7-Nights Madeira's Coastal Roads & Mountain Views - Road Trips from $1,846
Goway Travel
OFFER ID 1722915
Epic Scenery, Family Friendly, Off the Beaten Path Set off on a Madeira Island road trip, where lush landscapes beckon! Explore markets and ride a wicker toboggan, all while soaking in Portugal's rich culture.
Trip Overview:
Set off on a Madeira Island road trip, where lush landscapes beckon! Explore markets and ride a wicker toboggan, all while soaking in Portugal's rich culture.
Highlights:
- Begin your Madeira adventure in Funchal, exploring lively markets, gardens, and sweeping mountain views.
- Journey west to Ponta do Sol, pausing at Cabo Girão’s skywalk and Câmara de Lobos’ colourful harbour.
- Discover Madeira’s rugged north coast, from volcanic pools in Porto Moniz to São Vicente’s cobbled charm.
- Wander through Santana’s thatched houses and ascend to Pico do Arieiro for views above the clouds.
- Explore Camacha’s wickerwork traditions, Caniçal’s maritime heritage, and Machico’s coastal history before farewell.
Included Services:
- 7 day automatic car rental with Extra Driver and zero excess
- 2 nights premium accommodation in Funchal
- 2 nights premium accommodation in Porto do Sol
- 1 night premium accommodation in Arco de Sao Jorge
- 2 nights premium accommodation in Santa Cruz
- Breakfast daily (excluding day 1)
Excluded Services:
- Entrances fees to sites and museums
- Road tolls
- Hotel tourist taxes
- Travel insurance
- International and domestic airfare & airfare taxes
- Meals and beverages not mentioned
- Gratuities
- Items of a personal nature
- Passport & Visa fees if applicable
7 nights from $1,846 per person
Itinerary Details
Day 1: Arrive in Funchal
Upon arrival into Madeira Funchal International Airport, pick up your rental car and drive to your first hotel. Check in and relax before embarking on your self-drive Discovery of the island of Madeira!
Hotel: Castanheiro Boutique Hotel (4 Star Rating)
Castanheiro Boutique Hotel in Madeira is a charming and sophisticated retreat located in the historic heart of Funchal. The hotel occupies a beautifully restored collection of five historic buildings, seamlessly combining classic architecture with modern comforts. With 81 rooms, each are individually decorated, featuring unique design elements, luxurious furnishings, and thoughtful amenities, creating a warm and inviting atmosphere.
Castanheiro Boutique Hotel offers a range of excellent facilities designed to enhance the guest experience. The rooftop terrace is a standout feature, boasting a stunning infinity pool and a Jacuzzi with panoramic views of Funchal and the Atlantic Ocean. The hotel's spa provides a variety of rejuvenating treatments and a serene relaxation area. Dining options include a stylish restaurant serving delectable local and international cuisine, and a cozy café perfect for enjoying a leisurely breakfast or afternoon tea. Additional amenities include free Wi-Fi, a fitness center, and a library. With its prime location, elegant aesthetic, and superb facilities, Castanheiro Boutique Hotel ensures an unforgettable stay in Madeira.
Day 2: Funchal
The next morning, start your day exploring the city visiting the local market, Mercado dos Lavradores, beautiful gardens, historic museums, churches and the old town. Take the opportunity to ride up the famous cable car to the beautiful little village of Monte. From there, you can toboggan in a traditional wicker basket! Perhaps visit the Nun’s Valley Village surrounded by extinct volcanoes and nestled in the middle of the impressive high mountains. Back in the 16th century, nuns fled their convent in Funchal when it came under attack from pirates. Today, the village is very isolated, but a popular spot for spectacular panoramic views and trying the local chestnuts that are used in everyday cooking.
Hotel: Castanheiro Boutique Hotel (4 Star Rating)
Castanheiro Boutique Hotel in Madeira is a charming and sophisticated retreat located in the historic heart of Funchal. The hotel occupies a beautifully restored collection of five historic buildings, seamlessly combining classic architecture with modern comforts. With 81 rooms, each are individually decorated, featuring unique design elements, luxurious furnishings, and thoughtful amenities, creating a warm and inviting atmosphere.
Castanheiro Boutique Hotel offers a range of excellent facilities designed to enhance the guest experience. The rooftop terrace is a standout feature, boasting a stunning infinity pool and a Jacuzzi with panoramic views of Funchal and the Atlantic Ocean. The hotel's spa provides a variety of rejuvenating treatments and a serene relaxation area. Dining options include a stylish restaurant serving delectable local and international cuisine, and a cozy café perfect for enjoying a leisurely breakfast or afternoon tea. Additional amenities include free Wi-Fi, a fitness center, and a library. With its prime location, elegant aesthetic, and superb facilities, Castanheiro Boutique Hotel ensures an unforgettable stay in Madeira.
Meal(s): Breakfast
Day 3: Ponta do Sol
Today, check out of your hotel and begin your journey along Madeira's scenic west coast towards Ponta do Sol. Known as the island's banana production hub, Ponta do Sol's lush landscapes and tranquil vibe make it the perfect base for your exploration. In the afternoon, stop at Câmara de Lobos, a picturesque fishing village famously painted by Winston Churchill. Stroll through its narrow streets, enjoy a coffee at a local café, and visit the Winston Churchill Viewpoint for breathtaking views of the colorful port and Atlantic waters. Later, head to Cabo Girão, an iconic sea cliff standing 580 meters above the ocean. Experience the thrill of standing on the glass skywalk, capturing awe-inspiring photos of the coastline below. In the evening, arrive in Ponta do Sol and settle into your accommodations. End your day with a relaxing seaside dinner at a local restaurant.
Hotel: 1905 Zino's Palace (4 Star Rating)
Dating from XIX century, 1905 Zino’s Palace is a historical heritage landmark of Madeira.
On Madeira Island, after a few years of neglect, in 2002 the regional government completely renovated the palace. It has served different purposes, including a summer residence of the noble family Zino, an Elementary Practical School of Agriculture as well as a primary school. Nowadays, guests can indulge the bourgeoise and exclusive flair of the centennial palace.
Meal(s): Breakfast
Day 4: Ribeira Brava
In the morning drive to Ribeira Brava, a charming town with a laid-back atmosphere. Visit the Ethnographic Museum, which showcases Madeira's rich cultural heritage through fascinating artifacts and exhibits. Explore the town's traditional streets, sampling local pastries like bolo de mel (honey cake) or enjoying lunch in a cozy restaurant. In the afternoon, return to Ponta do Sol to unwind. Take a leisurely walk along the waterfront, soak in the serene surroundings, or explore the area's verdant banana plantations. In the evening, wrap up your west coast adventure with a sunset viewing, savoring Madeira's natural beauty one last time before departing.
Hotel: 1905 Zino's Palace (4 Star Rating)
Dating from XIX century, 1905 Zino’s Palace is a historical heritage landmark of Madeira.
On Madeira Island, after a few years of neglect, in 2002 the regional government completely renovated the palace. It has served different purposes, including a summer residence of the noble family Zino, an Elementary Practical School of Agriculture as well as a primary school. Nowadays, guests can indulge the bourgeoise and exclusive flair of the centennial palace.
Meal(s): Breakfast
Day 5: Arco de São Jorge
Depart from Ponta do Sol and journey north to the picturesque village of Arco de São Jorge, surrounded by mountains and vineyards. This charming location is famous for its stunning rose garden, considered one of Europe's most renowned and among the largest in the world. Along the way, take time to explore several notable stops.
Begin with a visit to Jardim do Mar, a quaint, car-free village that can only be explored on foot. Stroll through its narrow streets and down to the promenade, where sea defenses add to its charm and tranquil seaside ambiance. Next, stop in the village of Prazeres, where you can enjoy a delightful mini zoo featuring llamas, Vietnamese pigs, and other animals.
Continue your journey to Ponta do Pargo, where a visit to the lighthouse at the island's westernmost point offers breathtaking coastal views.
Heading northwest, make your way to Porto Moniz, a must-see destination renowned for its natural sea pools formed in volcanic rock. Take a refreshing swim and marvel at the rugged beauty of the area.
Finally, visit São Vicente, where the old town's cobbled streets and beautiful church provide a glimpse into one of Madeira's most picturesque villages.
Hotel: Pestana Quinta Do Arco (4 Star Rating)
The Pestana Quinta do Arco is a Rural Tourism Centre, located on the north coast of the island of Madeira in Sítio da Lagoa - Arco de São Jorge. With views of the Laurissilva Forest and the Atlantic Ocean, it is 30 minutes from the airport and a 50-minute car ride from the centre of Funchal, with a free private car park.
During your stay you can enjoy our outdoor swimming pools, located in a charming environment among the gardens, or take a walk through the Jardim das Rosas, a fantastic rose garden with over 1,700 species of roses. Our guests have free access to the Rose Garden.
The villas include 1 room, kitchenette and terrace, all with cable television and free Wi-Fi. In addition, the Villas and Duplex Villas have a unique and exclusive feature: an outdoor hammock for relaxing on.
Breakfast is served between 8 am and 11am at the "O Roseiral" restaurant, located approximately 5 minutes' walk away and 100 meters from the hotel. You can also choose to add lunch and dinner to be included in your booking.
Meal(s): Breakfast
Day 6: Santa Cruz
Today, check out of your hotel and start your journey in Arco de São Jorge and head along the northeast coast to discover some of the island's most captivating sites. Your first stop is Santana, celebrated as one of Madeira's most picturesque villages. Its breathtaking location is complimented by the unique "Palheiros," traditional A-shaped thatched houses, a hallmark of the region. Take time to stroll through the village and admire these charming structures.
From Santana, drive towards Santa Cruz, taking the scenic route through Ribeiro Frio, a peaceful area named after its "cold river." This tranquil stop is ideal for appreciating Madeira's lush landscapes. Continue to Poiso, historically a rest point for travelers. Pause here to soak in the stunning panoramic views stretching across both coastlines.
For an unforgettable experience, ascend to Pico do Arieiro, Madeira's second-highest peak at 1,810 meters. Here, you'll be treated to breathtaking views above the clouds and dramatic mountain landscapes, a highlight of your northeast exploration. Check into your hotel in Santa Cruz for 2 nights.
Hotel: Hotel Vila Gale Santa Cruz (4 Star Rating)
The Vila Galé Santa Cruz hotel, an "all inclusive" in Madeira, offers an incomparable view of the Atlantic Ocean, along with the town's picturesque atmosphere.
This hotel in Madeira, only five minutes away from the airport, has 262 warm and sophisticated rooms. It also features two restaurants, two bars, an outdoor pool and spa with heated indoor pool, sauna, Turkish bath, gym and massage rooms.
Besides offering free wi-fi access in all areas, the Vila Galé Santa Cruz hotel has a modern and well-equipped convention center and a multi-purpose space for any leisure or business circumstances.
Meal(s): Breakfast
Day 7: Santa Cruz
After breakfast, discover the east coast of Madeira starting with Camacha, a charming village renowned for its traditional wickerwork craft. One of the main attractions here is the modern-style church, O Relógio. Adjacent to the church is the Clock Café, home to a fascinating exhibition of handcrafted wickerwork, ranging from small baskets to intricate furniture. Camacha is the only place on the island where you can witness this cottage industry in action, offering a unique glimpse into Madeira's artisanal heritage.
From Camacha, drive to the picturesque fishing village of Caniçal, once Madeira's whaling hub. Although whaling was banned in 1981, the village preserves its history at the Whaling Museum (Museu da Baleia), which show cases exhibits about the industry and its impact. While in Caniçal, take the opportunity to savor fresh seafood at one of its excellent local restaurants.
On your way back, stop at Machico, Madeira's first capital and the island's second-largest city. Explore its rich history and its role as a boat-building center, while enjoying a leisurely stroll along its charming streets or waterfront.
Return to Santa Cruz in the evening to relax and enjoy your final night at the hotel, perhaps reflecting on the day's adventures over a traditional Madeira dinner.
Hotel: Hotel Vila Gale Santa Cruz (4 Star Rating)
The Vila Galé Santa Cruz hotel, an "all inclusive" in Madeira, offers an incomparable view of the Atlantic Ocean, along with the town's picturesque atmosphere.
This hotel in Madeira, only five minutes away from the airport, has 262 warm and sophisticated rooms. It also features two restaurants, two bars, an outdoor pool and spa with heated indoor pool, sauna, Turkish bath, gym and massage rooms.
Besides offering free wi-fi access in all areas, the Vila Galé Santa Cruz hotel has a modern and well-equipped convention center and a multi-purpose space for any leisure or business circumstances.
Meal(s): Breakfast
Day 8: Depart from Funchal
Make your way to the Madeira Funchal International Airport and return your car or extend your holidays to another destination.
Meal(s): Breakfast
Excursions
Funchal History & Tradition (6 - 8 Hours)
Funchal History & Tradition (6 - 8 Hours)

Meet your expert guide and private chauffeur at the dock.
During the morning, indulge in a private embroidery workshop at a family own embroidery factory, where you will learn the local secrets and get the chance to bring your own embroidery work.
Lunch (not included) will be served at a local cozy regional restaurant, where you can delight with local recipes.
After lunch, enjoy a private guided visit to Santa Catarina Chapel, the first house of worship built in Madeira, in 1425. This chapel is located in the Santa Catarina Park. This temple features decorative elements of Manueline architecture and it is one of the most appreciable architectural monuments of the Manueline ogival in Madeira, notable for its arches, columns and spider mite vaults around the sacred body.
Pass by and visit the Sé Cathedral, a church dating back to the XV Century, direction to the Marketplace where you can admire a variety of fresh fruit, vegetables and fish.
To finish the tour passing through the old part of town, enjoy a private guided visit to the Botanical Garden one of the most beautiful gardens in the region, with marvelous views overlooking the city of Funchal. The estate dates from 1881 and was created by the Reid family as their private park.
The garden covers an area of 80,000 m² and is home to a fascinating collection of a wide variety of plants. It also has an area dedicated to research and conservation.
Ending the tour, your chauffeur will drop you off at the dock.
Includes: Full-Day at Disposal, as per itinerary, by Deluxe Vehicle, with English Speaking Fluent Driver (6 - 8 Hours); Expert Guide - Half-day at Disposal, as per itinerary (3 - 4 Hours); Entrance fees at chapel of Sta. Catarina, Sé Cathedral, Botanical Garden (Optional); Private Visit & Embroidery Workshop (Optional).
Not feasible: Weekends and National Holidays.
Note: This itinerary can also be applicable to regular city stays.
Funchal History & Wine (6 - 8 Hours)
Funchal History & Wine (6 - 8 Hours)
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Meet your expert guide and private chauffeur at the dock.
Meet your expert guide and private chauffeur at the dock.
During the morning, indulge in a private embroidery workshop at a family own embroidery factory, where you will learn the local secrets and get the chance to bring your own embroidery work.
Lunch (not included) will be served at a local cozy regional restaurant, where you can delight with local recipes.
After lunch, enjoy a private guided visit to Santa Catarina Chapel, the first house of worship built in Madeira, in 1425. This chapel is located in the Santa Catarina Park. This temple features decorative elements of Manueline architecture and it is one of the most appreciable architectural monuments of the Manueline ogival in Madeira, notable for its arches, columns and spider mite vaults around the sacred body.
Pass by and visit the Sé Cathedral, a church dating back to the XV Century, direction to the Marketplace where you can admire a variety of fresh fruit, vegetables and fish.
To finish the tour passing through the old part of town, enjoy a private guided visit to the Botanical Garden one of the most beautiful gardens in the region, with marvelous views overlooking the city of Funchal. The estate dates from 1881 and was created by the Reid family as their private park.
The garden covers an area of 80,000 m² and is home to a fascinating collection of a wide variety of plants. It also has an area dedicated to research and conservation.
End your day with a private visit followed by lectured wine tasting at a wine cellar.
Madeira's wine has been famous for over five centuries. It was a favorite of Napoleon, Russian czars, and of the United States' first president, George Washington. It was the wine chosen to toast the signing of America's Declaration of Independence and even Shakespeare wrote of Falstaff's willingness to trade his soul for "a cup of Madeira and a cold capon."
At the end of the day, your driver will take you back to the dock.
Includes: Transportation - Full-Day at Disposal, as per itinerary, by Deluxe Vehicle, with English Speaking Fluent Driver (6 - 8 Hours); Expert Guide - Full-day at Disposal, as per itinerary (6 - 8 Hours); Private Embroidery Workshop; Wine Lodge Private Visit followed by Lectured Wine Tasting; Entrance fees at chapel of Sta. Catarina, Sé Cathedral, Botanical Garden (Optional); Private Visit & Embroidery Workshop (Optional).
Not feasible: Weekends and National Holidays.
Note: This itinerary can also be applicable to regular city stays.
Madeira Mountains Jeep Tour (8 Hours)
Madeira Mountains Jeep Tour (8 Hours)

Madeira has a great natural beauty with tropical gardens and spectacular panoramic views. Its green mountains, cliffs, steep valleys, flowers, sun and its blue sea, happiness and hospitality melt together to create an island of sublime peace.
Meet and greet your expert chauffeur at the dock. Today, venture on a 4-wheel scenic drive with panoramic views, interesting places and sensational encounters with Madeira's natural heritage.
Your tour will continue through deep ravines, winding roads, cultivated fields falling into the sea and an abundance of Mediterranean and tropical plants are typical features of southern Madeira. The charming fishing village of Câmara de Lobos, a favorite spot of Winston Churchill is one of the few places on the island which has remained untouched by the passing of time.
Câmara de Lobos is an emblematic town, it is
one of the most ancient and historical places in the Island. This was one of first colonized places in Madeira, due to the easy accesses by sea with its charming bay, where nowadays several and varied colorful embarkations are docked.
Pass by Fajã das Galinhas on your way to Boca da Corrida viewpoint. Located at an elevation of about 1,000 meters, it offers a magnificent view over the Curral das Freiras valley, Eira do Serrado and the central massif. Not far from Funchal hidden in between high mountains and deep valleys lie remote villages and hamlets such as Jardim da Serra with its splendid view over the Nuns valley.
Next stop will be Campanário, a verdant town with a splendid view over the sea. This town owes its name to an islet, similar to the bell tower of a church, which is situated along the coast.
Stop for lunch (not included) in a regional restaurant.
After lunch, your adventure will continue further west towards Cape Girão, an almost vertical promontory that rises 580 meters above the ocean, being the largest promontory in Europe and the second largest in the world.
Take a final stop at the Quinta Grande, to admire the vineyards of Madeira Wine.
Your driver will take you back to the dock.
Includes: Transportation - Full-Day Private Jeep Tour, with English Speaking Fluent Driver (8 Hours).
Note: This itinerary can also be applicable to regular city stays.
Madeira Mountains Jeep Tour (4 Hours)
Madeira Mountains Jeep Tour (4 Hours)

Madeira has a great natural beauty with tropical gardens and spectacular panoramic views. Its green mountains, cliffs, steep valleys, flowers, sun and its blue sea, happiness and hospitality melt together to create an island of sublime peace.
Meet and greet your expert chauffeur at the dock. Today, venture on a 4-wheel scenic drive with panoramic views, interesting places and sensational encounters with Madeira's natural heritage.
Your tour will continue through deep ravines, winding roads, cultivated fields falling into the sea and an abundance of Mediterranean and tropical plants are typical features of southern Madeira. The charming fishing village of Câmara de Lobos, a favorite spot of Winston Churchill is one of the few places on the island which has remained untouched by the passing of time.
Câmara de Lobos is an emblematic town, it is
one of the most ancient and historical places in the Island. This was one of first colonized places in Madeira, due to the easy accesses by sea with its charming bay, where nowadays several and varied colorful embarkations are docked.
Pass by Fajã das Galinhas on your way to Boca da Corrida viewpoint. Located at an elevation of about 1,000 meters, it offers a magnificent view over the Curral das Freiras valley, Eira do Serrado and the central massif. Not far from Funchal hidden in between high mountains and deep valleys lie remote villages and hamlets such as Jardim da Serra with its splendid view over the Nuns valley.
Next stop will be Campanário, a verdant town with a splendid view over the sea. This town owes its name to an islet, similar to the bell tower of a church, which is situated along the coast. Your adventure will continue further west in direction of the scenic viewpoint of Cabo Girão, an almost vertical promontory that rises at 580 meters above the ocean.
Your driver will take you back to the dock.
Includes: Transportation - Half-Day Private Jeep Tour, with English Speaking Fluent Driver (4 Hours).
Note: This itinerary can also be applicable to regular city stays.
Funchal Sightseeing HD D&G (3 - 4 Hours)
Funchal Sightseeing HD D&G (3 - 4 Hours)

Meet your private chauffeur and expert guide at the dock.
Meet your expert guide and private chauffeur at the dock.
Enjoy a private guided visit to Santa Catarina Chapel, the first house of worship built in Madeira, in 1425. This chapel is located in the Santa Catarina Park. This temple features decorative elements of Manueline architecture and it is one of the most appreciable architectural monuments of the Manueline ogival in Madeira, notable for its arches, columns and spider mite vaults around the sacred body.
Pass by and visit the Sé Cathedral, a church dating back to the XV Century, direction to the Marketplace where you can admire a variety of fresh fruit, vegetables and fish.
To finish the tour passing through the old part of town, enjoy a private guided visit to the Botanical Garden one of the most beautiful gardens in the region, with marvelous views overlooking the city of Funchal. The estate dates from 1881 and was created by the Reid family as their private park. The garden covers an area of 80,000 m² and is home to a fascinating collection of a wide variety of plants. It also has an area dedicated to research and conservation.
Ending the tour, your chauffeur will drop you off at the dock.
Includes: Transportation - Half-Day at Disposal, as per itinerary, by Deluxe Vehicle with English Speaking Fluent Driver (3 - 4 Hours); Expert Guide - Half-Day at Disposal as per itinerary (3 - 4 Hours); Entrance Fees at Botanical garden; Driver and Guide Gratuities Included.
Note:
- Not feasible on Holidays;
- According to restrictions related with Covid-19 implemented at the time of the booking, vehicle allocation may need revision.
Funchal at Your Leisure HD D&G (3 - 4 Hours)
Funchal at Your Leisure HD D&G (3 - 4 Hours)

Suggested Tour:
Meet your private chauffeur and expert guide at the dock.
We suggest you to get to know the Santa Catarina Chapel, the first house of worship built in Madeira, in 1425. This chapel is located in the Santa Catarina Park. This temple features decorative elements of Manueline architecture and it is one of the most appreciable architectural monuments of the Manueline ogival in Madeira, notable for its arches, columns and spider mite vaults around the sacred body.
To finish the tour passing through the old part of town, we suggest a guided visit to the Botanical Garden one of the most beautiful gardens in the region, with marvelous views overlooking the city of Funchal. The estate dates from 1881 and was created by the Reid family as their private park.
The garden covers an area of 80,000 m² and is home to a fascinating collection of a wide variety of plants. It also has an area dedicated to research and conservation.
Ending the tour, your chauffeur will drop you off at the dock.
Includes: Transportation - Half-Day at Disposal, as per itinerary, by Deluxe Vehicle with English Speaking Fluent Driver (3 - 4 Hours); Expert Guide - Half-Day at Disposal as per itinerary (3 - 4 Hours); Driver and Guide Gratuities Included.
Note:
- Not feasible on Holidays;
- According to restrictions related with Covid-19 implemented at the time of the booking, vehicle allocation may need revision.
Vacation Details
* This departure has been designated a guaranteed departure by the operator, meaning that the minimum number of guests has been met, although still subject to weather and other conditions.
All fares are quoted in US Dollars.
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