A Journey Through Portugal’s Timeless Elegance
From Lisbon’s vibrant streets to Madeira’s lush hills, experience Portugal in refined luxury and authentic style.
Uncover the many faces of Portugal on this 11-day bespoke journey that seamlessly blends cultural richness, natural beauty, and luxurious tranquility. Explore the grand boulevards and mosaic-lined alleys of Lisbon, sip world-famous port in the colorful riverside city of Porto, and find peace amid the island landscapes of Madeira. Your experience concludes in the sun-drenched Algarve, where golden beaches and whitewashed villages beckon you to unwind in style. With every detail thoughtfully curated, this itinerary offers the perfect balance between discovery and indulgence.
Begin your immersion with a private tour of the Alfama district, the city’s oldest neighborhood, where pastel houses, flowered balconies, and echoes of fado music define the atmosphere. Ascend to São Jorge Castle for sweeping views over Lisbon’s iconic hills before descending into the historic heart of Baixa. On your second day, explore the maritime legacy of Belém, visiting the grand Jerónimos Monastery and the riverside Belém Tower—both symbols of Portugal’s Age of Discovery. Enjoy a tasting of the original Pastéis de Belém and visit the contemporary MAAT museum.
Wander through Porto’s medieval lanes with your private guide, visiting the Sé Cathedral and Livraria Lello—one of the world’s most beautiful bookstores. Cross the Dom Luís I Bridge into Vila Nova de Gaia for an exclusive port wine tasting at a historic cellar, complete with a sommelier-led pairing experience. Art lovers will appreciate a visit to the Serralves Foundation, a striking contemporary art museum set in lush gardens. In the evening, enjoy a riverfront dinner in Ribeira, where the city’s culinary excellence shines.
Join your expert local guide for a scenic levada walk through lush laurel forests and past cascading waterfalls. Explore Madeira’s dramatic volcanic terrain, ascend by cable car to Monte for sweeping views, then glide down its cobbled streets in a traditional wicker toboggan. Delve into the island’s culinary traditions with a private cooking class using fresh, local ingredients. End your day with a sunset dolphin-watching cruise along Madeira’s stunning coastline—an experience to remember.
Start your exploration with a visit to the picturesque town of Tavira, where Roman bridges and Gothic churches line cobbled streets. Discover the historic charm of Lagos and take a private boat tour to the sea caves of Benagil—one of Portugal’s most iconic natural wonders. Spend leisurely afternoons by the sea, indulging in spa treatments or teeing off at one of the Algarve’s premier golf courses. Evenings are reserved for dining under the stars, savoring freshly caught seafood and award-winning wines.
Stroll through the designer boutiques of Avenida da Liberdade or unwind in Eduardo VII Park. In the evening, your True Trips expert has arranged a farewell dinner at one of Lisbon’s top restaurants, where traditional Portuguese cuisine meets contemporary flair—an ideal finale to your unforgettable Portuguese escape.
How we deliver happiness
At TrueTrips, delivering happiness means crafting more than just Luxury Vacation Packages—we design deeply personal, flawlessly executed experiences shaped by two decades of insight and expertise. Led by luxury travel expert Christos Stergiou, our team blends visionary leadership with insider knowledge to create itineraries that reflect who you are and how you want to travel. With rare access to authentic moments and a 4.9/5 client satisfaction rating, we go beyond expectations to ensure your trip is seamless, meaningful, and entirely your own.
Your journey begins with a destination — and becomes something far greater. Let us design a travel experience that’s entirely your own, shaped with care, creativity, and the spirit of Life As Imagined.
