21 days in Portugal Itinerary

21 days in Portugal Itinerary

Created using Inspirock Portugal trip itinerary builder

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Route & dates

21 days in Portugal Itinerary

Start: Calgary
Fly:  15​h 15​min
1
Ponta Delgada, Sao Miguel
— 2 nights
Fly:  4​h 30​min
2
Funchal, Madeira
— 4 nights
Fly:  7​h
3
Albufeira
— 3 nights
Drive:  2​h 45​min
4
Evora
— 2 nights
Drive:  1​h 30​min
5
Lisbon
— 3 nights
train:  1​h 45​min
6
Coimbra
— 2 nights
train:  1​h
7
Porto
— 3 nights
Fly:  14​h 45​min
End: Calgary

2
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 Caldeira das Sete Cidades and Scuba & Snorkeling. Venture out of the city with trips to Furnas (Poca Da Dona Beija, Parque Terra Nostra, & more). There's lots more to do: contemplate the waterfront views at Lagoa do Fogo, get engrossed in the history at Maria dos Anjos Melo House Museum, pause for some photo ops at Estatua Goncalo Velho Cabral, and get up close to creatures of the deep with a dolphin and whale watching tour.

To see other places to visit, more things to do, ratings, and more tourist information, use the Ponta Delgada holiday maker tool .

Calgary, Canada to Ponta Delgada is an approximately 15.5-hour flight. Traveling from Calgary to Ponta Delgada, you'll lose 6 hours due to the time zone difference. When traveling from Calgary in September, plan for a bit warmer days and warmer nights in Ponta Delgada: temperatures range from 28°C by day to 20°C at night. Wrap up your sightseeing on the 23rd (Mon) to allow time to travel to Funchal.

Things to do in Ponta Delgada

Parks Nature Wildlife

Side Trips

Sao Miguel, Furnas, Maria dos Anjos Melo House Museum
Highlights from your plan
Caldeira das Sete Cidades ©
Caldeira das Sete Cidades
Lagoa do Fogo ©
Lagoa do Fogo
Scuba & Snorkeling

4
nights
Funchal, Madeira

Funchal ©
The capital of the island of Madeira for more than 500 years, Funchal represents a laid-back city made popular by its historical sites and climate.
Get some cultural insight at Colegio dos Jesuitas do Funchal and Galeria dos Prazeres. Eschew the tourist crowds and head to Igreja de Nossa Senhora do Monte and Canyoning & Rappelling Tours. Explore Funchal's surroundings by going to Ponta de Sao Lourenco (in Machico), Porto Moniz Natural Swimming Pools (in Porto Moniz) and Vereda da Garganta Funda (in Ponta do Pargo). There's much more to do: learn about winemaking at Blandy's Wine Lodge, get a new perspective on things with Boat Tours & Water Sports, take in nature's colorful creations at Municipal Gardens, and stroll around Parque de Santa Catarina.

To see traveler tips, more things to do, ratings, and tourist information, read our Funchal travel route planner .

Fly from Ponta Delgada to Funchal in 4.5 hours. The time zone difference moving from Azores Time to Western European Time is 1 hour. Traveling from Ponta Delgada in September, plan for somewhat warmer nights in Funchal, with lows around 24°C. Cap off your sightseeing on the 27th (Fri) early enough to travel to Albufeira.

Things to do in Funchal

Parks Outdoors Tours

Side Trips

Calheta, Municipal Market of Santa Cruz, 25 Fontes Falls, Ponta de Sao Lourenco, Levada Caldeirao Verde
Highlights from your plan
Porto Moniz Natural Swimming Pools ©
Porto Moniz Natural Swimming Pools
Igreja de Nossa Senhora do Monte ©
Igreja de Nossa Senhora do Monte
Blandy's Wine Lodge ©
Blandy's Wine Lodge

3
nights
Albufeira

Albufeira ©
Along Portugal's southern Algarve region sits Albufeira, a city boasting 20 beaches for visitors to choose from.
Your inner history buff will appreciate Cape Saint Vincent and Lagos Farol da Ponta da Piedade. Explore hidden gems such as Old Town Faro and Mercado Municipal de Loulé (Desde 1908). You'll find plenty of places to visit near Albufeira: Lagos (Dolphin & Whale Watching, Praia Dona Ana, & more), Praia Da Rocha (in Praia da Rocha) and Alvor Boardwalk (in Alvor). Next up on the itinerary: kick back and relax at Falesia Beach, go for a stroll along the water at Marina de Vilamoura, and take in the waterfront at Carvoeiro Boardwalk.

To find more things to do, maps, other places to visit, and other tourist information, use the Albufeira driving holiday planner .

Getting from Funchal to Albufeira by flight takes about 7 hours. Other options: do a combination of flight and train. In September, daytime highs in Albufeira are 30°C, while nighttime lows are 21°C. Cap off your sightseeing on the 30th (Mon) early enough to go by car to Evora.

Things to do in Albufeira

Parks Outdoors Beaches

Side Trips

Lagos, Portimao, Loule, Old Town Faro, Cape Saint Vincent
Highlights from your plan
Cape Saint Vincent ©
Cape Saint Vincent
Old Town Faro ©
Old Town Faro
Lagos Farol da Ponta da Piedade ©
Lagos Farol da Ponta da Piedade

2
nights
Evora

Evora ©
The city of Evora functions as a museum of Roman origins and medieval times.
On the 1st (Tue), take in the spiritual surroundings of Templo Romano de Evora (Templo de Diana), contemplate in the serene atmosphere at Cathedral of Evora (Se Catedral de Evora), explore the ancient world of Centro Historico de Evora, contemplate in the serene atmosphere at Capela dos Ossos, then explore the historical opulence of Monsaraz Castle and Walls, and finally delve into the distant past at Hermitage of Santa Catarina. On the 2nd (Wed), you'll have a packed day of sightseeing: stop by Olaria Tavares, admire the striking features of Paco Ducal, then explore the historical opulence of Castelo de Evoramonte, then delve into the distant past at Cromeleque dos Almendres, and finally pause for some serene contemplation at Igreja de Sao Brissos.

To find ratings, more things to do, traveler tips, and tourist information, read Evora online trip planner .

Traveling by car from Albufeira to Evora takes 3 hours. Alternatively, you can take a train; or do a combination of flight and train. Traveling from Albufeira in September, expect nights in Evora to be a bit cooler, around 17°C, while days are a bit warmer, around 35°C. Cap off your sightseeing on the 2nd (Wed) early enough to go by car to Lisbon.

Things to do in Evora

Historic Sites Shopping

Side Trips

Monsaraz, Olaria Tavares, Paco Ducal, Igreja de Sao Brissos, Castelo de Evoramonte
Highlights from your plan
Capela dos Ossos ©
Capela dos Ossos
Centro Historico de Evora ©
Centro Historico de Evora

3
nights
Lisbon

Lisbon ©
Built on seven hills, Lisbon has experienced a renaissance in recent years, making it the cultural star of Portugal.
Cabo da Roca and Rua Augusta will appeal to history buffs. Castelo dos Mouros and Monastery of Alcobaca are good opportunities to explore the local culture. You'll find plenty of places to visit near Lisbon: Obidos (Obidos Village & Castelo de Óbidos), Praia da Nazare (in Nazare) and Sintra (Palacio Nacional de Sintra & Centro Historico de Sintra). Next up on the itinerary: steep yourself in history at Miradouro da Graca, pause for some photo ops at Arco do Triunfo, and take a stroll through Parque das Nacoes.

To see traveler tips and other tourist information, go to the Lisbon trip itinerary builder site .

You can drive from Evora to Lisbon in 1.5 hours. Other options are to take a train; or take a bus. In October in Lisbon, expect temperatures between 28°C during the day and 17°C at night. Finish your sightseeing early on the 5th (Sat) so you can take a train to Coimbra.

Things to do in Lisbon

Historic Sites Parks Outdoors

Side Trips

Sintra, Obidos, Monastery of Alcobaca, Cabo da Roca, Praia da Nazare
Highlights from your plan
Castelo dos Mouros ©
Castelo dos Mouros
Monastery of Alcobaca ©
Monastery of Alcobaca
Palacio Nacional de Sintra ©
Palacio Nacional de Sintra

2
nights
Coimbra

Coimbra ©
The university town of Coimbra exudes modern flair while embracing its roots as the medieval capital of Portugal.
Start off your visit on the 6th (Sun): browse the different shops at Forum Aveiro, take in the architecture and atmosphere at Capelas Imperfeitas, steep yourself in history at Batalha Monastery, then take in the architecture and atmosphere at Basilica de Nossa Senhora do Rosario de Fatima, and finally take in the spiritual surroundings of Convent of Christ. On your second day here, explore the activities along Piscina Natural de Anca, take in the spiritual surroundings of Old Cathedral of Coimbra (Se Velha de Coimbra), enjoy the scholastic atmosphere at University of Coimbra, then explore the historical opulence of Castelo de Tomar, and finally take in the architecture and atmosphere at Basilica da Santissima Trindade.

Ask Inspirock to suggest an itinerary and make planning a trip to Coimbra fast, fun, and easy.

Take a train from Lisbon to Coimbra in 2 hours. Alternatively, you can drive; or take a bus. In October in Coimbra, expect temperatures between 26°C during the day and 15°C at night. Wrap up your sightseeing on the 7th (Mon) to allow time to take a train to Porto.

Things to do in Coimbra

Historic Sites Shopping Parks

Side Trips

Tomar, Batalha, Fatima, Forum Aveiro, Piscina Natural de Anca
Highlights from your plan
Batalha Monastery ©
Batalha Monastery
Convent of Christ ©
Convent of Christ

3
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.
You'll discover tucked-away gems like Bom Jesus do Monte and Centro Historico de Guimaraes. Get some cultural insight at Palacio da Bolsa and Santuario de Santa Luzia. Venture out of the city with trips to Se Catedral de Viseu (in Viseu), Guimaraes (Guimaraes Castle, Paco dos Duques de Braganca, & more) and Se de Braga (in Braga). There's lots more to do: contemplate in the serene atmosphere at Santuario Nossa Senhora dos Remedios, take in the local highlights with Walking tours, do a tasting at Graham's Port Lodge, and take in the architecture and atmosphere at Igreja da Ordem Terceira de São Francisco.

Find out how to plan Porto trip without stress by asking Inspirock to help create an itinerary.

Traveling by train from Coimbra to Porto takes an hour. Alternatively, you can take a bus; or drive. Expect a daytime high around 26°C in October, and nighttime lows around 15°C. Finish up your sightseeing early on the 10th (Thu) so you can travel back home.

Things to do in Porto

Historic Sites Tours Shopping

Side Trips

Guimaraes, Braga, Santuario Nossa Senhora dos Remedios, Santuario de Santa Luzia, Se Catedral de Viseu
Highlights from your plan
Bom Jesus do Monte ©
Bom Jesus do Monte
Largo da Oliveira ©
Largo da Oliveira
Santuario de Santa Luzia ©
Santuario de Santa Luzia

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