











.jpeg)


.jpg)








.jpg)



The Azores & Southern Portugal: A Dreamy Road Trip


Dates and Prices
Why We Love This Deal

This trip blends Portugal’s most beloved destinations into one unforgettable experience. From São Miguel’s volcanic wonders to Alentejo’s wine country, the Algarve’s stunning coastline, and Lisbon’s vibrant charm, every stop offers something unique. With the flexibility of a rental car, you’ll travel at your own pace, uncovering hidden gems, indulging in local flavors, and experiencing Portugal’s beauty like never before.
Day By Day Itinerary

- Day 1Arrival in São Miguel Island, the Azores
Welcome to São Miguel! Grab your rental car and set off on an unforgettable 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 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.
- 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.
- 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.
- Ribeira Grande: Discover the charm of Ribeira Grande, a vibrant town nestled on the north part of São Miguel Island. Explore its historic center, relax on the stunning Santa Bárbara Beach, known for its black sand and impressive waves, or embark on a hiking adventure through the lush countryside. Immerse yourself in the local culture, savor fresh seafood, and enjoy the laid-back atmosphere of this coastal paradise.
- 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.
- Day 4Flight to Lisbon (approx. 2h) & Drive to Évora (approx. 1h45)
Welcome to Lisbon! Let’s explore together: pick up your car rental on arrival and get ready for adventure by driving to Évora. It's an easy 1.5-hour drive covering 83.3 miles (134 km).
* 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: Exploring Évora
Experience the historical richness and cultural charm of Évora. This UNESCO World Heritage city is known for its well-preserved Roman and medieval architecture, as well as its picturesque streets and vibrant atmosphere.
Dont Miss:
- Roman Temple: Begin your exploration with a visit to the iconic Roman Temple, also known as the Temple of Diana. This well-preserved structure dates back to the 1st century AD and stands as a testament to the city’s Roman heritage.
- Évora Cathedral (Sé de Évora): Visit the Évora Cathedral, a magnificent Gothic structure that dominates the city’s skyline.
- Chapel of Bones: Head to the Chapel of Bones, a fascinating and macabre site built from the bones of thousands of monks. This unique chapel serves as a reminder of the transience of life.
- Giraldo Square (Praça do Giraldo): Stroll through Giraldo Square, the vibrant heart of Évora.
- University of Évora: Visit the University of Évora, one of the oldest universities in Portugal.
- Aqueduct of Água de Prata: See the Aqueduct of Água de Prata, an impressive 16th-century aqueduct that once supplied water to the city.
Tips for Your Trip:
- Wear comfortable shoes for walking on cobblestone streets and exploring historical sites.
- Respect religious and historical sites during your visit.
- Purchase local crafts, ceramics, or traditional Alentejo products as souvenirs.
- Day 5Évora
Suggestions for the day: Évora's Surrounding Areas & Alentejo’s Charm
- Almendres Cromlech: A prehistoric megalithic site dating back to 6000 BC. Explore the mysterious standing stones, some weighing up to 40 tons, and contemplate their significance in ancient rituals.
- Monsaraz: This is a charming hilltop village overlooking the vast Alqueva Lake. Wander the narrow cobbled streets adorned with whitewashed houses, explore the imposing 13th-century castle, and savor the breathtaking panoramic views.
- Marvão: Take a day trip to the medieval town of Marvão, a fortified hilltop village offering stunning views and historical charm.
- Wines and Vineyards: Visit one of Alentejo's incredible wineries and vineyards. We recommend Herdade do Esporão, Monte da Raposinha, Cartuxa, Herdade do Sobroso, Dona Dorinda, Herdade das Servas, or Quinta do Carmo for a wine-tasting experience that can also include lunch or dinner and a visit to the incredible vineyards.
Alentejo Flavors: Return to Évora and indulge in a traditional Alentejo dinner. Savor regional specialties like Migas Alentejanas (a shepherd's stew), Carne de Porco à Alentejana (pork with clams), and Azeitonas (marinated olives). Pair your meal with a glass of Alentejo wine, known for its bold and earthy character.
- Day 6Drive to the Algarve (approx. 2.5h)
Say goodbye to the Alentejo region and hit the road for the Algarve, a scenic drive of approximately 127 miles (204 km), taking around 2.5 hours.
Suggestion for the day: Relax & Enjoy the Sun
- Take some time to explore the hotel's amenities. Later, venture out for a leisurely stroll around the area, getting a first glimpse of your Algarve surroundings.
- As the sun begins to set, head to a charming local beachy restaurant for your welcome dinner. Savor delicious traditional Portuguese cuisine, sampling fresh seafood dishes or a comforting cataplana stew. This culinary immersion is a perfect introduction to the Algarve's vibrant flavors.
- Day 7Algarve
Suggestion for the day: Albufeira's Beaches, History, & Charm
Albufeira, a vibrant resort town on Portugal's Algarve coast, beckons with its golden sands, charming old town, and exciting activities. This itinerary offers a taste of Albufeira's diverse offerings, allowing you to soak up the sun, delve into history, and experience the local flavor.
Beach Bliss: Choose your perfect beach paradise!
- Praia dos Pescadores
- Praia da Falésia
- Praia da Oura
- Praia de São Rafael
- Praia dos Olhos de Água
Downtown Albufeira: Wander through the charming streets of Albufeira's Old Town
- Discover traditional whitewashed houses, quaint shops, and hidden squares. Explore the Igreja Matriz (Main Church), a landmark showcasing Gothic architecture.
- As the sun begins to dip, take a leisurely stroll along the Albufeira Marina. Admire the docked yachts and boats, and soak in the stunning sunset views.
- Day 8Algarve
Suggestion for the day: Carvoeiro & Benagil Caves Adventure
Escape to the sun-drenched shores of the Algarve and embark on an adventure in Carvoeiro, leading you to the awe-inspiring Benagil Caves! This itinerary offers two options: a relaxing boat tour or a more active Stand Up Paddle (SUP) or kayak experience.
In the morning, discover Carvoeiro’s charm
Start your day in the picturesque village of Carvoeiro. Explore its cobbled streets lined with colorful shops, cafes, and restaurants. Soak in the laid-back atmosphere and embrace the village's charm.
Choose Your Benagil Caves Adventure:
- Relaxing Boat Tour: Board a comfortable boat and embark on a scenic journey along the Algarve coastline. Marvel at the dramatic cliffs and rock formations as you cruise toward the Benagil Caves. Glide into the magnificent Benagil Cave, a natural wonder with a collapsed roof, allowing sunlight to create a magical spectacle.
- Active Stand-Up Paddle or Kayak Adventure: For a more adventurous experience, opt for an SUP or kayak tour. Paddle along the stunning coastline, enjoying the serenity and unique perspective of the water. (Choose based on your comfort level and experience)
Other Suggestions Include:
- Praia de Marinha: Relax on the pristine sands of Praia de Marinha, a secluded beach considered one of the most beautiful in the Algarve. The turquoise waters, golden sands, and dramatic cliffs create a picture-perfect scene.
- Algar Seco: Explore this natural phenomenon – a collapsed cave accessible through a tunnel. Descend the wooden staircase and discover a hidden beach within the cove.
- Day 9Drive to Lisbon (approx. 2h50)
Embark on a scenic road trip covering approximately 173 miles (280 km), with an estimated travel time of around 3 hours.
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 10Lisbon
Suggestion for the day: Unveiling Belém's Maritime Marvels
Head to Belém, a UNESCO site showcasing Portugal's maritime past. See the iconic Torre de Belém and Mosteiro dos Jerónimos, and savor Pastéis de Belém, a delicious custard tart.
Don’t Miss:
- Torre de Belém (Belém Tower): Start your exploration at this imposing 16th-century fortress. Marvel at its Manueline architecture, a unique Portuguese style characterized by nautical motifs and intricate stonework. Padrão dos Descobrimentos (Monument to the Discoveries): A short walk away stands this impressive monument commemorating Portugal's Golden Age of Exploration.
- Mosteiro dos Jerónimos (Jerónimos Monastery): Immerse yourself in the grandeur of this magnificent 16th-century monastery. A UNESCO World Heritage Site, it's a masterpiece of Manueline architecture, showcasing intricate stonework and stained-glass windows.
- Pastéis de Belém: No visit to Belém is complete without indulging in the world-famous Pastéis de Belém, a traditional Portuguese custard tart. This iconic bakery, established in the 18th century, follows a secret recipe that has been passed down through generations.
- MAAT – Museum of Art, Architecture and Technology: If you have extra time, consider visiting the MAAT, a contemporary museum housed in a striking modern building on the waterfront.
Tips:
- Belém is easily accessible by tram or train from Lisbon's city center.
- Consider purchasing a Lisboa Card for discounted entry to attractions and free public transportation.
- Arrive early at Pastéis de Belém, especially during peak season, to avoid long lines.
- Day 11Lisbon
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:
- 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 12Return 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!
Available Experiences









































