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Monohull yacht sailing holidays & skippered tours

Monohull

34

experiences

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5.0

Long weekend between Amalfi, Positano and Capri

Duration:

3 days - 2 nights

Italy:

Amalfi Coast

Be the first one to book!

€322

Per person

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5.0

Freediving & Yoga retreat in Marsa Alam Satayah Dolphin Reef

Duration:

5 days - 5 nights

Africa:

Egypt & Red Sea

Be the first one to book!

€784

Per person

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5.0

Weekend at the Pontine Islands aboard a splendid 16 meter sailing boat

Duration:

2 days - 2 nights

Italy:

Pontine Islands

Be the first one to book!

€400

Per person

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5.0

Sailing course in the Cyclades

Duration:

6 days - 7 nights

Greece:

Cyclades

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+58 travellers

Have booked

€890

Per person

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4.8

Island hopping: Ibiza and Formentera

Duration:

6 days - 7 nights

Spain:

The Balearic Islands

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+4 travellers

Have booked

Starting from

€748

Per person

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5.0

Pontine Islands aboard a splendid 16-meter sailboat

Duration:

3 days - 3 nights

Italy:

Pontine Islands

Be the first one to book!

€449

Per person

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4.9

Sailboat Trip and Aperitif in the Gulf of Tigullio - All inclusive!

Duration:

1 day - 0 nights

Italy:

Liguria

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+38 travellers

Have booked

Starting from

€85

Per person

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4.9

Gulf of Tigullio on a Sailboat - All inclusive!

Duration:

1 day - 0 nights

Italy:

Liguria

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+141 travellers

Have booked

Starting from

€149

Per person

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3.5

The Egadi Islands, the Zingaro reserve, San Vito lo Capo, Skipper and Hostess on board

Duration:

6 days - 7 nights

Italy:

Aegadian islands

Be the first one to book!

Starting from

€897

Per person

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4.8

Gone with the Wind: 2 boats in Corfu and the Ionian islands

Duration:

6 days - 7 nights

Greece:

Ionian Islands

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+14 travellers

Have booked

Starting from

€647

Per person

Why book a holiday with Sailsquare?

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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 - Monohull yacht sailing holidays & skippered tours

13737 reviews

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Sailing course in the Cyclades

10/18/2023

Antoine B.

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Belgium

Superbe semaine avec Sylvain. Skipper professionnelle qui vous mets a l'aise et vous explique tout. Il vous emmène a des magnifiques mouillages et nous avons descendu les petites cyclades rapidement. Le bateau est très confortable et très chouette a naviguer même quand le vent est au dessus des 30 nœuds. Je vous recommandes Sylvain pour votre prochaine aventure!
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Esplorare ciò che è nascosto nelle Piccole Cicladi

10/17/2023

Carlo D.

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Italy

Non ho fatto la recensione prima per mancanza di tempo e voglia visto com'era andata. Non so come abbiano fatto gli altri a scrivere le precedenti recensioni...i Posti fantastici una pace infinita, ma avrei delle cose da ridire di non poco conto, la barca era vecchiotta '89 e mal messa non si poteva neanche fare la doccia all'interno e solo acqua fredda all'esterno con doccino. (Acqua terminata 2 giorni prima del rientro per problemi ai serbatoi a detta di Gianluca) Inoltre l'armamento e le condizioni della barca e delle vele erano a rischio(sentito dire a voce bassa anche da lui all'altro membro dell'equipaggio). Il pozzetto piccolo tavolo invisibile non ci si stava neanche in 6 per pranzare. Lo skipper non molto socievole, a tratti scorbutico, non conosceva le zone dove eravamo in navigazione, per cui si navigava solo di giorno togliendo tempo a tutte le attività che potevamo fare, posti diversi da vedere. Non sono un rompi scatole semplicemente ho un po' di esperienza in mare e vela
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Aeolian Islands in Blue between sea and sky: Sun, sport, music, good food ... The rest is magic!

10/16/2023

Damien B.

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Switzerland

It was my first excursion by boat and it was an incredible experience! I can only recommend it! The landscapes are beautiful and the boat is well-maintained with enough space and a nice Skipper. ++ Dario knows a lot about the sea and his boat! He likes to share what he knows about it. He knows also when to integrate the group and when to let things happen. He likes humans and is very kind. During, before and after he was also very reachable. -- I would have appreciated more information and clarity about excursions. I added them below to help the comments readers. ?? Be aware of taking good shoes, warm clothes and a torch if you want to climb the Stromboli (which I highly recommend) There is the possibility of eating in restaurants on different islands. Being barefoot is recommended on the boat. Bring your eco-shampoo with you. The bedsheets were furnished. Hope that's help and that you will enjoy the tour!
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Aeolian Islands in Blue between sea and sky: Sun, sport, music, good food ... The rest is magic!

10/16/2023

Davide P.

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Italy

Bella Vacanza, lo Skipper Dario è molto competente la sua passione per il mare è trasmessa con amore a tutti i membri dell' equipaggio, conosce benissimo le isole e sa come muoversi.

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