Thailand itinerary
Classic 2 Weeks in Thailand
The quintessential first trip: Bangkok temples, Chiang Mai culture, and Krabi limestone cliffs in 14 days.
This is the route most first-timers settle on, and for good reason. It covers three genuinely different regions: the chaotic energy of Bangkok, the cool-season calm of the north, and the Andaman coast at its scenic best. None of it feels rushed. Fourteen days is the right length: long enough to breathe, short enough to leave wanting more.
The route
- 1Bangkok3 nights
- 2Chiang Mai4 nights
- 3Krabi4 nights
- 4Railay3 nights
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Enter your arrival date and we will pre-fill all 14 days. Adjust any stop in the planner.
Day by day
Days 1–3
Bangkok
The arrival hub: temples, markets, and rooftop food, walkable in the cool season.
- Grand Palace and Wat Pho (book tickets online to skip the queue)
- Chatuchak Weekend Market, the largest market in Southeast Asia
- Street food crawl along Yaowarat (Chinatown) by night
- Chao Phraya river ferry to Wat Arun at sunrise
Tip · Arrive a day before you think you need to. Bangkok traffic is unpredictable and the heat on day one is always a shock.
Hotels in Bangkok · Agoda↗Days 4–7
Chiang Mai
Cool-season mountain base for temples, trekking, and night markets.
- Doi Suthep temple: take the songthaew up before 8 am to beat the crowds
- Night Bazaar and Sunday Walking Street for street food and crafts
- Half-day Thai cooking class (book the morning slot for the market tour)
- Old city moat walk, the most photogenic stretch in the north
Tip · Night buses between Bangkok and Chiang Mai save on accommodation and travel time. Nakhon Chai Air is the most comfortable operator.
Hotels in Chiang Mai · Agoda↗Days 8–11
Krabi
Limestone cliffs, Railay, and a launchpad for Andaman island-hopping.
- Four Islands snorkel tour (departs daily from Ao Nang pier)
- Tiger Cave Temple: 1,237 steps to a 360-degree mountain view
- Hong Islands longtail trip to the inner lagoon
- Sunset seafood dinner on the Ao Nang beachfront
Days 12–14
Railay
Cliff-framed beaches in Krabi province, reachable only by longtail boat. The big draw is rock climbing.
- Rock climbing on the limestone walls, with routes graded for first-timers
- Phra Nang Cave Beach, one of the best stretches of sand in the country
- Longtail across to the lagoon, then the scramble up to the viewpoint
- Sundowners on West Railay as the cliffs turn gold
Tip · Railay is cut off by cliffs, so the only way in is a longtail from Ao Nang or Krabi. No roads, no cars. Pack light.
Hotels in Railay · Agoda↗Load into planner
Plan this trip with your own dates.
Enter your arrival date and we will pre-fill all 14 days. Adjust any stop in the planner.
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