Thailand Itinerary – 2 Weeks Of Adventure & Relaxation

Planning a trip to Thailand and not sure exactly how to plan the best itinerary? Having been there plenty of times, we know exactly what to do in 2 weeks in Thailand. This guide will help you make the best plan for your Thailand trip. We followed this Thailand itinerary with our own visitors and they had a great couple of weeks around this country. After living in Chiang Mai for about two years, we had lots of friends and family come and visit. You could say we became, somewhat, experts in playing tour guides and taking people to the top cities and attraction in Thailand. 

Thailand itinerary - where to go and what to see in 2 weeks

This Thailand itinerary is a result of putting together all of the great adventure activities along with some of the most chill and relaxing destinations. You can customize this to just one week or expand it for more time exploring the country (we give some bonus options in case you are staying for 3 weeks or you want to switch out some activities). We'll provide tips on how long to stay in each location and what to do there, including some general cost and budget information.

We know that travel regulations are changing all the time so make sure to check the Thai Embassy for updated information.

Here's a quick summary of the cities we include on this Thailand itinerary:

  • Chiang Mai - 3 days of great street food, mountains, waterfalls and temples
  • Koh Phi Phi - 4 days of beaches, island hopping on longtail boat, snorkeling, and party time
  • Koh Lanta - 2 days of relaxation, more island visits and the best snorkeling in Thailand
  • Pai - 2 days of chill and fun in nature
  • Chiang Rai - 3 days of adventure and some of the most unique temples
Thailand itinerary - 2 weeks

For quick reference, you can find the best deals for places to stay on

I know A lot of people think they need to go straight to Bangkok, but I would recommend Chiang Mai as your first stop in Thailand. Unless you are the kind of person who absolutely loves bigs cities (and has prior experience in other international capitals), Bangkok way be a bit overwhelming on your first time in Thailand.  

Spoiler alert: We totally skip Bangkok in this itinerary. But, if you do add Bangkok to your itinerary, make sure you visit the close by Ayutthaya Temples which are just over an hour drive north.

two weeks in Thailand - island hopping

Some may disagree with this, but we will stick to our recommendation.

Additionally, we really love the north of Thailand so our suggestions would lean toward exploring more up there as it can also be less crowded (and great for nature lovers). Don't get me wrong, the islands are absolutely gorgeous and I can understand that some travelers visiting to get away from the snow in the country they live in may prefer that. By all means, customize this itinerary to suit your needs. After all, traveling to Thailand is quite a trek, especially if you are coming from the Western Hemisphere!

3 Days In Chiang Mai - WHat To Do In North Thailand

Chiang Mai is a big town without all of the craziness of Bangkok. It will help you ease into your holiday or vacation and give you some time to get adjusted. One main issue may be jetlag. For those traveling to Thailand from the United States, it will be a difficult first day.

The jetlag hits pretty hard.

two weeks in Thailand - cafe

If you arrive around the afternoon, I highly suggest you try to stay awake until, at least, eight or nine in the evening.

Suggestion: Chiang Mai has some of the best cafes, so maybe a cup of tea or coffee might help make it through the first afternoon.

Pro-Traveler Tip: If you can stay awake until later in the night on your first day in Thailand, you will have a better time adjusting to the time difference during the rest of your visit.

You will thank me later!

To accomplish the task, you will need to stay active. While your first instinct would be to check in at your hotel and take a nap. DON'T DO IT! You will end up sleeping until the middle of the night and waking up around 4 am..and the cycle will continue.

two weeks in Thailand - food

Where To Stay In Chiang Mai: 3 Sis Guest House is right in front of one of the best temples in Chiang Mai.

There are some amazing AirBnB apartments available in Chiang Mai. Personally, we use AirBnB every time we visit and have loved the properties we've stayed at.

You can get $40 USD off if it's your first time using AirBnB. Click to get the discount coupon.

After checking into your guset house, drop off your bags, grab a bottle of water (you need to get hydrated after that long flight!), and start walking around the Old City.

Thailand itinerary 2 weeks - Old City Temple

Check out these temples in the old city:

  • Wat Chedi Luang,
  • Wat Phra Singh,
  • Wat Sri Suphan (Silver Temple),
  • Wat Lok Molee,
  • Wat Phan Tao (Teakwood Temple and Monastery)
Thailand itinerary 2 weeks - Wat Chedi Luang Chiang Mai

For Dinner: Street food in Thailand is not to be missed and one of the best places to start on your first time is the North Gate food stalls. You'll find lots of seating at each stall. Most stalls provide you with an English menu and some even have pictures of each food item, so it makes it a lot easier for foreigners. Garlic pork and mushrooms in oyster sauce are a couple of our favorite dishes there!

Pro-Traveler Tip: Have your guest house front desk staff arrange for you to do a Thai Cooking class. Reservations need to be made in advance, so have the book it for the following day, in the evening.

planning a trip to Thailand - Chiang Mai cooking class

In the evening, it's time for a stroll through the Night Bazaar (open usually around sunset and closing at midnight). You'll be able to get loads of your souvenir shopping done here.

If you get "peckish" as you roam from stall to stall, grab some snacks like banana rotee, Chiang Mai sausage, or fresh fruit smoothie. There's even a McDonalds there if that's your sort of thing.

what to do in Thailand - chiang mai sausage

The perfect way to end your visit to the Night Bazaar would be a message. There are several massage places along the main road. They are super inexpensive so treat yourself for making it through your first day in Chiang Mai (and staying up!).

Where to Eat breakfast on your first morning: Chiang Mai Breakfast World in the Old City

plan 2 week trip to Thailand - breakfast

What to do on your second day in Chiang Mai: Visit Wat Phra That Doi Suthep (temple on top of the mountain).

Best Way To Get To Wat Phra That Doi Suthep: Flag down a red truck that doesn't have any passengers. Negotiate a price (depending on how many people you are total and how long you want to stay at the temple and have them wait for you to drive you back.

Generally it would cost around 600 baht for the round-trip and an hour waiting at the temple. Alternatively, you could just take a ride there and then get another Red Truck back down when you are done with your visit to the temple.

planning a trip to thailand - Wat Phra That temples

Once you return back to town, you can enjoy lunch at pretty much any of the restaurants in the Old City. The restaurants in that area cater to the foreign tourists and usually have both Western and Thai dishes on the menu.

Now it should be time for you to attend your cooking class. We have done Thai Cooking classes several times and enjoyed it with our visiting family each time. Keep in mind that the class probably starts around 4 or 5pm and you'll be done making your food by around 7pm.

Thailand Itinerary - Cooking Class Chiang Mai

Visit a couple of waterfalls on your third day in Chiang Mai!

But first, some good breakfast at Rustic & Blue or Gallery Seescape and SS1254372 Cafe in the Nimman Neighborhood.

Rent a motorbike for the day (you can also take a Red Truck if you prefer) and check out Huay Kaew Waterfall. This waterfall is the closes one to the Old City and the visit should be pretty quick. Head over to Maesa Waterfall next. This waterfall has it all. You can hike, picnic, and swimming the rest of the day away.

Thailand itinerary 2 weeks - Mae Sa Waterfall

Want more Chiang Mai activities? Check out our full article here.

Bonus Option: Doi Inthanon day trip. Can your Thailand itinerary really be complete without a visit to Thailand's highest peak? Here are some other options for taking a day trip from Chiang Mai.

Day 4 To 7 - Things To Do In Phi Phi Island

Catch an early flight to Krabi from Chiang Mai so that you can catch an afternoon ferry to Koh Phi Phi and have your feet in the sand by late afternoon.

Thailand itinerary - Koh Phi Phi island

Once the sun sets on Koh Phi Phi, check out the island. There are no roads or cars on this tiny isle so you can walk pretty much the whole thing in one evening. The island is for the young and the young at heart who want to socialize, drink, and enjoy the beach life. There are so many bars and restaurants on this island that you would think nothing else exists.

Thailand island hopping itinerary - Koh Phi Phi

Actually, I always wonder where the locals who work at these bars and restaurants live? The only other structures there are hotels and guesthouses.

Several bars along the beach have fire dancers with a lot of talent. They are definitely worth checking out even if you are not into drinking. The entertainment is one of a kind!

A day at the beach is for sure in order when you're on a tropical island. Splash in the warm water. Relax with your toes in the sand.

At sunset, take a hike! Seriously!

two weeks in Thailand - Koh Phi Phi Viewpoint

You don't want to miss the sunset from the Koh Phi Phi Viewpoint.

The next day, get on a longtail boat and go to Maya Bay. The beauty there is one that is hard to come by anywhere else. The warm waters are perfect for a bit of snorkeling. The tours will also take you to Monkey Island where you can spend some time with the cheeky creatures.

Thailand things to do - Maya Bay

Where to stay in Koh Phi Phi: PP Charlie Beach Resort 

Where to stay in Koh Phi Phi - itinerary for two weeks

 Thailand Island Hopping - 2 Days In Koh Lanta

What to do in Koh Lanta:

  • Wander the Lanta Old Town and do some shopping
  • Tour Koh Lanta National Park by motorbike
  • Emerald Cave at Koh Muk
  • Explore the beaches
  • Sunset cocktails at Reggae Bar
planning a trip to Thailand - snorkeling koh lanta
  • Our top recommendation: Book the 4 island tour:  It includes lunch and is a great value. You'll experience some amazing snorkeling and visit an uninhabited island!
planning a trip to Thailand -Koh Lanta Island

Hotels In Koh Lanta:

Pro Traveler Tip - How to ferry over to Koh Lanta from Koh Phi Phi: Contact Arunsiri Travel & Tour
Phone: (+66) 081-892-2656

Pai, Thailand In Two Days

After a bit of island hopping, it's time to fly back to northern Thailand and take a shuttle from Chiang Mai to Pai. Pai has some of the most chill vibes you can experience in Thailand. Surrounded by mountains, the Pai valley is a great opportunity to get close to nature.

planning a trip to Thailand - Pai Canyon

We wrote a detailed article of activities for visiting Pai, but here is a summary:

Day 1: Trek Pai Canyon and Sunset at Big Buddha

Day 2: The Pai Land Split, Waterfalls by motorbike, Cafe with views

Where To Stay In Pai, Thailand: Reverie Siam is the best in luxury accommodations. Read our full review.

two weeks in Thailand - Pai Adventure

Chiang Mai To Chiang Rai

Itinerary For Day 12-14: Return to Chiang Mai and take a shuttle van to spend the last 3 days in Chiang Rai. It's about a three-hour shuttle ride with a couple of short stops along the way. 

planning a trip to Thailand - White Temple Chiang Rai

Chiang Rai is another beautiful Northern Thai city that is a must see. It's a smaller version of Chiang Mai, but with a lot of character. The unique thing about Chiang Rai is that it offers a lot of really amazing day trips. You can stay in Chiang Rai and see the  famous White Temple, Black House, Blue Temple, Clock Tower, Cat Cafe, and Chiang Rai Night Market all in a day or two.

two week Thailand itinerary - Baan Dam Chiang Rai Black House

One of your days in Chiang Rai should be dedicated to making a trip to Phu Chi Pha. It requires waking up super early to get there before sunrise, but we've seen some incredible footage of what you can see from up there (the fog didn't allow us to see anything at the time we visited, though!). The Golden Triangle is close by as well and worth visiting if you have the time.

Where To Stay Chiang Rai: Hi Chiangrai Hotel

We really hope that this two week itinerary and guide for visiting Thailand will be useful to you. Like I said, you can totally customize this to better suite you. We think (and know) that this timeline of activities and locations is a wonderful way to get a taste of what Thailand has to offer.

Please let us know if you try this itinerary. We would love to know how it works out for you. 

Share your comments and suggestions below!

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Taiss Nowrouzi

About the Author

Taiss Nowrouzi

Hi! I'm just a California girl addicted to travel and adventure with a passion for art and dance on the side. Born in Iran, but I consider myself a citizen of Earth, adhering to the belief that "The world is but one country and mankind its citizen." I strive to make a positive impact on everyone I meet and learn as much as possible from them. My degree out of college is in Marketing. However, I entered the hospitality business at an early age and worked my way up to hotel management. After about 13 years in that industry (5 of which I was a hotel assistant manager), I made the decision to move to Thailand and leave the 9 to 5 grind behind. My husband and I set off for a life of living abroad and hopes to continue traveling the world, just 3 months after our wedding. It all started with the two of us, along with our cat, together in Thailand. Can't wait to see where life takes us next!

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I am surprised you have not covered Bangkok, and Pattaya like places. I love how you covered unique places from Thailand. I am saving your itinerary for my trip, I might plan soon 🙂'
    Taiss Nowrouzi

    To be honest, those places just never really impressed us. They are super popular and crowded, so there are other options if you want a nice environment! Hope you have fun planning your trip!'

I’m planning on heading to Thailand early next year, so this comes in super handy! Although I’ve already explored Koh Phi Phi (it was AMAZING), I’d love to add Chiang Mai and Pai to my upcoming trip! Great ideas!'
    Taiss Nowrouzi

    oh great, Zoya! I think you will be delighted to see some of the quiet northern parts with lush nature! Enjoy your trip!'

My best friends top travel destination is Thai land and I have considered going with her when she goes; this makes me want to jump on board even more!'
    Taiss Nowrouzi

    That’s really awesome, Melanie! Go for it! Enjoy your time together next time!'

OMG this is so perfect! I want to head to Thailand for my birthday next summer and was planning on 2-3 weeks! Checking out the White Temple was on my list and Pai. I want to check out those island-hopping tours for sure!'
    Taiss Nowrouzi

    That should be a fun birthday for you! Enjoy the island hopping! Northern Thailand has it’s charm and is a great place to chill!'

Great itinerary! Thailand does seem to have a lot of amazing places to visit. Hopefully I can visit for 2 weeks and do most of your list 🙂 Was that the Pai Canyon on one of your photos? It looks amazing BTW. Never heard much of it though so it’s cool to be introduced about it here 🙂'
    Taiss Nowrouzi

    Yes, that is is a picture at Pai Canyon! It’s kind of popular but not as much as some of the other big things. Nonetheless, it is worth visiting for the nature and beauty aspect!'
Urska | Sliva

Wow, thanks for that really great itinerary for Thailand. I haven’t been there but would love to go, will definitely come back when planning a trip to Thailand!'
    Taiss Nowrouzi

    Cool! I hope you do go for a trip to Thailand! We always recommend it!'
Sherrie Fabrizi Allbritten

Great article, well planned out with all information needed to spend a wonderful vacation in Thailand!'
    Taiss Nowrouzi

    Thanks! It’s a beautiful country with lots to explore!'
Bruce Schinkel

In all honesty, I’ve never had Thailand high on my list, but this post may force me to change that. This itinerary really covers a lot of different experiences, which I love any trip to have. Your Pro-Traveler Tip’s throughout the post are so valuable!'
    Taiss Nowrouzi

    Thanks Bruce! Glad I could inspire you to think about Thailand. I Love the variety of things to do there and I think sometimes people think it’s just about the beaches so I wanted to show a good spectrum of activities and spots to see!'
Sherrie Fabrizi Allbritten

First- your photography is just amazing! So beautiful, I love the light you captured! Second- you made me want to go! There is so much in this article that I would love to follow this exact itinerary. Including taking the cooking class…and the massage! Thanks for such an informative article!'
    Taiss Nowrouzi

    Thanks for the nice compliment! I am happy the itinerary interest you! Yes, massages in Thailand are a must!'

Thanks for sharing. This place looks like paradise. From the architecture and the beach to the food. I’m sure I would not want to leave if I spent time there.'
    Taiss Nowrouzi

    Well, we keep going back because we can’t get enough!'

I wish I had more time when visiting Chiang Mai and made a visit to each one of the koh every time I went to Bangkok. There are so much I missed in that part of the country. But I went to Bangkok for work though, so I didn’t really have time except for the foot massage. It’s a must. 😉'
    Taiss Nowrouzi

    Hey a food massage is on the top of our list whenever we go to Thailand for sure!'

Thank you for sharing this great itinerary! I was in need of a perfect itinerary for Thailand as we were planning to go this year. And I definitely wanted to go to Chiang Mai! Any idea when does lantern festival happens there?'
    Taiss Nowrouzi

    The lantern festival is about 3 days and usually falls in mid-November. Hope you have a great time in Thailand! We always do!

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