Il Giro dei Venti

Out of the ordinary. Into the adventure.

Out of the ordinary. Into the adventure. Il Giro dei Venti is a one-of-a-kind, exclusive, engaging experience that combines the thrill of exploring and a passion for sports.

An international event, tailor-made for cycling and sailing enthusiasts and amateurs.

An itinerary that unites the discovery of new destinations, the eagerness to test one’s limits, and the value of sharing and collaboration through teamwork.

A sport and wellness adventure, divided into stages and diverse routes, where teams of two cyclists and sailors compete. Drawn by lottery, the cycling teams go head-to-head in time trial sections, surrounded by the breathtaking panoramas of Salento and Greece. On board, the crystal-clear waters of the Adriatic and Ionian seas provide a stunning backdrop for sailing along the coast.

An opportunity to partake in new and exciting experiences, immersed in the colors, flavors, history and culture of Salento and Greece. An emotional journey made up of amazing landscapes and centuries-old traditions.

Much more than a holiday. Much more than a sporting competition.

This is Il Giro dei Venti, 2023 edition.

Step out of the ordinary. Embrace the adventure.



Il Giro dei Venti
Il Giro dei Venti


8 days of discovery

May 27th – Kissed by Fortune

Meeting in Santa Maria di Leuca (LE) and check-in by 4 p.m.

8 p.m. Meeting at the Leuca Lega Navale and welcome drink, event overview and drawing of teams  – composed of a pair of cyclists and a pair of sailing – plus handout of the racing packages.

Overnight on boat.

May 28th – The Adventure Begins

Cyclists: wake-up at 5 a.m., breakfast and meeting at the start line for the first ciclotouristic stage from Leuca-Otranto, and back.

Sailors: wake-up, breakfast, briefing with Roberto Ferrarese.

Lunch in Leuca.

In the late afternoon, the first sail along the coast with sailors and cyclists.

Transfer to the stretch of coastline enclosed between Porto Badisco to the south and Torre Sant’Emiliano to the north, to discover the “Otranto-Santa Maria di Leuca” nature park, which stretches about 57 kilometers along the eastern coast of Salento. Itinerant activities will allow visitors to get in touch with local businesses to savor the most authentic Salento tradition.

Dinner: at the table with local producers, among tastings and stories. Common thread of the meeting: good food and sustainability.

Overnight stay in glamping.


May 29th – Glances of Salento

Wake up to admire the sunrise surrounded by nature, muscle toning and breakfast.

  • 9:00 am – Blue Therapy Appointment with Umberto Pelizzari for an apnea dive, towards the truest beauty of the sea.
  • 11:00 am – The Way Excursions in Salento caves and tracking towards Torre Sant’Emiliano.
  • 13:00 – Lunch A table surrounded by nature.
  • 15:00 pm – Planting Transfer towards Martano for the planting of olive trees.
  • 19:00 – Waiting for the Sunset

Return to Leuca.

Dinner on the boat.

During the night each crew will sail with their own boat towards the island of Corfu (Greece). All participants were invited on board with bicycles loaded onto boats.

[For those who will use the boat rental, the presence of a skipper on board for the entire experience is expected (the skipper will not be able to participate in the sailing along the coast)].

Overnight on the boat.

May 30th – Mysterious Corfù

Wake up and breakfast at the Gouvia port. Departure for a guided tour of Corfù. Relax at Marina and possibility of excursions around the island of Corfù, ancient crossroads of traditions and civilizations.


In the afternoon, briefing with Roberto Ferrarese, followed by the second sail along the coast.


Overnight on boat.

May 31st – Wind on your face

Cyclists: Early wake-up, breakfast at the Gouvia port and meeting at the start line for a cycling tour of Corfù.

Sailors: Wake-up and breakfast.

Transfer by private boat from Gouvia to Kerkyra (Corfù). 

Lunch at the garden of the Corfù Picture Gallery in the palace of St. Michael and St. George.

Excursion by gulet among the most beautiful coves.

Return to Gouvia by private transfer. At night, each crew will sail their boat to Leuca. All participants must be on board with bicycles loaded.

June 1st – Towards the finish

Wake up and brunch.

Meet at the port for bus transfer to the town of Castrì to discover the Frantoio Ipogeo dating back to the 17th-18th centuries, and taste products from local companies.

Transfer to Lecce. Guided tour through the Baroque city and aperitif.

Return to Leuca.

Overnight stay by boat.

June 2nd – And the winner is…

Cyclists: early wake-up and final ride from Leuca-Gallipoli and back.

Sailors: wake-up and breakfast and briefing with Roberto Ferrarese.


Subcoastal sailing.

Afternoon transfer by private bus to the city of Spongano for the closing party: a large party dedicated to all the participants with an awards ceremony for the first three qualifying teams held at the Workness headquarters, an eighteenth-century Filograna building in Spongano.

Return to Leuca by private bus and overnight on boat.

June 3rd – See you soon!

Wake-up, breakfast and regards.

*This program is subject to change and modification to ensure the safety of all participants and the successful outcome of the event.

why should you participate?


a journey full of adventures

Participating to IL GIRO DEI VENTI means discovering new landscapes, flavors, cultures, and traditions, immersing yourself in a sports and cultural vacation at the same time.

sharing and collaboration

IL GIRO DEI VENTI involves the participation of teams composed of pairs of cyclists and sailors, offering the opportunity to work in teams, collaborate, and share unique experiences.


By participating to IL GIRO DEI VENTI, you will meet people from all over the world with whom you can share your passion for sports, adventure, and more.

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