


Azores, Madeira & Portugal’s Iconic Cities
10 Nights: More depth. More contrast. More Portugal. The Azores, Madeira, Porto, and Lisbon in one seamless journey.


Dates and Prices
Plan This Trip to Fit Me!
Why This Package Is Worth It

Portugal. Done Differently.
Most people visit Lisbon and think they've seen Portugal. You start on a volcanic island in the Atlantic.
3 nights in São Miguel. Crater lakes. Hot springs. Tea plantations by the sea.
3 nights in Madeira. Cliffside drives. Lava pools. Mountain peaks above the clouds.
2 nights in Porto. Evenings along the Douro. Wine cellars. Historic streets.
2 nights in Lisbon. Sunlit hills. Classic trams. Neighborhood cafés.
Ten nights. Two islands. Two cities. Island nature to city culture.
Trip Code: #12484
Portugal. Done Differently.
Most people visit Lisbon and think they have seen Portugal. You begin on a volcanic island in the middle of the Atlantic. Three nights in São Miguel Island. Crater lakes. Geothermal springs in Furnas. Oceanfront viewpoints. Tea plantations overlooking the sea. Then you continue to Madeira for three more nights. Cliffside drives. Natural lava pools. Mountain peaks above the clouds. Warm Atlantic sunsets. This is what most travelers miss.
And just when island life slows everything down, the cities bring a new rhythm. Two nights in Porto. Evenings along the Douro. Historic streets. World-famous wine cellars. Then two nights in Lisbon. Sunlit hills. Classic trams. Neighborhood cafés you will wish you had discovered sooner. Train between Porto and Lisbon included. Flights between destinations are arranged. A seamless flow from island nature to city culture.
Ten nights. Two Atlantic islands. Two iconic cities.
Trip Code: #12484
Your Trip Itinerary

- Day 1Arrival in São Miguel Island, The Azores

Welcome to São Miguel Island, the Azores! Relax and unwind from the moment you arrive. We'll handle your airport transfers on arrival and departure, ensuring your adventure's seamless start and finish.
*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 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:
- 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.
Overnight in São Miguel
- Day 2São 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.
Overnight in São Miguel
- Day 3São 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 calderas 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 in 1883). Explore verdant fields, breathe in the fresh scent of tea leaves, and learn the secrets behind Azores' world-renowned tea.
Overnight in São Miguel
- Day 4Direct Flight to Madeira Island (approx. 2h 10min)

Welcome to Madeira Island! We'll handle your airport transfers on arrival and departure.
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.
Overnight in Madeira Island
- Day 5Madeira 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 visiting a local distillery to taste 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 leisurely stroll along the promenade, enjoying the ocean views and the peaceful ambiance.
Overnight in Madeira Island
- Day 6Madeira 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 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.
Overnight in Madeira Island
- Day 7Direct Flight to Lisbon (approx. 1.45 hours)

Welcome to Lisbon, where a friendly driver will be waiting to take you to your hotel. Settle in, relax, and get ready for an amazing journey ahead.
Suggestion for the day: Stroll Around Downtown Lisbon
Lace up your walking shoes and embark on a journey through Lisbon's captivating historical neighborhoods. It’s time to explore Lisbon's vibrant neighborhoods on foot.
- Start in Chiado, a charming district with elegant shops and cafes. Don't miss Livraria Bertrand, a historic bookstore.
- Move to Baixa, the bustling downtown area with Praça do Comércio, a grand waterfront square. Climb the Arco da Rua Augusta for city views.
- Immerse yourself in Bairro Alto's lively nightlife scene. Wander its maze-like streets filled with bars, restaurants, and traditional Fado music venues.
Can't-Miss Sights:
- São Roque Church: Admire its opulent interior.
- São Pedro de Alcântara Garden: Relax and enjoy panoramic views.
- Ruins of Carmo Church: Reflect on Lisbon's history.
- Santa Catarina Viewpoint: Capture stunning cityscapes.
- Luís de Camões Square: Pay homage to Portugal's literary icon.
- Terreiro do Paço: Soak in the lively atmosphere of this vast waterfront square.
- Santa Justa Lift: Enjoy a unique perspective from this neo-Gothic elevator.
- Day 8Lisbon

Suggestion for the day: Day Trip to Fairytale Sintra
A short 28-kilometer drive whisks you away from the bustling capital and into a world of enchanting palaces, captivating gardens, and romantic charm. This UNESCO World Heritage Site boasts a mesmerizing cultural landscape, characterized by winding mountains, lush forests, and remarkable architectural wonders. In the 19th century, Sintra emerged as the epicenter of Romantic architecture in Europe, renowned for its distinctive palaces and whimsical designs that could easily inspire fairytales.
Don’t Miss:
- Early Start & Pena Palace: Start your exploration with the iconic Pena National Palace, a vibrant masterpiece perched atop a hill. Marvel at its eclectic architectural styles, ranging from Romanticism to Moorish Revival.
- Quinta da Regaleira: If you have time and a taste for adventure, delve into the mysteries of Quinta da Regaleira. This enigmatic estate features a labyrinth of hidden grottoes, tunnels, and secret passages waiting to be discovered.
- Moorish Castle: For history buffs, the Moorish Castle offers a glimpse into Sintra's medieval past.
- Sintra Village & Lunch: Head back to the charming village of Sintra. Wander through the narrow cobbled streets lined with colorful houses and quaint shops. Explore the Sintra National Palace, the former summer residence of the Portuguese royal family.
- Monserrate Palace: For those seeking a different architectural style, consider visiting Monserrate Palace. This 19th-century palace boasts a captivating blend of Gothic, Moorish, and Indian influences.
- There’s More of Sintra! Add Cabo da Roca to your itinerary. Experience the stunning views from the westernmost point of mainland Europe, where dramatic cliffs meet the Atlantic Ocean. This natural landmark, located within the Sintra-Cascais Natural Park, is perfect for breathtaking scenery, sunsets, and a touch of adventure.
Tips for Your Trip:
- Consider booking a guided tour to Sintra ahead of time to ensure you don’t miss out on the top sights—we can help arrange this for you.
- Purchase your tickets to Sintra attractions in advance, especially during peak season.
- Consider purchasing the Sintra Card for discounted entry to several attractions and public transportation within Sintra.
- Wear comfortable shoes as you'll be doing a fair amount of walking.
- Pack a light jacket or sweater as the weather in Sintra can be cooler than Lisbon, especially in the mornings and evenings.
- The drive from Lisbon to Sintra takes about 30 to 40 minutes, while the train journey takes approximately 40 minutes.
- Day 9Train from Lisbon to Porto (approx. 3 hours)

Relax—we’ve got it all covered. A transfer from your Lisbon hotel to the train station is included, as well as a seamless transfer from Porto’s train station to your hotel. All you need is to enjoy Porto!
Suggestion for the day: Downtown Porto
Start by exploring and walking around downtown Porto and get to know the city's unique highlights! The historic center of Porto, a UNESCO World Heritage Site, boasts a rich tapestry of architectural styles reflecting its 2,000-year history.
Don’t Miss:
- D. Luís I Bridge: This iconic double-decker bridge offers stunning panoramic views of Porto and Vila Nova de Gaia. Take a walk across the bridge for a unique perspective, or hop on a tram for a thrilling ride.
- Ribeira District: Explore the heart of Porto's historic center. Wander through the charming Ribeira district, a UNESCO World Heritage Site, with its colorful houses, narrow streets, and lively atmosphere.
- Livraria Lello: A haven for bookworms, this historic bookstore boasts a beautiful neo-gothic facade and a grand staircase said to have inspired J.K. Rowling. Be prepared for queues, though!
- Torre dos Clérigos: Climb the 225 steps of the Clérigos Tower for breathtaking 360-degree views of the city. Don't miss the adjacent Igreja do Clerigos church, known for its baroque architecture.
- Porto Cathedral (Sé Catedral do Porto): This imposing Romanesque cathedral is the oldest church in Porto. Climb the bell tower for stunning city views and admire the intricate architecture.
- São Francisco Church: Immerse yourself in the extravagant Baroque style at São Francisco Church. Be sure to marvel at the opulent gilded woodwork and the azulejo tilework within.
- Majestic Café: Step back in time at the Majestic Café, a Belle Époque gem known for its art nouveau interior and delicious Portuguese pastries.
*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 10Porto
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Suggestion for the day: Beyond Porto’s City Center
There's so much more to discover in Porto! Explore other highlights beyond the historic center, all easily accessible by foot or the convenient metro system.
Here are a few ideas:
- Capela das Almas: This captivating 18th-century chapel is a visual feast, adorned with thousands of blue and white azulejo tiles depicting scenes from the lives of saints.
- Mercado do Bolhão: Immerse yourself in the vibrant atmosphere of Porto's bustling Bolhão Market. Explore the stalls overflowing with fresh produce, local delicacies, and Portuguese crafts.
- Jardins do Palácio de Cristal: Escape the urban buzz and find tranquility in these beautifully landscaped gardens. Explore the pavilions, wander through the serene walkways, and enjoy a moment of peace surrounded by nature.
- Casa da Música: Witness a symphony of architecture at Casa da Música, a modern concert hall known for its unique and eye-catching design. Take a tour or catch a performance and experience the magic of music in this stunning setting.
- Serralves Museum & Gardens: Go into the world of modern and contemporary art at this museum. Explore the impressive collection and don't miss the beautifully manicured gardens, a haven for art and nature enthusiasts alike.
- Vila Nova de Gaia: Venture across the iconic D. Luis I Bridge by tram and explore the neighboring town of Vila Nova de Gaia. Here, you can delve into the world of Port wine with tours and tastings at the many cellars, or simply relax on the waterfront and soak up the beautiful scenery.
- Day 11Return Flight Home

We've arranged your hotel transfer to ensure a smooth journey to the airport.
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!
Frequently Asked Questions
Your 10-night journey includes round-trip flights, all domestic flights between São Miguel, Madeira, and Lisbon, a scenic train ride from Lisbon to Porto, carefully selected hotels, daily breakfast, airport and train station transfers, and access to an expert trip manager. This seamless package connects two Atlantic islands with Portugal's most iconic cities for an unforgettable experience.
Absolutely. We can arrange flights from your home airport and customize all air travel. Upgrade to premium economy, business, or first class, select seats for an additional fee, or add extra luggage. Contact our specialists at 020 3966 892 or use the 'Plan This Trip for Me' form to personalize your flight preferences and departure location.
You'll fly from São Miguel to Madeira (approximately 2 hours 10 minutes), then from Madeira to Lisbon (approximately 1 hour 45 minutes). Between Lisbon and Porto, enjoy a comfortable 3-hour train journey. All domestic flights and train tickets are included, along with airport and train station transfers, ensuring seamless travel throughout your Portuguese adventure.
While guided tours are not included, we provide detailed destination suggestions in your itinerary. Optional guided experiences in São Miguel, Madeira, Lisbon, and Porto can be added through the booking process or later.
In São Miguel, explore Sete Cidades crater lakes, Furnas geothermal springs, and Gorreana tea plantations. Madeira offers Porto Moniz volcanic pools, Pico do Areeiro peaks, and Santana traditional houses. Lisbon features Belém Tower, the Alfama district, and charming tram rides. Porto showcases the Ribeira waterfront, Dom Luís I Bridge, port wine cellars, and stunning Douro River views.
Daily breakfast is included at all hotels throughout São Miguel, Madeira, Lisbon, and Porto. Lunches and dinners are not included, giving you complete freedom to explore authentic Portuguese and Azorean cuisine at your own pace and budget.
You'll stay in carefully selected quality hotels featuring convenient locations. In São Miguel and Madeira, hotels are in downtown Funchal and Ponta Delgada, within walking distance to restaurants and attractions. Lisbon hotels are in central neighborhoods with metro access. Porto hotels are near the Ribeira riverside area. Reach out to us at 020 3966 892 for specific hotel details.
Local city taxes are not included and must be paid directly at hotels during your stay in São Miguel, Madeira, Lisbon, and Porto. These typically range from €2-4 per person per night, per person. Please be aware these taxes may change.
Absolutely. We can extend your stay in São Miguel, Madeira, Lisbon, or Porto, add pre-trip or post-trip nights, or adjust the sequencing to match your preferences. Whether you want more island time or additional city exploration, we'll customize this itinerary to fit your travel style. Reach out to our specialists at 020 3966 892 to discuss modifications.
Yes. Rental cars can be added to São Miguel, Madeira, Lisbon, or Porto based on your needs. A car is highly recommended for exploring São Miguel's crater lakes and Madeira's mountain landscapes independently. However, you won't need a car in Lisbon or Porto, as both cities are highly walkable with excellent public transport. Reach out to us at 020 3966 892 to add rental cars to enhance your trip.
Yes. Solo travelers are welcome on this Azores, Madeira, and Portugal cities journey. To view the exact single supplement, change the number of travelers from 2 to 1 in the booking calendar and select 'See Dates & Prices.' The system will automatically display updated pricing. Prefer assistance? Call us at 020 3966 892, and our team will help quickly.
To book, select 'See Dates & Prices' and proceed securely online, or contact us at 020 3966 892 for personalized assistance. We provide expert support during business hours for questions. Your trip includes access to an expert trip manager, and an emergency contact number is provided in your trip documents for urgent matters while traveling through Portugal.
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