Madeira Region Vacations & Trips from $1,013

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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 favorite city with Madeira Region travelers. 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.

The Latest Madeira Region Vacation Packages

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

Three House Hotel

5 out of 5
Price was $1,229, price is now $1,013 per person
$1,013
per person
Dec 6 - Dec 13
found 12 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Funchal (FNC)
10/10 Exceptional! (40 reviews)
Beautiful room in a perfect location! Free parking and staff very accommodating and communicative. Nice pool on the roof and great food at the bar up there.

Reviewed on Sep 30, 2025

Pestana Promenade Ocean Resort Hotel

Pestana Promenade Ocean Resort Hotel

4 out of 5
Save 100% on your flight
Price was $6,748, price is now $4,137 per person
$4,137
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
9.2/10 Wonderful! (687 reviews)
Staff very friendly and helpful, lots of staff cleaning

Reviewed on Oct 5, 2025

Pestana Royal All Inclusive Ocean & Spa Resort

Pestana Royal All Inclusive Ocean & Spa Resort

5 out of 5
Save 100% on your flight
Price was $8,115, price is now $5,238 per person
$5,238
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
8.4/10 Very Good! (123 reviews)
Other than the location being quite a long way to walk to town, very quiet area with little options of bars around the area, ideal for someone who enjoys the full benefits of peace and quiet

Reviewed on Sep 8, 2025

Pestana Ocean Bay Resort

Pestana Ocean Bay Resort

4 out of 5
Save 100% on your flight
Price was $5,654, price is now $4,289 per person
$4,289
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Lisbon (LIS) to Funchal (FNC)
8.4/10 Very Good! (224 reviews)
Front desk staff Laura and Gabriela were lovely to deal with. Food was ok but could use more variety. Popcorn at the breakfast buffet?? Drinks were good but you needed an upgrade to get certain drinks made. Room was nice and clean but no air conditioning. Parking 15eu night. Free parking next door but hard to get a spot. Overall a nice quiet hotel with a beautiful view and close to everything if u have a rental car

Reviewed on Oct 17, 2025

Hotel Quintinha São João & Spa

Hotel Quintinha São João & Spa

5 out of 5
Sao Pedro
Price was $1,513, price is now $1,153 per person
$1,153
per person
Dec 6 - Dec 13
found 12 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Funchal (FNC)
9.6/10 Exceptional! (631 reviews)
Lovely hotel. Staff go out of their way to be helpful in a friendly non forced way. Restaurant food was great. Good choice and well presented. Would go back.

Reviewed on Sep 27, 2025

Where to stay in Madeira Region

Get a lay of the land and find the perfect place to stay Learn more about Madeira Region
Default Image

Old Town Funchal

1 out of top 10 points of interest in this area

While visiting Old Town Funchal, you might make a stop by sights like Funchal-Monte Teleferico and Funchal Farmers Market.

Find hotels in Old Town Funchal

Best Places to Vacation in Madeira Region

1. Find your perfect Funchal vacation

Funchal, in the beautiful Madeira Region of Portugal, offers a diverse and exciting outdoor vacation experience. With its romantic gardens, excellent dining options, and family-friendly attractions, there is something for everyone. Nature lovers can explore the stunning natural parks and enjoy the breathtaking views of the sea. Shopping enthusiasts will be delighted by the variety of shops and boutiques, while sports enthusiasts can engage in various activities. Funchal is also known for its charming islands and marina, adding to the overall appeal of this vibrant destination. Get ready for an unforgettable outdoor adventure in Funchal!

  • The peak season is from January to March
  • The off-peak season is from October to December
  • Travelers tend to stay 4 days in Funchal

2. Book your ideal Calheta with a vacation package

Calheta, located in the Madeira Region of Portugal, offers a diverse range of outdoor activities for travelers. With its stunning geography, visitors can enjoy spa treatments, relax on sandy beaches, explore marinas, indulge in water sports like skydiving and swimming, and marvel at breathtaking waterfalls. The atmosphere in Calheta is trendy and vibrant, making it a popular destination for travelers seeking adventure and relaxation. Additionally, travelers can engage in destination activities, take cruises, go sailing, and participate in exciting dolphin and whale watching tours. Calheta truly offers a unique and unforgettable outdoor vacation experience.

  • Travelers tend to stay 4 days in Calheta

3. Experience Santa Cruz with a travel package

Porto Santo, in the Madeira Region of Portugal, offers a unique and diverse outdoor vacation experience. This beautiful island is known for its stunning sand beach, surrounded by crystal-clear waters, perfect for sunbathing and swimming. The hilly landscape provides opportunities for hiking and exploring the island's natural parks, where you can admire the local flora and fauna. Porto Santo also boasts a rich cultural heritage, with churches, a cathedral, and a castle that showcase the island's history and art. Whether you're a golf enthusiast or simply seeking a relaxing getaway, Porto Santo has something for everyone.

  • The peak season is from April to June
  • The off-peak season is from October to December
  • Travelers tend to stay 4 days in Santa Cruz

4. Create memories in Porto Santo with a vacation package

Machico, in the Madeira Region of Portugal, offers a diverse range of experiences for outdoor enthusiasts. From romantic beach getaways to family-friendly activities, there is something for everyone. With its stunning marina, sandy beaches, and opportunities for sports and hiking, Machico is a paradise for nature lovers. The region is also known for its dolphin and whale watching excursions, providing a unique wildlife experience. Whether you're looking for a relaxing beach vacation or an adventure-filled getaway, Machico has it all.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 3 days in Porto Santo

6. Enjoy Ponta do Sol with a travel package

Porto Moniz is a charming destination in the Madeira Region of Portugal, ideal for outdoor enthusiasts seeking a relaxing and scenic vacation. With its stunning sea views and natural parks, visitors can immerse themselves in the beauty of this coastal town. Swimming in the crystal-clear waters and exploring the picturesque islands are popular activities, while the local spa offers a chance to unwind and rejuvenate. The friendly locals add to the warm and welcoming atmosphere, making Porto Moniz an unforgettable destination for those seeking a truly unique outdoor vacation experience.

  • The peak season is from July to September
  • The off-peak season is from October to December
  • Travelers tend to stay 3 days in Ponta do Sol

5. Explore Machico with a vacation package

São Vicente in the Madeira Region of Portugal offers a unique outdoor vacation experience. The town is surrounded by stunning mountains and natural parks, making it perfect for hiking and exploring. Visitors can also relax on the island's beautiful beaches and enjoy swimming in the crystal clear sea. Sightseeing opportunities abound in São Vicente, with charming small-town vibes and picturesque coffee shops and gardens to explore. Whether you're seeking adventure or tranquility, São Vicente has something for everyone. Don't miss out on the destination activities and things to do that make this town a popular choice for travelers.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 3 days in Machico

Find the Best Madeira Region Vacation Packages

Madeira Region Essential Information

Language
Portuguese
Currency
Euros
Local Welcome
Olá
Local Goodbye
Adeus
Closest Airport
Cristiano Ronaldo Airport (FNC)
Top Sights
Madeira Botanical Garden, Ponta Do Sol Beach and Monte Palace Gardens

Madeira Region Hotel Deals

Savoy Palace - The Leading Hotels of the World - Savoy Signature

Savoy Palace - The Leading Hotels of the World - Savoy Signature

5 out of 5
Avenida do Infante, 25, Funchal
Fully refundable
$361 nightly
The price is $380 total per night from Nov 21 to Nov 22
$380 total
Nov 21 - Nov 22
Total with taxes and fees
9.4/10 Exceptional! (639 reviews)
"Very pleasant outdoor pool . Helpful staff ."

Reviewed on Oct 15, 2025

Savoy Palace - The Leading Hotels of the World - Savoy Signature
The Vine

The Vine

5 out of 5
Rua Dos Aranhas, No. 27A, Funchal
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $193 total per night from Nov 2 to Nov 3
$193 total
Nov 2 - Nov 3
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
"Excellent Hotel. Very friendly staff. Very easy access to downtown. Took us 10 minutes to walk to downtown cable car site. If you need any supermarket items, the mall is right downstairs and there is a nice supermarket there also. There is filtered water on every floor in a machine.The breakfast ..."

Reviewed on Oct 15, 2025

The Vine
Saccharum Resort

Saccharum Resort

5 out of 5
Rua Serra de Água, 1, Calheta
Fully refundable
$191 nightly
The price is $203 total per night from Nov 21 to Nov 22
$203 total
Nov 21 - Nov 22
Total with taxes and fees
9.4/10 Exceptional! (964 reviews)
"Only drawback would be for"

Reviewed on Oct 10, 2025

Saccharum Resort
See all 5,273 properties in Madeira Region
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.
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Frequently asked questions

How much does a Madeira Region vacation package cost?
Be ready to book, because a trip to Madeira Region starts from an enticing $1,013. When you combine your flights, hotels and more into a package, you'll enjoy the biggest bargains.
How do I get a cheap travel package to Madeira Region?
Booking a Madeira Region vacation package with Expedia is such a simple way to save. We have access to more than 550 partner airlines and 1,000,000 properties around the world. With such an extensive range to choose from, you'll have no difficulty pulling together your next dream escape.
What are the top hotels in Madeira Region?
When it comes to properties in São Martinho, Savoy Palace - The Leading Hotels of the World - Savoy Signature and Pestana Carlton Madeira Ocean Resort Hotel are two terrific options. If you're also heading to Quinta do Almeida, Estalagem Da Ponta Do Sol and Escarpa - The Madeira Hideaway will make you feel at home.
How far in advance should I book my Madeira Region vacation?
It all depends on the air carrier, but you can normally browse through international airfares on Expedia up to a year in advance. While it's a good idea to book ahead of time, lucky travelers occasionally nab a cheaper ticket only weeks before their intended journey.
What does an Expedia Madeira Region travel package include?
Packages include rental cars, flights and hotels, but you can mix and match them to create your perfect Madeira Region escape. You can also add on fun stuff like activities and experiences once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll score discounts you won't find anywhere else.
What should I know before booking a Madeira Region travel package?
You can save a tidy sum by combining your flights, hotels and rental cars. Once you've created your package, you can add on things like activities or tours. Your next awesome adventure is only a couple of clicks away.
Can I choose my airline with a Madeira Region Expedia vacation package?
Expedia offers access to more than 550 airline partners worldwide, so you definitely can. Simply choose your preferred air carrier and craft your ideal Madeira Region getaway.
Does Expedia offer Book Now, Pay Later Madeira Region vacation packages?
If you're longing for a vacation but can't afford to pay upfront, Expedia can help with a simple payment plan. Thanks to our partnership with online lender Affirm, you can Book Now, Pay Later and start planning your adventure today.
If I'm not able to travel, can I cancel my Madeira Region vacation package?
Whether it's your flight or hotel, you can cancel or alter it. Booked your Madeira Region vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. If it's been longer than that, you may incur a charge from your hotel, airline or car rental company. For further information, take a look at our Customer Service Portal. We're here to help you each step of the way.

Discover the most popular places to visit in Madeira Region

Porto Moniz Natural Pools featuring a pool and rugged coastline

Porto Moniz Natural Pools

4.5/5(43 reviews)

Go for a swim in these unique salt water pools, which are dramatically set amid rugged coastal cliffs and protective volcanic rock.

Porto Moniz Natural Pools
Bronze Statue outside museum

CR7 Museum

4/5(16 reviews)

You can spend time studying the exhibits at CR7 Museum in Sé. Amble within picturesque gardens or visit the shops in this family-friendly area.

CR7 Museum
Botanical Garden which includes flowers

Madeira Botanical Garden

4.5/5(44 reviews)

One of Madeira’s most famous attractions is known for its scenic views and fascinating display of colorful flowers.

Madeira Botanical Garden

What to do in Madeira Region

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

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

$29
per adult
78% of travellers recommend
City Sightseeing Funchal Madeira Hop-On Hop-Off Bus Tour + Bookable Extras
Madeira: Flag Ship Tour aboard Santa Maria de Colombo

Madeira: Flag Ship Tour aboard Santa Maria de Colombo

$47
per adult
Madeira: Flag Ship Tour aboard Santa Maria de Colombo
Picture 1 for Activity Madeira: Half-Day Pico Arieiro Jeep Tour

Madeira: Half-Day Pico Areeiro Jeep Tour

$47
per adult
Madeira: Half-Day Pico Areeiro Jeep Tour
See all activities in Madeira Region
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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.