Portugal 5-Day Tours & Itineraries

Explore 7 trips designed by local kimkim specialists to get ideas for your trip to Portugal.
See our itineraries below or read our guide to the best 5-day trips in Portugal.
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Porto at sunset
Map of Explore Porto, Lisbon & Sintra - 5 Days
Explore Porto, Lisbon & Sintra - 5 Days

This 5-day adventure includes Portugal's two largest cities and a fairytale village that needs to be seen to be believed—all with a nice mix of guided tours and free time. You'll start in beautiful Porto, famous for wine production and colorful architecture along the Douro River. Then train to Lisbon to explore the capital's ancient ruins and historic neighborhoods culminating with a trip to UNESCO-listed Sintra in the forested hills.

Ponta da Piedade
Map of Portugal: Lisbon City & Lagos Coast - 5 Days
Portugal: Lisbon City & Lagos Coast - 5 Days

Discover Portugal's dynamic capital and explore the country's sunny south on this trip plan, which takes you from Lisbon to Lagos in the Western Algarve. Soak up the sun, take delicious and authentic cuisine, and lose yourself either wandering through historic streets or eating through the waves. If you're passionate about beautiful beaches and capturing stunning landscapes, this itinerary is for you!

Faro old town
Map of Portugal: The Algarve Region - 5 Days
Portugal: The Algarve Region - 5 Days

Spend five days exploring the spectacular Algarve region, Portugal's southernmost area that sweeps westward to the Atlantic. You'll spend quality time in the region's two main cities — Faro and Lagos — and will discover gorgeous churches in Tavira, stunning beaches, phenomenal cliffside panoramas, and the area's incredible food. Plus you'll have plenty of time to lounge on the sand, cruise along the coast, and unwind amid urban charm and natural splendor.

Park and National Palace of Pena
Map of Highlights of Lisbon & Sintra - 5 Days
Highlights of Lisbon & Sintra - 5 Days

This 5-day trip is the ultimate cultural immersion into Portugal's up-and-coming capital, nicknamed 'The City of Seven Hills'. Let a local guide show you ancient ruins, cobbled alleyways, and hip neighborhoods—as well as the romantic UNESCO-listed village of Sintra surrounded by parks and gardens. Along with guided excursions, you'll have free time to explore on your own rounding out this fun adventure.

Douro Valley, Portugal
Map of Portugal: The North & Douro Region - 5 Days
Portugal: The North & Douro Region - 5 Days

Discover the unparalleled beauty and charm of Portugal's North and Douro region on this beautiful five-day itinerary. You'll start in iconic Porto, where you'll taste your way through the city and learn about its history, culture, and landmarks. Then you'll hit the road for the Douro Valley, which is perhaps the most beautiful wine region in all of Europe. Taste local Ports, learn about the olive oil pressing process, or glide along the Douro River on a relaxing boat ride. You'll end your trip with stops in gorgeous Braga and Viana do Castelo, a charming town with access to fantastic beaches.  

Portuguese grilled sardine on toasted bread
Map of Food Tour of Portugal - 5 Days
Food Tour of Portugal - 5 Days

Foodies will love this unique trip plan, which introduces you to Portuguese history and culture one bite at a time. You'll start in Lisbon, where a private guide will take you on a delicious culinary excursion that will set the stage — and your palette — for your epicurean adventure. Explore the old world charm of Óbidos and its historic castle, then hit the streets of Porto for a delectable lesson on the city's dynamic food scene. You'll also learn tips and tricks for recreating your favorite local specialties in a hands-on cooking workshop. End your trip with time in the stunning Douro Valley, where you can visit legendary wineries, learn about olive oil pressing, or take in the scenery on a relaxing boat ride.

Colorful Streets of Óbidos, Portual
Portugal's Jewish Heritage, Porto and Lisbon - 5 Days

This trip explores the Jewish heritage of Portugal, starting with a visit to the medieval town of Óbidos and a tour of the city of Porto. You'll discover unknown Jewish history in the Templar City of Tomar, examining the historic synagogue and heritage museum. You'll end in Lisbon, where visits to synagogues, memorials, and old Jewish quarters in the city expose the turbulent and unique history of the capital.

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