Our 2 weeks Thailand itinerary will bring you to all Thailand highlights from the cities of the north over Bangkok to the beaches of the south – without taking a single flight.
After two visits to Thailand, here’s our take on spending 2 weeks in Thailand – without flying but with all the Thailand highlights for first time visitors as well as returning travellers.
As always, we have tried to pack as much as possible into our travel itinerary to Thailand, taking loads of night buses and night trains as well as using the transfers for sightseeing.
We’ll give you plenty of options to customise your 14 days Thailand itinerary according to the season as well as your preferences. We’ll also provide loads of insider info to help you make the most of two weeks in Thailand!
Planning a trip in Thailand without flying is very easy with many transport options like
The tourist infrastructure is amazing and you can book your transfers in travel agencies all over the country as well as online.
The best places in Thailand for first time visitors are:
Of course, we have included all of them in our itinerary to Thailand!
Our itinerary starts in Chiang Rai in Northern Thailand. The city is mostly known for its outstanding temples as well as great trekking.
Spend your arrival day exploring the city centre! While Chiang Rai is mostly famous for its attractions outside of town, the city centre itself is worthwhile exploring. Check out our Chiang Rai itinerary for sightseeing tips!
Hit the night market for some delicious and cheap dinner!
Day 2 is the day for all the highlights in Chiang Rai:
If you’re short on time, it’s best to see all the attractions on a full day guided tour.
Chiang Rai is a great first stop when you come from Laos as it’s only a 1.5 hours drive from the border. Transfers are widely available from Houayxay but you can also take public transport. First, you need to take a Songthaew to the border. There you’ll find a bus crossing the bridge. On the Thai side you need to catch a local bus to Chiang Khong where the buses to Chiang Rai leave.
If you’re coming from Bangkok and you want to avoid flying, you can take a surprisingly comfortable night bus from Bangkok to Chiang Rai. Our ride even included a hot meal – in the middle of the night…
Chiang Mai is the digital nomad hub in Northern Thailand. It is famous for its old town with many temples, trekking, and elephant sanctuaries – as well as the Loi Krathong Festival.
It is well connected to Bangkok by night train (as well as many buses, of course). You can easily spend many days, weeks, or months here but we’ll showcase the best things to do if you only have two days in Chiang Mai.
Spend the morning in the old city exploring the many Buddhist temples like
In the afternoon, hire a tuk-tuk (or a bike) to explore Doi Suthep mountain.
On the way, you can opt to stop at
and many more.
The highlight will be visiting Wat Doi Suthep during sunset which will illuminate the golden stupa as well as Chiang Mai beneath you.
Hit one of the many night markets for dinner.
Today, you have two options:
Option 1 – Visit an elephant sanctuary. If you do your research before going to find an ethical place, this can be a truly magical experience.
Option 2 – Visit Doi Inthanon, Thailand’s highest mountain.
Buses from Chiang Rai to Chiang Mai leave every 30 - 60 minutes throughout the day.
Pai is another backpacker favourite in Northern Thailand. Most people we met went tubing or trekking here. We didn’t go there ourselves as it was the smoky season or burning season when we visited and the air quality was just horrific.
Ayutthaya is an amazing place to rent a bicycle and explore the historic sites for 1 day (or more).
It was the capital of the Siamese kingdom of Ayutthaya from 1351 to 1767 and the most important metropolis of the Southeast Asian mainland in the 18th century. The ruins of the old town are a UNESCO World Heritage Site.
Some of our favourite places in Ayutthaya are:
You’ll get a map when you rent a bicycle so you can easily create your own itinerary.
In the evening, the night market is your best option for cheap and delicious food.
The last night train to Ayutthaya currently leaves Chiang Mai at 6 pm. They are comfortable sleeper trains.
Bangkok is Thailand’s capital with loads of history as well as a vibrant modern side with a thriving nightlife. You can easily spend more time here but two days are enough to cover the basics.
Your first day in Bangkok will lead you to all the historical highlights in Bangkok like:
Depending on where your base in Bangkok is, the best way to reach the Grand Palace, Wat Pho, and Wat Arun might be via boat on the Chao Praya River. Public boats are a fast and cheap way to combine transfers and sightseeing.
Unless you really love the peace and quiet, you should spend one evening experiencing the backpacker hustle and bustle of Khaosan Road.
Today is the day to explore modern Bangkok.
Currently, there are 26 train options from Ayutthaya to Bangkok starting at 1$ and taking around 1 hour. Easy-peasy.
As you can see in the table below, the two different coasts of Thailand – the Gulf Coast and the Andaman Coast – have very different climates. Hence which side you chose might not only be a matter of preference but also of weather.
In case you visit Thailand between January and March when both coasts are dry, you can combine the two. It will take you around 15 hours to cross the mainland called the Malay Peninsula, e.g. from Koh Tao to Koh Lanta.
Month |
Gulf Coast |
Andaman Coast |
January |
Dry |
Dry |
February |
Dry |
Dry |
March |
Dry |
Dry |
April |
Dry |
Wet |
May |
Dry |
Wet |
June |
Dry |
Wet |
July |
Dry |
Wet |
August |
Dry |
Wet |
September |
Wet |
Wet |
October |
Wet |
Wet |
November |
Wet |
Dry |
December |
Wet |
Dry |
The Gulf Coast is dry between January and August. The rainy season is between September and December. During this time you might consider doing our option B – the Andaman Coast.
We just loved Koh Tao. It is small, relaxed, and reasonably priced.
The main objective of Koh Tao is to relax. Of course, there are still plenty of things you can do.
Here are some of the best things to do on Koh Tao:
The process of getting from Bangkok to Koh Tao is very easy. First, you’ll hop on a night bus to Chumphon where you’ll hop on a speed boat to Koh Tao.
To be clear: You can easily spend one week or more on Koh Tao. If you want to switch things up, Koh Pangan and Koh Samui are the two obvious choices.
Koh Pangan is mostly known for its full moon party.
Koh Samui is the most tourist and family-friendly of the three Gulf Islands as it’s the only one with an airport.
Asia Highlights wrote a full comparison.
Koh Pangan and Koh Samui are short speedboat rides away from Koh Tao.
The best time to visit the Andaman Coast is the dry season from November to March. The rainy season on the Andaman Coast is from April to October. During this time you might consider doing our option A – the Gulf Coast.
We loved Koh Lanta for its relaxed Hippie vibes.
The main objective of Koh Lanta is to relax. Of course, there are still plenty of things you can do.
Here are some of the best things to do on Koh Lanta:
Your easiest option is to take a night bus from Bangkok to Krabi. Minivans from Krabi to Koh Lanta leave every 2 hours during the day and cost 10$.
If you want to, you can easily spend a week or more on Koh Lanta. If you want to switch things up, we recommend you to go to Khao Lak.
We chose Khao Lak for three reasons:
A transfer from Koh Lanta to Khao Lak takes around 5 hours as you’ll most likely have to change minivans.
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