Thailand 2026 Flotilla Highlights | Modern Sailing

Thailand 2026 Flotilla Highlights

The trip photos from our March 2026 Thailand Global Destination were unmistakable: limestone karsts piercing cerulean skies, vibrant sunrises, and water so turquoise that it looks like a painting. As any seasoned member of the Modern Sailing community knows, a flotilla is about more than just a passive view. It's about the grit, the technical pivots, the creative solutions, and the resilience that bonds crew together in an expedition.

Leadership at the Helm

This expedition was anchored by a stellar leadership team. Captain Robert Bivin, our Trip Leader, praised by participants for his great leadership, supported by First Mate Holly Willias. Particularly during early morning sails, his tireless work keeping the record-breaking 7-boat fleet (our largest ever!) functional and safe. Aboard the second MSC Club boat was First Mate Brian Miller supporting Skipper Eric Wittig, whose professionalism and storytelling earned him "top-notch" marks from his crew.

Eric noted that international sailing always invites "the opportunity for creative solutions." In one display of maritime ingenuity, Eric managed a broken thermocouple by using a book from the boat's library to maintain pressure on a control knob, proving that a sailor’s best tool is often their own resourcefulness.

Eric's stack of books to remedy a broken thermocoupler | Trip Leader - Captain Robert Bivin | Captain Eric Wittig always has a lesson to share


From Phuket to Koh Phi Phi: The Journey

The itinerary spanned a breathtaking range of the Andaman Sea, including Koh Hong, Railay Beach, Khlong Dao Beach, Koh Phi Phi, Nai Harn Beach, and Koh Yao Yai.

Frequest Global Destination traveler Alisa Driscoll highlighted the perfect balance between time underway and exploration ashore. "Each location offered something unique," she shared, noting that the dramatic cliffs of Railay and the vibrant local culture of the islands provided a stunning backdrop for swimming and snorkeling.

Building Community Through "Provision Swapping"

A Modern Sailing flotilla is as much about the people as it is about the destination. The trip kicked off with a complimentary welcoming reception at a local family restaurant, introducing the group to a generous and delicious Thai cuisine buffet.

One of the most cherished moments was the "Happy Hour" hosted aboard the Trip Leader’s catamaran on the third day. "Familiar and new faces alike enjoyed getting better acquainted," said Alisa. "No one was a stranger as we shared experiences, some provision swapping, and anticipation for the next day’s adventures".

Skills That Travel

For those wondering if local training on the Bay translates to exotic waters, the answer is a resounding yes. When asked which skills were most vital in Thailand, Eric Wittig pointed directly to anchoring, mooring, and systems management: the very core of our day-to-day clinics and courses at Modern Sailing.

Pro-Tips for Future Flotilla Travelers

As we look ahead to future Global Destinations, our participants offered some excellent advice:

1. Embrace the "Grit": Sailing in exotic locations is a dream, but it's the bumps and pivots that make the destination feel earned.

2. Cultural Depth: Incorporating optional cultural or guided local experiences, such as village visits or food tours, can add significant depth to the trip.

3. Research Matters: While Modern provides extensive resources, doing your own "shore excursion diligence" helps in preparing and setting expectations for island timing and reservations.

4. The Heart of the Trip
As Alisa beautifully put it, "Every country I visit, I leave a piece of my heart". The 2026 Thailand Flotilla was a testament to the generosity of the Thai people and the enduring spirit of our sailing community.

Ready to sign up for our next destination? Our 2027 Global Destinations adventure is scheduled for Belize May 01 - 11, 2027!
Send an email to join our interest list and watch for our Info Session details in our weekly Thursday newsletters. 

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  • John Kratochvil, Oregon

    I would like to compliment Stan Lander for his coaching, counseling and teaching Heavy Weather Offshore Sailing. Stan was very accommodating to all of the student's interests and shared his many years of insight on handling the boat in heavy seas. I would certainly recommend Stan and this course to sheltered waters sailors. My confidence in handling a boat of this size was certainly enhanced by the experience.

  • Jessica Zittere, Member

    The Full Moon Sail with Skipper Bob Gutsgell was Ah-Mayzing!! The group dynamic was lovely and the views spectacular. I can't say enough good things about the experience. Thanks so much for the wonderful Club Sails, they are really great.

  • Sara Jane G.

    I've taken two classes at MSS&C and was very happy with the program. This is also a great club with lots of opportunities for camaraderie and practice on the water. The boats in the fleet are fantastic and kept in tip-top shape. I highly recommend for all sailors and would-be sailors!

  • John Boynton

    The class was terrific. I know you must get many compliments about your sailing instructors...But I must tell you that Robert is outstanding. Having taught SCUBA, I really appreciate the way he is so sensitive to all on board, dealing with each so well, knowing quickly their strengths and weaknesses making each feel special and cared for.

  • Alisa Driscoll, Dual Site Member

    Here are some snaps of Our Saturday, August 20, 2022 Modern Sailing Expedition with Captain Robert Bivin, who was outstanding. Please convey photos and thanks to him. He is an outstanding individual, leader and sailing instructor. His knowledge and experience made us all feel safe and our Farallones Day Trip educational and just amazing. 

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