I've travelled with Stanley a bit by car. Because he's small, I took a modified cat carrier and inserted removable water and food cups. I also added a small perch and some toys. I buckled his carrier and drove from the bay area down to so cal and back in 3 days...about 1,000 miles. He was a little tired at the end of the trip, but he did fine...start out with small trips before attempting any big trips, though.
I wouldn't let your bird go outside without a carrier or leash because so many things can spook them. When they get spooked, they panic and can try to fly away or (worse), then can bite you on the face to try to drive you away from perceived danger. Stanley doesn't like small children and he's terrified of cats, dogs, and crows. I have thought about putting a rack on my bicycle so I can mount his cat carrier so I can take him for a ride. They also make special backpacks for birds so you can go hiking. He gets lots of attention wherever he goes.
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