2 Weeks in Thailand - 5 Luxury Itinerary Ideas

Itinerary #1: Luxury Beach & Island Escape in Thailand

Indulge in two weeks of ultimate beach-style luxury sprinkled with hints of adventure on this handcrafted trip in Thailand. Ideal for couples or those seeking a high-end experience, you'll lounge in 5-star resorts, experience bespoke speedboat tours to remote islands, and unwind during deluxe spa sessions. Unique stays include a floating raft house in Khao Sok National Park and a treehouse villa in Ko Yao Noi, balanced with visits to vibrant markets in Phuket and exploring the natural beauty of Krabi and Ko Samui.

Welcome to Thailand! Your tropical getaway begins with three days on the lush island of Ko Samui. While using the 5-star Santiburi Samui resort as your base, you'll explore the wonders of Angthong Marine Park by private speedboat, snorkel in the clear waters surrounding Ko Tan and Ko Madsum, and relax on Mae Nam Beach. Next, transfer to Khao Sok National Park and delight in a quiet evening dining at your floating resort, Panvaree The Greenery. Spend the following day floating down the Sok River on a bamboo raft, then continue to Krabi for three days of ultimate relaxation. 

During your time in Krabi, enjoy your accommodation at Dusit Thani Krabi Beach Resort, embark on a lavish island-hopping experience, and indulge in a couple's pamper session. However, there's still more Thailand to enjoy, so next, you'll hop aboard a speedboat bound for Ko Yao Noi and explore the island by scooter at your own pace. Then, transfer by boat to Phuket on Day 12 and spend your final days soaking up the sun at your resort, The Shore at Katathani, and getting any last-minute shopping done while on a guided tour of Old Town and the modern Banzaan Market. Learn more

Itinerary #2: Luxury Thailand Cultural Journey

Perfect for luxury-seeking travelers who enjoy a mix of city, beach, culture, and wilderness, this two-week itinerary balances time in Bangkok, Chaing Mai, and Phuket. Enjoy a warm introduction to Thai cuisine while joining a private cooking class and local-led market visits, experience life in hill tribe villages, and delight in a close encounter with elephants. Plus, with relaxing days on the pristine Ko Yao Yai to end your trip, you'll leave feeling refreshed and rejuvenated by Thailand's laid-back yet health-conscious vibe.

Begin your trip in the bustling capital of Bangkok, where you'll dive into Thailand's warm culture while taking a private cooking class at the Silom Thai Cooking School, embarking on a guided trip to Khlong Lat Mayom, Wat Arun, and the Grand Palace, and spending a day exploring the ancient city of Ayutthaya. Between, rest up at your lavish accommodation, the 5-star Anantara Riverside Bangkok Resort. Next, fly north to Chiang Mai, and during your four-day stay, there's plenty of time to visit the sacred temple of Wat Phra That Doi Suthep, join a tuk-tuk food tour, and wander the ancient city of Lamphun. 

Before checking out of Na Nirand Resort and catching a flight to Phuket, you'll also squeeze in a memorable day helping feed rescued elephants at the Chai Lai Orchid Ecolodge. Then, soak up the vibrant atmosphere of Phuket over the following days while wandering Old Town, booking a spa treatment, watching the sunset from onboard a private yacht, and zipping through Chilya Market alongside a guide. Following a short ferry ride on Day 11, you'll find yourself on Ko Yao Yai, where the last few days will stretch out as you kayak, beach hop, and hike around the island. Learn more

Itinerary #3: Luxury Thailand City, Jungle & Beach Getaway

Experience the best of Thailand with this luxury trip featuring the perfect mix of culinary delights, unique experiences, and time at pristine beaches. Highlights include dinner at one of Bangkok's Michelin-starred restaurants, afternoon tea at Chiang Mai's lavish Four Seasons, and a two-night stay in the heart of Khao Sok National Park. Then, end your trip in Phuket, hopping between the unspoiled Phi Phi Islands and dining at world-class beachfront restaurants.

Upon landing in Bangkok, meet your driver and transfer to the 5-star Mandarin Oriental, your home for the first three nights. Enjoy dinner at the 2-Michelin-starred Le Normandie By Alain Roxy, then spend the following days taking a private tour of the Grand Palace, rejuvenating at the elegant Sahra Spa, and delighting in a sunset cruise along the Chao Phraya River. Jet off to Chiang Mai next and soak up the fresh mountain air and welcoming culture while touring Wat Umong and Wat Phra That Doi Suthep and learning to cook authentic Thai cuisine at a local's home. 

Next on your agenda is a flight to Khao Lak, where you'll delight in a day relaxing on the beaches near your accommodation, the 5-star Sarojin, before heading into Khao Sok National Park. Settle into your luxury tent at the Elephant Hills Rainforest Camp, then delve into the surrounding landscapes while canoeing down the Sok River, visiting a conservation-focused elephant park, and taking a long-tail boat ride between limestone karsts. On Day 10, transfer to Phuket and spend your final days sampling world-class cuisine and hopping between the nearby Phi Phi Islands. Learn more

Itinerary #4: Ultimate Luxury in Thailand: Bangkok & Phuket

Crafted especially for those looking to experience bucket-list activities without spending too much time traveling, this luxury Thailand trip focuses on Bangkok and Phuket. Starting with five days in Bangkok, it's easy to get to know the city's secrets while embarking on private tours of impressive temples, bustling markets, and storied houses. Then, check into the 5-star Banyan Tree Phuket, and treat your inner adventurer to a helicopter flight, an elephant care experience, and an afternoon at the Gibbon Rehabilitation Project.

Start your activity-packed Thailand trip with five days based at Bangkok's 5-star Siam Kempinski Hotel, which gives you ample time to get to know the city's chaotic yet welcoming atmosphere. Enlist the help of local guides throughout your stay to discover the Damnoen Saduak Floating Market, Wat Pho, the Jim Thompson House, and Suan Pakkad Palace through the eyes of a local. Plus, there's also time to learn the secrets of Thai cuisine at Blue Elephant Cooking School and dedicate a day to exploring on your own before catching a flight south to Phuket.

Check into the Banyan Tree Phuket, located on the exclusive west coast, which you'll find is the perfect place to unwind after the many adventures on your agenda. These include a private elephant care experience, a helicopter ride over Phang Nga Bay, and a trip to the heartwarming Gibbon Rehabilitation Project for a forest tour. On top of that, you'll also spend an entire day cruising around Ko Hey and Ko Khai Nok while onboard a catamaran yacht, enjoying a free day to hop between Kata Beach and Freedom Beach and speed boating between the Phi Phi Islands before catching your onward flight. Learn more

Itinerary #5: Luxury Thailand Food, Culture & Beaches: Bangkok, Chiang Mai & Ko Samui

Immerse yourself in Thailand's rich culture and natural beauty on this luxury tour, perfect for travelers seeking a well-rounded introduction to the country's famous cities and beach resorts. From Bangkok's glittering temples and gourmet dining to Chiang Mai's bustling markets and elephant sanctuary, you'll experience Thailand's renowned urban and rural landscapes. Cap your trip with a visit to the tropical paradise of Ko Samui, where you'll unwind while staying at the lavish Silvadee Pool Spa Resort.

Begin your Thailand trip in Bangkok, where you'll devote six days to discovering the city's fascinating temples, flavor-packed cuisine, and nearby natural wonders. Start by shrugging off any jet lag while indulging in a two-hour massage at Oasis Spa, then wake up refreshed and ready to tour Wat Pho, Grand Palace, and Wat Arun on a private guided tour. You'll also spend a day each creating five typical Thai dishes at the Blue Elephant Cooking School, chasing seven-tiered waterfalls at Erawan National Park, challenging your fitness during a Muay Thai session at the Thai Boxing School, and exploring on your own.

Midway through your trip, it's time to switch gears and hop on a flight bound for Chiang Mai. Three days here will fly by with a private guided city tour, complete with stops at Warorot Market and Wat Chedi Luang and a memorable elephant caregiver experience on the agenda. Then, after a two-hour flight, you'll find yourself on the beach-lined island of Ko Samui. While here, discover the fascinating underwater world of Angthong Marine Park, admire the Big Buddha Temple during a private tour, and spend as much time as you please relaxing at Silvadee Pool Spa Resort before catching your onward flight. Learn more

More Great 2-Week Thailand Itineraries

Looking for more inspiration for your trip to Thailand? Check out these other two-week Thailand itineraries, with outdoor adventures, cultural trips, and best-of tours to hit the highlights.