20 days in Portugal Itinerary

20 days in Portugal Itinerary

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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 + Bus:  4 h 30 min
6
Ponta Delgada, Sao Miguel
— 3 nights
Bus + 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 17th (Sun): take in the views from Ponte 25 de Abril, snap pictures at Vasco da Gama Bridge, and then take in the spiritual surroundings of Capela dos Ossos. Keep things going the next day: buy something for everyone on your list at Vasco da Gama Shopping Center, then take a stroll through Parque das Nacoes, then appreciate the history behind Arco do Triunfo, and finally take in nature's colorful creations at Miradouro Sao Pedro de Alcantara.

For more things to do, other places to visit, and tourist information, you can read our Lisbon trip app .

If you are flying in from India, the closest major airport is Humberto Delgado Airport (Lisbon Portela Airport). Expect a daytime high around 28°C in May, and nighttime lows around 15°C. You'll have a few hours on the 19th (Tue) to wrap things up before traveling to Porto.

Things to do in Lisbon

Parks Neighborhoods Shopping

Side Trip

Capela dos Ossos
Find places to stay May 17 — 19:
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.
Explore hidden gems such as Parque da Cidade do Porto and Sandeman Cellars. Dedicate the 20th (Wed) to wine at some of the top wineries in the area. Next up on the itinerary: see the sights in a new way with Bluedragon Porto City Tours, learn about winemaking at Graham's Port Lodge, don't miss a visit to Liberdade Square, and go for a stroll along the water at Cais da Ribeira.

To find where to stay, maps, traveler tips, and other tourist information, you can read our Porto itinerary tool .

You can fly from Lisbon to Porto in 2.5 hours. Alternatively, you can take a train; or drive. Expect slightly colder weather when traveling from Lisbon in May: highs in Porto hover around 23°C, while lows dip to 13°C. Finish up your sightseeing early on the 23rd (Sat) so you can go by car to Obidos.

Things to do in Porto

Tours Wineries Parks

Side Trip

Vila Nova de Gaia
Find places to stay May 19 — 23:
Highlights from your plan
Bluedragon Porto City Tours ©
Bluedragon Porto City Tours
Parque da Cidade do Porto ©
Parque da Cidade do Porto
Sandeman Cellars ©
Sandeman Cellars

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 explore the less-touristy side of things at Praia do Norte and Castelo de Ourém. Change things up with these side-trips from Obidos: Valinhos Sanctuary (in Fatima) and Miradouro do Suberco (in Nazare). The adventure continues: hunt for treasures at Grande Mercado Medieval de Obidos, make a trip to Obidos Village, and explore the historical opulence of Castelo de Óbidos.

Plan a trip to Obidos easily and quickly by telling Inspirock to suggest an itinerary.

Drive from Porto to Obidos in 2.5 hours. Alternatively, you can do a combination of flight and bus; or take a train. In May, daytime highs in Obidos are 24°C, while nighttime lows are 13°C. Wrap up your sightseeing on the 25th (Mon) to allow time 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 May 23 — 25:
Highlights from your plan
Castelo de Óbidos ©
Castelo de Óbidos
Praia do Norte ©
Praia do Norte
Valinhos Sanctuary ©
Valinhos Sanctuary

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 26th (Tue): stroll through Praia da ursa and then look for gifts at SintrArt. On the 27th (Wed), you'll have a packed day of sightseeing: steep yourself in history at Chalet da Condessa D’Edla and then explore the historical opulence of Castelo dos Mouros.

To find reviews, other places to visit, where to stay, and other tourist information, use the 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. Expect a daytime high around 28°C in May, and nighttime lows around 15°C. Finish your sightseeing early on the 27th (Wed) so you can take a bus to Lisbon.

Things to do in Sintra

Historic Sites Parks Beaches
Find places to stay May 25 — 27:
Highlights from your plan
Castelo dos Mouros ©
Castelo dos Mouros
Praia da ursa ©
Praia da ursa
Chalet da Condessa D’Edla ©
Chalet da Condessa D’Edla

3
nights
Lisbon

Kick off your visit on the 28th (Thu): take in the local landmarks with HIPPOtrip, then 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 next day, admire the masterpieces at Museu Nacional do Azulejo, learn about wildlife with up-close encounters at Jardim Zoologico, and then don't miss a visit to Rossio Train Station.

To see maps, where to stay, photos, and more tourist information, you can read our Lisbon day trip app .

Lisbon is very close to Sintra. Finish up your sightseeing early on the 30th (Sat) so you can travel to Ponta Delgada.

Things to do in Lisbon

Tours Outdoors Zoos & Aquariums

Side Trip

Santuario Nacional de Cristo Rei
Find places to stay May 27 — 30:
Highlights from your plan
Wine Tours & Tastings
HIPPOtrip ©
HIPPOtrip
Rossio Train Station ©
Rossio Train Station

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.
Step off the beaten path and head to Ponta da Ferraria Ferraria and Nossa Senhora da Paz. Take a break from Ponta Delgada with a short trip to Centro de Monitorizacao e Investigacao das Furnas in Furnas, about 42 minutes away. There's lots more to do: contemplate the waterfront views at Lagoas Empadadas, look for all kinds of wild species at Parque Natural da Ribeira dos Caldeiroes, and take in the architecture and atmosphere at Igreja do Santo Cristo.

For ratings, reviews, more things to do, and more tourist information, you can read our Ponta Delgada trip itinerary planning app .

Fly from Lisbon to Ponta Delgada in 5 hours. Due to the time zone difference, you'll gain 1 hour traveling from Lisbon to Ponta Delgada. Expect slightly colder weather when traveling from Lisbon in May: highs in Ponta Delgada hover around 22°C, while lows dip to 17°C. Wrap up your sightseeing on the 2nd (Tue) to allow time to travel to Cascais.

Things to do in Ponta Delgada

Parks Nature Wildlife

Side Trips

Sao Miguel, Caldeira Velha Environmental Interpretation Centre, Centro de Monitorizacao e Investigacao das Furnas, Nossa Senhora da Paz
Find places to stay May 30 — Jun 2:
Highlights from your plan
Lagoa do Fogo ©
Lagoa do Fogo
Igreja do Santo Cristo ©
Igreja do Santo Cristo

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 3rd (Wed), stroll around Marechal Carmona Park and then tour the pleasant surroundings at Praia de Carcavelos. On the next day, enjoy the sand and surf at Praia do Tamariz and then try your luck at Casino Estoril.

To see ratings, more things to do, and other tourist information, refer to the Cascais online sightseeing planner .

Getting from Ponta Delgada to Cascais by flight takes about 6 hours. Traveling from Ponta Delgada to Cascais, you'll lose 1 hour due to the time zone difference. Expect a bit warmer weather when traveling from Ponta Delgada in June: highs in Cascais hover around 32°C, while lows dip to 18°C. You'll set off for home on the 5th (Fri).

Things to do in Cascais

Parks Beaches Outdoors

Side Trip

Praia de Carcavelos
Find places to stay Jun 2 — 5:
Highlights from your plan
Praia do Tamariz ©
Praia do Tamariz
Marechal Carmona Park ©
Marechal Carmona Park
Praia de Carcavelos ©
Praia de Carcavelos

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