNC)
9.2/10 Wonderful! (290 reviews)
Don't see what you're looking for?
See all available trips from London to Madeira Island
View all trips

4 Night Ski holidays in Madeira Island

Price found within the past 48 hours. Click for updated prices.
Pestana Carlton Madeira Ocean Resort Hotel

Pestana Carlton Madeira Ocean Resort Hotel

Save 100% on your flight
£464
per person
14 Dec - 18 Dec
found 19 hours ago
Return flight included
Birmingham (BHX) to Funchal (FNC)
9/10 Wonderful! (1,001 reviews)
It is a beautiful hotel, we had a balcony with an ocean view. The breakfast is first class, the service was hospitable. And the location was perfect for us - only a 20 minute walk to the Funchal Marina, with an abundance of beautiful cafe's and shops. I would definitely recommend this hotel.

Reviewed on 22 Sept 2026

Pestana Grand Premium Ocean Resort

Pestana Grand Premium Ocean Resort

Save 100% on your flight
£468
per person
14 Dec - 18 Dec
found 1 day ago
Return flight included
Birmingham (BHX) to Funchal (FNC)
9/10 Wonderful! (592 reviews)
Pestana Casino Park Ocean and SPA Hotel

Pestana Casino Park Ocean and SPA Hotel

Save 100% on your flight
£681
per person
2 Nov - 6 Nov
found 1 day ago
Return direct flight included
London (LHR) to Funchal (FNC)
8.6/10 Excellent! (1,001 reviews)
All good

Reviewed on 19 Sept 2026

Don't see what you're looking for?
See all available trips from Birmingham to Madeira Island
View all trips

Planning your Madeira Island ski holiday

How can I book the best ski holiday to Madeira Island in 2026/2027?

Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Madeira Island. Just choose your dates and see what’s available. You might prefer a hotel with a heated outdoor pool, or a private chalet for après ski parties; either way, use the property filters to your ideal match. If ski-in-ski-out is important, use the map view to find those idyllic slopeside properties.

How can I find cheap Madeira Island ski holidays?

Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Madeira Island accommodation a little further from the lifts and go self-catering to cut back on eating out. Sort your search results by price to find options from £354. Prices and availability are subject to change. Additional terms may apply.

Can I book last-minute ski holidays to Madeira Island?

Use our handy last-minute deals page to look for ski holidays to Madeira Island at a steal. If your dates are fixed, simply input the details and see what specials are available.

What should I consider when booking family ski holidays in Madeira Island?

Madeira Island is well set up for kids. For the teeniest ski-woks, day care in the snow is a blast. As they get older, they love whizzing around on the hill in ski school. Choose a hotel near the lifts and nursery slopes to save a whole lot of ski-carrying hassle in the mornings. With all that extra time and energy, you can take your sweet time to find a family-favourite bolthole on the mountain for hot chocolate with marshmallows ski breaks.

Can I book all-inclusive ski holidays to Madeira Island?

All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Madeira Island. If not, consider booking your flights and accommodation together to save money that way instead.

When's the best time of year to plan a ski trip to Madeira Island?

Ski season in Madeira Island generally starts around December and slopes off around April. Keep an eye on the snow forecasts though, as you can often find some brilliant deals at the start or end of the season, when it’s also much quieter.

How can I find the best deals on Madeira Island ski holiday packages?

If you can be flexible with your ski holiday dates, avoid school holidays and instead buckle up your boots at the start or end of season. Sort your search results by price and look out for self-catered accommodation to save on notoriously expensive ski-resort drinking and dining.

Can I book a Madeira Island ski trip with free cancellation and/or flexible dates?

If you’re not 100% sure on plans or just want peace of mind, choose a ski holiday with free cancellation. You can use our free cancellation filter to find properties in Madeira Island that offer it.

Why should I book a ski holiday package in Madeira Island with Expedia?

Schuss your way to the slopes with Expedia’s smooth booking process. From flights to hotels and even car hire, you’ll find everything you need to plan the ultimate winter wonderland ski holiday.

Things to do

City Sightseeing Funchal Madeira Hop-On Hop-Off Bus Tour

City Sightseeing Funchal Madeira Hop-On Hop-Off Bus Tour + Bookable Extras

£22
per adult
80% of travellers recommend
City Sightseeing Funchal Madeira Hop-On Hop-Off Bus Tour + Bookable Extras
Madeira: Skywalk, Porto Moniz, Seixal, and Fanal 4WD Tour

Madeira: Skywalk, Porto Moniz, Seixal, and Fanal 4WD Tour

£59
per adult
98% of travellers recommend
Madeira: Skywalk, Porto Moniz, Seixal, and Fanal 4WD Tour
Madeira: West Tour With Guide Fanal Forest SykWalkExperience

Madeira: West Tour With Guide Fanal Forest SykWalkExperience

£31
per adult
100% of travellers recommend
Madeira: West Tour With Guide Fanal Forest SykWalkExperience
See all activities in Madeira Island

More holidays you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.