Winter is Southeast Asia season: from November the flights to Bangkok fill up with people escaping the cold. But anyone planning a long trip for 2026/27 should start from one fact that changed — Thailand's visa-free stay for most passports is now 30 days, not 60. That changes the shape of the route, the order in which you book, and the budget. This guide goes in the right order: rules first, then the flight, and only then the table of what a day actually costs.
From 15 September 2026 Thailand replaced its 60-day visa exemption (93 countries) with a 30-day exemption for 60 countries and territories, and limited the permitted purpose to tourism. Check your own passport against the Thai immigration list before you plan — if it is not on it, you need a tourist visa or an e-visa. Travellers on the exemption can ask for a one-time extension of up to 30 days at a local immigration office, at the officer's discretion (the official extension fee is 1,900 baht). Immigration also capped the number of visa-exempt entries per calendar year (two, via land borders) — if you plan to pop over to Laos or Cambodia and come back overland, check that before you build the route.
One more thing people discover at the airport: the Thailand Digital Arrival Card (TDAC) is mandatory for every foreign national. Fill it in on the official immigration site (tdac.immigration.go.th), free, within the 72 hours before you land. Any site that charges for it is a middleman or a scam.
What it means for planning: a two-month trip is no longer 'Thailand plus a bit' but at least two countries — for example 30 days in Thailand, three or four weeks in Vietnam, and a flight home from Hanoi. As we will see, that route is also cheaper.
Sources: the Thai immigration notice amending the exemption scheme (September 2026) · Vietnam's official e-visa portal · Philippine embassies. Visa rules change — one check on the official site before you pay for a flight.
On a long trip the flight is the only big expense you pay up front, and the only one you cannot fix on the road. Three rules save the most:
And compensation: if your flight departs from the EU or the UK, or is operated by an EU carrier, EU261 / UK261 rules apply — a long delay or a cancellation gives you rights even on a cheap ticket. Flight compensation guide →
✈️ Live fares to Bangkok from the airport nearest you:
Bangkok flights on the board →Final price at the provider.
These numbers are orders of magnitude for planning, not a price list: they refer to cities and northern Thailand in October 2026, at roughly 33 baht to the US dollar. On the islands (Koh Phangan, Koh Lipe, Krabi in season) multiply by 1.5–2. Vietnam is usually cheaper than Thailand, Singapore considerably more expensive — plan your number of days in each country accordingly.
Bottom line: 30 days at the 'comfortable' tier is roughly US$2,000–3,000 excluding flights — less than most people assume, which is exactly why this month is worth planning rather than guessing.
🏨 Stay at the two most popular winter stops:
Hotels in Ao Nang, Krabi → Hotels in Chiang Mai Old City → 🧭 Bangkok Compass →The map opens centred on the area. Final price at the provider.
Let FunSearchDeals do the work
All live deals — flights, hotels, tours, attractions, cars, eSIM and more — in one place.
🎯 Live deals →