On a private tour of Portugal, you travel as an insider, not a tourist. With your very own personal driver and guide at the wheel, you have the freedom to choose your journey. Immerse yourself in the palatial grandeur of Sintra, wander the medieval streets of Coimbra, or savour the seaside charm of Cascais.
Come evening, unwind in your carefully selected luxury accommodation, here comfort and quality are always assured, knowing that tomorrow’s adventure is entirely yours to decide.
The private versions of our Small-Group Tours of Portugal are entirely customisable, allowing you to take our expertly planned itineraries and adjust them to your every wish. Whether you’re travelling as a couple, family, or group, your tour will be fine-tuned to suit your preferences and pace.
Overland Portugal’s private tours are carefully designed so that the only thing you need to do is sit back, relax, and savour every moment. If you’d like an even more personalised journey, then we can also work with you to craft the perfect Tailor-made Tour of Portugal.
Relax in carefully selected 4- or 5-star accommodations that capture the essence of Portugal and provide total luxury and comfort.
Your very own driver and guide provides exclusive access and personalised attention throughout your journey.
The Overland Portugal team goes above and beyond to create a seamless, hassle-free tour tailored to your tastes.
Jessica is your perfect link to Portugal. As a travel expert, Jessica loves turning our customers’ bucket lists into reality. With her deep local knowledge and global perspective, she ensures our international guests have the trip of a lifetime. Her warm nature and passion for adventure will make your Overland Portugal journey truly unforgettable.
With our private tours of Portugal, you’ll enjoy ultimate freedom and flexibility. Add on an extra stop, request a more luxurious accommodation, and adapt the itinerary as you wish. If you have any questions or want to start customising your tour, simply get in touch with our team.
Welcome to Portugal! We begin our journey with a storybook start in Sintra, where the colorful spires of Pena Palace rise above fragrant pine forests. After soaking up its vibrant colors, enjoy time to wander Sintra’s charming streets at your own pace, perhaps discovering a charming café or artisan shop along the way. Following a leisurely lunch, we continue to the chic seaside town of Cascais, where the evening is yours to stroll the seafront, breathe in the Atlantic air, and ease gently into the rhythm of Portuguese life.
Total driving time: 1 hour 10 minutes, excluding stops
Today we leave the coast behind and step into the storybook charm of Óbidos, a medieval town wrapped in ancient stone walls and sprinkled with whitewashed houses. As you wander its cobbled lanes, you’ll taste the town’s famous cherry liqueur, ginjinha – a treat for both palate and spirit. From there, we continue to Aveiro, the “Venice of Portugal,” where a traditional moliceiro boat glides us through the canals while we savor the delicate sweetness of a local pastry, ovos moles. By evening we arrive in vibrant Porto, where a well-earned night of leisure awaits after a day filled with color, flavor, and discovery.
Total driving time: 4 hours, excluding stops
Today we set out to uncover the soul of Porto. A guided walk leads us across the graceful Dom Luís I Bridge, past the city’s cathedral and the dazzling tiles of São Bento Station, through lively markets and grand squares. Along the way, we pause for local delights, from a golden pastel de nata to the charm of Rua das Flores and the colorful riverside quarter of Ribeira. The afternoon is yours to enjoy at leisure before we come together again to visit Porto’s historic wine cellars, where the city’s most famous export awaits.
This morning we head north to the picturesque town of Ponte de Lima, one of Portugal’s oldest settlements. Here, we’ll enjoy gentle kayaking along the historic Lima River, taking in the charming riverside scenery at a relaxed pace. Afterwards, take a leisurely stroll around the town, crossing its ancient Roman bridge and wandering through quaint streets. By afternoon, we continue to Guimarães, the birthplace of Portugal. As evening falls, explore the enchanting historical center and dine outdoors in the atmospheric square, surrounded by medieval architecture and the gentle buzz of local life.
Total driving time: 2 hours 15 minutes, excluding stops
Today we leave Guimarães behind and follow the river into the heart of the Douro Valley, where terraced vineyards climb the hillsides in neat green rows. A gentle cruise along the water reveals the valley’s timeless beauty before we visit a local estate for a tour and tasting of its celebrated wines. As evening falls, settle into your charming accommodation, where golden light spills across the valley and the gentle quiet invites you to simply pause and soak in the peaceful surroundings.
Total driving time: 2 hours, excluding stops
This morning we bid farewell to the quiet beauty of the Douro Valley and journey south to Coimbra, a city that hums with centuries of tradition. A guided walk takes us through its renowned university, the baroque Joanina Library, the chapel of São Miguel, and the winding streets of the old town before we pause for a leisurely lunch. In the afternoon, experience the haunting melodies of fado in its original home, a performance that lingers in both heart and memory. By evening, we continue to Tomar, where a peaceful evening at leisure awaits after a full and rewarding day.
Total driving time: 3 hours 30 minutes, excluding stops
This morning we explore the remarkable Convent of Christ in Tomar, a masterpiece of history and architecture. The scent of aged wood and the quiet grandeur of the cloisters invite reflection before we travel to Évora, a city steeped in timeless charm. A guided walk introduces us to its Roman ruins, the atmospheric streets of the historical center and the intriguing Chapel of Bones. After checking in, enjoy leisure time in Évora, perhaps wandering the warm, lantern-lit streets or simply soaking in the serene atmosphere.
Total driving time: 3 hours 40 minutes, excluding stops
On our final day, savor the flavors of the Alentejo at a local olive oil estate. Stroll through the silvery-green groves, breathe in the fragrant oils, and taste freshly pressed olive oils alongside regional delicacies, a feast for the senses. From here, we journey back to Lisbon, reflecting on a week of discovery, culture, and unforgettable experiences as your Portuguese adventure comes to a close.
Total driving time: 2 hours 30 minutes, excluding stops
Welcome to Portugal! We begin our journey with a storybook start in Sintra, where the colorful spires of Pena Palace rise above fragrant pine forests. After soaking up its vibrant colors, enjoy time to wander Sintra’s charming streets at your own pace, perhaps discovering a charming café or artisan shop along the way. Following a leisurely lunch, we continue to the chic seaside town of Cascais, where the evening is yours to stroll the seafront, breathe in the Atlantic air, and ease gently into the rhythm of Portuguese life.
Total driving time: 1 hour 10 minutes, excluding stops
This morning, enjoy some leisure time in Cascais before we depart northward along the coast. We’ll make a memorable stop in Nazaré, the legendary fishing village famous for its towering waves and traditional culture. Take in the dramatic ocean views from the clifftop Sítio district, watch the colorful fishing boats, and perhaps sample some fresh seafood. By afternoon, we continue inland to Coimbra, a city that hums with centuries of academic tradition, where you’ll settle in for the evening.
This morning we explore Coimbra’s treasures with a guided walk through its renowned university, the baroque Joanina Library, the chapel of São Miguel, and the winding streets of the old town. After soaking in the scholarly atmosphere and enjoying a leisurely lunch, we journey north to vibrant Porto. By evening, you’ll arrive in Portugal’s second city, where the colorful Ribeira district and historic wine lodges await your exploration.
Today we set out to uncover the soul of Porto. A guided walk leads us across the graceful Dom Luís I Bridge, past the city’s cathedral and the dazzling tiles of São Bento Station, through lively markets and grand squares. Along the way, we pause for local delights, from a golden pastel de nata to the charm of Rua das Flores and the colorful riverside quarter of Ribeira. The afternoon is yours to enjoy at leisure before we come together again to visit Porto’s historic wine cellars, where the city’s most famous export awaits.
