Madeira Region Vacation Packages 2026 from $1,306

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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.

Top destinations in Madeira Region

A densely packed urban area with a mix of colorful buildings, including a prominent white church with a bell tower.

A pier extending into turquoise waters with a sandy beach and scattered beachgoers.

A coastal resort with a large pool surrounded by rocky formations and a prominent rock formation in the background.

Rocky mountain ridge above clouds - view from Bica da Cana viewpoint in Madeira

A pebble beach with people sunbathing and swimming, a white building with a red roof, and a rocky coastline with houses on a hillside in the background.

A pebbled beach with people sunbathing, a mountain in the background, and a building with a red roof.

A coastal resort with a pool, lounge chairs, and a view of the ocean.

A coastal restaurant with outdoor seating, red umbrellas, and a cliffside view.

A coastal town with a beach, rocky cliffs, and houses with red roofs.

The Latest Madeira Region Vacation Packages

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

Pestana Promenade Ocean Resort Hotel

$1,306

per person

Oct 28 - Nov 4

found 23 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Funchal (FNC)

9.2/10 Wonderful! (691 reviews)

Good

Reviewed on May 15, 2026

Pestana Royal All Inclusive Ocean & Spa Resort

Save 100% on your flight

$1,492

per person

Oct 28 - Nov 4

found 23 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Funchal (FNC)

8.2/10 Very Good! (143 reviews)

Everything was wonderful!

Reviewed on Aug 14, 2026

Pestana Casino Park Ocean and SPA Hotel

$1,570

per person

Nov 3 - Nov 9

found 23 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Funchal (FNC)

8.6/10 Excellent! (1,000 reviews)

Good basic 4 star hotel, as a base with a pool and breakfast it was fine for us. As long as a little tired decor doesn’t trigger you you’ll be great. Location is fantastic with a small park next door, shopping centre 5mins walk away and dozens of bars and restaurants nearby.

Reviewed on Aug 6, 2026

Pestana Miramar Garden & Ocean Resort

Save 100% on your flight

$1,357

per person

Oct 28 - Nov 4

found 23 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Funchal (FNC)

8.8/10 Excellent! (123 reviews)

We really enjoyed staying at this hotel - quiet peaceful setting in beautiful gardens. Would definitely return.

Reviewed on Jul 13, 2024

Pestana Carlton Madeira Ocean Resort Hotel

$1,344

per person

Nov 3 - Nov 9

found 23 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Funchal (FNC)

9/10 Wonderful! (1,002 reviews)

Highly recommend! Would stay again!

Reviewed on Aug 24, 2026

Where to stay in Madeira Region

Find the best Madeira Region areas and neighborhoods for the activities you enjoy most.Learn more about Madeira Region

A historic church with a prominent bell tower and a white facade.

A coastal cityscape with a marina filled with boats, a large open square, and historic buildings with red-tiled roofs.

A coastal view with a building and purple flowers in the foreground.

A wooden door with puzzle pieces and a mannequin arm.

A cable car suspended over a park with buildings and trees below.

Old Town Funchal

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

Find hotel + flight trips in Old Town Funchal

A cobblestone street with historic buildings, a clock, and people walking.

A cobblestone street lined with historic buildings, a flag, and a street lamp.

A museum exhibit with a large fossil skeleton on a pedestal, a sign with the museum's name, and a staircase with a wrought iron railing.

A museum display with various animal fossils and a large mammoth skeleton.

Sao Pedro

Sao Pedro is known for its colorful gardens, and you can plan a trip to Quinta das Cruzes Museum and Universo de Memorias Joao Carlos Abreu while you're in town.

Find hotel + flight trips in Sao Pedro

A traditional thatched-roof house with a red door and blue shutters, surrounded by a garden with pink and purple flowers.

A thatched-roof house with a red door and blue shutters, surrounded by colorful flowers and plants.

A white house with a thatched roof, red door, and blue shutters.

A coastal town with palm trees, a street lamp, and houses with red roofs.

A coastal cliff with a waterfall, ocean waves, and a cluster of hydrangea flowers.

Santana

Are you interested in fantastic nightlife, breathtaking beach views, and beautiful gardens? A visit to Santana might be the perfect thing. You can also explore top sights like Madeira Theme Park and Maze.

Find hotel + flight trips in Santana

Toboggan riders pushing wooden sledge downhill in Funchal, Madeira island, Portugal

Imaculado Coracao de Maria

Travelers enjoy Imaculado Coracao de Maria for its gardens and seaside views. Consider checking out Quinta Palmeira while you're in the area.

Find hotel + flight trips in Imaculado Coracao de Maria

Calheta marina and cliffs, Madeira Island, Portugal

Estrela da Calheta

If you're looking for some top things to see and do in Estrela da Calheta and surrounding area, you can visit 25 Fontes and Cascada da Risco and Paul do Mar Beach.

Find hotel + flight trips in Estrela da Calheta

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

Things to do in Madeira Region

Discover the stunning Madeira Region, perfect for outdoor and family vacations. Enjoy a variety of activities, including whale watching, indulging in thalassotherapy treatments, and participating in the famous Madeira Wine Festival. For golf enthusiasts, the region offers excellent golf courses, and for those seeking adventure, European-style excursions await. Don’t miss out on the aquatic center for some fun in the sun.

Shopping

In the Madeira Region, visit the Funchal Farmers Market for local produce and artisan goods. For a more traditional shopping experience, check out Centro Comercial Forum Madeira and La Vie Shopping Center, both offering a range of shops, entertainment, and family-friendly vibes.

Recreation

Porto Moniz Natural Pools offers a refreshing experience with natural volcanic rock pools surrounded by stunning ocean views, perfect for outdoor family fun. The Lido Bathing Complex features various pools and sunbathing areas, ideal for relaxation and family activities. Madeira Stadium hosts exciting sports events, catering to sports enthusiasts.

Adventure

The Funchal-Monte Teleferico offers breathtaking views as you glide above the landscape in a charming gondola, perfect for families and adventure seekers. Hike the PR11 Vereda dos Balcões trail for stunning scenery and outdoor thrills. Dive into excitement at On Water Academy with various exhilarating water sports.

Nightlife

Madeira's nightlife offers a vibrant atmosphere with lively bars and clubs. Visit the famous Casino da Madeira for gaming and entertainment. For an upbeat vibe, head to the Funchal Marina area, where you can enjoy cocktails at trendy bars and dance the night away at local nightclubs.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Madeira Region

Madeira Region, Portugal, is an ideal destination for outdoor enthusiasts and families, featuring beautiful beaches, lush botanical gardens, and urban parks. Visitors can enjoy a variety of attractions that highlight the region's natural beauty and cultural experiences. Don't miss exploring the Madeira archipelago for a truly unforgettable vacation filled with adventure and relaxation.

CR7 Museum: Immerse yourself in the world of soccer legend Cristiano Ronaldo at this unique museum. Located in Funchal, it showcases his trophies, personal memorabilia, and interactive exhibits, making it a must-visit for sports enthusiasts and fans alike.
Madeira Botanical Garden: Experience the beauty of diverse plant species in this stunning garden, perfect for a romantic stroll or family outing. With breathtaking views of the coastline and colorful floral displays, it's an idyllic spot to relax and connect with nature.
Seixal Beach: Enjoy the serene atmosphere of Seixal Beach, featuring black sand and crystal-clear waters. This hidden gem is ideal for sunbathing, swimming, or simply soaking in the breathtaking scenery of the surrounding cliffs.

Best time to go to Madeira Region

The best time to visit Madeira Region is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is sunny with no rain. February is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	56.5°F (13.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
February	55.4°F (13.0°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	56.3°F (13.5°C)	Light Rain	Mostly Sunny	Average	Average
April	57.6°F (14.2°C)	No Rain	Mostly Sunny	Slightly High	Average
May	60.3°F (15.7°C)	No Rain	Mostly Sunny	Average	Slightly High
June	63.5°F (17.5°C)	No Rain	Mostly Sunny	Average	Average
July	67.3°F (19.6°C)	No Rain	Sunny	Slightly High	Slightly High
August	69.1°F (20.6°C)	No Rain	Sunny	Average	Slightly High
September	67.5°F (19.700000000000003°C)	No Rain	Mostly Sunny	Average	Average
October	65.7°F (18.7°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	61.2°F (16.2°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
December	58.8°F (14.9°C)	Light Rain	Mostly Sunny	Slightly Low	Average

Tips to save on your trip to Madeira Region

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Madeira Region.
Consider traveling to Madeira Region during the low season (January to February and November) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

Hyatt Ziva Madeira

Sitio da Piedade Machico Madeira

Fully refundableReserve now, pay when you stay

$275 nightly

$293 total

Aug 31 - Sep 1

Total with taxes and fees

Saccharum Resort

Rua Serra de Água, 1 Calheta

Fully refundable

$354 nightly

$372 total

Sep 21 - Sep 22

Total with taxes and fees

9.4/10 Exceptional! (1,001 reviews)

"Close to the sea, not too busy and crowded and near to the marina restaurants."

Reviewed on Aug 25, 2026

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

Avenida do Infante, 25 Funchal

Fully refundable

$496 nightly

$520 total

Sep 12 - Sep 13

Total with taxes and fees

9.6/10 Exceptional! (758 reviews)

"Very nice property, wonderful amenities and helpful staff, the room was spacious, modern and comfortable. The pool area was top notch. Would even be great with kids, very family friendly property. Will be staying again in the future."

Reviewed on Aug 26, 2026

See all 5,683 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.

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 $1,306. 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.

Stay near popular Madeira Region attractions

A rocky coastline with a prominent hill and a small statue on top.

Porto Moniz Natural Pools

9.0/10 (854 reviews)

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

See properties

A botanical garden with colorful flower beds, a palm tree, and a cityscape in the background.

Madeira Botanical Garden

9.0/10 (1,625 reviews)

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

See properties

A fruit market with various fruits like mangoes, bananas, and oranges displayed in baskets.

Funchal Farmers Market

8.6/10 (1,393 reviews)

During your trip to Santa Maria Maior, you can do some window-shopping at Funchal Farmers Market. Stroll along the area's seaside, or simply savor its top-notch restaurants.

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A street with pedestrians, a taxi, and a building with a sign that reads "TATOO".

Praca do Municipio

9.0/10 (1,903 reviews)

Defined by its striking black-and-white tiling, Funchal’s main square is surrounded by some of the city’s most interesting historic attractions.

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Funchal Marina

8.4/10 (1,247 reviews)

Explore the waterfront in Sé with a trip to Funchal Marina. Stroll along the area's seaside, or simply savor its top-notch restaurants.

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Lido Bathing Complex

8.4/10 (613 reviews)

Enjoy a stop at Lido Bathing Complex, an entertaining place to visit in São Martinho. Amble around this relaxing area's seaside and enjoy its top-notch restaurants.

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CR7 Museum

8.0/10 (558 reviews)

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

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What to do in Madeira Region

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

$30

per adult

80% of travellers recommend

Picture 26 for Activity Madeira: Skywalk, Porto Moniz, Seixal, and Fanal Jeep Tour

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

$78

per adult

98% of travellers recommend

From Funchal: Nuns Valley, Monte and Sleigh Ride Tour

$50

per adult

94% of travellers recommend

See all activities in Madeira Region

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Madeira Region Vacations & Trips from $1,306

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Madeira Region Vacation

Top destinations in Madeira Region

Funchal

Porto Santo

Porto Moniz

Calheta

Santa Cruz

Machico

Ponta do Sol

São Vicente

Ribeira Brava

The Latest Madeira Region Vacation Packages

Pestana Promenade Ocean Resort Hotel

Pestana Royal All Inclusive Ocean & Spa Resort

Pestana Casino Park Ocean and SPA Hotel

Pestana Miramar Garden & Ocean Resort

Pestana Carlton Madeira Ocean Resort Hotel

Where to stay in Madeira Region

Old Town Funchal

Sao Pedro

Santana

Imaculado Coracao de Maria

Estrela da Calheta

Best Places to Vacation in Madeira Region

1. Find your perfect Funchal vacation

2. Book your ideal Calheta with a vacation package

3. Experience Santa Cruz with a travel package

4. Create memories in Porto Santo with a vacation package

6. Enjoy Ponta do Sol with a travel package

5. Explore Machico with a vacation package

Things to do in Madeira Region

Find the best attractions in Madeira Region

Best time to go to Madeira Region

Tips to save on your trip to Madeira Region

Find the Best Madeira Region Vacation Packages

Madeira Region Essential Information

Madeira Region Hotel Deals

Hyatt Ziva Madeira

Saccharum Resort

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

Frequently asked questions

Stay near popular Madeira Region attractions

Porto Moniz Natural Pools

Madeira Botanical Garden

Funchal Farmers Market

Praca do Municipio

Funchal Marina

Lido Bathing Complex

CR7 Museum

What to do in Madeira Region

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

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

From Funchal: Nuns Valley, Monte and Sleigh Ride Tour

Other vacations you might like

Expedia's Latest Trends

Go further with the Expedia app