10 days in Azores, Porto & Lisbon Itinerary

10 days in Azores, Porto & Lisbon Itinerary

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Route & dates

10 days in Azores, Porto & Lisbon Itinerary

Start: Chicago
Fly:  12​h
1
Ponta Delgada, Sao Miguel
— 4 nights
Fly:  4​h 30​min
2
Porto
— 1 night
Fly:  3​h
3
Lisbon
— 4 nights
Fly:  14​h 15​min
End: Chicago

4
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.
Visiting Caldeira das Sete Cidades and Poca Da Dona Beija will get you outdoors. Spend the 28th (Tue) observing fascinating marine mammals with a dolphin and whale watching tour. And it doesn't end there: contemplate the waterfront views at Lagoa do Fogo, identify plant and animal life at Environmental Interpretation Centre of Caldeira Velha, stroll through Praia de Santa Barbara, and take some stellar pictures from Boca do Inferno Viewpoint.

To find traveler tips, ratings, maps, and other tourist information, read our Ponta Delgada road trip planner.

Chicago, USA to Ponta Delgada is an approximately 12-hour flight. You'll lose 5 hours traveling from Chicago to Ponta Delgada due to the time zone difference. When traveling from Chicago in May, plan for a bit cooler days and a bit warmer nights in Ponta Delgada: temperatures range from 22°C by day to 17°C at night. Finish your sightseeing early on the 29th (Wed) to allow enough time to travel to Porto.

Things to do in Ponta Delgada

Parks Outdoors Wildlife

Side Trips

Sao Miguel, Ribeira Grande, Boca do Inferno Viewpoint, Poca Da Dona Beija, Nossa Senhora da Paz
Find places to stay May 25 — 29:
Highlights from your plan
Boca do Inferno Viewpoint ©
Boca do Inferno Viewpoint
Caldeira das Sete Cidades ©
Caldeira das Sete Cidades
Lagoa do Fogo ©
Lagoa do Fogo

1
night
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.
Start off your visit on the 29th (Wed): take in panoramic vistas at Clerigos Tower, take a stroll around Palacio da Bolsa, and then explore the activities along Rio Douro.

To see more things to do, reviews, and more tourist information, refer to the Porto vacation maker tool .

You can fly from Ponta Delgada to Porto in 5.5 hours. Traveling from Ponta Delgada to Porto, you'll lose 1 hour due to the time zone difference. Traveling from Ponta Delgada in May, Porto is a bit cooler at night with lows of 13°C. Wrap up your sightseeing on the 30th (Thu) to allow time to travel to Lisbon.

Things to do in Porto

Tours Parks Nature
Find places to stay May 29 — 30:
Highlights from your plan
Wine Tours & Tastings
Rio Douro ©
Rio Douro
Palacio da Bolsa ©
Palacio da Bolsa

4
nights
Lisbon

Lisbon ©
Built on seven hills, Lisbon has experienced a renaissance in recent years, making it the cultural star of Portugal.
Do some cultural sightseeing at Alfama and Carmo Archaeological Museum. Get outdoors at Pypas Cruises Lisbon Boat Tours and Portugal Bike. When in Lisbon, make a side trip to see Praia de Carcavelos in Carcavelos, approximately 34 minutes away. The adventure continues: step into the grandiose world of Castelo de S. Jorge, wander the streets of Belém Tower, admire nature's wide array of creatures at Lisbon Oceanarium, and tour the water at your own pace with Lisbon by Boat.

For where to stay, ratings, reviews, and tourist information, you can read our Lisbon online trip itinerary builder .

You can fly from Porto to Lisbon in 2.5 hours. Other options are to take a train; or drive. Traveling from Porto in May, you will find days in Lisbon are a bit warmer (28°C), and nights are about the same (15°C). Wrap up your sightseeing by early afternoon on the 3rd (Mon) to allow enough time to travel back home.

Things to do in Lisbon

Outdoors Tours Parks

Side Trips

Portugal Bike, Praia de Carcavelos
Find places to stay May 30 — Jun 3:
Highlights from your plan
Castelo de S. Jorge ©
Castelo de S. Jorge
Belém Tower ©
Belém Tower
Alfama ©
Alfama

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