Explore Portugal from north to south on this 9-day adventure filled with wine, seafood, and astonishing scenery. Start in Porto, Portugal's second city, known for its sunsets, colorful houses, and sweet port wine. Then, spend a couple of days visiting wineries and vineyards in the beautiful Douro Valley before catching a plane to the Algarve, the southernmost region in the country. Here, a rental car will provide you the freedom to tour picturesque seaside towns at your own pace.


  • Tour Porto's UNESCO-listed Ribeira district
  • Try port wine at a family-owned winery in the Douro Valley
  • Visit Guimarães, one of Portugal's oldest villages
  • Road trip through the beach towns of the Algarve Coast

Brief Itinerary

Day Highlights Overnight
Day 1 Arrive in Porto & Sidecar Tour Porto
Day 2 Private Guided Tour of Porto with Wine Tasting Porto
Day 3 Northern Portugal Day Trip: Guimarães, Braga & More Porto
Day 4 Transfer to the Douro Valley Wine Country Douro Valley
Day 5 Douro Valley Private Winery Tour Douro Valley
Day 6 Transfer to Faro & the Algarve Region Algarve
Day 7 Private Sailing Experience on the Algarve Coast Algarve
Day 8 Free Day in the Algarve Region Algarve
Day 9 Depart from Faro Airport  

Detailed Itinerary

Day 1: Arrive in Porto & Sidecar Tour

View of Porto from the Porto Cathedral
View of Porto from the Porto Cathedral

Welcome to Portugal! A driver will await you at the airport for a private transfer to your hotel. After settling in, spend the rest of the afternoon exploring Porto at your own pace. Walk to Palácio da Bolsa (Old Stock Market) or go azulejo (Portuguese-style painted tiles) hunting at Santa Catarina Street, and Igreja do Carmo (Carmo Church), whose gorgeous azulejo-covered façade has made it social media famous.

In the afternoon, you'll have the option of taking a unique tour of Porto on a vintage motorcycle sidecar. Your guide will pick you up at your hotel and take you on a whirlwind adventure around the city. Breeze through the old neighborhoods of the historical center, then follow the Douro River all the way to the ocean, stopping a few times at beautiful viewpoints. Then, ride uphill to see the city from above, stopping at a traditional Portuguese café.

Day 2: Private Guided Tour of Porto with Wine Tasting

Ribera district in Porto
Ribeira district in Porto

This morning, enjoy a private half-day tour of Porto. After being picked up from your hotel, the first stop will be the famous Lello Bookshop, nicknamed "the Harry Potter Bookshop" for its aesthetic. Climb the 225 steps of Torre dos Clérigos (Clérigos Tower) for a breathtaking panoramic view of the city. Your tour will then take you through the Old Jewish Quarter and the Railway Station of Saint Bento, where you'll learn about the history of the city.

Continue to the Sé do Porto (Porto Cathedral), an intricate 12th-century cathedral. Make your way along the winding medieval Escada das Verdades (Stairway of Truth), heading south until you reach Ribeira. In Porto's most famous district, discover the iron Bridge of Luís I and the colorful UNESCO-listed houses by the Douro River. Throughout the tour, stop for local snacks, or petiscos, and wine. Free time in the afternoon will give you the perfect opportunity to tour some of Porto's famed vintage wine cellars like Ramos Pinto, Graham’s, and Taylor’s.

Day 3: Northern Portugal Day Trip: Guimarães, Braga & More

Landscaped gardens in Braga
Landscaped gardens in Braga

Today is devoted to a full-day tour of the historic cities of Guimarães and Braga. Inhabited for over a millennium, Guimarães is one of Portugal's oldest settlements and is considered the birthplace of Portuguese identity. Get insight into its vivid history as you visit the mighty medieval Guimarães Castle and the Palace of the Dukes of Braganza

From there, head to Braga, which boasts the towering medieval Cathedral of Braga, and the Sanctuary of Bom Jesus do Monte, a grand Catholic shrine in nearby Tenões. On the way back to Porto, you can choose between visiting Ponte de Lima, the country's oldest town, and Viana Do Castelo, crowned by its Basilica of the Sacred Heart of Jesus; or a wine estate. Alternatively, you could do a day trip to the seaside town of Matosinhos.

Day 4: Transfer to the Douro Valley Wine Country

Douro Valley vineyard in Portugal
Douro Valley vineyard in Portugal
Make the most of your last breakfast in beautiful Porto, then prepare for a private car to take you to the astonishing Douro Valley.
Plan your trip to Portugal
Chat with a local specialist who can help organize your trip.
This Portuguese destination is famous for being the oldest demarcated wine region in the world—an honor that has earned it UNESCO World Heritage status. Relish in a scenic drive through landscapes filled with rolling hills decorated with countless rows of grapes. Admire the Douro River, whose calm waters provide hazy reflections of the mountains.

Day 5: Douro Valley Private Winery Tour

Douro valley
Douro Valley landscapes

Spend the day discovering the amazing Douro Valley, where you will visit some of the best and most exclusive family-owned wineries in Europe. During your visit to wine estates, learn about—and, of course, taste—Douro wines, from reds and whites to famous ports.

To wrap up the winery experience, enjoy lunch in a traditional quinta (winery). But this tour is not just about drinking wine. It's also about taking in the beautiful vineyard landscapes as you drive through mountain backroads. You'll have the rare experience of sailing along the Douro river on a traditional rabelo boat, a style of vessel distinctive to this region.

Day 6: Transfer to Faro & the Algarve

Camilo beach, Algarve, Portugal
Praia do Camilo beach, Algarve, Portugal

It's time to say goodbye to northern Portugal and head to the southern region of the Algarve. A private driver will take you to the airport so you can fly into Faro, the Algarve's largest city. Once you land, pick up your rental car.

The rest of the day is yours for the taking, so prepare to be blown away by the region's dramatic cliffs that dive into the wild Atlantic Ocean. Faro has many lovely beaches to visit, as well as a beautiful old town filled with white houses. You can also visit the red sandstone Castelo de Silves (Silves Castle) or churches like the Igreja do Carmo and Igreja da Misericórdia.

Day 7: Private Sailing Experience on the Algarve Coast

Boats in Carvoeiro, the Algarve
Boats in Carvoeiro, the Algarve
This morning, self-drive to the port of Albufeira, where a skipper will be waiting for you. Set sail on a relaxing three-hour sailboat trip along the coastline of the Algarve. Marvel at the beautiful scenery made up of spectacular rock formations and seaside caves.
After your sailing tour, you'll have free time to continue exploring Albufeira. Praia da Falésia (Falésia Beach) is the main attraction, but you can also rest your sea legs by walking around the whitewashed Old Town or indulging in delicious fresh seafood. Alternatively, seize the day and take a road trip along the coast, stopping in villages like Carvoeiro, and Tavira. Continue west to see the furthest southwesterly point in continental Europe, Cabo de Sao Vicente.

Day 8: Free Day in the Algarve Region

Benagil Cave, Lagoa, Algarve
Benagil Cave, Lagoa, Algarve
On this free day, explore the Algarve region in your own way. If you want a quiet day of rest, the beach awaits. For something more active, you can partake in numerous water sports, including kayaking in the sea or visiting caves only accessible by water. 

Looking for an offbeat destination? Drive to Serra do Caldeirão, a mountain range that houses Foia Peak, the highest mountain in the Algarve. Or visit Ria Formosa Natural Park. This biodiverse wetland provides sanctuary for numerous bird species and is one of the region's most underrated destinations.

Day 9: Depart from Faro Airport

Faro, Portugal
Streets of Faro

Treat yourself to a good Portuguese breakfast and take a last walk around Faro. Then, drive to Faro Airport where you will drop off your rental car and prepare to fly back home. Safe travels and boa viagem!

More Great 9-Day Portugal Itineraries

Looking for more inspiration for your trip to Portugal? Check out these other 9-day Portugal itineraries, which include culinary tours, self-driving adventures, and historic itineraries.


Map of Portugal's Wine & Beaches: Porto, Douro Valley & Algarve - 9 Days
Map of Portugal's Wine & Beaches: Porto, Douro Valley & Algarve - 9 Days