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Praia do Seixal, Madeira Island
ItineraryPico do Arieiro, Madeira Island

Madeira: Fly & Drive

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Fly & DriveCulture & HistoryIsland EscapeNatureSelf-DriveWine RegionsTrip Code: #2122
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Day By Day Itinerary

8 days itinerary trip visiting 1 country and 1 city
Madeira: Fly & Drive
  1. Day 1 Arrival in Madeira Island
    Arrival in Madeira Island

    Welcome to Madeira Island! Let’s explore together: pick up your car rental on arrival and get ready for adventure. 

    * Want to maximize your time in paradise? Consider pre-booking an early check-in during the booking process. This way, you can hit the ground running and start exploring sooner! Don't hesitate to contact our booking agents if you have any questions or need assistance setting this up.

    Suggestion for the day: Explore Downtown Funchal

    Step back in time and explore the vibrant tapestry of Funchal, the heart of Madeira Island! Nestled amidst lush hills and overlooking the vast Atlantic, this city boasts a rich history dating back to the early 15th century. Founded by Portuguese explorers, Funchal quickly blossomed into a cosmopolitan center, a vital stop on trade routes between Europe and the New World. Today, Funchal exudes Portuguese charm, offering a captivating blend of its historical legacy and lively modern spirit.

    Don't Miss:

    • Mercado dos Lavradores (Farmers' Market): Immerse yourself in the sights and smells of the bustling Mercado dos Lavradores (and taste delicious exotic fruit!)
    • Sé Cathedral (Funchal Cathedral): Step into the magnificent Sé Cathedral, a landmark showcasing Gothic and Romanesque architectural styles.
    • Santa Clara Convent: Admire the beautiful cloisters and learn about the convent's fascinating history.
    • Museu de Arte Sacra (Museum of Sacred Art): Uncover a collection of religious art and artifacts at the Museu de Arte Sacra.
    • Blandy's Wine Lodge: Embark on a journey through Madeira's renowned wine culture with a visit to Blandy's Wine Lodge. Sample the island's famous fortified wines and learn about the traditional production methods.
    • Zona Velha (Old Town): Wander through the charming cobbled streets of Zona Velha, Funchal's historic center. Admire the colorful houses and discover hidden squares and fountains.
    • Praça do Município (Municipal Square): Relax in the heart of Funchal at the Praça do Município, the main square. People watch, soak in the atmosphere and enjoy the lively street performers.
    • Fortaleza de São Tiago (São Tiago Fort): Cap off your day with a visit to the Fortaleza de São Tiago, a 17th-century fort offering stunning ocean views. Explore the ramparts and learn about Funchal's maritime history.
  2. Day 2 Madeira Island
    Madeira Island

    Suggestion for the day: A Day Trip to the West Coast

    Madeira Island boasts a dramatic coastline, and the west coast offers some of its most breathtaking scenery. Join us on a journey of discovery as we explore charming villages, volcanic wonders, and natural pools sculpted by the Atlantic Ocean.

    Don’t Miss:

    • Ribeira Brava: Ribeira Brava is known for its rum production, so consider a visit to a local distillery for a taste of this Madeiran specialty.
    • São Vicente Caves: Venture into the depths of the earth at the São Vicente Caves, a volcanic wonder formed millions of years ago. Marvel at the caverns adorned with stalactites and stalagmites, and learn about the island's geological history.
    • Seixal: Continue along the scenic route to Seixal, a charming village known for its black sand beach and natural rock pools. Take a refreshing dip in the crystal-clear waters or simply relax on the shore, basking in the beauty of the surroundings.
    • Porto Moniz: Our suggested itinerary leads you to Porto Moniz, a highlight of the west coast. This seaside town is famous for its volcanic rock pools, and natural formations filled with refreshing seawater.
    • Calheta: As the day winds down, head to Calheta, a town known for its beach and laid-back atmosphere. 
    • Ponta do Sol: Your final stop is Ponta do Sol, a village named for its sunny disposition. Take a leisurely stroll along the promenade, enjoying the ocean views and the peaceful ambiance.
  3. Day 3 Madeira Island
    Madeira Island

    Suggestion for the day: Unveiling Madeira's Eastern Delights

    Eastern Madeira offers a captivating blend of charming villages, dramatic landscapes, and historical significance. Join us on a journey of discovery as we explore traditional thatched houses, volcanic peaks, and a peninsula known for its lunar-like beauty.

    Don’t Miss:

    • Santana (Highlight): Our adventure begins in Santana, a village renowned for its iconic triangular thatched-roof houses. These colorful dwellings, known as "palheiros," are a symbol of Madeira's traditional architecture. Wander through the village, admiring these unique houses and soaking in the peaceful atmosphere.
    • Machico: Continue your journey to Machico, the first capital of Madeira Island. Explore the historic city center, visit the Captain's House Museum to learn about the island's early settlers, and relax on the golden sands of Machico Bay.
    • Pico do Arieiro: Ascend to breathtaking heights at Pico do Arieiro, Madeira's third-highest peak. On a clear day, witness stunning panoramic views of the island's dramatic landscapes, including the Curral das Freiras Valley.
    • Ponta de São Lourenço: Your final stop is Ponta de São Lourenço, a nature reserve at the easternmost tip of the island. This peninsula boasts a unique lunar-like landscape with volcanic rock formations and sparse vegetation. Explore the network of hiking trails, take in the dramatic ocean views, and witness the beauty of this natural wonder.
  4. Day 4 Madeira Island
    Madeira Island

    Suggestion for the day: Levada Adventure (Hiking)

    Madeira, the "hiker's paradise," offers diverse trails for all levels. Explore levadas (ancient irrigation canals) or scenic paths. The south boasts gentle walks, while the north offers challenging treks through majestic mountains and waterfalls.

    Recommended Hikes:

    Levada do Balcões: This moderate trail winds through Laurissilva forest, a UNESCO World Heritage Site. 

    • Distance: 7 km (4.3 mi)
    • Duration: 4-5 hours

    Levada das 25 Fontes: This moderate trail leads you to waterfalls, crystal-clear pools, and lush Laurissilva forest. 

    • Distance: 6 km (3.7 mi)
    •  Duration: 3-4 hours

    Vereda do Fanal: This magical moderate trail leads you through an ancient forest teeming with endemic flora, including the beautiful Laurissilva laurel trees.

    •  Distance: 6 km (3.7 mi)
    •  Duration: 3-4 hours

    Ponta de São Lourenço: The most popular trail is the PR8 Vereda da Ponta de São Lourenço which offers stunning views of the coastline and the surrounding mountains.

    • Distance: 6,3 km (4 mi)
    • Duration: 3-4 hours
  5. Day 5 Madeira Island
    Madeira Island

    Suggestion for the day: Ocean Magic 

    Embark on a Whale & Dolphin Watching Excursion

    Madeira's beauty goes beyond stunning landscapes! Just offshore, deep ocean trenches create a haven for marine life. Sitting near the vast North Atlantic whale sanctuary, teeming with over 28 species, you're almost guaranteed to encounter dolphins or whales.

    Expect to see giants like Sperm Whales, Humpbacks, and Fins, or playful Bottlenose Dolphins and Spotted Dolphins. Madeira is even a sanctuary for the rarest seal in the world, the Monk Seal! Keep an eye out for Manta Rays, Sea Turtles, and unique seabirds too!

  6. Day 6 Madeira Island
    Madeira Island

    Suggestion for the day: Land Adrenaline

    Uncover Madeira’s Gardens & Must-Do Activity

    Madeira Botanical Garden: Start your exploration at the Madeira Botanical Garden, nestled in the hills above Funchal.Marvel at panoramic views of Funchal and the Atlantic Ocean while discovering the island's botanical diversity and conservation efforts.

    Monte Palace Tropical: Garden Next, venture to the Monte Palace Tropical Garden, renowned for its fusion of Oriental design elements. Admire decorative tile panels depicting scenes from Chinese mythology and Portuguese maritime history, offering insights into Madeira's cultural connections with the East.

    Carrinhos do Monte (Monte Toboggan): For a thrilling conclusion to your day, experience the iconic Carrinhos do Monte. Experience a one-of-a-kind adventure in Madeira with the wicker basket toboggan ride! This thrilling descent, dating back to the 19th century, takes you down city streets from Monte Village to Funchal. This isn't just an adrenaline rush; it's a cultural immersion. Skilled "carreiros" dressed in white steer handcrafted wicker sleds, offering a glimpse into Madeira's heritage. Safety is paramount, making the toboggan ride suitable for all ages. It's a perfect family activity that combines excitement, history, and a touch of Madeiran charm. Don't miss this iconic experience on your Madeira adventure! (Photo by ©Ricardo Faria Paulino).

  7. Day 7 Madeira Island
    Madeira Island

    Suggestion for the day: Food & Wine Experience

    Unwind after your adventures and tantalize your taste buds with Madeira's unique flavors! We'll connect you with the perfect foodie experience, allowing you to delve into the island's rich culinary heritage.

    Recommended Experiences:

    • Walking Food Tours: Explore Funchal's vibrant streets on a guided walking food tour. Sample iconic dishes like "Espetada" (skewered meat), "Bolo do Caco" (sweet potato bread), and "Lapas" (limpets with garlic butter) at local eateries, bakeries, and hidden gems.
    • Uncork the Island's Secrets: Visit a traditional "quinta" (wine estate) and embark on a guided wine tasting. Learn about the unique production methods and savor a variety of Madeira wines, from dry whites to rich, fortified blends.
    • Luxurious Cuisine: Indulge in a gourmet experience at a renowned Madeiran restaurant. Savor expertly prepared dishes featuring fresh, local ingredients, showcasing a fusion of traditional flavors with modern techniques.
    • Market Delights: Immerse yourself in the bustling atmosphere of a local market. Witness the vibrant display of fresh produce, local cheeses, and regional delicacies – a feast for the senses.
    • There’s Rum Too: Visit a historical rum distillery and delve into the captivating history of rum production in Madeira. Learn about the traditional aging process and culminate your experience with a guided rum tasting, savoring the distinct character of each rum.
    •  
  8. Day 8 Return Flight Home
    Return Flight Home

    One last stop: returning your rental car.

    Thank you for choosing us to be your travel companions on this adventure! It's been a pleasure assisting you in creating unforgettable memories. We wish you happy travels and until next time!

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

Discover the total freedom to explore Madeira Island with exceptional value for money through this incredible deal!

Why we love this deal:

Experience Madeira like never before with the freedom of a car rental, allowing you to unlock the full potential of this breathtaking island. From its stunning landscapes like Pico do Arieiro and captivating historical monuments to its rich culture and unique wineries, indulge in delicious cuisine and thrilling activities that have made it a top destination. Did you know that Madeira has been awarded the title of World's Leading Island Destination for an unprecedented nine consecutive years by the World Travel Awards?

Picture yourself in the driver's seat, designing your itinerary and venturing wherever you desire. So why settle for less when you can have it all at an unbeatable value? Book now to secure this extraordinary offer and embark on a Madeira getaway that exceeds your expectations. 

*itinerary presented is a suggestion and the length of stay may vary. All tours are suggestions unless specifically stated.

About the Destination:

Nicknamed the “Island of Eternal Spring,” Madeira is the perfect setting for anyone looking to reconnect with nature and experience something truly extraordinary. Boasting mild weather and equally moderate ocean temperatures year-round, Madeira is a unique destination offering an endless array of activities for you to enjoy as you discover the island’s stunning natural beauty--by land or by sea. Go hiking or biking through the island’s extensive natural reserve, and discover stunning coastlines full of cliffs boasting mesmerizing views, cascading waterfalls, and lush UNESCO-protected laurel forests. Explore the surrounding seas by kayak, sailboat, jet-ski or surfboard, or explore what lies beneath these pristine blue waters with a snorkel or scuba diving excursion.

Check out our Madeira Travel Guide for more information and tips! 

See what clients loved the most

9.0 Based on 47 reviews
"Very nice"
Martin Thomson
19 Feb 2024
"Overall it was a great trip. Very nice hotel. Car was great. Flight was very good. Beautiful destination "
David Lemon
14 Feb 2024
"Good overall experience and great food. "
Mario Araujo
14 Feb 2024
"Very good "
Joerg Buechli
12 Dec 2023
"Amazing! Super easy to get around the island. The whole process form boarding to hotel check in was seamless "
Stacey Lynne Bell
11 Dec 2023
"Excellent!"
Jerry Bulkowski
06 Dec 2023
"All aspects of the vacation package were seamless and awesome !! "
Barry Williams
05 Dec 2023
"Unforgettable Loved Madeira"
Ron Thibeault
24 Oct 2023
"Fantastic "
Ashley McBride
19 Oct 2023
"Beautiful weather, great hotel and great food. The island is a treasure and I would go back."
Steve Hay
03 Oct 2023
"The best experience ever!!"
Mari Kriste Barrameda
01 Dec 2022

Things to Know

About the Destination
Important Information
Flexibility Policy
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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