257

experiences

257

experiences

Mystic Shores: Exploring the Canaries

Duration:

7 days - 7 nights

Atlantic islands:

Canary Islands

9 travellers

€637

€910

Per person

5.0

Super!

Perfect New Year's Eve in Malta: the hottest and most charming island in Europe

Duration:

3 days - 4 nights

Malta:

Malta

9 travellers

Starting from

€472

€590

Per person

4.2

Easter in Portofino - sailing between the Gulf of Poets and the Tiguillio

Duration:

3 days - 3 nights

Italy:

Liguria

Give this experience a try!

€332

€390

Per person

5.0

Easter Sailing: Explore the Egadi Islands from Palermo!

Duration:

5 days - 4 nights

Italy:

Aegadian islands

Give this experience a try!

€495

€550

Per person

5.0

April 25th and May 1st: sailing to the Egadi Islands from Palermo!

Duration:

5 days - 4 nights

Italy:

Aegadian islands

Give this experience a try!

€504

€560

Per person

5.0

Route to the Egadi Islands: Wind, Flavors and Sea

Duration:

7 days - 7 nights

Italy:

Aegadian islands

Give this experience a try!

Starting from

€585

€650

Per person

5.0

Super!

On board with the chef at the Egadi Islands

Duration:

7 days - 7 nights

Italy:

Aegadian islands

56 travellers

Starting from

€675

€750

Per person

5.0

Super!

Ibiza & Formentera All inclusive week with Cook

Duration:

6 days - 6 nights

Spain:

The Balearic Islands

73 travellers

Starting from

€675

€750

Per person

4.9

Super!

Paros, Serifos, Kytnos, the fantastic Cyclades

Duration:

7 days - 7 nights

Greece:

Cyclades

Give this experience a try!

€711

€790

Per person

4.9

Super!

Astypalaia, Anafi and Santorini: the pearls of the Southern Cyclades

Duration:

7 days - 7 nights

Greece:

Cyclades

Give this experience a try!

€891

€990

Per person

4.9

Super!

From Santorini to Milos: the fantastic Cyclades of the South

Duration:

7 days - 7 nights

Greece:

Cyclades

Give this experience a try!

€810

€900

Per person

Islands Hopping in Croatia: set sail for your adventure!

Duration:

7 days - 7 nights

Croatia:

Istrian peninsula

Give this experience a try!

€441

€490

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 - Sailboat holidays & skippered tours

15769 reviews

Weekend of theoretical and practical course

12/8/2024

Fabio M.

Italy

Gianpaolo è un bravissimo skipper, ha saputo coinvolgere tutto l'equipaggio. Utilissimi i suoi consigli

Thailand and the Andaman Sea

12/8/2024

Debbie G.

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!

Weekend of theoretical and practical course

11/27/2024

Matteo S.

Italy

Gianpaolo è stato straordinario. Pozzo di conoscenza e di voglia (e pazienza) di condividerla in maniera efficace e pratica. Accogliente sia lui che la barca. Comodo anche arrivare al molo e parcheggiare eventuale mezzo di trasporto. La barca (per quella che è la mia poca esperienza in merito ancora) si è dimostrata molto adeguata alle applicazioni sia teoriche che pratiche e per imparare. Da rifare sicuramente, consiglio decisamente !!!

The Canary Islands seen from the boat and beyond

11/20/2024

Fabrizio d.

Bella esperienza e Cristian skipper preparato per ogni situazione che può verificarsi la barca e molto marina

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 2035144220

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!