Picture yourself wandering through the sunlit streets of Porto, Lisbon and Cascais, a glass of Port in hand, and the scent of the sea in the air. The sound of Fado music drifts from a nearby café, soulful, slow, and deeply alive. You’ll explore Portugal’s most captivating towns, beaches, rivers, and valleys in a more relaxed and authentic way. Your home base in both Porto and Cascais are old mansions converted to boutique hotels, creating an atmosphere conducive to relaxing and community.
From a peaceful boat ride through the Douro Valley to shared meals that celebrate Portugal’s warmth and flavor, this retreat is a journey of connection, culture, and self-discovery.
Welcome to Porto!
Your driver will transport you from the airport to a boutique hotel in the heart of Porto, where you will stay for 4 nights.
This day is about getting acquainted with Porto including exploring the UNESCO World Heritage Ribeira district, walking along the Douro river, and exploring the old Porto fishing village of Afurada.
Optional add on: Tour W&J Graham winery and sample their port wine followed by an exclusive wine-paired lunch in Graham's dining room with panoramic views of the Douro River.
You will have a private, guided, walking tour of the historic Porto including stops at Clerigos Tower, Lello Bookstore, Majestic Cafe, and other landmarks, must-sees, and secret corners.
You will enjoy a full-day, small-group guided tour of the Douro Valley in a mini van. Visit and discover one of the oldest demarcated wine regions in the world (since 1756), a UNESCO World Heritage.
You'll visit 2 famous Port Wine States and taste 6 types of wines.
You'll enjoy a typical local lunch paired with some of the best DOC Douro Wines.
Relax on a 1-hour cruise on a typical Rabelo boat in the heart of the Douro.
Discover the wonderful Douro Region, an area full of tradition born from the culture of wine production.
Sample Porto’s delicacies in a unique foodie tour with the oldest Food Tour company in Porto. The tour begins at the famous Bolhao market, known for food, flowers, and shopping.
In the evening you'll end your last day in Porto by listening to the moving and emotional Fado music at a concert venue.
Enjoy the scenic drive from Porto to Cascais with your own private driver with stops in Aveiro (the Venice of Portugal), Costa Nova (a famous fisherman's village) and the enchanting medieval walled town of Óbidos (where you will sample the famous Ginja liqueur served in chocolate cups).
Check into your Cascais boutique hotel which is within walking distance of the beach; enjoy dining on the beach at sunset.
Get acquainted with the seaside town of Cascais (also known as the Portugal Riviera) by meandering through the city center, walking along the magnificent cliffs, and exploring the lighthouse and marina, all while breathing in the salty sea air.
In the evening, enjoy a sunset cruise on the water.
Experience an adventure through Portugal’s most enchanting landscapes. A UNESCO World Heritage site since 1995, Sintra offers thousands of years of rich history. Often called the capital of Romanticism in Portugal, Sintra is a town of unique places and mystical stories waiting to be discovered. Explore a beautiful palace, stroll through the old town, and soak in the breathtaking landscapes of the Sintra-Cascais Natural Park.
A driver will transport you to Lisbon, which is only a 30-minute drive from Cascais. In Lisbon you'll have a private guided tuk-tuk tour of the city, including visiting the oldest part of the city. You'll experience spectacular views as you take in the history of this beautiful city.
You'll finish the tour in Belem where you'll sample the famous Pastéis de Belém, visit the explorer monument, and revel at the famous Belem Tower.
A driver will transport you to the Lisbon airport.
