Chiang Mai as mentioned above is a great Place to start. There are many rental shops along the main streets of Chiang Mai. Tonys big bikes, Pop rental, Mr mecanic etc etc.
There is very competent rental Company in Chiang Rai as well named Chiang Rai bike bike rentals. Have more Equipment such as luggage options, GPS, motorbike clothing and protection gear than the Chiang Mai ones.
Most of Northern Thailand is fantastic for motorbike touring. Especially the provinces of Chiang Mai, Chiang Rai, Mae Hong Son, Tak, Phayao, Nan (maybe the Pearl of them all....) Even east to Loei province in northeastern Thailand is great.
People is friendly and helpful, accomodation is plentiful and cheap, Food and drinks are also abundant and delicious and cheap.
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In the end everything will be fine. If its not fine its not the end....
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