A coastal town with terracotta-roofed buildings, a prominent church, and a cliff overlooking the sea.

Madeira Region Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Your Madeira Region Vacation

Book a Madeira Region vacation package and wander wherever your adventurous soul leads you. This vibrant destination has much to offer, including its views, bars and pubs, hiking, and much more. A trip to Madeira Region wouldn't be complete without spending some time in its leading cities, starting with São Martinho. Two of the most popular attractions here include CR7 Museum and Avenida do Mar. Ponta do Pargo is another favourite city with Madeira Region travellers. Visitors to this destination love Porto Moniz Natural Pools and Seixal Beach. Expedia has everything you need for planning your Madeira Region vacation. From flights and accommodations, to rental cars and activities, we know how to curate a travel experience like no other.

Top destinations in Madeira Region

The Latest Madeira Region Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 19 - Jan 24

    Pestana Royal All Inclusive Ocean & Spa Resort + Flight

    Funchal
    4 nights
    5.0 star property
    8.0/10 - Very good (153 reviews)
    "Clean room, helpful staff,good food definitely recommend"
    Reviewed October 16, 2026
    Roundtrip • Toronto (YTO) - Madeira Island (FNC)
    YYZ - FNC • 1 stop FNC - YYZ • 1 stop
    CA $1,890
    CA $1,242
    per traveller
    found 1 day ago
    Pestana Royal All Inclusive Ocean & Spa Resort
  • Jan 19 - Jan 24

    Pestana Grand Premium Ocean Resort + Flight

    Funchal
    4 nights
    5.0 star property
    9.0/10 - Wonderful (596 reviews)
    Roundtrip • Toronto (YTO) - Madeira Island (FNC)
    YYZ - FNC • 1 stop FNC - YYZ • 1 stop
    CA $1,918
    CA $1,255
    per traveller
    found 1 day ago
    Pestana Grand Premium Ocean Resort
  • Dec 13 - Dec 20

    Pestana Quinta Perestrello + Flight

    Funchal
    6 nights
    4.0 star property
    9.6/10 - Exceptional (49 reviews)
    "A great hotel in a nice location. We enjoyed our stay. Very clean and tidy. The property had the feel of a grand plantation house. The only thing letting it down was the slight complexity over the amenities. Whilst it has its own pool, everything else you require, such as food, bars, larger pools, etc., needs to be accessed from the Pestana hotels next door, which can be accessed through a route within the grounds. We found the breakfast area well, but never found the bar or other areas, as it..."
    Reviewed September 14, 2026
    Roundtrip • Toronto (YTO) - Madeira Island (FNC)
    YYZ - FNC • 2 stops FNC - YYZ • 1 stop
    CA $2,584
    CA $1,761
    per traveller
    found 1 day ago
    Pestana Quinta Perestrello
  • Dec 13 - Dec 20

    Pestana Casino Park Ocean and SPA Hotel + Flight

    Funchal
    6 nights
    5.0 star property
    8.6/10 - Excellent (1,001 reviews)
    Roundtrip • Toronto (YTO) - Madeira Island (FNC)
    YYZ - FNC • 2 stops FNC - YYZ • 1 stop
    CA $2,627
    CA $1,820
    per traveller
    found 1 day ago
    Pestana Casino Park Ocean and SPA Hotel
  • Jan 9 - Jan 16

    Hotel Riu Madeira - All Inclusive + Flight

    Santa Cruz
    6 nights
    4.0 star property
    9.2/10 - Wonderful (308 reviews)
    "This resort is in an excellent location for tourists. Half way between the airport and the major city of Funchal. The views are stunning. The staff friendly and very pleasant. The food choices were vast and delicious. We signed up for the all inclusive and it was well worth it. Lots of great excursions, hikes, adventures, dining and shopping."
    Reviewed October 30, 2026
    Roundtrip • Montreal (YUL) - Madeira Island (FNC)
    YUL - FNC • 1 stop FNC - YUL • 1 stop
    CA $2,661
    CA $1,847
    per traveller
    found 8 hours ago
    Hotel Riu Madeira - All Inclusive

Discover the most popular places to visit in Madeira Region

What to do in Madeira Region

Madeira Region Hotel Deals

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.

Frequently Asked Questions

How much does a Madeira Region vacation package cost?

Starting from just CA $1,242, a vacation package is your ticket to low-cost travel. Custom build your Madeira Region escape by selecting from our comprehensive range of hotels, flights and rental cars.

How do I get a cheap travel package to Madeira Region?

Lock in flights that fit your busy schedule, add a hotel room to your booking and watch the savings grow with a Madeira Region vacation package. It's that simple! From hotels and flights to rental cars and tours, Expedia is where your cheap getaway begins. And with more than 550 partner airlines and 1,000,000 hotel options all over the world to choose from, you'll never be short of choice.

What are the top hotels in Madeira Region?

Savoy Palace - The Leading Hotels of the World - Savoy Signature and The Cliff Bay know how to make their guests feel welcome in São Martinho. If you also plan to get to Quinta do Almeida, take a look at Escarpa - The Madeira Hideaway and Villa Skylark By Mhm. Both are top picks with travelers.

How far in advance should I book my Madeira Region vacation?

Savvy travelers often book as early as possible. You can usually browse through international fares on Expedia up to a year before your flight. If you've left things to the last minute, don't despair. Low prices sometimes become available in the last weeks prior to departure.

What does an Expedia Madeira Region travel package include?

Rental cars, flights and hotels, or any combination of them — the choice is all yours! Whether you're visiting Madeira Region on a family road trip or enjoying a solo break, there's a package to match every style and budget. Once you've made your booking, why not add on a couple of activities?

What should I know before booking a Madeira Region travel package?

A travel package can be tailored to your budget and is a terrific way to stretch your hard-earned dollars. How much you include is up to you. Hotels, rental cars and flights — decide on a combination that suits your plans.

Can I choose my airline with a Madeira Region Expedia vacation package?

The choice is all yours! We offer more than 550 airlines across the globe, so you can tailor your Madeira Region trip according to your needs and budget.

If I'm not able to travel, can I cancel my Madeira Region vacation package?

Your situation can change suddenly, so yes, you can. You may be able to cancel or change your Madeira Region vacation package at no cost within 24 hours of booking. For bookings older than that, you can still cancel and rebook, but your car rental company, hotel or airline may impose a charge. Looking for more information? Check out our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

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