Car Rental

I have found a few car rental agencies to use for rentals in Europe:

DiscoverCars.com

WiseCars.com

AutoEurope.ca

CarRentals.co.uk

Many of these are consolidaters that give the best price amount various agencies.

Updated travel info

Due to COVID-19, travel to Portugal involves some additional work. A few websites give details on travel and medical issues and procedures.

VisitPortugal has details on travel restrictions and other details here. Most importantly, as of August 31, 2021, travel to Portugal IS permitted from Canada. For extended stays in Portugal beyond the standard 90 day Schengen limit see here.

"A body temperature measurement system was implemented on arrival. Passengers will be requested to fill out a form from the Health Authorities (Passenger Locator Form), which will be provided by the Airline Company, during the flight. This information will be used to contact passengers, in case someone develops COVID-19 symptoms within the same flight."

Portugal's airport authority has information for travelers here.

Canada's Travel Advisory recommends no unnecessary travel outside Canada, here, last updated April 1, 2021.

Extended stay in Portugal

Portugal is part of the Schengen region and Canadians who travel there are limited to staying 90 days. If you want to stay longer, then a special visa extension is required. Portugal provides a 90 day extension to the Schengen visa duration. The only caveat is that you cannot travel to the other Schengen locations during this extended stay. (I'm not sure if you can travel to non-Schengen countries during this extended stay in Portugal. More research required.)

To apply for the extension, you first need to make an application online to book an appointment with the Portuguese immigration office once you are in Portugal. You need to provide two colour passport photos and pay the €64 fee. There is a good video from This Is Our Retirement on the procedure. They note that the best way to do your trip may be to travel first to one or more of the other Schengen region countries up until close to the 90 day limit and then go to Portugal for the rest of the stay and to apply for the extension. If it is in the winter months then Greece, Malta, Spain, southern Italy or southern France may be good choices for the first leg of the holiday.

Schengen region