Ultimate 14-Day Thailand Itinerary: 2 Epic Weeks in Thailand

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How Many Days in Thailand is Enough?

This is a trick question since you’ll never have enough time in Thailand!

Thailand is one of my favorite countries—so much so that I’ve returned three times in the past three years.

Between a two-month backpacking trip and two three-month stints as a digital nomad, I’ve spent a total of eight months exploring Thailand, and I still feel like I’ve barely scratched the surface. 

But I get it—most of us don’t have unlimited vacation time. Even if you’re working with a two-week window, you can still have an amazing experience.

You can cover a lot of ground in two weeks in Thailand, but the key is to be strategic about it. 

Thailand isn’t a huge country, but many first-time visitors make the mistake of trying to cram in too many stops, spending more time on buses and trains than actually enjoying their surroundings. I don’t want that for you! That’s why I’ve created this thorough itinerary with options to customize it based on your travel style.

While you could easily spend your entire 14 days in Thailand exploring just one region (and I fully support that), most people want to experience a bit of everything—from the bustling streets of Bangkok to the serene mountains of the north and the idyllic beaches in the south.

My advice? Focus on 2-3 areas and give yourself at least a few nights in each place to really soak it in.

Flying between regions is the fastest and most efficient way to maximize your time, but if you’re on a tighter budget, trains and buses are great options too—just keep in mind they’ll eat into your travel time. 

And as tempting as it might be to try and squeeze in a visit to another country like Vietnam, I wouldn’t recommend it. Each of these incredible countries deserves at least two weeks on their own.

Day 0: Arrival in Thailand

Welcome to Thailand! Most travelers start their journey in Bangkok, a busy metropolis that’s sure to get your adventure off to an exciting start. 

Bangkok has two major airports: Suvarnabhumi (BKK) and Don Mueang (DMK). If you’re arriving at Suvarnabhumi, you’ll find it easier to reach the city center via public transportation, thanks to the efficient Airport Rail Link connecting to the BTS SkyTrain and MRT subway networks. If you land at Don Mueang, you’ll likely need to take a taxi or a bus to get into the heart of the city.

Bangkok’s public transportation is impressive, with the SkyTrain (BTS) and the subway (MRT) offering speedy connections to key attractions. But if you’re not ready to navigate the system after a long flight, don’t worry—taxis are a convenient option. 

Suvarnabhumi has user-friendly touchscreen kiosks that will guide you to your driver. Just note that there’s an additional 50 baht ($1.42 USD) fee for airport taxis, and if your driver takes the expressway, you’ll need to cover the toll, which can be between 75-100 baht (<$3 USD).

Personally, I don’t like to plan anything for my arrival day—I’m usually too tired from the flight. But if you’re eager to get started, skip ahead to Days 1 and 2 of this Thailand Itinerary, where I’ll suggest plenty of things to do if you have extra time. 

If your hotel has a pool, this is the perfect day to use it. After a long journey, there’s nothing better than a refreshing dip to help you unwind and shake off the travel fatigue.

Bangkok is a sprawling city, so it’s smart to stay near the areas you plan to explore or close to a BTS or MRT station to make getting around easier. 

Before you leave home, download the Grab app, which is like Uber for Southeast Asia. It’s super handy for ordering a car or motorbike taxi. And if you’re up for a bit of fun, I highly recommend hopping on the back of a Grab motorbike at least once—zipping through Bangkok’s chaotic traffic is an experience you won’t forget, and it’s very affordable!

Day 1: Exploring the Iconic Sights of Bangkok

Your first full day in Bangkok is all about exploring the city’s rich history and culture by visiting its most famous landmarks, including some of its hundreds of temples.

Start your day early to beat the crowds and the heat—especially since you’ll be visiting some of Bangkok’s most popular spots.

Morning: Temples and the Grand Palace

If you’re up early—thanks to jet lag or just enthusiasm—consider starting your day with sunrise at Wat Arun. Watching the sunrise over the Chao Phraya River is a serene experience, and you’ll get to see the monks collecting alms and chanting their morning prayers. It’s a peaceful way to begin your day before the city fully wakes up.

After Wat Arun, head over to Pak Khlong Talat, the flower market, which is bustling with activity in the early morning. The market is a riot of colors and scents, offering a unique glimpse into local life.

Next, make your way to the Grand Palace, Bangkok’s most iconic attraction. The Grand Palace opens at 8:30 AM, and since it’s usually the busiest of these famous sites, I recommend getting there as close to opening as possible to avoid the worst of the crowds. Tickets cost 500 baht ($14.25 USD) for foreigners, and you can purchase them online ahead of time to skip the line. Once inside, take your time exploring the intricate architecture and lush gardens, including the Wat Phra Kaeo (Temple of the Emerald Buddha).

🚨 Scam Alert: As you approach these famous sites, you might encounter tuk-tuk drivers claiming the palace is closed—ignore them, as this is a common scam. Walk right up to the entrance to check for yourself. 

From the Grand Palace, take a short 5-minute walk to Wat Pho, home to the famous Reclining Buddha. This massive statue is incredibly detailed and impressive, and the temple complex offers a quieter atmosphere compared to the Grand Palace, allowing you to take in the beauty at your own pace.

If you didn’t catch the sunrise at Wat Arun, now’s the time to visit! To reach Wat Arun from Wat Pho, hop on the Chao Phraya Express Boat at Tha Tian Pier for just 5 baht ($0.14 USD). The short ride across the river is a nice break from walking and much more affordable than taking a tuk-tuk. Wat Arun’s towering spires are especially striking up close, and it’s a must-see for any first-time visitor to Bangkok.

When visiting these temples, remember that there’s a strict dress code—both men and women should cover their shoulders and knees. I usually carry a sarong with me to throw around my waist when visiting temples. It’s lightweight, doesn’t take up much space, and it’s perfect for quickly meeting the dress requirements.

Afternoon: Explore the City at Your Own Pace

After your temple tour, take some time to relax and grab lunch. If you’re in need of a break from the heat, you can hop back on the boat and head to Icon Siam, a luxurious shopping mall about 15 minutes away by boat. It’s perfect for some window shopping and a much-needed dose of air conditioning.

Alternatively, you can continue exploring by taking the boat to Chinatown. Yaowarat Road is shaded and packed with delicious food options, making it a must-visit spot in Bangkok. Wander through the bustling streets, sample street food, and soak in the vibrant atmosphere.

Evening: Bangkok Street Food Tour

End your first day in Bangkok with a bang by joining a street food tour. I can’t think of a better way to get to know a city than through its food, and Bangkok’s street food scene is legendary. This tour typically starts around 4 or 4:30 PM, which is perfect timing to avoid the midday heat and experience the city as it cools down.

Bangkok has so much more to offer than just Pad Thai on Khao San Road! This food tour will take you deep into the city’s maze of alleys, where you’ll feast on hidden street eats that you’d simply never find on your own. It’s a small group experience, limited to just eight guests, making it a more intimate way to dive into the local food culture. If you’d rather explore during the day, they offer lunchtime tours as well.

By the end of the day, you’ll have ticked off some of Bangkok’s most iconic sights and enjoyed a true taste of the city’s vibrant street food scene—an epic start to your 2-week Thailand trip!

Day 2: Choose Your Own Adventure in Bangkok

Now that you’ve explored Bangkok’s most iconic landmarks, Day 2 of this two-week itinerary in Thailand is all about diving deeper into the city. With so much to see and do, think of today as a “choose your own adventure”—you won’t be able to see it all, so pick what speaks to you the most.

Morning: Markets and Parks

If you’re an early riser, consider starting your day with a tour of Bangkok’s famous Floating Market and Railroad Market. These markets are located outside the city, and the easiest way to visit is by joining a half-day tour. 

At the Damnoen Saduak Floating Market, you’ll witness vendors selling everything from fresh fruit to souvenirs from their boats. The Maeklong Railroad Market is famous for stalls set up right on the tracks, which fold up quickly as the train passes through—a unique experience!

If you prefer to stay in the city, head to Chatuchak Weekend Market. This sprawling market is one of the largest in the world, with over 15,000 stalls selling everything from clothes to antiques to street food. It’s easy to spend hours getting lost in the maze of vendors, so wear comfortable shoes and be prepared to bargain.

Afternoon: Explore the Outdoors

For a more relaxed afternoon, visit Lumpini Park, Bangkok’s version of Central Park. It’s a great spot to unwind, people-watch, or even rent a paddleboat on the lake.

Another option is to take a long-tail boat ride through Bangkok’s canals. Gliding past traditional stilt houses and modern skyscrapers gives you a different perspective of the city.

If you’re looking for something more active, consider joining a small-group bicycle tour. You’ll explore areas like Benjakiti Park, Sri Nakhon Khuean Khan Park, and local neighborhoods that many tourists never find. This is a fantastic way to see the city’s green spaces and get off the beaten path.

Evening: Night Markets and Sky Bars

If you didn’t visit Chinatown on Day 1, now’s your chance to experience it at night. Yaowarat Road transforms into a foodie paradise after dark, with countless street vendors serving up everything from dumplings to roasted chestnuts. It’s a must-visit spot for anyone interested in Bangkok’s street food scene.

One of the best places to eat here is Guay Jub Ouan Pochana—a beloved spot that has been serving up irresistible guay jub noodles for over half a century. The savory, peppery broth and perfectly cooked noodles make this dish a crowd favorite.

If you’re up for an even more unique experience, head over to Raan Jay Fai in the nearby Phra Nakhon district. This street stall has earned global fame for its signature crab omelet and drunken noodles—dishes so exquisite that they’ve earned Jay Fai a prestigious Michelin Star. Watching Jay Fai herself is part of the experience. She’s often seen wearing her iconic goggles as she expertly stirs and flips ingredients over roaring flames. Be prepared for a long line, but trust me, the wait is worth it for a taste of these legendary dishes.

For those who enjoy a lively atmosphere, you might consider checking out Khao San Road. It used to be a great place for backpackers to come together, but over the years, it has become crowded, touristy, and overpriced—definitely not my vibe. If you’re curious about Bangkok’s nightlife, it’s still worth a quick visit, but if you’re looking for a more laid-back experience, I recommend heading to Rambuttri Street, just around the corner.

End your day with a visit to one of Bangkok’s famous rooftop bars. While drinks at the most famous Sky Bar are expensive (think $30+ USD for a cocktail), the views of the city skyline at sunset are incredible. Another unique rooftop bar to check out at sunset is the Rooftop Bar at Sala Rattanakosin, with a gorgeous view of the river and lit-up Wat Arun temple. It’s a great way to toast your final night in Bangkok before heading off to the next destination on your itinerary.

Alternative: Day Trip to Ayutthaya

If none of the above options interest you, consider taking a day trip to Ayutthaya, an ancient city located about an hour from Bangkok by train. Or, if you don’t want to go on your own, this full-day tour from Bangkok has you covered.

Ayutthaya is home to stunning old temples and ruins that tell the story of Thailand’s rich history. It’s a fantastic option if you’re keen to get out of the city and explore something different – and the photo ops here are endless!

Day 4: Arrival in Chiang Mai and Exploring the Old City

One of the big decisions you’ll need to make when planning your 14-day Thailand itinerary is how long you’ll spend in Northern Thailand. 

My itinerary includes at least 3 days in Chiang Mai, my personal favorite place in Thailand, but I’ll also give you options if you want to stay a little longer, cutting your time in the south a bit shorter.

There’s no right or wrong way to structure your Thailand itinerary—it all depends on your preferences. If you’re a beach lover and excited about water activities, then 3 days in Northern Thailand might be enough for you. However, if you’re drawn to the mountains and want to soak in the cooler climate, you might consider extending your stay in Chiang Mai or adding time in nearby destinations like Pai or Chiang Rai. 

Although Chiang Mai does not have beaches, its incredible landscape and vibrant culture more than makeup for it!

Getting to Chiang Mai

To maximize your time, I recommend taking an early flight from Bangkok to Chiang Mai. It’s a quick and convenient option, with several flights available daily from Bangkok. The flight is just over an hour, and you’ll land in the heart of Northern Thailand, ready to start your adventure.

If you’re traveling on a tighter budget or prefer overland travel, you can also take the overnight train or bus from Bangkok. The overnight train is a classic backpacker experience, taking around 12-15 hours, but it’s comfortable if you book a sleeper car in advance. I had a great experience in the second-class car and even made friends with whom I hung out when I got to Chiang Mai! 

The bus is another affordable option, though it takes about 10 hours and can be less comfortable.

Once you arrive in Chiang Mai, you’ll quickly see why it’s such a beloved destination. The city is rich in culture, surrounded by mountains, and home to some of the best food in Thailand. Chiang Mai is also cooler than the south, which can be a welcome relief, especially during the hot season.

👉 Pro Tip: Taking the overnight train from Bangkok to Chiang Mai or from Chiang Mai to Bangkok is a classic Thailand experience! I use this site to look up train and bus routes in Southeast Asia. Try to book at least a few days in advance because the trains do sell out, especially the lower beds. I recommend first or second-class sleeper cars that have air conditioning.

Deciding Where to Visit in Northern Thailand

The top places to visit in Northern Thailand are Chiang Mai, Chiang Rai, and Pai. 

For a 2-week Thailand vacation, I recommend picking one or two of these places, depending on how long you want to spend in the region.

• Chiang Mai: The cultural heart of Northern Thailand, Chiang Mai is known for its stunning temples, night markets, and incredible street food. Spend at least 2-3 nights here exploring the Old City, visiting Doi Suthep, taking a cooking class, or visiting an ethical elephant sanctuary. There’s so much to do you won’t run out of options.

• Chiang Rai: While many travelers squeeze in a day tour to see the White and Blue Temples, I wouldn’t recommend it as a day trip. It takes 3 hours each way, and after taking some photos, there’s not much else in the city itself. My favorite part of the Chiang Rai region was exploring the countryside, tea plantations, and waterfalls. Unless you’re spending a night or two there, save it for your next visit.

• Pai: A laid-back town a few hours from Chiang Mai, Pai is perfect for those seeking a relaxed vibe. Surrounded by lush hills, Pai offers outdoor activities like exploring Pai Canyon, visiting waterfalls, soaking in hot springs, and more. A couple of nights here will give you time to unwind and connect with nature.

In a perfect world, you’d get to spend a few nights in each of these places. In two weeks, you might want to leave time for island hopping, but if you’re drawn to the mountains, spending your whole trip in Northern Thailand is a fantastic option!

Exploring the Old City

Start your first day in Chiang Mai by exploring the Old City, a square area surrounded by ancient walls and a moat. The Old City is packed with beautiful temples, and it’s easy to spend hours wandering through its streets, popping into temples, and soaking in history.

Wat Phra Singh is one of the most famous temples in Chiang Mai. It is known for its beautiful Lanna architecture and the revered Phra Singh Buddha statue.

Wat Chedi Luang is another must-visit, with its massive chedi (stupa) that once housed the Emerald Buddha, now in Bangkok. Don’t miss the chance to participate in a “Monk Chat” here, where you can sit down with local monks to learn about their lives and beliefs.

Wat Chiang Man is the oldest temple in the city and features beautiful elephant carvings and ancient Buddha images.

Are you already templed-out from Bangkok? Don’t worry, you can skip these temples in the Old Town and save yourself for Doi Suthep tomorrow. 

My Favorite Khao Soi: Khao Soi Lung Prakit Kad Kom

When it comes to khao soi, Khao Soi Lung Prakit Kad Kom is my absolute favorite spot in Chiang Mai. 

This place is a must-visit for anyone looking to experience the best khao soi the city has to offer. In fact, it’s so renowned that it was featured on the Netflix show Somebody Feed Phil as the top khao soi in Chiang Mai.

From the moment you take that first spoonful, you’ll be hit with a broth that’s incredibly rich and flavorful—coconut-forward with just the right amount of spice. I was in khao soi heaven from the first slurp, and I’m confident you will be, too.

The beef khao soi here is exceptional, with generous portions of tender beef that melt in your mouth. The combination of the creamy broth, the perfectly cooked noodles, and the savory beef is simply unforgettable.

💡 Tip for Getting Around Chiang Mai by Songthaew: To catch a Songthaew (called “rod daengs” in Chiang Mai), just flag one down on the street and tell the driver your destination. If it’s on their route, they’ll nod, and you can hop in the back—fares usually range from 20-60 baht depending on the distance, so have small bills and coins ready.

Afternoon: Thai Massage and Cafe Culture

After a morning of temple hopping, treat yourself to a traditional Thai massage. 

Chiang Mai is known for its wellness culture, and you’ll find countless massage parlors offering everything from foot massages to full-body treatments. Lila Thai Massage is a great option, known for its excellent service and social mission to support former female inmates.

Chiang Mai also has a thriving cafe culture, with cozy cafes tucked away in every corner of the city. If you’re a coffee lover or just need a break, spend the afternoon relaxing in one of the many cafes. Akha Ama Coffee is a favorite, offering delicious coffee made from beans grown by the Akha hill tribe, while Ristr8to in the Nimman area is known for its expert baristas and creative latte art.

Evening: Northern Thai Food Tour

In the evening, dive into Chiang Mai’s incredible food scene with a Northern Thai Food Tour. This is one of the best food tours I’ve ever done, and I’ve done a lot all around the world! 

Chiang Mai is famous for its food, and while you can find well-known favorites like pad thai on every corner, that’s actually not a traditional Northern Thai dish! 

You’ll not only get to taste a wide variety of local dishes but also learn about the city’s history and culture, so it’s a fun way to get to know the city and get more comfortable with Northern Thai food. 

The tour takes you off the beaten path to hidden street food stalls and local favorites that you’d never find on your own. It’s a small group experience, making it intimate and interactive—a perfect way to end your first day in Chiang Mai.

If you are unsure about this food tour, read my full honest review, then decide!

👉 My favorite way to get to know a new city is via a Food Tour! This small group Northern Food Tour by Songthaew Truck has a near-perfect 5-star rating. Thai food is more than just pad Thai or sticky rice – you won’t find any of that on this tour. Trying unfamiliar foods can feel intimidating – where do you even start? But this tour is a fun way to try at least 15 different Thai foods. Come hungry because you’ll learn all about Chiang Mai via your taste buds!

Day 5: Immersing in Chiang Mai’s Culture and Cuisine

Today, you’ll dive deeper into Chiang Mai’s rich culture and natural beauty, from witnessing a breathtaking sunrise at a mountain temple to learning the secrets of Thai cuisine in a hands-on cooking class. 

Morning: Sunrise at Doi Suthep

Even if you think you’re templed out after all the exploring in Bangkok, a visit to Wat Phra That Doi Suthep is non-negotiable when you’re in Chiang Mai. 

This golden temple perched in the mountains offers breathtaking views of the city and the surrounding valley, especially at sunrise. There’s something magical about watching the first light of day illuminate the golden spires of the temple while the monks chant their morning prayers—it’s an experience that never gets old for me, no matter how many times I visit.

I visited on my own, but there are some great tours you can do to make things easier.

To make the most of your visit, I highly recommend arriving early to beat the crowds and the heat. The best way to visit is with a Sunrise Tour led by a former monk. This tour not only covers transportation but also gives you insights into the history and significance of Doi Suthep and Buddhism. Plus, you’ll get to participate in the sacred alms-giving ceremony with the monks, making the visit even more meaningful.

🤩 My pick for the best tour of Doi Suthep is this Sunrise Tour led by a former monk. With a near-perfect 5-star review, it’s one of the only tours that lets you participate in the sacred alms-giving ceremony with the monks at Doi Suthep. Plus, it includes a stop at a hidden jungle temple and a delicious Thai breakfast!

Afternoon: Thai Cooking Class

After soaking in the morning serenity at Doi Suthep, it’s time to dive into one of Chiang Mai’s culinary traditions—taking a Thai cooking class. 

This is one of my favorite things to do in Chiang Mai, and every time I take a class, I learn something new. The cooking class I attended was so much fun, and the Tom Yum soup I made was one of the best I’ve ever tasted.

Most cooking classes in Chiang Mai include a visit to a local market where you’ll shop for fresh ingredients, offering an authentic insight into Thai culinary culture. Whether you’re a seasoned cook or a kitchen novice, you’ll leave with new skills and a full belly.

👩‍🍳 My pick for the best cooking class in Chiang Mai is Benny’s Home Cooking course with a small class size, robust menu, and a near-perfect 5-star rating!

Evening: Hike to Wat Pha Lat and Night Market

As the day cools down, head out for a gentle hike on the Monk’s Trail to Wat Pha Lat, a hidden jungle temple that’s easily one of my favorite spots in Chiang Mai. 

The trail is relatively easy and takes less than an hour to reach the temple. As you walk through the lush greenery, you’ll feel a world away from the city, even though you’re still so close to it.

Wat Pha Lat itself is serene, with fewer tourists than Doi Suthep, making it a perfect place to relax and reflect as the sun sets. The warm glow of the evening light creates a magical atmosphere, ideal for capturing some stunning photos.

If you’re up for a longer hike, you can continue on the trail all the way to Doi Suthep but be prepared for a more challenging trek.

Night: Chang Phuak Gate Night Market and Live Music at Northgate Jazz Bar

After your hike, treat yourself to some delicious street food at the Chang Phuak Gate Night Market. 

My personal favorite is the sukiyaki noodle stall right across from the Northgate Jazz Bar. Order the noodles dry with pork, and don’t forget to pour on that magical sauce they give you—it’s a game changer.

Once you’ve had your fill, head over to the Northgate Jazz Bar, a local hotspot that’s also popular among tourists who love live music. The bar has a great atmosphere, with locals and travelers spilling out onto the sidewalk, enjoying everything from jazz to hip-hop. It’s a perfect way to end your day, soaking in the lively ambiance with a drink in hand.

Day 6: Elephants, Kayaking, and Night Bazaar (Last Day in Chiang Mai)

Your third day in Chiang Mai offers a perfect mix of adventure, relaxation, and local culture. Whether you want to experience an ethical elephant encounter, take in the natural beauty around the city, or dive into the vibrant night scene, today is all about creating memories.

Morning: Visit an Ethical Elephant Sanctuary

Start your day with a visit to Elephant Nature Park, one of Thailand’s truly ethical elephant sanctuaries. 

I’ve spent time volunteering here, and I can vouch for their commitment to the well-being of the elephants. 

This half-day tour allows you to observe these majestic creatures up close without disrupting their natural behaviors. It’s a popular activity, so be sure to book in advance.

Tip: If you’re staying longer in Chiang Mai, consider an overnight stay at an ethical sanctuary for a deeper experience.

Afternoon: Kayaking on the Ping River

After your morning with the elephants, head back to Chiang Mai and enjoy a peaceful afternoon kayaking on the Ping River. Rent a kayak from the friendly monks at Wat Fah Ham for just 50 baht ($1.42 USD) and paddle along the serene waters. 

Tip: Don’t forget the bug spray! The riverside can be quite buggy, especially in the late afternoon.

Evening: Explore the Sunday Night Market or Night Bazaar

Wrap up your day by heading to one of Chiang Mai’s well-known markets. If you’re in town on a Sunday, make sure to visit the Sunday Night Market—the biggest and most popular market in Chiang Mai. It’s a must-see, offering a wide range of local handicrafts, street food, and lively entertainment in the heart of the Old City.

If it’s a Saturday, the Saturday Night Market provides a similar experience with slightly fewer crowds.

For those visiting during the week, the Night Bazaar is a good option. Though more tourist-oriented, it’s still a great place to try local food, shop for souvenirs, and enjoy the evening atmosphere of Chiang Mai.

👉 I took this 5-Star Doi Inthanon National Park, Waterfall & Royal Project day tour from Chiang Mai. See stunning views, visit the highest point in Thailand, and visit a local market. Sometimes, it’s nice to sit back in an air-conditioned vehicle and let a tour guide do all the work.

Days 7-13: Fly South to the Islands or Khao Sok National Park

After soaking in the culture and beauty of Northern Thailand, it’s time to head south for some island relaxation or an unforgettable jungle adventure. 

To make the most of your time, I recommend catching an early flight from Chiang Mai to Surat Thani, Phuket, Koh Samui, or Krabi, depending on which islands you decide to go to.

Choosing Your Island Adventure: Which Islands to Visit?

Thailand has over 1,000 islands, and it’s easy to get overwhelmed by the options. To make the most of your time, I recommend choosing up to 2 islands to visit during your week in the south, or staying on 1 island and doing day trips. 

I prefer the smaller islands – they’re more chill, easier to get around, less crowded, and less expensive. But, they take more time to get to, have less infrastructure and have fewer day trip options. 

Here’s a quick rundown of the most popular islands (aka “koh” or “ko” in Thai) for first-timers to help you decide, along with some tips on when to visit based on the weather:

🏝️ Koh Samui: Located in the Gulf of Thailand, Koh Samui is ideal for those looking for a mix of luxury resorts, beautiful beaches, and easy access to nearby Koh Phangan and Koh Tao. The island has its own airport. The best time to visit is from December to May when the weather is sunny and dry. Koh Samui is a great place to relax, explore by scooter, and enjoy some day trips. I’ve had a lot of fun here, especially getting in some good scooter practice and hiking to waterfalls. 

🏝️ Koh Phangan: Just a short ferry ride from Koh Samui, Koh Phangan is known for its relaxed vibe, yoga retreats, and the famous Full Moon Party. If you’re looking to unwind but still want a bit of nightlife, this is the place to be. Like Koh Samui, it’s best to visit between December and May. I know some digital nomads who love the laid-back atmosphere here, even though they don’t party at all!

🏝️ Koh Tao: Also located in the Gulf of Thailand, Koh Tao is one of the best and most affordable places in the world to get scuba certified. I loved it so much that I ended up staying for two weeks and getting two certifications! It’s a chill island with beautiful beaches and a small, walkable town. The best time to visit is from December to May, though it’s a great spot year-round if you’re there for your diving certification. Check out Koh Nang Yuan while you’re here – 3 smaller islands connected by sand bar beaches, and you can stay overnight too!

🏝️ Koh Lanta: Situated in the Andaman Sea, Koh Lanta is at the top of my list for my next visit. It’s peaceful, less developed than other islands, and perfect for those seeking a more laid-back experience. The best time to visit is from December to March. Koh Lanta is also gaining popularity among digital nomads for its relaxed vibe and beautiful beaches.

🏝️ Phuket: The most famous and largest island in Thailand, located in the Andaman Sea. While it’s a great base for day trips to places like the Similan Islands and Koh Phi Phi, Phuket is also one of my least favorites due to its size and crowds. The best time to visit is from November to April, avoiding the rainy season. I spent two weeks in Phuket last August and we did get quite a bit of rain, but I was still able to get some diving in.

🏝️ Koh Phi Phi: Known for its stunning beaches and vibrant nightlife, Koh Phi Phi is a must-visit for those looking for a mix of adventure and relaxation. While the main beach is crowded and touristy, you can stay in more secluded areas for a quieter experience. Like Phuket, the best time to visit is from November to April.

🏝️ Krabi: While not an island, Krabi is a fantastic coastal destination in the Andaman Sea with its own airport, making it easily accessible. Krabi is famous for its stunning limestone cliffs, beautiful beaches, and being a gateway to some of Thailand’s most famous islands, like Railay Beach, Koh Phi Phi, and Koh Lanta. The best time to visit is from November to April, with the high season offering sunny days perfect for exploring. Krabi is also a great spot for adventure activities like rock climbing, island-hopping, and exploring caves. Although I haven’t spent much time in Krabi, it’s a popular choice for travelers who prefer a more laid-back vibe compared to Phuket.

🏝️ Similan and Surin Islands: These islands are located off the west coast in the Andaman Sea and are known for some of the best scuba diving in the world. They’re less crowded than other tourist spots, with crystal-clear waters and incredible marine life. I had an amazing scuba “liveaboard” experience on The Smiling Seahorse diving boat—these dive sites are truly world-class. The best time to visit (and dive) is from December to April. The national marine park closes from the middle of May to the middle of October during the rainy season.

Getting to the Islands or Khao Sok:

Phuket: The largest and most accessible island, with plenty of flights and easy access to nearby islands. From Phuket, you can take a ferry to Koh Phi Phi, Koh Lanta, or other nearby islands.

Surat Thani: If you’re headed to Khao Sok National Park or the Gulf Islands (Koh Samui, Koh Phangan, Koh Tao), fly into Surat Thani. From there, you can take a bus or taxi to Khao Sok or catch a ferry to the islands.

Koh Samui: Koh Samui has its own airport, making it a convenient option for those wanting to explore the Gulf Islands. You can fly directly to Koh Samui and then take a ferry to nearby Koh Phangan or Koh Tao. It’s a great starting point for island-hopping in the Gulf of Thailand.

Krabi: Krabi also has its own airport and is a great option if you want to explore the Andaman Sea’s islands and beaches. From Krabi, you can take a ferry to places like Koh Phi Phi or Railay Beach, or stay on the mainland and explore the surrounding area.

💡 Tip: Ferries to the islands can book up quickly, so I recommend booking your tickets a few days in advance. Any travel agency in Thailand can help with this. Remember that ferries get canceled or delayed in bad weather. And, if you get seasick, take some meds!

⭐️My top pick for seeing beautiful Phi Phi Island without the crowds is this Phi Phi Sunrise Tour from Phuket, with a near-perfect 5-star rating.

Day 14: Returning to Bangkok and Preparing for Departure

After a week of island bliss or jungle adventures, it’s time to make your way back to Bangkok for your departure. 

The easiest way to return is by flying directly from your island or nearby airport—whether from Phuket, Koh Samui, Krabi, or Surat Thani. Most flights take 1-2 hours, but if you’re on a tighter budget, overland options like buses or trains are available, though they require more travel time. 

Planning for Departure

Thailand is known for its “sabai sabai” (relaxed) pace, so plan for things to take longer than expected. If you have an early flight out of Bangkok, I strongly recommend spending the night in the city before your departure to avoid any last-minute stress. 

Bangkok has plenty of hotels near the airport, or you can stay in the city center if you want to enjoy one last night in town.

If you find yourself with extra time in Bangkok before your flight, you can revisit the beginning of this 14-Day Thailand Itinerary to explore any sights you might have missed. Alternatively, you could spend your final hours relaxing by your hotel pool, indulging in some last-minute shopping, or treating yourself to one more luxurious Thai massage.

10-Day, 3-Week, and 4-Week Thailand Itinerary Variations

Not everyone has two weeks to explore Thailand, but don’t worry—you can still have an amazing trip whether you have 10 days, 3 weeks, or even a month! 

Here’s how to adjust your itinerary based on the time you have:

10-Day Thailand Itinerary

Option 1: Choose North or South

If you have only 10 days, I recommend focusing on either Northern or Southern Thailand.

• North: Spend your time exploring Chiang Mai, with a potential side trip to Pai or Chiang Rai. This will give you a deeper experience in the mountains and cultural heart of Thailand.

• South: If beaches are calling your name, head straight to the islands. You could fly into Phuket or Koh Samui and split your time between two islands, with perhaps a day or two in Khao Sok National Park.

Option 2: Quick Highlights

If you’re set on seeing both regions, spend 1-2 days in Bangkok, then split the rest of your time between Chiang Mai (4 days) and the islands (4 days). This option will be fast-paced, so prepare for lots of travel.

3-Week Thailand Itinerary

Slow Down and Soak It In

With three weeks, you can really slow down and enjoy each destination.

• Northern Thailand: Spend at least a week here, exploring Chiang Mai, Pai, and Chiang Rai. Add on some of the optional day trips or even a multi-day trek.

• Southern Thailand: You have time to visit multiple islands—consider spending a few days each in Koh Samui, Koh Phangan, and Koh Tao, or mix it up with a trip to Koh Lanta and Koh Phi Phi.

• Khao Sok National Park: Don’t miss the chance to spend 2-3 days in this stunning jungle paradise.

4-Week (or More) Thailand Itinerary

Explore It All

A month in Thailand lets you truly explore the diversity of this amazing country.

• Central Thailand: Start with 3-4 days in Bangkok to experience both the major sights and some off-the-beaten-path gems. Add a few days in Sukhothai or Ayutthaya to explore Thailand’s ancient history.

• Northern Thailand: Dive deep into the region—spend 10-12 days exploring Chiang Mai, Chiang Rai, Pai, and Doi Inthanon. Consider a few days volunteering or taking a Thai cooking course.

• Southern Thailand: Spend the remainder of your time island-hopping, with extended stays on 2-3 islands. Add Khao Sok National Park for a mix of beach and jungle.

⛑️ My number one safety tip for travelers, no matter where you’re going or how long your trip is, is to buy SafetyWing insurance to protect your trip.

Essential Tips for Your Thailand Itinerary

Here are some essential tips to help you make the most of your adventure:

• Visas: Check visa requirements for your nationality before traveling. Most tourists can enter Thailand visa-free for 60 days, but extensions are available if needed.

• When to Go: The best time to visit Thailand is during the cool and dry season from November to February. However, each region has its own weather patterns—be mindful of the rainy season, especially in the islands.

• SIM Cards: Get a local SIM card upon arrival for easy access to data and calls. AIS, TrueMove, and DTAC are the main providers, and you can purchase SIM cards at the airport or local shops.

• Getting Around: Thailand has a well-connected transportation system, including domestic flights, buses, and trains. For short distances, tuk-tuks and Grab (the local version of Uber) are convenient options.

• Prices: Thailand is budget-friendly, but prices can vary widely depending on the region. The north is generally cheaper than the islands. Expect to pay more in tourist hotspots.

• Thai Baht & ATMs: The local currency is Thai Baht (THB). ATMs are widely available, but be aware of withdrawal fees (I have a Charles Schwab ATM card – they reimburse all ATM fees!). It’s a good idea to carry some cash, especially in rural areas. Cards are still not widely accepted.

• Language: While English is widely spoken in tourist areas, learning a few basic Thai phrases can go a long way in enhancing your experience and connecting with locals. Download the Google Translate app just in case.

• Motorcycle License: If you plan to rent a scooter or motorcycle in Thailand, be aware that you legally need a motorcycle license from your home country as well as an International Driving Permit (IDP). Many tourists overlook this requirement, but without it, you could face fines or have issues with insurance coverage in case of an accident. Even if you’re experienced, be cautious—road conditions and traffic can be challenging.

• Travel Insurance: Make sure you have travel insurance that covers medical emergencies, trip cancellations, and activities like scuba diving or trekking.

• Elephants: Avoid unethical elephant experiences. Choose sanctuaries that prioritize the well-being of the animals, like Elephant Nature Park in Chiang Mai.

• Safety & Scams: Thailand is generally safe, but be aware of common scams like the “closed temple” trick. Always agree on a price before getting into a tuk-tuk or taxi.

👉 I highly recommend Airalo eSIM for travelers to Thailand — it’s affordable, easy to set up before your trip, and provides seamless connectivity the moment you land, making it the perfect choice for hassle-free travel.