Lisbon & Lush Madeira Island

Day By Day Itinerary

1. Day 1 Arrival in Madeira Island

   

   Welcome to Madeira Island! 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 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.

    

2. 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 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, and 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.

    

3. Day 3 Madeira 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 Arieiro: 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.

    

4. Day 4 Flight to Lisbon

   

   Welcome to Lisbon! Airport transfers are also included in this portion of your trip.

   * 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: 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.
5. Day 5 Lisbon

   

   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.
6. Day 6 Lisbon

   

   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.
7. Day 7 Lisbon

   

   Suggestion for the day: A Day Trip to Fátima & Óbidos

   Explore the spiritual sanctuary of Fátima and the medieval charm of Óbidos on a day trip from Lisbon. Here’s a suggested itinerary highlighting the key attractions of each destination:

   Fátima's Spiritual Heart

   Embark on your day trip with a visit to Fátima, a town renowned for its religious significance. In 1917, three shepherd children witnessed apparitions of the Virgin Mary, an event that transformed Fátima into a major pilgrimage site.

   Don’t Miss:

   • The Sanctuary of Fátima, a complex of religious buildings that includes the Chapel of the Apparitions, the Basilica of Our Lady of the Rosary, and the Basilica of the Holy Trinity. Walk along the Via Crucis, a path lined with 14 stations depicting the Passion of Christ. Feel the serene atmosphere and immerse yourself in the spiritual significance of this hallowed place.

   Óbidos' Medieval Charm

   Venture to Óbidos, a charming medieval town surrounded by a fortified wall. Step back in time as you wander through its narrow cobbled streets lined with whitewashed houses adorned with colorful flowers. 

   Don’t Miss:

   • Castelo de Óbidos: A 12th-century castle that offers panoramic views of the town and the surrounding countryside.
   • Ginja d’Óbidos: Indulge in the local delicacy, Ginja d'Óbidos, a sweet liqueur made from sour cherries, traditionally served in a chocolate cup. 
   • Igreja de Santa Maria: A Gothic church known for its beautiful azulejos (painted tiles). 

   Additional Options:

   • Batalha Monastery: If you have extra time, consider visiting the Batalha Monastery, a UNESCO World Heritage Site located between Fátima and Óbidos. This magnificent 14th-century monastery is a masterpiece of Gothic architecture and houses the tombs of Portuguese kings.

   Tips for Your Trip:

   • Wear comfortable shoes for walking on cobblestone streets in Óbidos and around the Sanctuary of Fátima.
   • Respect religious sites and customs when visiting the Sanctuary of Fátima.
   • Purchase souvenirs such as religious items in Fátima and local crafts in Óbidos to remember your visit.
   • The drive from Lisbon to Fátima takes approximately 1 hour and 20 minutes (about 130 kilometers or 81 miles). 
   • From Fátima to Óbidos, the drive takes about 1 hour (approximately 80 kilometers or 50 miles).
8. Day 14 Return Flight Home

   

   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!