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Yacht sailing holidays & skippered tours in Thailand

Discover more than 5 sailing holidays in Thailand. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.

5

experiences

Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

The world's largest marketplace for sailing holidays

80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.

Get onboard solo, with your family or your friends

Get onboard solo, with your family or your friends

Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.

Find out before you book who's waiting for you on board

Find out before you book who's waiting for you on board

Find out more about the skipper and travellers who have already booked the holiday, to find out more about the

Sailing holidays that suit all budgets

Sailing holidays that suit all budgets

On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.

Reviews - Yacht sailing holidays & skippered tours in Thailand

10 reviews

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Thailand and the Andaman Sea

12/8/2024

Debbie G.

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United Kingdom

Wow!! What an incredible week aboard the beautiful Zahir around Thailand. Gian was amazing and every day we sailed to the most incredible secret spots and hide outs. Lots of sailing, as little or as much as we wanted. So much wildlife and adventure. Gian’s attention to detail is amazing and he could not have done enough for us. Holiday of a life time!
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PHUKET Dream Premium - 8 Days Catamaran ALL INCLUSIVE with Hostess/Cook

12/7/2024

Jess L.

It was an amazing trip. Beautiful places, delicious food, comfortable cabins - would recommend to everyone.
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PHUKET Dream Premium - 8 Days Catamaran ALL INCLUSIVE with Hostess/Cook

12/1/2024

Edoardo F.

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Italy

Esperienza fantastica, cibo a bordo sempre abbondante e di buona qualità. Ovviamente si mangia solo thai food. Unica nota negativa spesso c’era cattivo odore di bagno in cabina e le zone comuni non erano molto pulite e ordinate
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Thailand and the Andaman Sea

04/13/2024

Paola S.

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Italy

Esperienza ottima, paesaggi magnifici e luoghi stupefacenti. Gianluca è un vero lupo di mare, esperto conoscitore dei luoghi e sempre attento alle esigenze delle persone con lui a bordo, con la sua simpatia ed energia è travolgente. Vacanza ideale per staccare la spina ed immergersi in differenti realtà culturali, divertendosi e sempre veleggiando!

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