Week 1-2
Bangkok for 7 days, then up to Ayutthaya for 2 days, then up to Chiang Mai for 5 days
Week 2-3
From Chiang Mai to Lampang by Train, then Lampang to Phrae by bus through the mountains, then back down to Bangkok for 2 nights before heading south for some beach time
From Bangkok to Pretchuap Khiri Khan by express train, then down to an unnamed area on a local train to a stop that isn't even on the printed schedule between Ban Krut and Thap Sakae, then a short walk to Sunshine Paradise Resort for 5 days
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