To better plan the Thai trip that's right for you, we spoke to two of Condé Nast Traveler's Top Travel Specialists who are experts in designing itineraries in Thailand: Matthew McLean of Audley Travel and Duncan Greenfield-Turk of Global Travel Moments. One of the best times to visit Thailand is during the dry seasons, which generally runs from November to April, says McLean of Audley Travel. Unsurprisingly, the cheapest time to visit Thailand coincides with the rainy season.