experiences

4.8

Super!

Sailing cruise in the Greek islands - The Saronic Islands

Greece: Saronic Islands and Athens area

7 days - 7 nights

One departure available

November

Starting from

€700

€665

Per person

5.0

Super!

Catamaran week among the islands of Ionian Greece

Greece: Ionian Islands

6 days - 6 nights

One departure available

November

Starting from

€1,099

Per person

4.8

Super!

Luxury catamaran cruises in the Greek islands

Greece: Saronic Islands and Athens area

7 days - 7 nights

One departure available

October - November

€1,000

Per person

Why book a holiday with Sailsquare?

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

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

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 Greece

2003 reviews

Sailing among the Islands of Ulysses. Stewardess on board

08/8/2026

Francescu G.

A very pleasant trip. Hansel and Éléonore are adorable, knew how to make us discover magnificent coves, listen to the passengers and take into account everyone's desires. We highly recommend!!

Catamaran week among the islands of Ionian Greece

08/7/2026

Kristina S.

Nicolo is a wonderful person. He is a very experienced, passionate and thoughtful skipper who knows his sailing territory very well. He makes the crew feel like home on board. The boat is very comfortable and very well equipped. We saw the most beautiful spots in the Ionian Sea while spending lots of fun time with Nicolo and our lovely crew. Thank you for this amazing experience!

Sailing cruise in the Greek islands - The Saronic Islands

08/5/2026

Donatella M.

The sea, the sun, the wind are nothing without a good captain and Periklis has proven to be one in all circumstances and above all human expectations.

Whale watching cruise with WWF guide in the Corfu archipelago

08/3/2026

Carlo P.

It was what I wanted

Customer Support

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!

Call us at

+44 20 3514 4220

Read our

Contact & Support

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!