20 days in Portugal Itinerary

20 days in Portugal Itinerary

Created using Inspirock Portugal vacation planner

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Route & dates

20 days in Portugal Itinerary

Start: Lisbon
1
Lisbon
— 2 nights
Fly:  3​h
2
Porto
— 4 nights
Drive:  2​h 30​min
3
Obidos
— 2 nights
Drive:  1​h
4
Sintra
— 2 nights
bus:  30​min
5
Lisbon
— 3 nights
Fly:  4​h 30​min
6
Ponta Delgada, Sao Miguel
— 3 nights
Fly:  5​h
7
Cascais
— 3 nights
train:  30​min
End: Lisbon

2
nights
Lisbon

Lisbon ©
Built on seven hills, Lisbon has experienced a renaissance in recent years, making it the cultural star of Portugal.
Kick off your visit on the 10th (Tue): take in the views from Ponte 25 de Abril, take in the views from Vasco da Gama Bridge, and then make a trip to Capela dos Ossos. Keep things going the next day: take some stellar pictures from Vasco da Gama Shopping Center, then take a stroll through Parque das Nacoes, then appreciate the history behind Arco do Triunfo, and finally admire the natural beauty at Miradouro Sao Pedro de Alcantara.

For more things to do, traveler tips, reviews, and other tourist information, refer to the Lisbon travel itinerary planner .

If you are flying in from United States, the closest major airport is Humberto Delgado Airport (Lisbon Portela Airport). In September, plan for daily highs up to 81°F, and evening lows to 61°F. On the 12th (Thu), you'll have the morning to explore before heading off to Porto.

Things to do in Lisbon

Parks Neighborhoods Shopping

Side Trip

Capela dos Ossos
Find places to stay Sep 10 — 12:
Highlights from your plan
Miradouro Sao Pedro de Alcantara ©
Miradouro Sao Pedro de Alcantara
Capela dos Ossos ©
Capela dos Ossos
Miradouro da Senhora do Monte ©
Miradouro da Senhora do Monte

4
nights
Porto

Porto ©
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.
Discover out-of-the-way places like Parque da Cidade do Porto and Sandeman Cellars. Dedicate the 13th (Fri) to wine at some of the top wineries in the area. The adventure continues: do a tasting at Graham's Port Lodge, go for a stroll along the water at Cais da Ribeira, make a trip to Liberdade Square, and see the sights in a new way with Bluedragon Porto City Tours.

Use Inspirock's suggestions to plan your Porto trip and find the best activities and attractions for your vacation.

You can fly from Lisbon to Porto in 2.5 hours. Alternatively, you can take a train; or drive. In September, Porto is slightly colder than Lisbon - with highs of 74°F and lows of 56°F. Wrap up your sightseeing on the 16th (Mon) to allow time to drive to Obidos.

Things to do in Porto

Tours Wineries Parks

Side Trip

Vila Nova de Gaia
Find places to stay Sep 12 — 16:
Highlights from your plan
Bluedragon Porto City Tours ©
Bluedragon Porto City Tours
Parque da Cidade do Porto ©
Parque da Cidade do Porto
Graham's Port Lodge ©
Graham's Port Lodge

2
nights
Obidos

Obidos ©
Striking views of the Estremadura area and a famous medieval castle gave Obidos the name of Wedding Present Town.
You'll discover tucked-away gems like Praia do Norte and Castelo de Ourém. Explore the numerous day-trip ideas around Obidos: Valinhos Sanctuary (in Fatima) and Miradouro do Suberco (in Nazare). There's still lots to do: browse the eclectic array of goods at Grande Mercado Medieval de Obidos, don't miss a visit to Obidos Village, and step into the grandiose world of Castelo de Óbidos.

To see where to stay, ratings, reviews, and other tourist information, read our Obidos tour itinerary planning site .

Getting from Porto to Obidos by car takes about 2.5 hours. Other options: do a combination of flight and bus; or take a train. In September, daily temperatures in Obidos can reach 76°F, while at night they dip to 57°F. Wrap up your sightseeing on the 18th (Wed) early enough to drive to Sintra.

Things to do in Obidos

Historic Sites Parks Beaches

Side Trips

Nazare, Valinhos Sanctuary, Castelo de Ourém
Find places to stay Sep 16 — 18:
Highlights from your plan
Castelo de Óbidos ©
Castelo de Óbidos
Obidos Village ©
Obidos Village
Praia do Norte ©
Praia do Norte

2
nights
Sintra

Sintra ©
Surrounded by rolling hills and old mansions and castles, Sintra has become known as the first center of the European Romantic style.
Start off your visit on the 19th (Thu): enjoy the sand and surf at Praia da ursa and then look for gifts at SintrArt. Get ready for a full day of sightseeing on the next day: steep yourself in history at Chalet da Condessa D’Edla and then steep yourself in history at Castelo dos Mouros.

To find photos, ratings, reviews, and more tourist information, you can read our Sintra day trip planning tool .

You can drive from Obidos to Sintra in 1.5 hours. Alternatively, you can take a bus; or take a train. In September, daily temperatures in Sintra can reach 81°F, while at night they dip to 61°F. Finish your sightseeing early on the 20th (Fri) to allow enough time to take a bus to Lisbon.

Things to do in Sintra

Historic Sites Parks Beaches
Find places to stay Sep 18 — 20:
Highlights from your plan
Castelo dos Mouros ©
Castelo dos Mouros
Chalet da Condessa D’Edla ©
Chalet da Condessa D’Edla
Praia da ursa ©
Praia da ursa

3
nights
Lisbon

On the 21st (Sat), take in the local landmarks with HIPPOtrip, pause for some photo ops at Santuario Nacional de Cristo Rei, and then awaken your taste buds at some of the top wineries in the area. On the 22nd (Sun), you'll have a packed day of sightseeing: explore the world behind art at Museu Nacional do Azulejo, then meet the residents at Jardim Zoologico, and then make a trip to Rossio Train Station.

To see more things to do, ratings, and other tourist information, use the Lisbon online trip maker .

Lisbon is just a short distance from Sintra. Finish your sightseeing early on the 23rd (Mon) so you can travel to Ponta Delgada.

Things to do in Lisbon

Tours Outdoors Parks

Side Trip

Santuario Nacional de Cristo Rei
Find places to stay Sep 20 — 23:
Highlights from your plan
Wine Tours & Tastings
HIPPOtrip ©
HIPPOtrip
Museu Nacional do Azulejo ©
Museu Nacional do Azulejo

3
nights
Ponta Delgada, Sao Miguel

Ponta Delgada ©
As the busy capital of São Miguel, Ponta Delgada represents the most visited place on the island. Known for its historical buildings, the city offers 17th- and 18th-century convents and churches, as well as cobbled pedestrian streets and hidden squares.
Eschew the tourist crowds and head to Ponta da Ferraria Ferraria and Nossa Senhora da Paz. Step out of Ponta Delgada to go to Furnas and see Centro de Monitorizacao e Investigacao das Furnas, which is approximately 42 minutes away. The adventure continues: contemplate the waterfront views at Lagoas Empadadas, take in the architecture and atmosphere at Igreja Matriz de Sao Sebastiao, and look for all kinds of wild species at Caldeira Velha Environmental Interpretation Centre.

To find reviews, ratings, where to stay, and other tourist information, go to the Ponta Delgada trip itinerary planning site .

Fly from Lisbon to Ponta Delgada in 5 hours. The time zone difference moving from Western European Time (WET) to Azores Time (AZOT) is minus 1 hour. When traveling from Lisbon in September, plan for a bit cooler days and about the same nights in Ponta Delgada: temperatures range from 76°F by day to 63°F at night. Wrap up your sightseeing on the 26th (Thu) to allow time to travel to Cascais.

Things to do in Ponta Delgada

Parks Nature Outdoors

Side Trips

Sao Miguel, Caldeira Velha Environmental Interpretation Centre, Centro de Monitorizacao e Investigacao das Furnas, Nossa Senhora da Paz
Find places to stay Sep 23 — 26:
Highlights from your plan
Ponta da Ferraria Ferraria ©
Ponta da Ferraria Ferraria
Lagoas Empadadas ©
Lagoas Empadadas

3
nights
Cascais

Cascais ©
A mere 32 km (20 mi) from Lisbon, the coastal town of Cascais has a long history of entertaining royals.
On the 27th (Fri), stroll around Marechal Carmona Park and then stroll through Praia de Carcavelos. Here are some ideas for day two: tour the pleasant surroundings at Praia do Tamariz and then try to win big at Casino Estoril.

To find other places to visit, more things to do, and tourist information, read Cascais travel planning app .

You can fly from Ponta Delgada to Cascais in 6 hours. Traveling from Ponta Delgada to Cascais, you'll lose 1 hour due to the time zone difference. In September, daytime highs in Cascais are 81°F, while nighttime lows are 61°F. On the 29th (Sun), you'll travel back home.

Things to do in Cascais

Parks Beaches Outdoors

Side Trip

Praia de Carcavelos
Find places to stay Sep 26 — 29:
Highlights from your plan
Praia do Tamariz ©
Praia do Tamariz
Marechal Carmona Park ©
Marechal Carmona Park
Casino Estoril ©
Casino Estoril

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