Madeira 5-Star at Pestana Casino Park & Spa

Trip Code: #12339

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Itinerary

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Madeira 5-Star at Pestana Casino Park & Spa

6 Nights

Trip Code: #12339

6 Nights: Stay at the Iconic Clifftop Pestana Casino Park & Spa.
Call us now for PRIORITY SERVICE and a trip tailored just for you: (857) 214-2664

Trip Code: #12339

What's included?

All flights

5* Hotel

Rental Car

Expert trip manager

All taxes & fees

Trip Code: #12339

Best Price Guarantee

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(857) 214-2664

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Car IncludedNew Deals

Trip Code: #12339

Best Price Guarantee

Customize and Book with an Expert

(857) 214-2664

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Dates and Prices

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Day By Day Itinerary

7-days itinerary trip visiting 1 country and 1 city

Madeira 5-Star at Pestana Casino Park & Spa

Day 1Welcome to Madeira Island, Portugal!
Arrive in Madeira Island, a paradise of lush landscapes and Atlantic charm! Relax and unwind from the moment you arrive. Pick up your rental car at the airport, giving you the freedom to explore the island at your own pace from the very start of your journey.

Suggestion For The Day:

Take some time to settle into your hotel and enjoy its amenities. In the afternoon, begin your Madeira journey with a leisurely stroll through downtown Funchal, visiting the Mercado dos Lavradores, where colorful stalls overflow with fresh produce, flowers, and local specialties.

Explore the city’s historic sites, including Sé Cathedral (Funchal Cathedral), Museu de Arte Sacra (Museum of Sacred Art), Blandy’s Wine Lodge, and Fortaleza de São Tiago (São Tiago Fort).
Day 2A Day Trip To The West Coast
Suggestion For The Day:

Start the day in Ribeira Brava, known for rum production. Visit the São Vicente Caves to explore volcanic formations.

Head to Seixal for its black sand beach and rock pools.

Continue to Porto Moniz for a swim in its famous volcanic pools.

In Calheta, relax at the beach, and finish in Ponta do Sol, strolling along its sunny promenade.
Day 3Sunrise Peaks & Hidden Valleys of Madeira
Suggestion For The Day:

Today, wake up early to experience a breathtaking sunrise at Pico do Arieiro, Madeira’s third-highest peak. Enjoy the panoramic views of the mountains and clouds - a truly unforgettable experience for nature lovers and photographers.

Later, visit Eira do Serrado, a viewpoint overlooking the serene Curral das Freiras (Nun’s Valley). Take a short walk along the trails to admire the dramatic cliffs and lush valley below. End the day with a relaxing lunch in a local restaurant, sampling traditional Madeiran dishes surrounded by spectacular scenery.
Day 4Levada Adventure (Hiking)
Suggestion For The Day:

Madeira, known as the "hiker's paradise," offers trails for all skill levels. Walk along levadas or scenic mountain paths. The south has easier walks, while the north features challenging treks through mountains and waterfalls.

Recommended Hikes:

Levada do Balcões: A moderate trail through Laurissilva forest (UNESCO site).
Distance: 7 km (4.3 mi) | Duration: 4-5 hours

Levada das 25 Fontes: A moderate walk to waterfalls and lush forest.
Distance: 6 km (3.7 mi) | Duration: 3-4 hours

Vereda do Fanal: A magical trail through an ancient Laurissilva forest.
Distance: 6 km (3.7 mi) | Duration: 3-4 hours

Ponta de São Lourenço: PR8 trail with stunning coastal views.
Distance: 6.3 km (4 mi) | Duration: 3-4 hours
Day 5Ocean Magic & Land Adrenaline
Suggestion For The Day:

In the morning, set out into the North Atlantic to explore Madeira’s rich marine life. Keep your eyes peeled for dolphins, whales, and even the rare Monk Seal, and spot sea turtles, manta rays, and seabirds along the way. It’s a morning filled with excitement and breathtaking views of the ocean.

In the afternoon, experience the thrill of a traditional wicker toboggan ride from Monte to Funchal. Guided by “carreiros,” this exciting descent offers a blend of adventure and Madeiran heritage, perfect for all ages.
Day 6Unveiling Madeira's Eastern Delights
Suggestion For The Day:

Explore Eastern Madeira's charming villages, dramatic peaks, and unique landscapes.

Begin in Santana, famous for its iconic thatched-roof houses.

Visit Machico, Madeira's first capital, and relax at Machico Bay.

End at Ponta de São Lourenço, a nature reserve with volcanic rock formations and scenic hiking trails.
Day 7Return Flight Home
Enjoy a final breakfast at your hotel, savoring the flavors of the region one last time.

If time allows, take a leisurely walk through the city streets or pick up any last-minute souvenirs from local shops.

At the indicated time, drive to the airport and return your rental car before your departure

Itinerary presented is a suggestion and the length of stay may vary. All tours are suggestions unless clearly stated.

Why We Love This Deal

Madeira: The Floating Garden of the Atlantic

This is on of our most requested island destination, and with current exclusive rates, a 2026 getaway is more accessible than eve!
whether you want to soak up the spring flowers, the summer sun, or the mild autumn breeze!

📞 Call us now toll-free at (857) 214-2664 for priority service 📞

Trip Code: #12317

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Looking for other Escapes:

The Seaside Social: Stay at the Iconic Clifftop Pestana Casino Park & Spa.
Designed by Oscar Niemeyer, this is the island's most vibrant resort, perfect for those seeking an active stay.

Trip Code: #12339

The Ultimate Duo: Upgrade to our Island & City: Madeira + Lisbon package.
Experience the lush volcanic landscapes of the Atlantic and the sun-drenched historic streets of the capital in one seamless trip.

Trip Code: #12337

📞 Call us now toll-free at (857) 214-2664 to customize your trip 📞

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Want a few changes? Our team can adjust flights, hotels, and activities to fit you perfectly.

Available Hotels

Available Experiences

Optional

Location: Madeira Island

Food & Wine: Half Day Walking Wine Tour

Additional cost applies

Optional

Location: Madeira Island

Hiking: Levada of Queimadas / Caldeirão Verde

Additional cost applies

Optional

Location: Madeira Island

Hiking: Ponta de São Lourenço

Additional cost applies

Optional

Location: Madeira Island

Catamaran: Whale Watching

Additional cost applies

Optional

Location: Madeira Island

Boat Tour: Sunset

Additional cost applies

Optional

Location: Madeira Island

Sightseeing Tour: Sunrise Tour with Breakfast included

Additional cost applies

Optional

Location: Madeira Island

Food & Wine: Madeira Poncha Tasting & Class

Additional cost applies

Things to Know

About the Destination

Important Information

Flexibility Policy

Travel Support Anytime Anywhere

When booking a trip with us, you don’t just get our local experts' support and a superb travel experience, you also get the guarantee of full flexibility on our end. We know plans can change, and when that’s the case, we’re here to help!

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Get reimbursed up to 100% for covered trip cancellation and interruption, including covered illness or injury of you, a family member, or travel companion. And more!

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