9 days in Portugal Itinerary

9 days in Portugal Itinerary

Created using Inspirock Portugal trip builder

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— 3 nights

City of Seven Hills

Built on seven hills, Lisbon has experienced a renaissance in recent years, making it the cultural star of Portugal.
Change things up with these side-trips from Lisbon: Centro Historico de Evora (in Evora) and Quinta da Regaleira (in Sintra). Next up on the itinerary: make a trip to Belém Tower, take in the spiritual surroundings of Mosteiro dos Jeronimos, explore the historical opulence of Castelo de S. Jorge, and explore the world behind art at Museu Nacional do Azulejo.

For ratings, photos, more things to do, and tourist information, go to the Lisbon trip planner.

Chicago, USA to Lisbon is an approximately 12.5-hour flight. Traveling from Chicago to Lisbon, you'll lose 6 hours due to the time zone difference. In June, plan for daily highs up to 81°F, and evening lows to 60°F. Wrap up your sightseeing on the 11th (Fri) early enough to drive to Lagos.

Things to do in Lisbon

Historic Sites · Parks · Tours · Neighborhoods

Side Trips


— 2 nights

Jewel of the Algarve

The allure of the beaches and the town's historical center draw visitors to Lagos, a coastal destination in the Barlavento region of the Algarve.
On the 12th (Sat), get a new perspective on things with Boat Tours & Water Sports, then head outdoors with Pro Putting Garden, then take in the dramatic natural features at Ponta da Piedade, and finally stroll through Praia Dona Ana. On the 13th (Sun), you'll have a packed day of sightseeing: tour the pleasant surroundings at Praia do Camilo, kick back and relax at Meia Praia, and then appreciate the history behind Statue of Infante Dom Henrique.

For reviews, other places to visit, where to stay, and other tourist information, refer to the Lagos trip itinerary maker tool.

Traveling by car from Lisbon to Lagos takes 3 hours. Alternatively, you can drive; or take a bus; or take a train. June in Lagos sees daily highs of 81°F and lows of 65°F at night. Finish your sightseeing early on the 13th (Sun) to allow enough time to drive to Porto.

Things to do in Lagos

Outdoors · Parks · Beaches · Tours


— 2 nights

Unvanquished City

Called "Oporto" by many, the city of Porto along the Duoro River lent the country and Port wine their names. Portugal's second-largest metropolis dates back to the 4th century, representing both a rich cultural past and industrial present through its architecture and style.
Kick off your visit on the 14th (Mon): indulge your taste buds at Food & Drink. Keep things going the next day: look for gifts at Livraria Lello, contemplate the long history of Porto Cathedral (Se Catedral), then take in the views from Ponte de Dom Luis I, then go for a stroll along the water at Cais da Ribeira, and finally enjoy breathtaking views from Torre dos Clerigos.

To find photos, where to stay, and more tourist information, refer to the Porto trip builder tool.

You can fly from Lagos to Porto in 5.5 hours. Other options are to drive; or fly; or take a train. Plan for a bit cooler temperatures traveling from Lagos in June, with highs in Porto at 73°F and lows at 57°F. Wrap up your sightseeing on the 15th (Tue) early enough to travel back home.

Things to do in Porto

Wineries · Tours · Historic Sites · Shopping

Portugal travel guide

Landmarks · Castles · Beaches
Small in size but rich in history, culture, and natural beauty, Portugal features contrasting landscapes that include long beaches, lush vineyards, verdant valleys, and rolling hills dotted with tiny settlements where old traditions still prevail. The country's serene interior, often overlooked by foreigners, remains largely unspoiled by mass tourism and offers visitors a chance to discover this less-trodden part of Europe at their own pace. Ripe for leisurely adventures on foot or by bicycle, Portugal's fertile countryside boasts well-preserved medieval castles and outstanding wineries, producing some of the world's finest ports. The country's cities offer a lively culinary scene known for its many award-winning restaurants, topping the itineraries of foodies from around the globe.