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Crewed yacht sailing holidays & tours in Tuscany

Get on board on a crewed sailing holiday in Tuscany for the most relaxed time ever.

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The world's largest marketplace for sailing holidays

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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 - Crewed yacht sailing holidays & tours in Tuscany

195 reviews

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Elba, all the colors of the big blue - Stewardess on board - 3 Cab/ 3 Bathrooms

09/1/2025

Giovanni C.

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Italy

Sorry to have to confirm the negative reviews of Samantha and Lorenza. Girls (met on a boat), tough, nice and without the stench under their noses, with other experiences of sailing holidays and spartan trips. The third "girl" is my wife Marie and she is also equally unhappy. Surely the bad weather has negatively influenced the judgment of all of us, but those who go to sea know that with a good galley, good management of the landings and ... of good wine everything is compensated. Unfortunately none of this! If we then add the 3 bathrooms out of order, the punctured tender (...) and no info on safety management, things get complicated and the tension increases. The cost for the galley (NOT agreed) was disproportionate to the quality and quantity offered. It is true that if you find the shopping already done by skipper and hostess, avoid a good fuss ... but how sad !! Furthermore, If you also pay for a Hostess, you expect something more... When they offer you a tour of Elba, it is normal that some port has been booked where you can spend a nice evening on land, have a pleasant breakfast and ... to defuse tensions. Even more so if the weather is bad. Then if due to weather conditions or the crew's desire the program changes, it is canceled and peace. What is certain is that in Elba, you cannot book the day before (but not even a week before) in the middle of August with adverse weather. So in the harbor of Porto Ferraio we caught the storm of wind and rain on August 20th. Crazy gusts and another boat came at us. Most of all, the condition of panic that was generated in part of the crew in seeing how the emergency was handled by the skipper and hostess was bad. The situation was particular but I have seen worse. We were at anchor, without a wave. If only we had had fenders and some more preventive info, everything would have been resolved in a more peaceful way. Finally, I found it strange that we were asked to pay the port for the night after disembarkation, that is the 7^ night, when the holiday was 5 days and 6 nights. Well ! John and Marie
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Cruise Elba, North Corsica, Capraia PROFESSIONAL SKIPPER COOK

09/1/2025

Adriano D.

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Italy

With Riccardo on board the [hidden], you live an experience that is difficult to forget. With attention to every detail, the week with him is to experience the sea, feel good, and why not.. rediscover yourself !
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Elba, all the colors of the big blue - Stewardess on board - 3 Cab/ 3 Bathrooms

08/30/2025

Samantha P.

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Italy

I felt like an unwanted guest; advertised boat with three bathrooms and three cabins while instead the cabins available for guests are 2 and the actual bathrooms only 1 because the other two are former closets in which a toilet and a sink to be extracted like a drawer have been installed; moreover, both 'toilets' not working from day one; We then used the only bathroom in 6, except for the last day when it too no longer worked. For the galley, made by the skipper and his partner, the indications received were not taken into account (I do not eat meat and they did not provide any alternative, if not remedied at the last moment), despite the amount paid, the food was poor both in quality and quantity as well as lacking preparation (boiling potatoes or pasta is not cooking, much less season it by opening 2 cans of tuna and a tablespoon of capers). Fabio and Angela are also good people but they are not suitable to host on their boat.
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Elba, all the colors of the big blue - Stewardess on board - 3 Cab/ 3 Bathrooms

08/28/2025

Lorenza M.

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Italy

I have re-read the negative comments already written by other customers and I reconfirm the same. Galley decided by them without any sharing, rationed and poor quality food, inability to open the fridge or cupboards independently, galley receipts show double what we consumed but he made us pay for everything and in addition in the galley receipt there were costs for boat cleaning products, and personal hygiene (them) which are not customer costs, Quantity of alcohol not requested and not consumed on our part but we had to pay. Embark with 2 out of 3 toilets not working and at the end 3 out of 3 not working. Mooring always very far from beach or free spaces for swimming. Limited boat spaces to enjoy the sun, no cushions and busy deck. .

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