Homepage cover
sailsquare logo

Log in

Yacht sailing holidays & skippered tours in Phuket, Krabi and Phi Phi Islands

Discover more than 4 sailing holidays in Phuket, Krabi and Phi Phi Islands. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.

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 Phuket, Krabi and Phi Phi Islands

16 reviews

avatar image

Thailand and the Andaman Sea

01/9/2026

Paola V.

-

Italy

Gianluca is an amazing skipper. He knows the places he takes you to very well and is attentive to the needs of guests. Sailing with him is safe and pleasant. The boat is beautiful and always clean. Wonderful holiday that I will take in my heart Highly recommended
avatar image

New Year's Eve in Thailand: 10 days of magic in the Andaman Sea

01/7/2026

angelo r.

-

Italy

They promised me a boat not crowded with random people, they promised me a competent skipper or at least conscious and prepared in knowing how to lead an entire crew. They promised me incredible roadsteads and dream beaches. They promised me that we would almost never go ashore and that we would wash little. In one way or another I still managed to wash myself: for the rest they were right. Left with strangers, returned with friends. Not recommended for lovers of trashy tracks, group dances, annoying drunks and Sunday skippers: because Sunday is the only day you will have to let the skipper take a nap. I would leave tomorrow.
avatar placeholder

The charm of Thailand: let's celebrate New Year's Eve on a catamaran!

01/5/2026

Ursula C.

-

Germany

Super nice tour, great support and organization. I can only warmly recommend. Gladly again
avatar placeholder

Thailandia in catamarano: luoghi incantati da visitare!!

05/3/2025

Nuno P.

-

Portugal

Wonderful week in the sea with a great group of people including Paolo the skipper. Explored beautiful islands and everything went very well. Definitely worth!

Customer Support

nightLifeGeneralInfo

Do you need support on using the platform or for an online payment? Do you need information or is there something you don't understand? For (almost) any question, we got an answer!

search

Can't find the perfect holiday for you?

Tell us what you are looking for and let our team find the right solution for you!

Phuket, Krabi and Phi Phi Islands: the best travel ideas

Other travel ideas

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaGoogle PayApple Pay

© 2025 Sailsquare Srl SB • All rights reserved - VAT IT07860990964