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A new sailing itinerary along the southern coast of Tuscany, designed for those seeking an authentic seaside experience, protected natural areas, and relaxing sailing. You’ll sail through the Uccellina Nature Reserve, the Monte Argentario promontory, and the islandsof the Tuscan Archipelago: Giannutri Island, with its crystal-clear waters and starry nights, and the iconic Giglio Island, with its turquoise coves and villages frozen in time. An easy sailing vacation, ideal even for first-timers, combining swimming in crystal-clear waters, snorkeling, and pristine coves. We’ll sail through Europe’s largest marine park, where the sea changes color with every mile. If you’re wondering where to go on vacation in 2026, sailing around the Argentario is an answer that evokes freedom, the wind, and the true spirit of the Tyrrhenian Sea.
WHERE ARE WE GOING?
Program
First day
First Sailing Trip to the Argentario
The adventure begins in the morning in Talamone. After an initial briefing, we’ll have a chance to get to know each other and organize the galley. In the early afternoon, we’ll hoist the sails and, if the wind is favorable, set sail to circumnavigate Monte Argentario, a wild and fascinating promontory that offers spectacular scenery. We’ll go for a swim and spend the night near Lo Sbarcatello or another quiet cove near Porto Ercole. Over the next few days, our skippered sailing vacation will take us to visit Giglio Island, Giannutri Island, and the other beaches of the Argentario that are accessible only by sea. Get ready for a week of close contact with nature!
Second day
The Island of Giannutri
We start the day by sailing toward Cala Piazzoni, a secluded and sun-drenched bay, perfect for our first swim in a surprisingly crystal-clear sea. A few nautical miles of sailing then separate us from the picturesque Isola Rossa, where we drop anchor in a natural cove that seems suspended in time. In the afternoon, we hoist the sails again and set course for the wild island of Giannutri: the night awaits us at Cala Spalmatoio, in the heart of the marine reserve. Here, the silence is absolute, the sky is full of stars, and our sailing vacation in the Tuscan Archipelago offers one of its most magical moments.
Third day
Isola del Giglio
After a leisurely, sun-drenched morning spent swimming and relaxing in the incredibly clear waters off Giannutri Island, we weigh anchor and set course for one of the most iconic islands in the Tyrrhenian Sea. The sail to Isola del Giglio is a succession of tacks and open horizons, until we arrive at the splendid Cannelle cove in Cala Smeraldo, where the sea takes on hues that speak for themselves. In the afternoon, we can go ashore for a stroll through the narrow streets of Giglio Porto or head up to Giglio Castello, the island’s medieval heart. Night falls as we lie at anchor, lulled by the sea: this is the true rhythm of a sailing vacation in the Tuscan Archipelago.
Fourth day
Circumnavigation of Giglio
Weather permitting, in the morning we’ll sail around the island of Giglio, exploring its most authentic and off-the-beaten-path side. We’ll reach one of the coves on the north side, such as Cala dei Gessi or Cala dell’Allume, where the sea is deep, wild, and perfect for swimming far away from it all. In the afternoon, we set sail for Campese, one of the island’s widest and sunniest bays. Here we’ll spend the night at anchor, with the option to go ashore and enjoy a casual dinner at one of the small restaurants overlooking the beach. A day that captures the true essence of a sailing vacation on Giglio Island—surrounded by nature, freedom, and a slower pace of life.
Fifth day
The Uccellina Park
After breakfast, weather and wind permitting, we’ll set sail for the spectacular Formiche di Grosseto, a small rocky paradise and a popular destination for snorkeling enthusiasts. In the early afternoon, we’ll set sail again until we reach the Uccellina Park, entering the stunning Cala di Forno: a wild beach with no buildings, where you can go ashore to walk among the dunes and Mediterranean scrub. We’ll spend the night at anchor, immersed in the silence and history of one of the most unspoiled spots on the Maremma coast, fully experiencing the essence of a sailing vacation between the Argentario and the Tuscan Archipelago.
Sixth day
Final Sails and Return to Talamone
After enjoying a few more hours in the wild Cala di Forno, we devote the day to true sailing: maneuvers, the wind in our hands, and active cruising along the coast until we reach the northern slope of Monte Argentario. We drop anchor in one of its most beautiful coves, such as Cala Grande or Cala del Pozzarello, for one last swim in calm waters. In the late afternoon, we set course for Talamone, returning to port to bid farewell to the sea and spend our final evening ashore. An aperitif with a view of the harbor awaits us, and for those who wish, a memorable plate of fresh fried fish at Gennaro’s—the perfect ending to this week on a boat in Tuscany, filled with a sense of freedom and authenticity.
Seventh day
Disembarkation
The time has come to say goodbye and disembark in the early morning hours at Talamone. As we leave the boat, our thoughts turn to the days we’ve just experienced: the sailings along the Monte Argentario, the nights at anchor under star-filled skies, the absolute silence of Cala di Forno, where nature remains the master of time. We discovered the wildest sideof Giannutri Island and soaked in the timeless atmosphereof Giglio Island, amid turquoise bays and villages perched above the sea. And so ends a sailing vacation in Tuscany filled with wind, nature, and shared experiences, leaving us with the feeling of having experienced the sea in its most authentic form.
travel to the embarkation point, tourist tax where applicable, and anything not mentioned under "Includes." Please note that provisions, marina fees, and fuel are not included as they depend on the group's management and are handled locally with a shared fund; they usually amount to around €30-35 per person/day.
Talamone or nearby ports - GR. You’ll be aboard a 13.6-meter sailboat with 3 double cabins and 2 bathrooms on board.
Participants: boat for 6 people
Learn more about the boat
To support sustainable travel, take the train! Get off at Talamone or Orbetello station; from there, buses will take you to the Port of Talamone or nearby ports.
There are free parking spaces near the boarding area.
Once you've made your reservation, we'll provide you with directions on how to easily reach the boarding point.
Do you need more information?

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