Tantalizing Thailand & Sparkling Singapore

From $5,099 per person

11 days

Ship: Star Seeker

Tantalizing Thailand & Sparkling Singapore
Windstar Cruises

Iconic cities like Bangkok, Singapore, Kuala Lumpur and Phuket partner with deliciously low-key Thai islands to give you the best of both worlds. Bangkok, Thailand offers an entrancing mixture of skyscrapers, ornate temples, and floating markets. Few ships can dock this close to the city center, but your Windstar ship is small enough to cruise the Chao Phraya River, giving you a front-row seat to Bangkok’s skyline and the daily life of riverfront communities. Discover Peranakan culture in Singapore and Penang, Malaysia a unique blend of Chinese and Malay that influences everything from architecture and language to world-famous street food. An overnight in Singapore also gives you time to watch the Supertree light show at Gardens by the Bay, check out the nightlife at Clarke Quay, or try as many dishes as you can at the famous hawker stalls. Stunning islands on and off the beaten path feature Thailand’s natural beauty at its best. Swim with free-roaming pigs at Piggy Island near Ko Samui, or head to the emerald lagoons and limestone cliffs of Ang Thong National Marine Park for kayaking and snorkeling. Relax with a unique spa day at Jungle Hot Springs in Krabi.

Journey Summary

  • Day 1 - Nov. 25, 2026, Wed. - Klong Toei (Bangkok), Thailand
  • Day 2 - Nov. 26, 2026, Thu. - Cruising Chao Phraya River
  • Day 3 - Nov. 27, 2026, Fri. -
  • Day 4 - Nov. 28, 2026, Sat. - Ko Samui, Thailand
  • Day 5 - Nov. 29, 2026, Sun. -
  • Day 6 - Nov. 30, 2026, Mon. - Singapore
  • Day 7 - Dec. 1, 2026, Tue. - Singapore
  • Day 8 - Dec. 2, 2026, Wed. - Port Klang (Kuala Lumpur), Malaysia
  • Day 9 - Dec. 3, 2026, Thu. - George Town, Penang, Malaysia
  • Day 10 - Dec. 4, 2026, Fri. - Ko Yao Noi, Thailand
  • Day 11 - Dec. 5, 2026, Sat. - Krabi, Thailand
  • Day 12 - Dec. 6, 2026, Sun. - Koh Naka Noi, Thailand

Itinerary Highlights

Visit George Town, the capital of Penang, Malaysia a UNESCO World Heritage Site known for its colonial architecture, vibrant street art, and historic temples.

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Detailed Itinerary

Day-by-day description of your cruise and cruise activities.

Day 1 - November 25, 2026

Klong Toei (Bangkok), Thailand

Known for its beautiful ornate shrines and temples and vibrant street life, Bangkok is one of the top cities in the world to visit. Your ship is docked as close to Bangkok as any ship can get. Highlights include the Grand Palace & Wat Phra Kaew, Wat Arun, and the Floating Market. Extend your stay to include the overland Angkor Wat/Cambodia tour.

Day 2 - November 26, 2026

Cruising Chao Phraya River

Cruising the Chao Phraya River offers a scenic journey through Bangkok, providing stunning views of historic temples, grand palaces, and vibrant local life along the riverbanks.

Day 3 - November 27, 2026

Day 4 - November 28, 2026

Ko Samui, Thailand

Ko Samui, Thailand’s idyllic island, is renowned for its lush tropical landscapes and vibrant natural beauty. In addition to its serene coastline, the island is home to the Ang Thong National Marine Park, a protected area known for its dramatic limestone cliffs, hidden lagoons, and diverse wildlife, offering an ideal spot for nature lovers and outdoor adventures.

Day 5 - November 29, 2026

Day 6 - November 30, 2026

Singapore

Say hello to Stamford Raffles’ engaging city, a modern metropolis which is blended with the traditional historic towns of the founders. These include Chinatown, Little India and the Malay community of Kampong Glam. The Singapore River meanders through the center of the island with vistas of skyscrapers and historic shop houses, often side-by-side. Singapore is a tropical garden city with flowers and greenery everywhere. Among the attractions are the domes at Gardens by the Bay located near Marina Bay and the UNESCO World Heritage Site Botanic Gardens. Orchard Road is the epicenter for shopping some of Asia’s leading retailers and includes both international brands and local shops.

Day 7 - December 01, 2026

Singapore

Say hello to Stamford Raffles’ engaging city, a modern metropolis which is blended with the traditional historic towns of the founders. These include Chinatown, Little India and the Malay community of Kampong Glam. The Singapore River meanders through the center of the island with vistas of skyscrapers and historic shop houses, often side-by-side. Singapore is a tropical garden city with flowers and greenery everywhere. Among the attractions are the domes at Gardens by the Bay located near Marina Bay and the UNESCO World Heritage Site Botanic Gardens. Orchard Road is the epicenter for shopping some of Asia’s leading retailers and includes both international brands and local shops.

Day 8 - December 02, 2026

Port Klang (Kuala Lumpur), Malaysia

This is a city of many faces, from the aboriginal village on Carey Island to the sweeping 360° views from one of the world’s highest towers. It’s hard to know where to begin. Some sights are hard to miss – the soaring KL Tower and Petronas Twin Towers, for instance. Others are less apparent but every bit as fascinating. The British colonial buildings of Merdeka Square and the Royal Selangor Club. Like a crazy quilt, somehow it all blends together in a harmonious whole that is a thrill to explore.

Day 9 - December 03, 2026

George Town, Penang, Malaysia

Penang, Malaysia, is a vibrant destination known for its rich cultural heritage, diverse cuisine, and historic sites. The island's capital, George Town, a UNESCO World Heritage site, boasts colonial architecture, lively street art, and bustling markets. Indulge in Penang's culinary delights, where a fusion of Malay, Chinese, and Indian influences create a mouthwatering array of street food, from fragrant laksa to crispy satay, making it a true food lover's paradise.

Day 10 - December 04, 2026

Ko Yao Noi, Thailand

"Island paradise" perfectly captures Ko Yao Noi. Offering breathtaking views of Phang Nga Bay, this peaceful island is a small ship exclusive, making it an ideal escape. Capture stunning photos of the iconic limestone formations that define the bay and explore the charming rural villages inland for a taste of local life.

Day 11 - December 05, 2026

Krabi, Thailand

Krabi, Thailand, is a stunning coastal destination known for its dramatic limestone cliffs, clear waters, and beautiful beaches. With picturesque islands like Phi Phi and Railay, Krabi offers a perfect blend of outdoor adventure, vibrant local culture, bustling markets, and serene temples.

Day 12 - December 06, 2026

Koh Naka Noi, Thailand

Windstar's signature beach BBQ is held on the pristine private island of Koh Nakha Noi, Thailand, offering an unforgettable dining experience surrounded by crystal-clear waters and stunning scenery.

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Nov 25, 2026

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