Luxury Thailand Trip from North to South

Street food tours, trekking, and a tropical island retreat 

Suggested duration14 days

From$11,500 pp

Visit:

Bangkok, Sukhothai, Chiang Mai, Koh Yao Noi, Phuket

Highlights

  • Explore the neon alleys of Bangkok’s Chinatown by tuk-tuk, tasting sizzling street food, secret snacks, and local favorites. 

  • Trek Chiang Dao’s forested hills and visit four hill tribe villages, learning about their diverse traditions, crafts, and beliefs. 

  • Step into a warm Thai matriarch’s home kitchen and learn how she turns garden-fresh ingredients into a fragrant and delicious meal. 

  • Cruise between secluded islands by longtail boat, snorkeling clear waters and picnicking on quiet beaches.  

Pool deck lined with loungers overlooks the sea, with palm trees and a railing framing the view under soft daylight.

From the misty mountains of the north to the sun-kissed islands of the south, experience the best of Thailand on this two-week tour. 

Luxury Thailand Trip from North to South

1

Bangkok 

Day 1: Welcome to Thailand 

Begin your journey through Thailand in Bangkok, where your VIP escort will whisk you through priority customs and immigration. Your personal guide and driver will welcome you to the city and bring you to Capella Bangkok, where you’ll spend your first three nights. Decompress and then get your first taste of Thailand’s famous curries at one of our favorite restaurants, Charmgang.   

2

Bangkok 

Day 2: Sacred Icons 

Spend a morning discovering Bangkok’s most revered and sacred sites, including the country’s largest reclining Buddha at Wat Pho, the Grand Palace, and the Temple of the Emerald Buddha. After a delicious family-style Thai lunch, board a longtail boat for a cruise down the city’s ancient canals, gliding past floating wooden shopfronts, weathered teak homes, and Buddhist temples. Stop at the Artist’s House (Baan Silapin), a beautifully restored centuries-old teak house turned art gallery.  

3

Bangkok 

Day 3: Artist Encounter and Chinatown Night 

Set out on foot to explore Bangkok’s hidden enclaves through the eyes of a local artist. As he guides you through the city, learn about his art and travels as well as what it’s like to live in this bustling metropolis. Later, take a tuk-tuk tour of Bangkok’s 200-year-old Chinatown. You’ll kick things off with a cocktail at a bar on the edge of the Chao Phraya River before hopping into a tuk-tuk to scoot through narrow lanes and vibrant allies where vendors sling street food specialities and local delicacies.  

4

Sukhothai 

Day 4: Journey into Thailand’s History 

From Bangkok, a short flight will bring you to Sukhothai. The town served as the political and administrative capital from the 13th to 15th centuries and is home to the vestiges of early Thai architecture. A bit harder to reach than the historical city of Ayutthaya, you’ll escape the crowds here while exploring even more impressive ruins. Sriwilai Sukhothai Resort & Spa, an idyllic countryside retreat overlooking rice fields, is your home-away-from home here.  

5

Sukhothai 

Day 5: Cycling Ancient Ruins 

Discover Sukhothai's ancient temples and ruins, including Wat Chang Lom, Wat Si Chum, and Wat Mahatha, on a private cycling tour. To arrive at Sukhothai Historical Park, you’ll travel down scenic dirt backroads, weaving past rice paddies and small villages, and stopping at local handicraft workshops.  

6

Chiang Mai 

Day 6: Head North 

Embark on a scenic overland journey from Sukhothai to Chiang Mai, pausing for lunch in Lampang, a charming town of preserved Lanna architecture. After lunch, continue to Wat Chaloem Phra Kiat, where gleaming white pagodas perch dramatically atop rocky cliffs. Arrive in Chiang Mai by late afternoon and settle into the elegant 137 Pillars House. 

7

Chiang Mai 

Day 7: Hiking and Food Tour 

Begin your exploration of this mountainous, forested region with a hike along the Monk’s Trail, following in the footsteps of monks to reach Wat Phra That Doi Suthep, one of Thailand’s most revered Theravada Buddhism temple complexes. This evening, join a passionate local foodie on a street food tour through Chiang Mai’s colorful maze of markets. Try northern Thai classics, including Kha Moo (braised pork leg), Sukiyaki, Pad Thai, and Khao Soi (coconut curry noodle soup), amid the din of shouting vendors and sizzling pans.  

8

Chiang Mai 

Day 8: Explore by Bike 

Today you’ll take a cycling tour through southern Chiang Mai along quiet backroads, beginning at the ancient ruins Wiang Kum Kam (founded in 1286 as the first capital of the Lanna Empire). Visit McKean Rehabilitation Center (once a leper colony and now a sanctuary) then continue to a local elementary school serving hill tribe children. A traditional Thai meal featuring a comforting bowl of Khao Soy Kai rounds out this immersive, memorable cultural adventure. 

9

Chiang Mai 

Day 9: Hill Tribe Encounters 

Head north of Chiang Mai for a day of trekking in Chiang Dao, home to the Akha, Lisu, Lahu, Palong, and Karen hill tribes. You’ll begin the day at a local market, tasting regional herbs and vegetables, and then float down the river on a bamboo raft before beginning your hike up into the mountains. Visit four different villages, learning about the communities’ traditional handicrafts and attire, spiritual traditions, and grassroots nature conservation.  

10

Koh Yao Noi 

Day 10: Island Arrival 

Trade the mountains for the beach, arriving at the secluded island of Koh Yao Noi. Just an hour by private speedboat transfer off the coast from Phuket, the island feels far away from the hustle of busier spots on the Andaman Coast. Luxuriate in the serenity of your private pool villa at the heavenly Six Senses Yao Noi, listening for the calls of hornbills in the jungle.  

11

Koh Yao Noi 

Day 11: Home-Cooked Thai Flavors 

Venture away from the resorts on Koh Yao Noi to savor the flavors of the coast for a day on an intimate, private culinary experience. You’ll be welcomed into the home of a warm and spirited local chef and Thai matriarch who works with ingredients plucked straight from her backyard garden and the local market. Learn to make a fresh curry or spicy papaya salad overlooking rice paddies where water buffalo roam, listening to stories about local life while sharing your freshly prepared meal. 

12

Koh Yao Noi 

Day 12: Island Hopping 

Spend a day island hopping between surrounding islands on a private longtail boat. Snorkel the clear waters around Hong Island before enjoying a picnic lunch on the beach. In the afternoon, head for Lading Island (also known as Paradise Island) for more snorkeling and swimming. Continue with visits to Pakbia Island and Nok Island before ending the day back at your resort.  

13

Koh Yao Noi 

Day 13: Relax in Paradise 

Today is at your leisure, so you can pick your own pace. Kayak through mangroves, try your hand at Muay Thai, take a leisurely bike ride, or simply relax and enjoy your villa’s private pool.  

14

Koh Yao Noi 

Day 14: Farewell to Thailand

On your last day, a private driver will fetch you from the hotel for your departing flight (or the next leg of your Southeast Asia travel adventure). We’ve arranged a fast-track service for a smooth and hassle-free departure.    

Who will love this? 

Whether it’s your first time to Thailand or you want to revisit iconic spots, this tour will transport you to the beloved landscapes and experiences Thailand is known for in unexpected ways. 

Make it mine

We can add even more exceptional experiences based on your interests, like a parts-unknown culinary night in Chiang Mai with a celebrated chef who’ll guide you to his favorite local haunts.

With unbound possibilities, your Extraordinary Journeys Thailand Specialist will design a luxury trip to Thailand that feels beautifully personal.

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Why book with Extraordinary Journeys?

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    We go deep

    We value depth over breadth. While we have broadened our map, our intimate expertise runs deep—from understanding each locale's hidden rhythms to cultivating relationships with exceptional guides.

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    Seasoned travelers know that places change, authentic experiences migrate. We'll listen to your hopes and passions, but push back when we know something will better resonate with you.

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    Traveling to wild places asks something of us— a quality of attention and presence. From behind-the-scenes logistics to bespoke culinary experiences, our team has thought of everything.

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    There will undoubtedly be extraordinary unscripted moments: hippos emerging at sunset, the impossible blue of Arctic ice. We know that meaningful memories often live in personalized details.