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Sailing to discover the Tuscan Archipelago

Italy:

Tuscany

Duration:

5 days - 5 nights

Max number of passengers:

6 people

Available:

Suitable for travellers:

25 - 60 years

Boarding from:

San Vincenzo

What's included

Cancellation policy

Super!

Organised by:

Lorenzo B.

Member since 2021 -

Private

Super!

Italian

English

Spanish

This experience, in a nutshell

Sailing Week in the Tuscan Archipelago: Nature, Taste and Freedom

Set sail with us for an unforgettable experience among the islands of the Tuscan Archipelago. In a week, you will discover the authentic beauty of places such as Elba, Capraia, Giglio and Giannutri, sailing through crystal clear waters and breathtaking landscapes.

Itinerary between Nature and Sea

We will depart from Marina di San Vincenzo (LI) at sunset, heading towards the Island of Elba. The evening navigation will give us evocative views, culminating in a dinner and a night at anchor under a starry sky.

During the week, we will explore secluded bays sailing among the islands of the Tuscan Archipelago, snorkel in clear waters and visit characteristic villages. Every day will be an opportunity to immerse yourself in nature and discover hidden corners that can only be reached by sea.

Browsing Experience

Sailing between the islands is facilitated by moderate winds, making the experience suitable for both newbies and experienced sailors. The days will alternate between relaxing sails and stops for regenerating swims, offering a perfect balance between adventure and relaxation.

Life on Board and Gastronomy

On board, skipper Lorenzo, an experienced sailor and professional sommelier, will prepare refined dishes of the Mediterranean tradition, using local ingredients. Each meal will be accompanied by a selection of fine wines, enhancing the flavors and making the culinary experience unique.

Relaxation and Sharing

Life on a boat offers moments of pure serenity: sleeping lulled by the waves, waking up to the sound of the sea and sharing experiences with the crew. It is an opportunity to disconnect from the daily routine and regain a sense of freedom and connection with nature.

Book Your Adventure

Lorenzo and Paola are waiting for you on board to make you experience a week of relaxation, fun and taste in the Tuscan Archipelago. Join us for a trip that will remain etched in your memories.

No Departures available

What's included

Cancellation policy

No Departures available

Italy: 5 days - 5 nights

Tuscany

What's included

Cancellation policy

No Departures available

26+

Show all

Boat & Classes of Service

Bavaria C38 - 2023

Type

Sailboat

Length

11.38 m.

Toilets

Cabins

16+

Show all

Our itinerary

Our trip starts here:

San Vincenzo.

Check-in: 4:00 PM

Our trip ends here:

Porto Santo Stefano.

Check-out: 10:00 AM

Our itinerary

Partiremo nel pomeriggio da San Vincenzo con rotta verso l’Isola d’Elba, dove ci godremo il tramonto in navigazione e la prima notte in rada. Il giorno successivo sarà dedicato all’esplorazione delle baie più suggestive dell’isola, tra relax, snorkeling e natura incontaminata.

La mattina dopo veleggeremo verso le Formiche di Grosseto e poi all’Isola del Giglio, dove trascorreremo due giorni tra mare cristallino, calette nascoste e passeggiate nei borghi. Ripartiremo verso Giannutri, riserva naturale perfetta per immersioni e silenzio.

Il giorno successivo navigheremo verso Porto Ercole e poi costeggeremo l’Argentario fino a Porto Santo Stefano, per concludere in bellezza con una serata conviviale. L'ultima mattina il check-out entro le 10:00.

Una settimana di vela tra isole meravigliose, cene a bordo con vini selezionati, notti stellate e libertà assoluta. Un’esperienza autentica, rilassante e rigenerante.

The itinerary may be subject to changes due to weather conditions and/or technical or logistical reasons, in order to ensure safety and a pleasant sailing experience for all participants.

Our itinerary

Una settimana di vela tra isole meravigliose, cene a bordo con vini selezionati, notti stellate e libertà assoluta. Un’esperienza autentica, rilassante e rigenerante.

The itinerary may be subject to changes due to weather conditions and/or technical or logistical reasons, in order to ensure safety and a pleasant sailing experience for all participants.

Frequent questions

The organiser reviews

Super!

Organised by:

Lorenzo B.

Member since 2021 -

Private

Super!

Italian

English

Spanish

5.0/5

out of

reviews

Skipper

Boat

Destination

Route to West Corsica: wild nature and unforgettable bays

08/19/2025

Andrea G.

Italy

Sometimes a holiday promises many things and then does not deliver, or leaves you a little disappointed. In this case, for me it goes beyond the rosiest expectations. When it comes to excellent cuisine, with Lorenzo you will find exceptional quality and variety of food, and top quality wines. Truly extraordinary. When it comes to hospitality, Paola knows how to be attentive to everyone's needs, nice and affable with her Romagna language. With them, the holiday can be pure relaxation, for those who are simply looking for rest and escape, or sport and seafaring, if you want to make yourself available to help in maneuvers on board and in the management of the boat. Every day a well-planned and organized navigation awaits you, a couple of stops for swimming, swimming, snorkeling and Sup. Aperitifs, lunches and dinners on board beautifully cooked by Lorenzo. As soon as you can, you raise the sails. We moor mostly in the roadstead, but we often go ashore with the tender to take a walk all together. Lorenzo's great experience and good knowledge of the landings allows you to discover fabulous bays, well-sheltered moorings and typical villages. All in great safety and tranquility. Lorenzo was available for reassuring pre-cruise telephone interviews for those who are at their first experience. Finally her, Lunita, a brand new 12m Bavaria, designed to have a comfortable cockpit where 8 can eat. It has a truly spacious and well-ventilated interior, top-of-the-line and all-new equipment, and a powerful engine for when you need it. The tour of Corsica is completed in 10 days. Lucky also to find nice travel companions and experts in high seafaring arts (such as performing sailing maneuvers and filleting the catch by trolling). We are already thinking about the next destination with this wonderful crew. Really, really highly recommended 5 stars, not one less! We can be very satisfied! Fabio, Christine, Arianna, Andrea

Route to West Corsica: wild nature and unforgettable bays

08/18/2025

David T.

Italy

I had an unforgettable holiday in Corsica with SailSquare. The skipper and coskipper were fantastic, planning a route that took into account the winds and the period, taking us to enchanting and little-known places even in mid-August. The boat was new and comfortable, a real pleasure to sail. Every dinner was a culinary surprise, with the skipper, also an excellent cook, who delighted us with dishes prepared with excellent raw materials. The drinks were equally outstanding. We enjoyed swimming in crystal clear waters, moments of sport and sailing, all made unforgettable by the professionalism and friendliness of the crew. A 360-degree experience, exciting and complete. I can't wait to repeat it! David

Sailing to discover the Tuscan Archipelago

08/11/2025

Andrea Achille D.

Italy

In the five days we spent together on Lunita, Lorenzo and Paola entertained us, took us to wonderful places (Elba, Formiche di Grosseto, Giglio, Giannutri and Argentario) and served excellent dishes and wines. But above all, most importantly, they passed on to us all the passion and philosophy of sailing: respect for the rules, sharing spaces, collaboration on board, the importance of avoiding any kind of waste. Lorenzo and Paola, in addition to competent and prepared skippers, are also extraordinary people, patient, generous and warm-hearted. The experience was unique, and I'm already counting down because I can't wait to come back. See you next year!

Sailing to discover the Tuscan Archipelago

08/9/2025

Barbara P.

Italy

Thanks to Lorenzo and Paola for making me fall in love with sailing again! Lorenzo and Paola's attentions make you feel at home even in the middle of the sea. Lorenzo always gave me safety while sailing and in addition to guiding us in the middle of the sea, he pampered us with real gourmet dinners. Wonderful experience that I can't wait to repeat!