With 14 days you finally have time to see the whole country in one trip — this plan takes you from Bangkok out to the old capital of Ayutthaya, north to Chiang Mai and Pai, then down to the Andaman coast at Phuket, Krabi and Phi Phi, with a gentle finish, real travel times, and a place to stay at every base.
Picture a friend who's travelled all over Thailand sitting down to plan your trip. Straight up: most 5–7 day trips end up doing just Bangkok and one beach — genuinely lovely, but you never see how much more there is. The moment you have 14 days the whole thing opens up. You can do the capital properly, walk through a UNESCO old city, climb into the northern hills for mountains and Lanna culture, and still have days to lie on an Andaman beach without rushing — all three of Thailand's main regions in one trip.
This plan runs as a line from the centre, up north and down south — start in Bangkok, take a day trip to Ayutthaya, fly up to Chiang Mai (with Pai if you like mountains), then fly straight down to the Andaman. We've built breathing room into each leg so you're never travelling yourself into the ground, with real travel times, the choice between flying and the sleeper train, and where to stay at every base.
See the shape of the trip first — where each leg is based, what you cover, and how you move on. It runs as a line from Bangkok heading north then south, using domestic flights for the long hops so you never lose a whole day on the road.
| Days | Base | Main highlights | On to the next base |
|---|---|---|---|
| Days 1–3Bangkok | Central | Grand Palace & Wat Phra Kaew · Wat Pho-Wat Arun · Chao Phraya river · Chinatown | Train/van to Ayutthaya ~1h 30 |
| Day 4Ayutthaya (day trip) | Central | Wat Mahathat · Wat Chaiwatthanaram · UNESCO old city | Fly Bangkok–Chiang Mai ~1h 20 |
| Days 5–6Chiang Mai | North | Doi Suthep temple · old town · elephant sanctuary · night market | Minivan to Pai ~3 hrs |
| Days 7–8Pai (optional) | Mae Hong Son | Morning sea of mist · scooter loop · waterfalls & hot springs | Back to Chiang Mai, then fly south |
| Days 9–11Phuket | Andaman | Beaches · Phuket Old Town · Phi Phi day trip | Boat/road to Krabi ~2–3 hrs |
| Days 12–13Krabi | Andaman | Railay-Ao Nang · four-island tour · sea kayaking | Fly Krabi–Bangkok ~1h 20 |
| Day 14Return / fly home | Bangkok | Last-minute souvenir shopping · head to the airport | — |
We've grouped this into 6 legs by base rather than a rigid day-by-day list, because a long trip should leave room to adjust — each leg has the highlights you shouldn't miss, how to get around, and tips from people who've actually been. Arrange them to suit yourself.
🏙️ Bangkok1
Begin on Rattanakosin Island with the Grand Palace and Wat Phra Kaew, then Wat Pho and a ferry across to Wat Arun, with an evening cruise on the Chao Phraya. Day two, tackle the markets, malls and modern city by Skytrain, closing with street food in Chinatown. Leave the third day for a day trip or a breather before heading north.
Bangkok Guide →
🛕 Ayutthaya2
Head out of Bangkok to a former royal capital that's centuries old. The highlight is the stone Buddha head wrapped in the roots of a bodhi tree at Wat Mahathat, along with rows of red-brick stupas and ruined temples across the old island. Rent a bicycle or hire a tuk-tuk to hop between sites comfortably in a day, then return to Bangkok in the evening ready to fly north.
Ayutthaya Guide →
⛰️ Chiang Mai3
Fly north to cooler air and a slower rhythm. The highlight is Wat Phra That Doi Suthep, the golden temple on a mountaintop that overlooks the whole city. Wander the old town inside its square moat, lined with centuries-old Lanna temples, then visit an ethical elephant sanctuary. In the evening, walk a night market and try the northern food.
Chiang Mai Guide →
🌄 Pai4
If you like mountains and a slow pace, Pai is the place to stop — a small town in a valley where you can wake up to a sea of mist. By day, ride a scooter out to waterfalls, hot springs, the historic bridge and the viewpoints; in the evening, walk the little night-market street, eat, and settle in. Fair warning: the road up has a lot of bends, so come prepared if you get carsick.
Pai Guide →
🏝️ Phuket5
Fly straight from Chiang Mai down to Thailand's biggest island and use it as a base for beach days and island-hopping boats. By day, pick a beach to suit you (Patong is lively, Kata-Karon quieter), with a day trip out to the Phi Phi islands and Maya Bay where the water turns vivid. In the evening, walk the Sino-Portuguese streets of Phuket Old Town and eat the local food.
Phuket Guide →
🛶 Krabi6
Move your base to Krabi, which is quieter and more about nature than Phuket. The highlight is Railay, a white-sand beach ringed by tall limestone cliffs that you can only reach by boat, plus the sandbars that surface at low tide on the four-island tour. Kayak through a mangrove cave or just lie on Ao Nang beach with no plan — a relaxing close to the trip before you fly home.
Krabi Guide →A cross-country trip means switching between planes, road and boats — set this up right from the start and you'll save both money and time. These are the three things worth deciding before you go.
For long distances, flying is fastest — Bangkok–Chiang Mai about 1h 20, Chiang Mai–Phuket about 2 hrs. Book budget tickets several weeks ahead and they're far cheaper. Bangkok–Chiang Mai also works as an SRT overnight sleeper (~12–13 hrs) for the experience and a saved hotel night.
Bangkok's BTS/MRT beats the traffic; Chiang Mai has red songthaew shared trucks you negotiate. Phuket and Krabi have no good public transport, so use Grab or rent a car/scooter — beach-to-beach taxis in Phuket cost more than you'd expect.
The beauty of 14 days is not having to rush. Leave a free half-day at each base for unplanned wandering or just lying on the beach. Island boats run on schedules — check sailing times and sea conditions ahead, especially in monsoon season when some days they can't sail.
A long trip means staying in several cities, and choosing the right neighbourhood saves a lot of travel time — the simple rule is to stay near the Skytrain in Bangkok and near the beach or pier on the coast, then leave your bags at one base per leg so you're not moving cities every day.
It's easy to see why this plan flows from the centre up north and down south — start in Bangkok, day-trip to Ayutthaya, fly up to Chiang Mai and Pai, then fly down to the Andaman at Phuket and Krabi, using flights for the long hops rather than losing a whole day on the road.
The classic first week — Bangkok, Chiang Mai and a taste of the beach, just right for a first trip.
7-Day Plan →Bangkok, Chiang Mai and the Andaman in balance, with a little more time on the islands.
10-Day Plan →Month by month by region — cool, hot and rainy seasons, plus the key point about the two coasts.
See When to Go →Andaman or Gulf, which island for whom, how to reach each and the best season — pick the right sea.
Islands Guide →Flights, sleeper trains, VIP buses and island boats — which to choose by time, budget and comfort.
How to Travel →The hub for every destination, city, itinerary and prep guide — start planning your trip here.
Thailand Guide →Start with the full Thailand travel guide to piece together each base, where to stay, and how to get around — or go ahead and find rooms near the Skytrain or the beach early. On a 14-day trip, the further ahead you book, the easier it is.