You don't have to travel far to see, taste, and experience the best of Portugal. Start your adventure in Lisbon, to explore the city's, art, cuisine, and hills. From Lisbon, you'll head to Porto, to taste its famous wines and then have your choice of where to explore along the coast, before heading to Sintra and Cascais, before you make your way back to Lisbon.

Highlights

  • Explore the coastal city of Lisbon
  • See the palaces and pine-covered hills of Sintra
  • Taste the famous wines in Porto
  • Relax on the beaches of Cascais
  • Linger on the narrow cobbled streets of Óbidos

Brief Itinerary

Day Highlights Overnight
Day 1 Arrival in Lisbon Lisbon
Day 2 Lisbon Lisbon
Day 3 Porto Lisbon
Day 4 Porto Porto
Day 5 Porto Porto
Day 6 Porto to Cascais Cascais
Day 7 Cascais to Sintra Sintra
Day 8 Sintra to Lisbon  

Detailed Itinerary

Day 1: Arrival in Lisbon

Lisbon, Portugal
Lisbon, Portugal

After a transfer from the airport in Lisbon, you will have free time to explore. You might decide to orient yourself by exploring the city's neighborhoods. You might meander through the steep cobbled streets of bohemian Bairro Alto. Or, head for one of the oldest neighborhoods, Alfama. In the evening, you can try authentic Portuguese food, and listen to a Fado concert.

Day 2: Lisbon

Lisbon, Portugal
Lisbon, Portugal

Get to know Lisbon with a 3-hour walking tour that will help you learn about the Portuguese capital and its history.  Afterwards you'll have time to explore on your own in the afternoon, and then get ready for a cruise on the Tagus (the longest river on the Iberian Peninsula) in the evening. During your explorations, you might see Torre de Belém where you can climb a tower that has stood at the mouth of the Tagus River since the 16th century. You can also wander through the oldest part of Lisbon's alleys and winding streets in the Alfama District. Go even further back in time to explore the former Roman citadel of St. George's castle, and ride a funicular high above the city. 

Day 3: Porto

Porto, Portugal
Porto, Portugal

From your hotel in Lisbon, you'll have a private transfer to the central station where you'll catch a train to Porto. After about the 3-hour train ride, once in Porto, you'll enjoy a private walking tour to learn more about the city's history and its wine production. In Porto, you can explore the Ribeira district, the medieval part of the city with its cobblestone streets and cozy cafes. Gaze at intricate Baroque architecture at São Francisco Church and the Palácio de Bolsa, the Neoclassical Stock Exchange Palace, which was built in the 19th century. 

Day 4: Porto

Porto, Portugal
Porto, Portugal

Porto is probably best known for its sweet wine — Port — which is produced in the Douro Valley and aged in cellars in and around the city and the region. Get ready for a day of wine tasting as you continue your adventure with a  visit to a wine cellar to learn more about the production of the city's famous vintages from an expert wine producer. You'll get a chance to taste different varieties and maybe buy a bottle or two to take home with you. 

Day 5: Porto

Porto, Portugal
Porto, Portugal

Today, you'll be free to explore Porto on your own. You might take the time to go shopping or to opt for more wine tasting. In Porto, you can explore the Ribeira district, the medieval part of the city with its cobblestone streets and cozy cafes. Gaze at intricate Baroque architecture at São Francisco Church and the Palácio de Bolsa, the Neoclassical Stock Exchange Palace, which was built in the 19th century. 

Day 6: Porto to Cascais

Aveiro, Portugal
Aveiro, Portugal

You'll get to see towns along the Portuguese coast as you make your way from Porto to Cascais, traveling about 236 miles (381 km) with a private driver for a 4-hour drive. You'll have time to make stops along the way like in Aveiro, a city of canals known for its seaweed harvest. In Alcobaça, you can visit 12th-century Mosteiro de Santa Maria de Alcobaça. Relax in the ancient seaside town and fishing village of Nazaré. In the walled city of Óbidos, wander through winding streets, the caste and quaint white homes.

Day 7: Cascais to Sintra

Sintra, Portugal
Sintra, Portugal

From Cascais, you'll travel for about 50 minutes to Sintra 19 miles (32 km) away, for a 3-hour guided hike through its beautiful mountains and fairytale landscapes. During your hiking and exploration of Sintra, you might see Pena Palace, where you can wander around the UNESCO World Heritage Site that was commissioned by Portugal’s King Fernando II, or the Castle on the Moors, a 9th-century fortification located high in the Sintra mountains, which you can reach by bus or hiking, for incredible views of the city and its surroundings. 

Day 8: Sintra to Lisbon

Lisbon, Portugal
Lisbon, Portugal

It's time to say goodbye to Portugal as you make your way to the airport in Lisbon, about 35 minutes and 18 miles (30 km) away, to catch your flight home. 

Map

Map of Best of Lisbon and Porto: Lisbon, Porto, Cascais, and Sintra - 8 Days
Map of Best of Lisbon and Porto: Lisbon, Porto, Cascais, and Sintra - 8 Days