21 days in Portugal Itinerary

21 days in Portugal Itinerary

Created using Inspirock Portugal tour itinerary planner

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Route & dates

21 days in Portugal Itinerary

Start: Toronto
Fly:  9​h 15​min
1
Ponta Delgada, Sao Miguel
— 3 nights
Fly:  4​h 45​min
2
Lisbon
— 5 nights
Drive:  1​h 30​min
3
Evora
— 3 nights
Drive:  3​h
4
Portimao
— 4 nights
bus + Fly:  5​h
5
Porto
— 5 nights
Fly:  9​h 45​min
End: Toronto

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 Caldeira das Sete Cidades and Poca Da Dona Beija. Change things up with these side-trips from Ponta Delgada: Furnas (Parque Terra Nostra & Caldeira das Furnas). Next up on the itinerary: explore the activities along Lagoa do Fogo, take some stellar pictures from Boca do Inferno Viewpoint, identify plant and animal life at Caldeira Velha Environmental Interpretation Centre, and make a trip to Portas da Cidade.

To see other places to visit, traveler tips, maps, and other tourist information, read Ponta Delgada trip planning app .

Toronto, Canada to Ponta Delgada is an approximately 9.5-hour flight. You'll lose 4 hours traveling from Toronto to Ponta Delgada due to the time zone difference. In October, Ponta Delgada is somewhat warmer than Toronto - with highs of 26°C and lows of 19°C. Wrap up your sightseeing on the 9th (Wed) to allow time to travel to Lisbon.

Things to do in Ponta Delgada

Parks Nature Wildlife

Side Trips

Sao Miguel, Furnas, Caldeira Velha Environmental Interpretation Centre, Boca do Inferno Viewpoint
Highlights from your plan
Caldeira das Sete Cidades ©
Caldeira das Sete Cidades
Lagoa do Fogo ©
Lagoa do Fogo
Poca Da Dona Beija ©
Poca Da Dona Beija

5
nights
Lisbon

Lisbon ©
Built on seven hills, Lisbon has experienced a renaissance in recent years, making it the cultural star of Portugal.
You'll explore the less-touristy side of things at Convent of Christ and Batalha Monastery. Explore Lisbon's surroundings by going to Cabo da Roca (in Colares), Basilica de Nossa Senhora do Rosario de Fatima (in Fatima) and Obidos Village (in Obidos). There's much more to do: take a stroll through Belém Tower, admire the striking features of Quinta da Regaleira, don't miss a visit to Praca do Comercio (Terreiro do Paco), and contemplate in the serene atmosphere at Mosteiro dos Jeronimos.

To see reviews, where to stay, maps, and tourist information, read our Lisbon road trip planning site .

Traveling by flight from Ponta Delgada to Lisbon takes 5 hours. Due to the time zone difference, you'll lose 1 hour traveling from Ponta Delgada to Lisbon. In October in Lisbon, expect temperatures between 28°C during the day and 17°C at night. Wrap up your sightseeing on the 14th (Mon) to allow time to drive to Evora.

Things to do in Lisbon

Historic Sites Parks Zoos & Aquariums

Side Trips

Obidos Village, Batalha Monastery, Cabo da Roca, Basilica de Nossa Senhora do Rosario de Fatima, Convent of Christ
Highlights from your plan
Belém Tower ©
Belém Tower
Lisbon Oceanarium ©
Lisbon Oceanarium
Mosteiro dos Jeronimos ©
Mosteiro dos Jeronimos

3
nights
Evora

Evora ©
The city of Evora functions as a museum of Roman origins and medieval times.
Explore hidden gems such as Capela dos Ossos and Cathedral of Evora (Se Catedral de Evora). Explore Evora's surroundings by going to Paco Ducal (in Vila Vicosa) and Monsaraz Castle and Walls (in Monsaraz). The adventure continues: delve into the distant past at Centro Historico de Evora, take in the spiritual surroundings of Templo Romano de Evora (Templo de Diana), indulge your senses at some of the top wineries in the area, and get lost in a book at Biblioteca Publica de Evora.

For ratings, photos, where to stay, and tourist information, you can read our Evora trip planner .

Traveling by car from Lisbon to Evora takes 1.5 hours. Alternatively, you can take a train; or take a bus. October in Evora sees daily highs of 29°C and lows of 16°C at night. Finish your sightseeing early on the 17th (Thu) so you can drive to Portimao.

Things to do in Evora

Historic Sites Tours Outdoors

Side Trips

Monsaraz Castle and Walls, Paco Ducal
Highlights from your plan
Capela dos Ossos ©
Capela dos Ossos
Centro Historico de Evora ©
Centro Historico de Evora
Monsaraz Castle and Walls ©
Monsaraz Castle and Walls

4
nights
Portimao

Portimao ©
Originally a small fishing village, Portimão today serves as one of the most populated towns in the Algarve and also a favorite spot for sailing.
Discover out-of-the-way places like Praia Da Rocha and Alvor Boardwalk. Explore the numerous day-trip ideas around Portimao: Lagos (Ponta Da Piedale & Praia Dona Ana), Falesia Beach (in Olhos de Agua) and Cape Saint Vincent (in Sagres). And it doesn't end there: take in the waterfront activity at Marina de Vilamoura, get up close to creatures of the deep with a dolphin and whale watching tour, take in the waterfront at Carvoeiro Boardwalk, and take a tour by water with Boat Tours & Water Sports.

To see reviews, other places to visit, where to stay, and other tourist information, read our Portimao trip itinerary maker tool .

Getting from Evora to Portimao by car takes about 3 hours. Other options: take a bus; or take a train. In October in Portimao, expect temperatures between 28°C during the day and 19°C at night. Finish up your sightseeing early on the 21st (Mon) so you can travel to Porto.

Things to do in Portimao

Parks Outdoors Beaches

Side Trips

Albufeira, Lagos, Marina de Vilamoura, Cape Saint Vincent, Algarve
Highlights from your plan
Falesia  Beach ©
Falesia Beach
Ponta Da Piedale ©
Ponta Da Piedale
Alvor Boardwalk ©
Alvor Boardwalk

5
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.
Eschew the tourist crowds and head to Walking tours and University of Coimbra. Venture out of the city with trips to Bom Jesus do Monte (in Braga), Santuario de Santa Luzia (in Viana do Castelo) and Centro Historico de Guimaraes (in Guimaraes). And it doesn't end there: take in the views from Ponte de Dom Luis I, contemplate in the serene atmosphere at Porto Cathedral (Se Catedral), get lost in a book at Livraria Lello, and make a trip to Liberdade Square.

For maps, photos, other places to visit, and more tourist information, refer to the Porto trip itinerary maker .

Do a combination of bus and flight from Portimao to Porto in 5 hours. Alternatively, you can drive; or take a bus. Expect slightly colder evenings in Porto when traveling from Portimao in October, with lows around 15°C. Wrap up your sightseeing on the 26th (Sat) to allow time to travel back home.

Things to do in Porto

Historic Sites Tours Fun & Games

Side Trips

Ponte Romana, Santuario de Santa Luzia, University of Coimbra, Centro Historico de Guimaraes, Bom Jesus do Monte
Highlights from your plan
Bom Jesus do Monte ©
Bom Jesus do Monte
Wine Tours & Tastings
Ponte de Dom Luis I ©
Ponte de Dom Luis I

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