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5063

Thailand Tides & Treasures

A Guided Flotilla

hosted by Whitecaps Sailing
  • February 7 - 16, 2026
  • 10 Days | 9 Nights

Destination

Join Med Sailing Adventures for an unforgettable 10-day sailing journey through Thailand’s breathtaking southern coast. Starting in Phuket, we’ll explore Phang Nga Bay, James Bond Island, and the iconic Phi Phi Islands, with immersive land excursions in Krabi including an elephant sanctuary visit, a Thai cooking class, and a jungle tour. Along the way, enjoy turquoise lagoons, limestone karsts, vibrant local culture, and unforgettable snorkeling and nightlife. Sail aboard our fleet of air-conditioned catamarans, with limited spots available—early booking is essential.

Set sail on an unforgettable 10-day adventure through the breathtaking waters of Thailand’s southern coast. This flotilla, hosted by Capt. Casey along with seasoned leaders Jean and Mila of Whitecaps Sailing, will take you through emerald lagoons, dramatic limestone karsts, and white-sand beaches in iconic locations like Phang Nga Bay, James Bond Island, Krabi, the Phi Phi Islands, Maya Bay, and Koh Yao Yai. You’ll sail aboard spacious, air-conditioned catamarans such as Fountaine Pajot Elba 45, Lagoon 450, and Bali 4.5.

FLOTILLA LEADERS

This Thailand flotilla will be led by a powerhouse team of seasoned sailors: Capt. Patrick Casey, Capt. Jean, and “Admiral” Mila—all passionate about sharing unforgettable sailing experiences.

Together, this team offers a perfect blend of professionalism, local insight, and fun—ensuring your Thai sailing adventure is seamless, safe, and spectacular.

Jean De Keyser & Mila Cueva

Jean and Mila, the duo behind Whitecaps Sailing and longtime friends of Capt. Casey, bring a wealth of experience and heart to every flotilla. Jean, originally from Belgium, is a U.S. Coast Guard-licensed captain (Master 100T), ASA-certified instructor, and expert yacht broker. Mila, born in Peru, is also a licensed captain and the organizational force behind their sailing adventures—known as the “Admiral” for her steady leadership and attention to detail.

Together, this team offers a perfect blend of professionalism, local insight, and fun—ensuring your Thai sailing adventure is seamless, safe, and spectacular.

Captain Casey

Capt. Casey is a highly experienced sailor who has lived in the U.S. Virgin Islands and sailed extensively across the globe—including multiple voyages in Thailand. He owns The Captain School in Cape Coral, Florida, and is a trusted flotilla leader with Med Sailing Adventures. With his deep knowledge of Thai waters and love for adventure, Capt. Casey will serve as your primary guide during this journey.

SAMPLE ITINERARY

Day 1
YACHT HAVEN / KOH PHANAK / PHANG NGA BAY
SATURDAY, FEB 7
  • Boarding, provisioning, and briefing

  • Dinghy cave exploration at Koh Phanak

  • Evening: Anchor in the dramatic limestone landscape of Phang Nga Bay

Day 2
JAMES BOND ISLAND / KOH HONG (KRABI)
SUNDAY, FEB 8
  • Morning visit to iconic James Bond Island

  • Sail past Koh Yao Noi to Koh Hong lagoon (Krabi side)

  • Evening: Swim, relax, dine onboard

Day 3–5
KRABI (RAILEY BEACH)
MONDAY, FEB 9 – WEDNESDAY, FEB 11
  • Sail to Krabi, dock at local marina

  • Activities over 3 nights:

    • 🐘 Elephant Sanctuary tour

    • 🍜 Thai cooking class

    • 🏞️ Jungle tour (Tiger Cave Temple, Crystal Pool, Hot Springs)

    • Explore Railey Beach & night market

Day 6
CHICKEN HEAD ISLANDS / BAMBOO ISLAND / PHI PHI
THURSDAY, FEB 12
    • Lunch stop & beach walk at Chicken Head Islands

    • Afternoon snorkeling at Bamboo Islands

    • Evening in Phi Phi: Dinner ashore, shopping, fire shows, nightlife

Day 7
MAYA BAY
FRIDAY, FEB 13
  • Explore Phi Phi Leh, snorkel & visit cliffside ranger stations

  • Sail around Maya Bay & surrounding national park

Day 8
KOH KAI NUI / KOH YAO YAI
SATURDAY, FEB 14
  • Snorkeling stop at Koh Kai Nui

  • Optional visit to the scenic “restaurant on a rock”

  • Evening: Dinner ashore at Koh Yao Yai

Day 9
YACHT HAVEN MARINA
SUNDAY, FEB 15
  • Leisurely morning sail back to base

  • Return yachts at Elite Charters, Phuket

Day 10
DISEMBARK
MONDAY, FEB 16

After breakfast, we say our farewells and disembark from our yachts by 9:30.  Whether you’re heading home or continuing your travels in Southeast Asia, you’ll leave with unforgettable memories, new friendships, and a deeper appreciation for the beauty and culture of Thailand.

Please Note. This itinerary is meant to serve as an example, however, it is important to note that the actual itinerary is subject to change due to weather conditions or circumstances beyond our control.

PHOTOS
TESTIMONIALS
I have had the pleasure of sailing with Med Sailing Adventures twice in Croatia and in Greece! Both times have been an incredible experience. Both Mila and Jean have the unique skill of bringing people of all ages and experience level together to create an amazing experience no matter where you are in the world. They encouraged me to learn to sail and even get certified to make this a life long sport. There’s nothing quite like it and I feel very safe and secure with Med Sailing Adventures trips knowing I will have the time of my life. Thank you Jean and Mila!
Prestley – Georgia

Wonderful experience with Captain Jean and Whitecaps Sailing in Greece for our ASA114 certification. Highly recommend Whitecaps Sailing to anyone looking to learn how to sail or improve their sailing skills. It was a perfect balance between theory and hands-on sailing while enjoying the time on the water.

Rob - Oregon

I’ve sailed with Captain Jean and Mila on three flotillas in Greece, Croatia, and Mallorca. Beautiful locations, well thought out itineraries, and an incredible group of sailors. Captain John is an excellent teacher! Recommended!

Kelly - Tennessee

Whats Included

Included are the use of your yacht, guidance from the flotilla leaders, and two immersive land tours in Krabi: a visit to an elephant sanctuary and a Thai cooking class. Provisioning, docking, mooring, refueling, and other shared expenses will be divided equally among all crew members onboard each yacht.

Whats Not Included

Excluded are airfare, transfers, onshore meals, optional excursions beyond those scheduled, beverages, trip insurance, and gratuities. Spaces are limited, so early booking is essential.

CONTACT US

Please complete the form below if you have questions or would like to make a reservation.

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