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Personal concierge - Take advantage of our local team and chat with us through WhatsApp while you’re in Portugal;
Trip Refund Guarantee - In the unlikely event that we need to cancel your trip, you’ll be guaranteed a refund within 15 days*;
Full Flexibility - Full flexibility of the land arrangements portion of your trip, allowing you to change your plans for any reason, up to 14 days prior to departure.
7 nights exploring Madeira & São Miguel Islands with a rental car included.
Experience the best of Portugal's islands: Enjoy Madeira & São Miguel with a rental car included—available now at a limited-time Black Friday discount! Are you missing out?
What's Included?
All flights and connections
Accommodations for your destinations
Rental Car
Expert trip manager
All taxes & fees
Why We Love This Black Friday Deal:
Unwind in Comfort: Enjoy our selection of accommodations with parking available, providing a tranquil haven after your explorations.
São Miguel, The Azores (3 Nights): Experience untamed beauty as you explore volcanic wonders and lush landscapes. Discover the breathtaking Sete Cidades crater lake, soak in Furnas' hot springs, and hike Lagoa do Fogo – all at your own pace.
Madeira Island (4 Nights): Embrace adventure with thrilling views from Cabo Girão's glass skywalk or unwind in the serene Monte Palace Tropical Garden. With your rental car, explore iconic landmarks and refreshing natural pools at your leisure.
Book now and make your dream island escape a reality!
Itinerary
1
Day 1
Arrival in Madeira Island
Welcome to Madeira! Let’s explore together: pick up your car rental on arrival and get ready for adventure.
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.
*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.
Day 2
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, 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 stroll along the promenade, enjoying the ocean views and the peaceful ambiance.
Day 3
Madeira Island
Suggestion for the day: Ocean Magic & Land Adrenaline
In the morning, 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!
After lunch, enjoy the thrill of a wicker toboggan ride
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!
Afternoon: Souvenir Shopping Spree: Return to Funchal and embark on a delightful souvenir shopping adventure. Explore the bustling shops and markets, seeking unique handicrafts, locally-made embroidery, and regional delicacies like Madeira wine and "aguardente" rum.
Evening - A Farewell Feast: Cap off your unforgettable 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.
2
Day 4
Flight to São Miguel Island, the Azores
Welcome to the Azores! Pick up your car rental on arrival and get ready for the second part of your trip.
Suggestion for the day: Explore Downtown Ponta Delgada
It’s time to explore Ponta Delgada, the main city, that beckons not only with its charming streets and vibrant atmosphere but also with its status as the economic heart of the archipelago. Ponta Delgada evokes all the charms of Europe with cobbled streets, sidewalk cafes, and a thriving culinary scene.
Don’t Miss:
Simply Stroll Through Ponta Delgada’s Cobblestone Streets: Start your São Miguel discovery with a stroll along Ponta Delgada's charming city streets. Admire the architecture, from historical buildings to colorful houses. Peek into local shops and soak in the atmosphere.
Portas da Cidade: Standing proudly at the entrance to Ponta Delgada, the Portas da Cidade (City Gates) serves as a symbolic gateway to the city's rich history and vibrant culture.
Matriz Church: Visit the impressive Matriz Church, a beautiful example of Azorean religious architecture right in the city center.
Pineapple Paradise: Embark on a unique adventure to a nearby pineapple plantation. Learn about the island's pineapple production, witness these fascinating plants, and perhaps even enjoy a refreshing pineapple treat.
*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.
Day 5
São Miguel Island
Suggestion for the day: Sete Cidades & Lagoa do Fogo Lakes
São Miguel Island, the largest in the Azores archipelago, is a treasure trove of natural beauty, and Sete Cidades and Lagoa do Fogo are two of its most captivating gems. Today, embark on a journey through volcanic landscapes, serene lakes, and charming villages, and discover the essence of this enchanting island.
Sete Cidades (A Realm of Twin Lakes): Begin your adventure in Sete Cidades, a village nestled within a vast volcanic crater. As you descend into the caldera, prepare to be awestruck by the sight of Lagoa das Sete Cidades a mesmerizing twin-lake complex. One of the 7 Natural Wonders of Portugal, this show-stopping crater full of lakes has become one of the signature and most famous images of the Azores.
Mosteiros & Ferraria: Venture to the neighboring village of Mosteiros, a photographer's paradise known for its breathtaking sunsets. As you explore the western region, don't miss the chance to rejuvenate at Ferraria's unique ocean thermal baths. Remember, these thermal pools are best enjoyed during low tide when warm spring water mixes with the ocean for a truly luxurious experience.
Lagoa do Fogo (A Crater Lake of Tranquility): Lagoa do Fogo, which translates roughly into "Lagoon of Fire", is a crater lake at the center of São Miguel Island. This Protected Natural Reserve sits tucked away atop the impressive Pico da Barrosa, far from the whir, hum, and hurry of civilization below.
Caldeira Velha Hot Springs: Caldeira Velha is an official natural monument, and the best thing about this lovely locale is not even the thermal pools (although they are divine), but rather the verdant vegetation. Visitors will find that Caldeira Velha is so lush and tropical, that you’ll almost find it hard to believe you are even in Portugal.
Day 6
São Miguel Island
Suggestion for the day: Furnas & Tea Plantations
The thermal hot spot of the Azores! Furnas Valley is the center of São Miguel's unique geothermal activity. Here you can visit two active volcanic sites to see the boiling caldeiras in action, as well as the gorgeous Terra Nostra Park and so much more.
Don’t Miss:
Lagoa das Furnas: Visitors can enjoy several hiking trails around the lake, as well as several beautiful parks and the iconic Neo-Gothic Chapel of Nossa Senhora das Vitórias.
Cozido das Furnas Lunch: A longstanding tradition among the locals, this beloved popular dish is a Portuguese stew (cozido) cooked in holes known as fumaroles that are dug in the hot volcanic soil in Furnas.
Caldeiras das Furnas: In the center of town, Furnas boasts close to 30 bubbling, steaming calderas and fumaroles of different temperatures and biological compositions, the strong smell of sulfur wafting through the air at every turn.
Terra Nostra Park: Terra Nostra Park is one of the Azores’ main attractions and with good reason. From its super cool thermal pools to its lavish and rich botanical gardens, Terra Nostra is at the top of every tourist’s itinerary.
Poça da Dona Beija: Also located in Furnas is the lovely Poça da Dona Beija, which offers visitors an exotic and unique array of six natural thermal pools. Each of Poça da Dona Beija’s pools rests at different temperatures, making it possible for every single person to find their perfect fit.
Gorreana Tea Plantations: Immerse yourself in history and nature at Gorreana Tea Plantations, Europe's oldest still-operating tea farm (established 1883). Explore verdant fields, breathe in the fresh scent of tea leaves, and learn the secrets behind Azores' world-renowned tea.
Day 7
São Miguel Island
Suggestion for the day: The Wonders of Nordeste
Immerse yourself in the beauty of São Miguel Island's northeast region with a captivating day trip to Nordeste! This haven for nature lovers and adventure seekers boasts breathtaking scenery, charming villages, and a wealth of outdoor activities.
Don't Miss:
Ponta do Sossego Viewpoint: Embrace panoramic views of the rugged coastline and the vast Atlantic Ocean. Ponta da Madrugada Viewpoint: Witness the magical spectacle of the sunrise, a moment of pure tranquility.
Arnel Lighthouse: Discover the majestic Arnel Lighthouse, a towering sentinel guiding ships for centuries.
Poço Azul Hiking Trail: Embark on an invigorating hike through lush forests and cascading waterfalls, culminating at the breathtaking Poço Azul, a natural swimming basin.
Ribeira dos Caldeirões Natural Park: Explore a paradise of cascading waterfalls, lush vegetation, and ancient watermills. Hike the park's trails and immerse yourself in the natural beauty.
Then, take some time for some souvenirs shopping & Say goodbye to the Azores with a delicious farewell dinner
Don't leave the Azores empty-handed! From gourmet delights to handcrafted treasures, there's a perfect souvenir for everyone on your list.
Day 8
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 specifically stated.
Flexibility Policy
No Amendment Fees on Our End
We don’t charge for our work in changing the initial itinerary.
Full flexibility on Land Arrangements
Change the initial itinerary or cancel your land arrangements for any reason until 14 days before the trip, without penalty*.
Travel Support Anytime, Anywhere
Our experienced travel agents are available 7 days a week to help with any questions, requests, or issues from when you book until after you return from your trip.
About the Destination:
Madeira
Unveil Madeira, a captivating island paradise nestled in the heart of the Atlantic Ocean! Nicknamed the "Pearl of the Atlantic," Madeira offers a compelling blend of year-round warm weather, rich history, and vibrant culture, making it the perfect destination for an unforgettable escape. Escape the seasonal limitations and bask in Madeira's delightful climate. With pleasantly warm temperatures all year round, this island paradise offers a haven from the chill and a refreshing escape any time of year.
Immerse yourself in Madeira's fascinating past, evident in its charming villages, historical landmarks, and unique traditions. Explore the vibrant capital city of Funchal, where museums and historical sites whisper tales of the island's rich heritage. Tantalize your taste buds with Madeira's delectable cuisine. Fresh, local ingredients and unique flavors burst forth in every dish. From exotic fruits grown in the fertile volcanic soil to traditional delicacies and innovative creations, Madeira's culinary scene is a delight for every palate. Madeira is also a paradise for outdoor enthusiasts. Hike through breathtaking landscapes, with dramatic cliff views and lush levada (ancient irrigation channel) walks offering stunning scenery. Challenge yourself on world-class golf courses or experience the thrill of a ride down a traditional wicker toboggan basket, a unique and exhilarating way to descend a hill.
Welcome to São Miguel, the Azores' Crown Jewel
The Azores are a stunning archipelago of nine volcanic islands, each boasting its own unique identity, beauty, and charm. Scattered like jewels across the vast Atlantic Ocean, these islands are a haven for adventurous travelers seeking an off-the-beaten-path European escape.
This travel package whisks you away to São Miguel, the archipelago's largest island. Lush landscapes adorned with vibrant flowers and exotic flora surround dormant volcanoes. Hike to the rim of a breathtaking crater lake, marvel at the geothermal wonders of bubbling fumaroles and steaming thermal pools, or simply relax on pristine beaches bathed in crystal-clear waters. São Miguel offers something for everyone, making it the perfect destination for an unforgettable vacation.
Not exactly what you were looking for? If you wish to combine this trip to São Miguel & Madeira: Fly & Drive with a different destination, depart out of a different airport, add more nights or stops we will be happy to assist you!