Italy Sailing Schedule
We have found 43 voyages with berths available.
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Tall Ship Sailing in Malta, Sicily & the Aeolian Islands
Join tall ship Florette as she spends two weeks sailing from Malta to explore the coast of Sicily and the Aeolian Islands.
- Date: 19 April 2025
- Vessel: Florette
- Duration: 16 days
- Where: Malta/Italy
- Board type: Half Board
Tall Ship Sailing from Malta to Italy
Explore the Mediterranean Sea from the islands of Malta, Comino and Gozo to Sicily with the historic tall ship Florette.
- Date: 19 April 2025
- Vessel: Florette
- Duration: 8 days
- Where: Malta/Italy
- Board type: Half Board
Historic Tall Ship Sailing in Italy’s Aeolian Islands
Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
- Date: 26 April 2025
- Vessel: Florette
- Duration: 8 days
- Where: Vibo Valentia, Italy
- Board type: Half Board
Guided Hiking & Sailing in the Aeolian Islands
Enjoy traditional tall ship sailing and guided hiking as you explore the wonders of the Aeolian Islands in Italy.
- Date: 3 May 2025
- Vessel: Florette
- Duration: 8 days
- Where: Vibo Valentia, Italy
- Board type: Half Board
Luxury Sailing from Malta to Sicily
Explore the islands of Malta, Comino and Gozo under sail in the comfort of luxury yacht Chronos.
- Date: 24 May 2025
- Vessel: Chronos
- Duration: 8 days
- Where: Malta
- Board type: Full Board
Luxury Wellness Sailing Holiday in Sardinia & Corsica
Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
- Date: 31 May 2025
- Vessel: Agave
- Duration: 8 days
- Where: Sardinia, Italy
- Board type: Half Board
Sailing the Amalfi Coast to Sardinia
Spend two weeks sailing the Italian coast with tall ship Florette from Amalfi to Naples, Capri to Procida and over to the island of Sardinia.
- Date: 31 May 2025
- Vessel: Florette
- Duration: 15 days
- Where: Italy
- Board type: Half Board
Tall Ship Sailing in Italy
Sail with historic windjammer Florette from her homeport of Vibo to Naples, exploring Amalfi, Capri and Procida along the way.
- Date: 31 May 2025
- Vessel: Florette
- Duration: 8 days
- Where: Italy
- Board type: Half Board
Sicilian Island Explorer Onboard a Luxury Yacht
Sail with luxury yacht Chronos to explore the southern coast of Italy from the island of Sicily to the volcanic Aeolian islands and onto the harbour town of Palermo.
- Date: 31 May 2025
- Vessel: Chronos
- Duration: 8 days
- Where: Sicily, Italy
- Board type: Full Board
Luxury Wellness Sailing Holiday in Sardinia & Corsica
Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
- Date: 7 June 2025
- Vessel: Agave
- Duration: 8 days
- Where: Sardinia, Italy
- Board type: Half Board
Volcanic Wonders: Luxury Sailing in Sicily & the Aeolian Islands
Sail with luxury yacht Chronos from Palermo to Salerno to explore the island of Sicily to the volcanic Aeolian Islands.
- Date: 7 June 2025
- Vessel: Chronos
- Duration: 8 days
- Where: Sicily, Italy
- Board type: Full Board
Tall Ship Sailing in Southern Italy; Naples to Sardinia
Set sail from the Bay of Naples to discover the islands of Ischia, Procida and Capri before sailing to Sardinia with tall ship Florette.
- Date: 7 June 2025
- Vessel: Florette
- Duration: 8 days
- Where: Italy
- Board type: Half Board
Luxury Classic Sailing Experience in Southern Italy
Explore the Amalfi coast and Italian islands from Salerno with luxury sailing on yacht Chronos.
- Date: 14 June 2025
- Vessel: Chronos
- Duration: 8 days
- Where: Amalfi Coast, Italy
- Board type: Full Board
Tall Ship Sailing in Sardinia
Explore the beautiful east coast of Sardinia under sail with the historic tall ship Florette.
- Date: 14 June 2025
- Vessel: Florette
- Duration: 7 days
- Where: Sardinia
- Board type: Half Board
Luxury Sailing from Malta to Sicily
Discover the Mediterranean islands of Malta, Gozo, Comino and Sicily with luxury classic yacht Rhea.
- Date: 14 June 2025
- Vessel: Rhea
- Duration: 8 days
- Where: Malta/ Sicily
- Board type: Full Board
Luxury Wellness Sailing Holiday in Sardinia & Corsica
Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
- Date: 21 June 2025
- Vessel: Agave
- Duration: 8 days
- Where: Sardinia, Italy
- Board type: Half Board
Discover Italy’s Aegadian Islands on a Luxury Sailing Holiday
Discover the Mediterranean Aegadian and Ustica islands off the coast of Sicily with the luxury classic yacht Rhea.
- Date: 21 June 2025
- Vessel: Rhea
- Duration: 8 days
- Where: Sicily
- Board type: Full Board
Tall Ship Sailing in Sardinia
Explore the beautiful east coast of Sardinia under sail with the historic tall ship Florette.
- Date: 21 June 2025
- Vessel: Florette
- Duration: 7 days
- Where: Sardinia
- Board type: Half Board
All-inclusive Catamaran Sailing & Wellness: Sardinia
Join luxury catamaran Agave for all-inclusive wellness sailing as she explores the islands of Sardinia and Corsica.
- Date: 28 June 2025
- Vessel: Agave
- Duration: 8 days
- Where: Sardinia, Italy
- Board type: Full Board
Tall Ship Sailing in Sardinia
Explore the beautiful east coast of Sardinia under sail with the historic tall ship Florette.
- Date: 28 June 2025
- Vessel: Florette
- Duration: 7 days
- Where: Sardinia
- Board type: Half Board
Luxury Wellness Sailing Holiday in Sardinia & Corsica
Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
- Date: 5 July 2025
- Vessel: Agave
- Duration: 8 days
- Where: Sardinia, Italy
- Board type: Half Board
Luxury Sailing Cruise around Italy’s Southern Islands
Discover the magic of the Sicilian Coast from Palermo to Syracuse exploring the Aeolian Islands under sail with luxury yacht Rhea.
- Date: 5 July 2025
- Vessel: Rhea
- Duration: 8 days
- Where: Sicily, Italy
- Board type: Full Board
All-inclusive Catamaran Sailing & Wellness: Sardinia
Join luxury catamaran Agave for all-inclusive wellness sailing as she explores the islands of Sardinia and Corsica.
- Date: 12 July 2025
- Vessel: Agave
- Duration: 8 days
- Where: Sardinia, Italy
- Board type: Full Board
Mediterranean Luxury Sailing from Sicily to Corfu
Discover the Sicilian Coast sailing from Sicily to Corfu and the magnificent volcanic Aeolian Islands under sail and in the luxury and comfort of Rhea.
- Date: 12 July 2025
- Vessel: Rhea
- Duration: 8 days
- Where: Italy/Corfu
- Board type: Full Board
Italian Island Hopping & Luxury Sailing Short Break
Explore the Italian Gulf of Naples with an introductory short break sailing on luxury yacht Chronos as she explores the islands of Ischia and Procida.
- Date: 16 July 2025
- Vessel: Chronos
- Duration: 4 days
- Where: Gulf of Naples, Italy
- Board type: Full Board
Luxury Wellness Sailing Holiday in Sardinia & Corsica
Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
- Date: 19 July 2025
- Vessel: Agave
- Duration: 8 days
- Where: Sardinia, Italy
- Board type: Half Board
All-inclusive Catamaran Sailing & Wellness: Sardinia
Join luxury catamaran Agave for all-inclusive wellness sailing as she explores the islands of Sardinia and Corsica.
- Date: 26 July 2025
- Vessel: Agave
- Duration: 8 days
- Where: Sardinia, Italy
- Board type: Full Board
All-inclusive Catamaran Sailing & Wellness: Sardinia
Join luxury catamaran Agave for all-inclusive wellness sailing as she explores the islands of Sardinia and Corsica.
- Date: 2 August 2025
- Vessel: Agave
- Duration: 8 days
- Where: Sardinia, Italy
- Board type: Full Board
Luxury Sailing along Italy’s Amalfi Coast
Explore the Amalfi coast and Italian islands from Naples with luxury sailing on yacht Chronos.
- Date: 2 August 2025
- Vessel: Chronos
- Duration: 8 days
- Where: Gulf of Naples, Italy
- Board type: Full Board
Luxury Catamaran Charter: Sardinia & Corsica
Take luxury catamaran Agave for your very own bespoke private charter sailing holiday around the islands of Sardinia and Corsica.
- Date: 9 August 2025
- Vessel: Agave
- Duration: 8 days
- Where: Sardinia, Italy
- Board type: Half Board
Luxury Sailing & Island Hopping in Italy: Capri
Explore the Amalfi coast and Italian islands from Naples with luxury sailing on yacht Chronos.
- Date: 9 August 2025
- Vessel: Chronos
- Duration: 8 days
- Where: Gulf of Naples, Italy
- Board type: Full Board
Luxury Catamaran Charter: Sardinia & Corsica
Take luxury catamaran Agave for your very own bespoke private charter sailing holiday around the islands of Sardinia and Corsica.
- Date: 16 August 2025
- Vessel: Agave
- Duration: 8 days
- Where: Sardinia, Italy
- Board type: Half Board
Luxury Sailing & Island Hopping in Southern Italy
Enjoy luxury sailing from the Italian harbour of Salerno as you island hop to Sardinia under sail with Chronos.
- Date: 16 August 2025
- Vessel: Chronos
- Duration: 8 days
- Where: Italy
- Board type: Full Board
Luxury Catamaran Charter: Sardinia & Corsica
Take luxury catamaran Agave for your very own bespoke private charter sailing holiday around the islands of Sardinia and Corsica.
- Date: 23 August 2025
- Vessel: Agave
- Duration: 8 days
- Where: Sardinia, Italy
- Board type: Half Board
Mediterranean Island Escape: Luxury Yacht Sailing in Sardinia
Explore the dramatic Italian coast with luxury yacht Chronos as she sails to explore Sardinia, La Maddalena and Bonifacio.
- Date: 23 August 2025
- Vessel: Chronos
- Duration: 8 days
- Where: Sardinia, Italy
- Board type: Full Board
Mediterranean Island Escape: Luxury Yacht Sailing in Sardinia
Explore the dramatic Italian coast with luxury yacht Chronos as she sails to explore Sardinia, La Maddalena and Bonifacio.
- Date: 30 August 2025
- Vessel: Chronos
- Duration: 8 days
- Where: Sardinia, Italy
- Board type: Full Board
Luxury Sailing Experience from Croatia to Sicily
Sail with luxury yacht Kairós from the Croatian harbour city of Cavtat to the Italian coastal region of Puglia and onto the island of Sicily.
- Date: 6 September 2025
- Vessel: Kairós
- Duration: 8 days
- Where: Croatia/Italy
- Board type: Full Board
Mediterranean Island Escape: Luxury Yacht Sailing in Sardinia
Explore the dramatic Italian coast with luxury yacht Chronos as she sails to explore Sardinia, La Maddalena and Bonifacio.
- Date: 6 September 2025
- Vessel: Chronos
- Duration: 8 days
- Where: Sardinia, Italy
- Board type: Full Board
Historic Tall Ship Sailing in Italy’s Aeolian Islands
Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
- Date: 6 September 2025
- Vessel: Florette
- Duration: 8 days
- Where: Vibo Valentia, Italy
- Board type: Half Board
Historic Tall Ship Sailing in Italy’s Aeolian Islands
Sail the wonders of the Aeolian islands from Italy with classic wooden windjammer Florette. Discover the active volcano of Stromboli and explore ashore on the islands of Lipari & Salina.
- Date: 13 September 2025
- Vessel: Florette
- Duration: 8 days
- Where: Vibo Valentia, Italy
- Board type: Half Board
Guided Hiking & Sailing in the Aeolian Islands
Enjoy traditional tall ship sailing and guided hiking as you explore the wonders of the Aeolian Islands in Italy.
- Date: 11 October 2025
- Vessel: Florette
- Duration: 8 days
- Where: Vibo Valentia, Italy
- Board type: Half Board
Sailing & Guided Hiking in the Aeolian Islands
Enjoy traditional tall ship sailing and guided hiking as you explore the wonders of the Aeolian Islands from the island of Lipari.
- Date: 9 November 2025
- Vessel: Florette
- Duration: 7 days
- Where: Aeolian Islands, Italy
- Board type: Half Board
Sailing & Guided Hiking in the Aeolian Islands
Enjoy traditional tall ship sailing and guided hiking as you explore the wonders of the Aeolian Islands from the island of Lipari.
- Date: 15 November 2025
- Vessel: Florette
- Duration: 7 days
- Where: Aeolian Islands, Italy
- Board type: Half Board
Destinations
Our range of vessels enables us to offer several destinations all over the globe. Which adventure will you choose?
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Our fleet
With vessels of all sizes and each with a unique history and construction, there is no shortage of choice for your sailing holiday.
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