All inclusive Vacations in Madeira Island 2026

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 All inclusive hotel deals in Madeira Island

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

Baía Madeira Hotel

CA $494

per person

Nov 10 - Nov 13

found 1 day ago

Roundtrip flight included

Milan (MXP) to Funchal (FNC)

8/10 Very good! (626 reviews)

Enotel Lido – All Inclusive

CA $2,299

per person

Dec 11 - Dec 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Funchal (FNC)

9/10 Wonderful! (727 reviews)

Bon moment passé à cet hôtel. La nourriture excellente.

Reviewed on Sep 11, 2026

Calheta Beach - All Inclusive

CA $1,807

per person

Dec 11 - Dec 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Funchal (FNC)

8.8/10 Excellent! (352 reviews)

When we checked in the room we were given had a broken door so we were moved to another room. The room we were changed to was not the same as what we paid for. We paid for a double sea view and had a corner view instead. We made the best of it. We enjoyed our stay and the nightly entertainment. The buffet had a different theme each night which was nice. The poor area was clean and had plenty of lounge chairs. The beach and ocean are right there with lounge chairs and umbrellas. There are 2 onsite restaurants which are included with your stay. We only ate at one of them and the food was very good. The resort is very family friendly and has a lot of amenities geared to the children. We enjoyed our stay and highly recommend it.

Reviewed on Oct 8, 2026

Pestana Ocean Bay Resort

CA $2,538

per person

Dec 26 - Dec 30

found 5 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Funchal (FNC)

8.4/10 Very good! (263 reviews)

After moving to an air conditioned room and getting the premium drinks upgrade our stay definitely improved. The staff were amazing and went out of their way to help you with whatever you ask. Evenings entertainment showed some great talent, most singers were amazing. Daytime activities were fun but were limited to very few. System for the shuttle bus to town could be improved as it was a free for all and people had to eventually get back off. Breakfast and lunch options were good however dinner was a hit or miss and we ate out a few times as a result. I would recommend this hotel as its waterfront location is beautiful however only if you get the upgraded options.

Reviewed on Sep 20, 2026

Don't see what you're looking for?

See all available trips from Pretty Prairie to Madeira Island

View all trips

5* All inclusive holidays in Madeira Island

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

Enotel Lido – All Inclusive

CA $2,299

per person

Dec 11 - Dec 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Funchal (FNC)

9/10 Wonderful! (727 reviews)

Bon moment passé à cet hôtel. La nourriture excellente.

Reviewed on Sep 11, 2026

Don't see what you're looking for?

See all available trips from Pretty Prairie to Madeira Island

View all trips

3 Night All inclusive holidays in Madeira Island

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

Baía Madeira Hotel

CA $494

per person

Nov 10 - Nov 13

found 1 day ago

Roundtrip flight included

Milan (MXP) to Funchal (FNC)

8/10 Very good! (626 reviews)

Enotel Lido – All Inclusive

Save 100% on your flight

CA $829

per person

Dec 19 - Dec 22

found 16 hours ago

Roundtrip flight included

Lisbon (LIS) to Funchal (FNC)

9/10 Wonderful! (727 reviews)

Bon moment passé à cet hôtel. La nourriture excellente.

Reviewed on Sep 11, 2026

Calheta Beach - All Inclusive

CA $836

per person

Nov 10 - Nov 13

found 1 day ago

Roundtrip flight included

Milan (MXP) to Funchal (FNC)

8.8/10 Excellent! (352 reviews)

Reviewed on Oct 8, 2026

Don't see what you're looking for?

See all available trips from Pretty Prairie to Madeira Island

View all trips

4 Night All inclusive holidays in Madeira Island

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

Calheta Beach - All Inclusive

CA $880

per person

Dec 19 - Dec 23

found 21 hours ago

Roundtrip flight included

Lisbon (LIS) to Funchal (FNC)

8.8/10 Excellent! (352 reviews)

Reviewed on Oct 8, 2026

Enotel Lido – All Inclusive

Save 100% on your flight

CA $1,110

per person

Dec 19 - Dec 23

found 21 hours ago

Roundtrip flight included

Lisbon (LIS) to Funchal (FNC)

9/10 Wonderful! (727 reviews)

Bon moment passé à cet hôtel. La nourriture excellente.

Reviewed on Sep 11, 2026

Baía Madeira Hotel

CA $2,372

per person

Dec 26 - Dec 30

found 5 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Funchal (FNC)

8/10 Very good! (626 reviews)

Don't see what you're looking for?

See all available trips from Pretty Prairie to Madeira Island

View all trips

What are some benefits of booking an all-inclusive vacation?

When you opt for an all-inclusive vacation to Madeira Island, you can have everything you want to do planned out in advance. That means you get to simply coast through your vacation knowing exactly what's coming next. Plus, this helps you get a final tally on the costs beforehand, so it's much easier on your budget.

Can I book all-inclusive packages with airfare and meals?

Yes, all-inclusive vacation packages are readily available for Madeira Island, and you can search for them simply by using the search filter for all-inclusivity. When you book your flight along with your accommodations, you may even find some savings, with the potential to save up to 7.

Why should I book Madeira Island vacations that are all inclusive and adults only?

Adults-only stays in Madeira Island are good for travellers who are looking to relax in laid-back and easygoing surroundings. Everyone in the area will be looking to do much of the same without any kids to worry about, so you can truly take in some time for yourself in pampered bliss. Plus, you can filter for adults-only stays specifically in your search, so they're easy to find.

Can I book all-inclusive packages?

Yes, all-inclusive packages are fairly standard in Madeira Island. You can easily find all-inclusive options by using the search filters, but that's just the beginning. If you're booking at the last minute, you may even find additional discounts as properties try to fill their last remaining spots for cheap vacations that are all inclusive.

Can I book cheap all-inclusive trips to Madeira Island?

If you're looking to save, you'll find a wide range of prices available, ranging from CA $494. By booking your accommodations and flight together, you may be able to enjoy savings of up to 7. Be sure to sort your search results by price to list the cheapest options first.

What should I look for when booking a 5-star all-inclusive vacation in Madeira Island?

If you've implemented the 5-star filter when searching for your all-inclusive vacation in Madeira Island, there are a few factors to keep an eye out for. Spa access is particularly popular, as it's one of the best features you'll find in luxury accommodation options. Additionally, you should consider opting for an infinity pool and a luxury suite, especially if you're travelling with a relatively large group.

What should I consider when booking Madeira Island vacation packages that are all inclusive for the family?

The most important thing to consider for all-inclusive family vacations to Madeira Island is what your family is interested in. If your kids need access to a pool, you'll want to implement the search filter for that amenity. Kids' clubs can also be perfect for your family, as can babysitting services if the adults in your group plan on enjoying Madeira Island's nightlife.

How can I find the best deals on all-inclusive vacations in Madeira Island?

You can always sort your search results by price to automatically put the cheapest options at the top of your search while still considering all your implemented search filters.

Can I book an all-inclusive package that is fully refundable?

Yes, reservations that are fully refundable are available on some all-inclusive packages in . You can explore each package's cancellation policy in the policy section of their page, where you'll learn exactly how you can qualify. Sometimes, nothing is required to qualify.

Why should I book an all-inclusive vacation with Expedia?

Booking with Expedia makes it easy to find the ultimate all-inclusive vacation package. By offering accommodations and flights together, all-inclusive packages are easy for us to create and for you to enjoy. With benefits like being fully refundable and flexible dates on some packages, you can enjoy a more stree-free booking process. Expedia Rewards members can take that even further with the possibility of additional discounts.

All inclusive Hotels in Madeira Island

Hyatt Ziva Madeira

Sitio da Piedade Machico Madeira

19 min drive from Funchal Marina

Book a stay at this luxury hotel in Machico. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Popular attractions Madeira Whale Museum and Sao Lourenco ...

8.8/10 Excellent! (285 reviews)

"hotel was great from start to finish"

Reviewed on Oct 1, 2026

Baía Madeira Hotel

Estrada de Sao Roque Machico

14 min drive from Funchal Marina

Book a stay at this family-friendly hotel in Machico. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...

Vila Gale Santa Cruz Resort Hotel

Rua de Sao Fernando, 5 Santa Cruz

9 min drive from Funchal Marina

Book a stay at this spa hotel in Santa Cruz. Enjoy free breakfast, free WiFi, and a full-service spa. Popular attractions Palmeiras Beach and Aquaparque Madeira ...

8.6/10 Excellent! (288 reviews)

"We loved this hotel. The staff were exceptional. They were friendly, helpful, and went above and beyond. The amenities were amazing. The location is great for airport. It is showing some age, as our room definitely needed some TLC, but it was clean."

Reviewed on Sep 12, 2026

See all 5,533 properties in Madeira Island

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.