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Madeira: 2-Weeks w/ Car
14 Nights: Two weeks in Madeira with your own car and one place to come back to every night. Levada walks, sea pools and mountain roads at an easy pace.



Dates and Prices
Your Trip Itinerary
14 nights | Flights, extended-stay accommodation and rental car | Madeira
Two weeks lets you see Madeira without rushing. You can save Pico do Areeiro or a levada walk for a clear morning, since the weather changes from valley to valley. Pick up your car at Madeira Airport, unpack once in extended-stay accommodation with a kitchenette for 14 nights, and follow our day-by-day suggestions around the island.
Luísa M. · Travel Sales Advisor
“With two weeks, you can plan your days around the weather: Pico do Areeiro on clear mornings, the natural pools when the clouds come in. Call me before you book and I will help you pick the best dates, with one team to call if anything changes.”

- Day 1Arrival 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 make the most of your first day? 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.
- Day 2Madeira Island
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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 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 visiting a local distillery to taste this Madeiran specialty.
- 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, 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.
- Day 3Madeira 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 Areeiro: Ascend to 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.
- Day 4Madeira 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 dos Balcões: This moderate trail winds through the 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
- Day 5Madeira 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!
- Day 6Madeira Island

Suggestion for the day: Uncover Madeira’s Gardens
- 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.
- Day 7Madeira Island

Suggestion for the day: Must-Do Activity
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!
- Day 8Madeira Island
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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.
- Day 9Madeira Island

Suggestion for the day: Charming Fishing Villages
- Embrace Camara de Lobos' Charm: Embark on a scenic journey to the picturesque fishing village of Câmara de Lobos. Immerse yourself in the vibrant atmosphere, capture stunning photographs of the colorful houses lining the waterfront, and soak up the panoramic views of the bay.
- A Seafood Symphony: Indulge in a delicious seafood lunch at a traditional restaurant overlooking the Câmara de Lobos harbor. Savor the freshest catches of the day, prepared according to local recipes, while enjoying the gentle sea breeze and coastal views.
- Day 10Madeira Island

Suggestion for the day: Ferry to Porto Santo Island
Catch the early morning ferry from Funchal to Porto Santo, known for its 9 km golden sand beach and therapeutic waters.
Highlights:
- Relax on Praia do Porto Santo, perfect for swimming and sunbathing.
- Visit Christopher Columbus House Museum to learn about the explorer’s time on the island.
- Enjoy lunch by the sea and take in the tranquil, desert-like landscape.
- Return on the late afternoon or evening ferry.
- Day 11Madeira Island

Suggestion for the day: Curral das Freiras (Nun's Valley)
Nestled in a deep volcanic crater, this hidden valley is steeped in history and dramatic scenery.
Don't miss:
- Eira do Serrado viewpoint for jaw-dropping views.
- Taste traditional chestnut-based dishes in Curral das Freiras village.
- Optional short hike to explore the surrounding hills.
- Day 12Madeira Island

Suggestion for the day: Skywalk & Views
Head to the Cabo Girão Skywalk, one of the highest sea cliffs in Europe.
Then visit:
- Quinta Grande and Campanário for panoramic coastal views.
- Stop by Câmara de Lobos again in the evening for a Poncha and sunset.
- Day 13Madeira Island

Suggestion for the Day: Hidden North Coast
Take the scenic northern route through Boaventura, Ponta Delgada, and São Jorge.
Highlights:
- Explore lesser-known viewpoints like Miradouro da Beira da Quinta.
- Visit Véu da Noiva waterfall.
- Enjoy peaceful beaches and local taverns in untouched villages.
- Day 14Madeira Island
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Suggestion for the day: Farewell Dinner
Make the most of your final day in Madeira with a delightful blend of flavors.
A Farewell Feast: Cap off your memorable Madeira adventure with a delightful farewell dinner. Toast new memories and the magic of Madeira with your loved ones as you bid farewell to this enchanting island.
- Day 15Return 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 planning this trip. We wish you happy travels and until next time!
Plan This Trip to Fit Me!
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Frequently Asked Questions
The package includes flights, 14 nights in Madeira in the same extended-stay accommodation with a kitchenette, a rental car for your whole stay picked up and returned at Madeira Airport, an expert trip manager, and taxes and fees.
Yes, round-trip flights are included. The package price varies depending on your departure airport. Other departure cities are available on request. Contact the Portugal Getaways team before booking to discuss departure options. Checked luggage is not always included and depends on the airline and fare type. Confirm what is included and add luggage during the booking process. Seat selection and cabin class upgrades can be arranged as paid add-ons, subject to availability.
Checked luggage is not always included and depends on the airline and fare type.
The Portugal Getaways team can confirm your baggage allowance and help add checked luggage before departure.
The package includes a standard car for the whole stay, picked up and returned at Madeira Airport. An automatic, a larger car or an SUV is available on request at an additional cost.
The rental car includes basic insurance. Most rentals still carry an excess, so we recommend upgrading to the highest insurance level. The Portugal Getaways team can arrange this for you.
Main roads and tunnels are modern and well signed, and you drive on the right, as in North America. Some mountain and village roads are steep and narrow, so take your time. You need a valid driver’s license and passport; an International Driving Permit is not required by Portuguese law, but some rental companies recommend one.
The accommodations in this package are selected because they have parking on site or nearby. Parking is not always free, and parking costs are not included in the package price. Please check the parking conditions during the booking process. If free parking is a priority for you, contact the Portugal Getaways team: we will prioritize hotels with free parking and send you a quote.
Yes. You stay 14 nights in the same extended-stay accommodation, so you unpack once. If you would like to split your stay between Funchal and another part of the island, the Portugal Getaways team can arrange it.
Yes. You stay in extended-stay accommodation with a kitchenette, so two weeks feel comfortable and you can cook with what you find at the market. If you need a specific facility, tell the Portugal Getaways team when you book.
Breakfast depends on the accommodation rate you choose at booking, and other meals are not included. If daily breakfast matters to you, the Portugal Getaways team can prioritize rates that include it.
Not at all. Two weeks gives you time for levada walks, the villages of the north coast, the natural pools of Porto Moniz, the botanical gardens, whale watching and long lunches, without rushing. The Portugal Getaways team can add tours if you want a guide for some days.
No. City taxes are not included and are paid directly at each hotel.
Yes. The Portugal Getaways team can add nights, change the departure city, upgrade hotels or add optional experiences. Changes are subject to availability and any price difference.
Madeira is mild all year, which makes it a good choice for a longer stay in any season. Spring and September to October are ideal for hiking, and winter is pleasant and quieter, with cooler days in the mountains.
US and Canadian passport holders do not need a visa for tourist stays of up to 90 days within any 180-day period in Portugal and the rest of the Schengen Area.
The ETIAS travel authorization is expected to become mandatory, so check whether it applies to your travel dates. Entry rules can change, so please confirm the current requirements with your government’s official travel advisory before departure.
Yes. Portugal is one of the safest countries in Europe.
As in any city, take normal precautions in busy areas and on public transportation, where pickpocketing can happen.
Yes. The package price is based on two travelers sharing one room, and solo travelers pay a single supplement.
To see the solo price, change the number of travelers from 2 to 1 in the booking calendar before selecting See Dates and Prices. The Portugal Getaways team can help you find the best solo option.
For general support, contact the Portugal Getaways team, available every day from 4:00 AM to 8:00 PM Eastern Time. Outside office hours, an emergency number is provided in your trip documents. For local emergencies in Portugal, dial 112.
The land portion of your package is refundable if cancelled at least 14 days before your original travel date. After that, refunds depend on the suppliers’ cancellation policies and, in most cases, the package becomes non-refundable.
Airline tickets become non-refundable once issued, and any changes or cancellations follow the airline’s fare rules.
A $75 per person administration fee applies to all voluntary cancellations. Travel insurance with trip cancellation coverage is strongly recommended. See the Important Information section for full details.
Yes, you can apply any available reward credits or travel credit to this package before paying. If you need help applying your credit, contact the Portugal Getaways team and they will add it to your booking. Terms and conditions of the rewards credits or travel credits apply.
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