Itinerary
- Day 1
Arrival
Your Portuguese adventure kicks off today. You'll be heading into a country filled with ancient castles, Roman ruins scattered throughout the landscape, and quiet whitewashed villages where you'll meet welcoming locals at every turn.
- Accommodation
- Hotel (Hotel Baia)
- Day 2
Cascais
You arrive at the Portuguese Riviera and settle into your home for the next two nights. The day is open for you to explore Cascais on your own terms, wandering through the mansions dotted around town and checking out Monte Estoril with its hints of royal history. By evening, you'll gather with your fellow travelers for a welcome dinner.
- Meals
- Dinner (Welcome dinner)
- Accommodation
- Hotel (Hotel Baia)
Included Activities
- Welcome dinner
Optional Activities
- Independent exploration of Cascais
- Independent exploration of Monte Estoril
Landmarks/POIs Cascais Monte Estoril 
- Day 3
Óbidos
After heading to Nazaré, a traditional fishing town on the coast known for its New Year celebrations, you'll move on to Óbidos. This medieval city sits behind old walls with whitewashed houses packed tightly together, and you'll have time to walk through the narrow streets and soak in the atmosphere.
- Meals
- Breakfast
- Accommodation
- Hotel (Pestana Casino Park Hotel)
Included Activities
- Visit Nazaré
- Explore Óbidos
Landmarks/POIs Nazaré Óbidos - Day 4
Cascais to Madeira
You'll fly to Madeira, often called the 'Pearl of the Atlantic.' Once there, you can wander Rua de Santa Maria with its colorful murals and grab lunch at your own pace. Later, a walking tour takes you through Funchal's historic downtown and past important sites like the 15th-century cathedral. You'll finish at the Botanical Garden with over 2,500 plants from around the world.
- Meals
- Breakfast
- Accommodation
- Hotel (Pestana Casino Park Hotel)
Included Activities
- Walking tour of Funchal's old downtown
- Visit 15th-century cathedral in Funchal
- Visit Botanical Garden of Madeira
Optional Activities
- Wander along Rua de Santa Maria
- Lunch at one of the island's many restaurants
Landmarks/POIs Rua de Santa Maria Funchal Cathedral Botanical Garden of Madeira - Day 5
New Year's Eve
This morning you'll explore the coastal areas of Garajau and Ponta de São Lourenço, the easternmost point of the island with incredible Atlantic views. After spending time taking in the scenery, you'll return for an elegant New Year's Eve Gala. As midnight approaches, you'll watch Madeira's world-famous fireworks light up the sky as you celebrate the new year.
- Meals
- Breakfast, Dinner (New Year's Eve Gala)
- Accommodation
- Hotel (Pestana Casino Park Hotel)
Included Activities
- Explore Garajau
- Visit Ponta de São Lourenço
- New Year's Eve Gala dinner
Landmarks/POIs Garajau Ponta de São Lourenço - Day 6
Madeira
January 1st is yours to spend however you like in Funchal. With a full day in the capital city, you can explore this beautiful island at your own pace, whether that's relaxing or wandering through neighborhoods.
- Meals
- Breakfast
- Accommodation
- Hotel (Pestana Casino Park Hotel)
Optional Activities
- Independent exploration of Funchal
- Independent exploration of Madeira island
Landmarks/POIs Funchal - Day 7
Madeira to Lisbon
You start at Câmara de Lobos, a 15th-century fishing village surrounded by nature. From there, you'll drive past banana plantations and winding vineyards heading toward Cabo Girão, the world's second-highest cliff. Next you'll visit Porto Moniz to see its natural volcanic pools before heading back to Funchal. That evening, you'll gather for an espetada, a traditional meal cooked over an open fire with folk dancers and music.
- Meals
- Breakfast, Dinner (Traditional espetada cooked over an open fire with folk dancers and music)
- Accommodation
- Hotel (Lumen Lisboa Hotel)
Included Activities
- Visit Câmara de Lobos
- Visit Cabo Girão
- Visit Porto Moniz and natural volcanic pools
- Espetada traditional dinner with folk dancers and music
Optional Activities
- Drive along banana plantations
- Drive along vineyards
Landmarks/POIs Câmara de Lobos Cabo Girão Porto Moniz - Day 8
Lisbon
You arrive in Lisbon and begin touring Rossio and Praça do Comércio. After that, you'll travel to Belém to see the iconic Belem Tower and the 16th-century Jerónimos Monastery, both UNESCO sites, learning about their historical significance. You can join your tour manager for a downtown stroll or explore on your own, walking streets lit by Christmas lights.
- Meals
- Breakfast, Dinner
- Accommodation
- Hotel (Lumen Lisboa Hotel)
Included Activities
- Tour of Rossio
- Tour of Praça do Comércio
- Visit Belem Tower (UNESCO)
- View Jerónimos Monastery façade (UNESCO)
Optional Activities
- Stroll of downtown Lisbon with Tour Manager
- Independent exploration of downtown Lisbon
Landmarks/POIs Rossio Praça do Comércio Belem Tower Jerónimos Monastery - Day 9
Lisbon
The day is open for you to explore Lisbon however you choose. Later in the evening, you have the option to experience Portuguese cuisine and wine while local artists perform Fado, a form of musical and cultural expression recognized by UNESCO.
- Meals
- Breakfast
- Accommodation
- Hotel (Lumen Lisboa Hotel)
Optional Activities
- Independent exploration of Lisbon
- A Night of Fado - Portuguese three-course dinner with wine and traditional Fado performance
Landmarks/POIs Lisbon - Day 10
Cabo da Roca
You'll explore Sintra, a UNESCO site and former summer home of Portuguese kings, visiting the National Palace. On the way back to Lisbon, you'll stop at Cabo da Roca, the westernmost point of continental Europe. That evening, you'll gather with your group to toast the trip and say goodbye to Portugal.
- Meals
- Breakfast, Dinner (Farewell gathering and toast)
Included Activities
- Explore Sintra (UNESCO)
- Visit National Palace
- Visit Cabo da Roca
Landmarks/POIs Sintra National Palace of Sintra Cabo da Roca - Day 11
Departure
Your tour comes to an end today.
