Portugal 2-Week Self-Drive Tours & Itineraries

Explore 4 self-drive trips designed by local kimkim specialists to get ideas for your trip to Portugal.
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Join a walking tour of Portugal's capital to see the sights
Map of Romantic Portugal: Lisbon, Porto, Évora, Douro Valley & Algarve - 14 Days
Romantic Portugal: Lisbon, Porto, Évora, Douro Valley & Algarve - 14 Days

Experience Portugal's beauty and romanticism in this two-week road trip that showcases the variety of the Portuguese landscape, from the city to villages and beaches. You'll experience the art and culture of Lisbon, see the fairy-tale town of Sintra, sip wine in Porto, and explore the wonders of Évora.

Porto's colorful riverfront
Portugal Relaxed Self-Drive: Lisbon, Porto, Évora & Lagos - 14 Days

This two-week Portuguese odyssey combines cities, countryside, and coast for a road trip to remember. Savor traditional cuisine in Lisbon, lose yourself in the riverside neighborhoods of Porto, explore vineyards and cork forests around Évora, and soak up some sun on the golden beaches of Lagos. Along the way, a series of guided tours introduce you to the culture and customs of each city, while plenty of downtown means you can cut loose and choose your own adventure on day trips.

Venture deep into the Douro Valley to find a vineyard-set retreat (photo courtesy of Casa do Rio Wine Hotel)
Map of Off-the-Beaten-Path Luxury in Portugal: Porto, Douro Valley, Alentejo, Comporta & Lisbon - 14 Days
Off-the-Beaten-Path Luxury in Portugal: Porto, Douro Valley, Alentejo, Comporta & Lisbon - 14 Days

Experience Portugal's hidden gems on this two-week luxury tour. You'll journey to far-flung regions off the tourist trail, from Portugal's only national park, Peneda-Gerês, to rural Alentejo and the wild Comporta coastline. Along the way, uncover prehistoric rock art and visit vineyards in the UNESCO-listed Douro Valley, go stargazing and enjoy hot-air balloon rides over the countryside, and charter a private boat to explore the wonders of Arrábida Marine Reserve.

Views of the Serra da Estrela (photo courtesy of Casa de São Lourenço)
Map of Luxury Portugal Escape: Porto, Douro Valley, Serra da Estrela, Lisbon & Madeira - 14 Days
Luxury Portugal Escape: Porto, Douro Valley, Serra da Estrela, Lisbon & Madeira - 14 Days

Escape to Portugal for a luxurious two-week tour of the country's diverse highlights, staying at 5-star retreats along the way. You'll visit UNESCO-listed gems, from Sintra's fairy-tale palaces to the grooved terraces of the Douro Valley, and explore natural wonders with outdoor adventures in Serra da Estrela and Peneda-Gerês National Park. Enjoy a dose of city sightseeing in Lisbon and Porto, then jet to the volcanic island of Madeira for sunset cruises and private 4WD tours.

Other durations: 9 days · 10 days · 14 days · 15 days