The Best of Thailand: A 10-Day Itinerary

Arrive in the vibrant capital of Thailand and settle into your luxury accommodations. This evening, dive straight into the heart of Bangkok with a private street food tasting tour led by a local culinary expert—sampling everything from sizzling satay to mango sticky rice at hidden gems only the locals know. Afterward, hop into a traditional Tuk Tuk for an enchanting night ride through the city’s illuminated temples, historic neighborhoods, and buzzing markets, offering a lively introduction to the rhythm and layout of Bangkok after dark.

Start your day with a visit to the iconic Jim Thompson flagship store, where you’ll explore exquisite Thai silks and select your favorite fabrics for bespoke pieces crafted by skilled local tailors—often ready within 24 hours. Then, embark on a curated shopping journey tailored to your tastes. For high-end designer labels and elegant retail experiences, explore Siam Paragon, CentralWorld, and the striking riverside ICONSIAM. Prefer a more local and eclectic vibe? Wander through the bustling aisles of MBK Center, the trend-forward stalls at Platinum Fashion Mall, or the expansive Chatuchak Weekend Market (if you’re in town on the weekend), where you’ll find everything from handcrafted accessories to emerging Thai fashion labels. A private guide can help navigate the best finds—and even assist with shipping purchases home.

This morning, escape the city with a privately guided day trip to two of Thailand’s most iconic and vibrant markets. Begin at the famous Maeklong Railway Market, where vendors swiftly pull back their stalls as the train rolls directly through—a captivating and unforgettable scene. Then continue on to the colorful Damnoen Saduak Floating Market, where longtail boats glide through narrow canals brimming with tropical fruits, handmade goods, and sizzling snacks cooked right on the water. Enjoy a guided paddle through the market and stop for a traditional Thai lunch at a quiet riverside restaurant, away from the crowds. Return to Bangkok in the late afternoon, with time to relax or enjoy an optional spa treatment before dinner.

Fly north this morning (one hour 20 minutes) to enchanting Chiang Mai, a charming city nestled among mountains and ancient temples, known for its laid-back pace, rich Lanna heritage, and artistic soul. After checking in at your boutique or luxury resort, enjoy a leisurely afternoon to unwind—perhaps with a spa treatment or poolside relaxation. In the evening, savor a thoughtfully prepared dinner at a locally loved restaurant, followed by a guided Vespa or tuk-tuk night tour through Chiang Mai’s old city, vibrant night markets, and hidden alleyways—offering a magical glimpse into its culture and charm after dark.

Begin your day with a guided city tour that offers a rich perspective on Chiang Mai’s authentic daily life and spiritual traditions. Travel by tuk-tuk through Warorot Market and the vibrant flower market before entering the heart of the Old Town. Visit sacred temples, stop at the historic Three Kings Monument and Tha Pae Gate, and take part in a rare private conversation with a local monk—an opportunity to learn firsthand about Buddhism, mindfulness, and Thai philosophy.

Continue your cultural immersion with a hands-on cooking class at Grandma’s Home Cooking School. In an open-air, air-conditioned kitchen surrounded by tranquil gardens, you’ll learn how to prepare traditional Thai dishes using fresh, locally sourced ingredients. Afterward, return to your hotel for an afternoon of rest and relaxation.

That evening, dress in optional traditional Thai formalwear and step aboard a beautifully restored riverboat for a private dinner cruise along the serene Nam Ping River. As you dine on Northern Thai specialties, enjoy live cultural performances and the gentle rhythms of the water—an enchanting and unforgettable way to experience the spirit of Chiang Mai.

Begin your day with a meaningful visit to a trusted elephant conservation sanctuary, where you’ll engage in ethical, hands-on experiences with these gentle giants. Participate in their Elephant Safari program, including a heartwarming private interaction with baby elephants, while gaining insight into Thailand’s conservation efforts and the deep spiritual and cultural ties between elephants and the Thai people. Enjoy a traditional Thai picnic lunch in a tranquil jungle setting before returning to Chiang Mai.

In the afternoon, retreat to one of Chiang Mai’s top luxury wellness spas for a restorative Thai massage treatment in a peaceful, elegant setting. After time to relax and refresh at your hotel, head out for dinner at The House by Ginger—a vibrant, design-forward restaurant tucked inside a stylish colonial house. Known for its creative spin on classic Thai dishes and eclectic atmosphere, it offers a chic yet approachable dining experience that perfectly blends tradition with modern flair.

This morning, fly from Chiang Mai to the tropical shores of Krabi (approximately a two hour flight), where dramatic limestone cliffs, emerald waters, and powdery white sand await. Upon arrival, transfer to your beachfront resort—whether nestled on a secluded bay or perched above the sea with panoramic views. The rest of the day is yours to unwind. Lounge by the pool, stroll along the soft coastline, or simply soak in the serene beauty of southern Thailand. After a week of cultural immersion, this is your time for pure relaxation in paradise.

Today is all about exploring the stunning seascapes of southern Thailand by private boat. Cruise through the Andaman Sea to the breathtaking Hong Island, part of a protected marine national park known for its towering limestone formations, white-sand beaches, and crystal-clear turquoise waters. Spend the morning swimming, snorkeling among vibrant coral reefs, or simply relaxing on the pristine shore.

Next, glide into the magical Hong Lagoon, a secluded emerald-colored pool tucked within a limestone cliff ring. Accessible only by boat during high tide, this peaceful lagoon offers a surreal, dreamlike experience—perfect for kayaking or floating in tranquil silence surrounded by nature’s grandeur.

Enjoy a picnic lunch on the beach or aboard your boat, and soak in the sun as you sail between islands. This is southern Thailand at its most serene and spectacular.

Set out for another unforgettable day on the water—this time exploring the legendary seascapes of Phang Nga Bay, where towering limestone cliffs, hidden caves, and emerald lagoons create one of the most dramatic backdrops in all of Thailand.

Begin your adventure with a guided canoe excursion through the majestic Hong Island (Phang Nga)—a separate and equally captivating destination from its Krabi namesake. With expert paddlers to guide you, weave through sea caves and narrow passages to discover a peaceful, hidden lagoon rich with biodiversity and natural serenity.

As you cruise onward, enjoy a gourmet BBQ lunch served onboard while surrounded by the bay’s iconic scenery. Then, arrive at James Bond Island, made famous by the film The Man with the Golden Gun. Marvel at the striking vertical islet of Ko Tapu, standing tall from the sea, and explore the nearby shores of Khao Phing Kan, with its dramatic rock formations and cinematic legacy.

Later, drop anchor near Nakae Island, where you can swim in warm turquoise waters, paddleboard along the coastline, or simply unwind on the beach. Before heading back, make a delightful stop at a nearby "monkey island", where wild macaques eagerly swim out, with babies clinging to their backs to take the fruit you have thrown in the water. It’s a joyful and heartwarming encounter.

Enjoy a private picnic and quiet moments on the boat as you sail through some of the most stunning vistas southern Thailand has to offer, an idyllic end to a day filled with natural wonder and cinematic magic.

Savor your final day in Thailand at leisure, soaking in the beauty of your resort and its stunning surroundings. Spend the morning lounging by the beach or infinity pool, indulge in a final spa treatment inspired by Thai healing traditions, or take part in any last on-site activities you’ve been meaning to enjoy—whether it’s a beachfront yoga session, a Thai cooking demo, or simply sipping a coconut under the palms. Let the rhythm of the waves and the warmth of the sun imprint the final memories of your journey before preparing for your departure home, refreshed, inspired, and forever changed by the magic of Thailand.