If you’re planning a trip to Thailand, here’s a suggested a 14-Day Thailand Itinerary that takes you through some of the country’s most authentic, breathtaking, and must-see places. Over the course of this 14-day route, you’ll enjoy paradise islands, historic cities with ancient temples, and the stunning nature Thailand has to offer.
Thailand is one of the best countries in the world for travelers. And if it’s your first time in Asia, I always say it’s the perfect place to begin your adventure.
This country will feel completely different from anything you’ve seen before. It’s safe, affordable, and extremely tourist-friendly, whether you’re into luxury travel or traveling as a backpacker. Known as the Land of Smiles, it’s also full of kind and helpful locals.
I personally lived in Thailand for four months teaching English in a small village deep in the countryside. And when I was living in China, I used to go there on holiday whenever I could. After many trips, I now feel ready to share a route that will help you enjoy your trip and see the essential highlights.
So let’s start our journey through Thailand, let’s starts our 14-Day Thailand Itinerary!
When to Travel to Thailand & How Long to Stay
The best time to travel to Thailand is during winter and early spring (November to March), which is the dry season, ideal weather and not too hot. Here’s a quick overview of the main seasons:
- Cool & Dry Season (Nov–Mar): Pleasant temperatures, low humidity, and almost no rain. Highlights: Loi Krathong Festival (Nov) and Songkran (Thai New Year) in April.
- Hot Season (Apr–Jun): Very humid and hot, often above 35°C. Not ideal if you dislike heat.
- Rainy Season (Jun–Oct): Frequent rain, high humidity. Rain is usually heavy but short. The upside? Fewer tourists and cheaper accommodation.
As for how long to stay: if possible, spend at least two weeks in Thailand. One week would be far too short to explore this country (which is roughly the size of Spain). Ideally, you’d have a full month, but two weeks is a great compromise.
14-Day Itinerary Through Thailand
Day | Location | Travel Time |
---|---|---|
Days 1–2 | Bangkok & Ayutthaya | Bangkok to Ayutthaya (80 km) – Train, car or bus: 1.5–2h |
Transfer | To Chiang Mai | Ayutthaya to Chiang Mai (700 km) – Night train: 10h / Flight: 1.5h |
Days 3–5 | Chiang Mai | — |
Transfer | To Phuket | Chiang Mai to Phuket (1,200 km) – Flight: 1.5–2h |
Transfer | To Koh Phi Phi | Phuket to Koh Phi Phi (45 km) – Ferry: 1.5–2h |
Days 6–7 | Koh Phi Phi | — |
Transfer | To Krabi | Koh Phi Phi to Krabi – Ferry: 1.5–2h |
Day 8 | Railay Beach (Krabi) | — |
Transfer | To Koh Phangan | Krabi to Koh Phangan (150 km) – Bus + ferry: 6–7h |
Days 9–10 | Koh Phangan | — |
Transfer | To Koh Tao | Koh Phangan to Koh Tao – Ferry: 1.5–2h |
Days 11–12 | Koh Tao | — |
Transfer | To Bangkok | Koh Tao to Bangkok – Ferry + bus: 8–9h |
Days 13–14 | Bangkok | Return & relax before departure |
Day 15 | Flight Home | Depending on destination |
Must-Visit Places in Thailand: 14-Day Thailand Itinerary
Now that you know the route and travel times, let’s look at what makes each destination worth visiting. This itinerary combines cultural landmarks, nature, beaches, and even a full moon party!
Before you start planning, here’s an interactive map of this 14-day Thailand itinerary. You’ll find all the destinations, the order of the trip, and where each place is located. This will help you visualize the route and better organize your transportation and accommodation.
Day 1: Bangkok, the Capital of Thailand
Bangkok, the vibrant capital of Thailand, is a city where tradition and modernity blend in a fascinating setting. It’s an organized chaos, either you love it or you find it overwhelming. Must-visit spots:
- The majestic Grand Palace and Wat Phra Kaew (Temple of the Emerald Buddha), symbols of Thailand’s rich cultural heritage.
- The impressive Wat Arun (Temple of Dawn) on the banks of the Chao Phraya River.
- The iconic Wat Pho, home to the giant Reclining Buddha and birthplace of traditional Thai massage.
- For a taste of daily life, explore lively markets like Chatuchak, luxury malls such as IconSiam, and contrasting neighborhoods from Khao San Road to Chinatown.
- In the evening, wander through Asiatique Night Market or the bustling Chinatown.

Day 2: Ayutthaya, the Ancient Kingdom of Siam
Ayutthaya, the former capital of the Siam Kingdom, is steeped in history and transports you to another era. The temple ruins are a UNESCO World Heritage Site, a window into the past.
Highlights to visit:
- The magical Wat Mahathat, where a Buddha’s head emerges from a tree’s roots.
- The grand Wat Chaiwatthanaram, perfect for sunset photos.
- Wat Phra Si Sanphet, known for its iconic chedis.
- The peaceful Wat Lokayasutharam, with its huge Reclining Buddha.
- Explore by bicycle or boat, and enjoy a day full of history and charm.

Days 3–5: Chiang Mai, the City of Temples
Chiang Mai, known as the City of Temples, is one of Thailand’s most charming destinations. Located in the north, it offers a rich mix of culture, history, and nature.
Top temples:
- The majestic Wat Phra That Doi Suthep, perched on a mountain overlooking the city.
- Wat Chedi Luang, famous for its ancient structure and story.
- Wat Phra Singh, featuring traditional Lanna architecture.
Chiang Mai is also renowned for its lively night markets, where you can shop for local crafts and savor street food. Nature lovers can visit Doi Inthanon National Park, home to Thailand’s highest peak and beautiful waterfalls.
Finally, use Chiang Mai as a base to explore northern mountains and villages—or even take a side trip to Chiang Rai, depending on your time.

Visiting the mountains of Chiang Mai
Days 6–7: Phuket and Koh Phi Phi
Just a few hours by boat from Phuket, the Koh Phi Phi Islands are a tropical paradise. Koh Phi Phi Don is known for its beaches and nightlife, while Phi Phi Leh is famous for dramatic cliffs and crystal-clear waters.
- Maya Bay, though temporarily closed, remains a top attraction.
- Ideal for snorkeling, diving, and boat exploration.
- Phuket, Thailand’s largest island, boasts beaches like Patong, Kata, and Karon, and the iconic James Bond Island is nearby.
- For 14-Day Thailand Itinerary, better focus on the smaller, more peaceful islands, save Phuket for another visit.

Day 8: Krabi – Railay Bay
Krabi is one of southern Thailand’s jewels, and Railay Bay is a must‑visit. Surrounded by limestone cliffs and turquoise waters, Railay Beach is perfect for relaxing, swimming, and soaking up the sun. Nearby Phra Nang and Ton Sai beaches offer a more tranquil atmosphere.
Railay is also a paradise for rock climbers, with routes offering panoramic sea views. Explore Phra Nang Cave, sacred to local fishermen, or enjoy kayaking and boat excursions around the bay. The mix of natural beauty, outdoor activities, and a relaxed vibe makes Railay a unique destination in Krabi.
Days 9–10: Koh Phangan and the Full Moon Party
Koh Phangan is famous for its monthly Full Moon Party, drawing travelers from around the world. But it also offers gorgeous, tranquil beaches like Haad Yuan and Haad Rin, and lush nature, perfect for yoga and meditation away from the crowds.
Days 11–12: Koh Tao, the Diver’s Paradise
Koh Tao is a haven for dive and snorkel lovers, with clear waters and rich marine life. It’s known for its vibrant coral reefs and laid-back vibe.
- Don’t miss a trip to nearby Koh Nang Yuan, a stunning island close to Koh Tao.
- Smaller and quieter than Koh Samui and Koh Phangan, ideal for a peaceful getaway.

Days 13–14: Return to Bangkok
After exploring the islands, returning to Bangkok is the perfect end to your Thailand adventure. Wrap up your trip on Khao San Road with souvenir shopping and nightlife, or enjoy a luxurious farewell dinner at a rooftop restaurant like Sky Bar at Lebua State Tower, with breathtaking city views before your flight.
14-Day Thailand Itinerary: Extra Travel Info
With this 14-day route, you’ll experience Thailand’s magnificent beaches, hidden villages, stunning cities, and a unique, charming culture.
If two weeks isn’t enough, consider returning to discover lesser-known destinations like Koh Chang, the central provinces, or Khao Yai National Park.
For more travel tips, check out:
- Essential Backpacker Guide: Advice for Traveling in Thailand.
- My Southeast Asia Route starting in Thailand.
- Organized Trip to Yunnan: China’s Most Exotic Province.
- Alternative China Tour: Avatar Mountains, Fenghuang & Yunnan.
I hope this 14-Day Thailand Itinerary has inspired you! Feel free to comment, share, or reach out if you need help organizing your trip to Thailand. I wish you an unforgettable adventure, enjoy every moment!
“If you think adventure is dangerous, try routine. It is lethal.” (Paulo Coelho)
