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I drowe a Grand Danois down to Tomar for a relocating danish family by car in the spring this year, the family flew down, and i got there 2 days later with a load of bagage (25 big moving boxes, that would have needed shipping too) and their dog :-)

They didnt want their slightly nervous dog tru all the stress of flight transport, its not a small dog, the cost was about the same, where i got around 1000 euro for my time, an all expences paid.

And i had a few days driving around in PT while there :-)

Win / Win

I would probably fly with him. You need a valid rabies vaccine for entry. Make sure you get it early enough before your departure.

There are three things you will need to bring your pet to Portugal from a non-EU country.

• Microchip. Your pet must have an ISO compliant chip. ...
• Vaccination and blood tests. You will need to show proof of a rabies vaccination of your pet. ...
• Health Certificate. A health certificate must be issued by an accredited vet.

Do it need to be translated in portugese language,? And where the docs Will be checks?

Here's how to proceed:

In Portuguese: There is information here that is not in the English version...

In English (PDF doc):

From where ?

We brought our dog from the UK with and special pet transport company; by road