Sunshine Sailing Holidays

Experience the ultimate getaway on a sunny sailing holiday. Relax in warmer climates, dive in to crystal clear waters and explore stunning locations ashore. Our skippered sailing holidays are perfect for those looking to experience life under sail in sunny destinations across the world! Relax on the tropical beaches of the Caribbean, soak up the Mediterranean sun, or discover the wonders of Indonesia on a sunshine sailing adventure.

We have found 147 voyages with berths available.

Sailing the Jewels of Raja Ampat in the footsteps of Alfred Wallace

Set the sails from Ambon to Sorong exploring the wildlife delights of the Indonesian archipelago.
  • Date: 21 September 2023
  • Vessel: Katharina
  • Duration: 12 days
  • Where: Ambon, Indonesia

Sailing and exploring the Greek Saronic Islands

Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
  • Date: 23 September 2023
  • Vessel: Zorba
  • Duration: 8 days
  • Where: Saronic Islands, Greece

Autumn Tall Ship Sailing the 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: 30 September 2023
  • Vessel: Florette
  • Duration: 8 days
  • Where: Vibo Valentia, Italy

Tall Ship Sailing Adventure; Spain to Portugal

Sail with tall ship Blue Clipper from Northern Spain to Southern Portugal, discovering coastal harbour towns and river estuaries along the way.
  • Date: 4 October 2023
  • Vessel: Blue Clipper
  • Duration: 7 days
  • Where: Spain, Portugal

Sailing The Jewels of Raja Ampat, Indonesia

Discover the jewels of Indonesia as traditional wooden boat Katharina sails to explore the islands of Raja Ampat.
  • Date: 5 October 2023
  • Vessel: Katharina
  • Duration: 10 days
  • Where: Sorong, Indonesia

Discover the Aeolian Islands with tallship Florette

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: 7 October 2023
  • Vessel: Florette
  • Duration: 8 days
  • Where: Vibo Valentia, Italy

Sailing around the Saronic Islands, Greece

Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
  • Date: 7 October 2023
  • Vessel: Zorba
  • Duration: 8 days
  • Where: Saronic Islands, Greece

Luxury Classic Yacht Sailing in Sicily

Discover northern Sicily under sail with luxury yacht Kairos as she takes guests to explore secluded bays, sleepy harbour villages and remote nature reserves.
  • Date: 7 October 2023
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Sicily, Italy

Luxury Sailing in Greece, exploring the Cyclades

Sail the Cyclades with luxury classic yacht Rhea as she explores the islands of Naxos, Syros and Delos.
  • Date: 11 October 2023
  • Vessel: Rhea
  • Duration: 11 days
  • Where: Athens, Greece

Discover the Aeolian Islands with tallship Florette

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: 14 October 2023
  • Vessel: Florette
  • Duration: 8 days
  • Where: Vibo Valentia, Italy

Skippered Yacht Sailing in the Saronic Islands, Greece

Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
  • Date: 14 October 2023
  • Vessel: Zorba
  • Duration: 8 days
  • Where: Saronic Islands, Greece

Luxury Classic Yacht Sailing in Sicily

Discover northern Sicily under sail with luxury yacht Kairos as she takes guests to explore secluded bays, sleepy harbour villages and remote nature reserves.
  • Date: 14 October 2023
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Sicily, Italy

Sailing the Indonesian Jewel of Raja Ampat

Discover the jewels of Indonesia as traditional wooden boat Ombak Putih sails to explore the islands of Raja Ampat.
  • Date: 18 October 2023
  • Vessel: Ombak Putih
  • Duration: 10 days
  • Where: Sorong, Indonesia

Whale Shark & Wildlife Watching in Indonesia

Swim with Whale Sharks and watch the Birds of Paradise of West Papua in Indonesia with traditional boat Katharina.
  • Date: 18 October 2023
  • Vessel: Katharina
  • Duration: 10 days
  • Where: Indonesia

Explore Portugal, Cadiz on a Tall Ship

Sail with tall ship Blue Clipper from Portimao and explore the Algarve region of Portugal and Cadiz in Spain.
  • Date: 20 October 2023
  • Vessel: Blue Clipper
  • Duration: 8 days
  • Where: Portimão,Portugal

Sunshine Sailing in the Saronic Islands, Greece

Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
  • Date: 21 October 2023
  • Vessel: Zorba
  • Duration: 8 days
  • Where: Saronic Islands, Greece

Luxury Sailing from Sicily to Malta

Sail with luxury yacht Kairos as she explores the coasts and islands from Sicily to Malta.
  • Date: 21 October 2023
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Sicily/Malta

Luxury Sailing from Greece to Malta

Island hop and enjoy longer passages on the open water as luxury yacht Rhea sails from Greece to Malta.
  • Date: 21 October 2023
  • Vessel: Rhea
  • Duration: 8 days
  • Where: Greece/Malta

Luxury Sailing Holiday in Malta

Explore the magic of Malta and its surrounding islands under sail in the luxury and comfort of Kairos.
  • Date: 28 October 2023
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Malta

Luxury Sailing around Malta

Explore the magic of Malta and its surrounding islands under sail in the luxury and comfort of Rhea.
  • Date: 28 October 2023
  • Vessel: Rhea
  • Duration: 5 days
  • Where: Malta

Sailing The Jewels of Raja Ampat, Indonesia

Discover the jewels of Indonesia as traditional wooden boat Ombak Putih sails to explore the islands of Raja Ampat.
  • Date: 30 October 2023
  • Vessel: Ombak Putih
  • Duration: 10 days
  • Where: Sorong, Indonesia

Sailing The Jewels of Raja Ampat, Indonesia

Discover the jewels of Indonesia as traditional wooden boat Ombak Putih sails to explore the islands of Raja Ampat.
  • Date: 11 November 2023
  • Vessel: Ombak Putih
  • Duration: 10 days
  • Where: Sorong, Indonesia

Offshore Ocean Passage from Malta to Malaga

Sail with luxury yacht Rhea from the island of Malta to the Spanish coastal town of Malaga.
  • Date: 12 November 2023
  • Vessel: Rhea
  • Duration: 8 days
  • Where: Malta/Spain

Offshore Ocean Passage from Malta to Greece

Sail with luxury yacht Kairos from the island of Malta to the Greek island of Aegina.
  • Date: 18 November 2023
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Malta/Greece

Sailing the Indonesian Jewel of Raja Ampat

Discover the jewels of Indonesia as traditional wooden boat Katharina sails to explore the islands of Raja Ampat.
  • Date: 22 November 2023
  • Vessel: Katharina
  • Duration: 10 days
  • Where: Sorong, Indonesia

Whale Shark & Wildlife Watching in Indonesia

Swim with Whale Sharks and watch the Birds of Paradise of West Papua in Indonesia with traditional boat Ombak Putih.
  • Date: 23 November 2023
  • Vessel: Ombak Putih
  • Duration: 10 days
  • Where: Indonesia

Luxury Sailing in Cape Verde

Explore the tropical archipelago of Cape Verde with 8 days, all-inclusive luxury sailing on classic yacht Chronos.
  • Date: 26 November 2023
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Cape Verde

Sailing the Indonesian Jewel of Raja Ampat

Discover the jewels of Indonesia as traditional wooden boat Katharina sails to explore the islands of Raja Ampat.
  • Date: 4 December 2023
  • Vessel: Katharina
  • Duration: 10 days
  • Where: Sorong, Indonesia

Whale Shark & Wildlife Watching in Indonesia

Explore the coasts of West Papau and the Raja Ampat archipelago in Indonesia with traditional boat Ombak Putih.
  • Date: 5 December 2023
  • Vessel: Ombak Putih
  • Duration: 10 days
  • Where: West Papau, Indonesia

Sailing the Indonesian Jewel of Raja Ampat

Discover the jewels of Indonesia as traditional wooden boat Katharina sails to explore the islands of Raja Ampat.
  • Date: 18 December 2023
  • Vessel: Katharina
  • Duration: 10 days
  • Where: Sorong, Indonesia

Sailing the Indonesian Jewel of Raja Ampat

Discover the jewels of Indonesia as traditional wooden boat Ombak Putih sails to explore the islands of Raja Ampat.
  • Date: 18 December 2023
  • Vessel: Ombak Putih
  • Duration: 10 days
  • Where: Sorong, Indonesia

Luxury Christmas Sailing in the Caribbean

Enjoy the beauty of the colourful Caribbean islands at Christmas with luxury yacht Chronos as she sails from Grenada to St Lucia.
  • Date: 20 December 2023
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Grenada, Caribbean

Luxury Christmas Sailing in the Saronic Islands

Explore the Saronic Gulf in Greece with luxury yacht Kairós as she island hops from Aegina to Poros, Spetses to Nafplio.
  • Date: 20 December 2023
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Greece

Christmas Sailing in the Caribbean

Enjoy luxury Caribbean sailing with classic yacht Rhea as she sails from St Martin to Antigua.
  • Date: 21 December 2023
  • Vessel: Rhea
  • Duration: 8 days
  • Where: Lesser Antilles, Caribbean

Caribbean Christmas Sailing; Barbados to Martinique

Join classic wooden windjammer Florette for a Caribbean sailing adventure from Barbados to Martinique.
  • Date: 22 December 2023
  • Vessel: Florette
  • Duration: 12 days
  • Where: Barbados/Martinique

Luxury New Year Sailing in the Caribbean

Bring in the New Year with luxury and Caribbean sunshine with Chronos as she sails from St Lucia to Grenada.
  • Date: 27 December 2023
  • Vessel: Chronos
  • Duration: 8 days
  • Where: St Lucia, Caribbean

New Year Sailing in the Caribbean

Enjoy luxury Caribbean sailing with classic yacht Rhea as she sails from Antigua to St Martin.
  • Date: 28 December 2023
  • Vessel: Rhea
  • Duration: 10 days
  • Where: Lesser Antilles, Caribbean

Sailing the Indonesian Jewel of Raja Ampat

Discover the jewels of Indonesia as traditional wooden boat Katharina sails to explore the islands of Raja Ampat.
  • Date: 29 December 2023
  • Vessel: Katharina
  • Duration: 10 days
  • Where: Sorong, Indonesia

Sailing the Indonesian Wonders; Raja Ampat with Dr Joe Mueller

Discover the jewels of Indonesia as traditional wooden boat Ombak Putih sails to explore the islands of Raja Ampat with ecological expert Joe Mueller.
  • Date: 10 January 2024
  • Vessel: Ombak Putih
  • Duration: 10 days
  • Where: Sorong, Indonesia

Luxury Caribbean Sailing from St Martin to BVI

Explore the culture of the colourful Caribbean islands on luxury yacht Rhea as she journeys from St Martin to Tortola BVI.
  • Date: 10 January 2024
  • Vessel: Rhea
  • Duration: 8 days
  • Where: St Martin, Caribbean

Caribbean Tall Ship Sailing; Martinique to Grenada

Join classic wooden windjammer Florette for a Caribbean sailing adventure from the island of Martinique to Grenada.
  • Date: 13 January 2024
  • Vessel: Florette
  • Duration: 8 days
  • Where: Martinique/Grenada

Caribbean Tall Ship Sailing; Martinique to Grenada

Join classic wooden windjammer Florette for a 2 week Caribbean sailing adventure from the island of Martinique to Grenada.
  • Date: 13 January 2024
  • Vessel: Florette
  • Duration: 15 days
  • Where: Martinique/Grenada

Luxury Caribbean Sailing around BVI

Sail and explore the tropical Caribbean island chain of the British Virgin Islands with luxury yacht Rhea.
  • Date: 17 January 2024
  • Vessel: Rhea
  • Duration: 8 days
  • Where: BVI, Caribbean

Caribbean Tall Ship Sailing; Grenada & the Grenadines

Join classic wooden windjammer Florette for a Caribbean sailing adventure from the island of Grenada to explore the Grenadines.
  • Date: 20 January 2024
  • Vessel: Florette
  • Duration: 8 days
  • Where: Grenada

Luxury Caribbean Sailing in the Grenadines

Enjoy the beauty of the colourful Caribbean islands with luxury yacht Chronos as she sails from Grenada to explore the Grenadines.
  • Date: 21 January 2024
  • Vessel: Chronos
  • Duration: 15 days
  • Where: Grenada, Caribbean

Sailing & Whale Watching in the Dominican Republic

Luxury Caribbean sailing and whale watching in the Dominican Republic on yacht Rhea.
  • Date: 31 January 2024
  • Vessel: Rhea
  • Duration: 11 days
  • Where: Dominican Republic

Luxury Caribbean Sailing in the Grenadines

Enjoy the beauty of the colourful Caribbean islands with luxury yacht Chronos as she sails from Grenada to explore the Grenadines.
  • Date: 4 February 2024
  • Vessel: Chronos
  • Duration: 15 days
  • Where: Grenada, Caribbean

Sailing & Whale Watching in the Dominican Republic

Luxury Caribbean sailing and whale watching in the Dominican Republic on yacht Rhea.
  • Date: 10 February 2024
  • Vessel: Rhea
  • Duration: 11 days
  • Where: Dominican Republic

Luxury Caribbean Sailing in the Grenadines

As featured in The Sunday Times as the most low-carbon way to explore the Caribbean with a touch of luxury. Enjoy the beauty of the colourful Caribbean islands with modern classic yacht Chronos as she sails from Grenada to explore the Grenadines.
  • Date: 18 February 2024
  • Vessel: Chronos
  • Duration: 11 days
  • Where: Grenada, Caribbean

Caribbean Tall Ship Sailing; Antigua to St Martin

Join classic wooden windjammer Florette for a Caribbean sailing adventure from the island of Antigua to St Martin.
  • Date: 24 February 2024
  • Vessel: Florette
  • Duration: 8 days
  • Where: Antigua/St Martin

Caribbean Tall Ship Sailing from Antigua

Join classic wooden windjammer Florette for a Caribbean sailing adventure from the island of Antigua to St Martin and back.
  • Date: 24 February 2024
  • Vessel: Florette
  • Duration: 15 days
  • Where: Antigua, Caribbean

Luxury Caribbean Sailing in the Grenadines

As featured in The Sunday Times as the most low-carbon way to explore the Caribbean with a touch of luxury. Enjoy the beauty of the colourful Caribbean islands with modern classic yacht Chronos as she sails from Grenada to explore the Grenadines.
  • Date: 28 February 2024
  • Vessel: Chronos
  • Duration: 11 days
  • Where: Grenada, Caribbean

Caribbean Tall Ship Sailing; St Martin to Antigua

Join classic wooden windjammer Florette for a Caribbean sailing adventure from the island of St Martin to Antigua.
  • Date: 2 March 2024
  • Vessel: Florette
  • Duration: 8 days
  • Where: St Martin/Antigua

Caribbean Tall Ship Sailing from St Martin

Join classic wooden windjammer Florette for a Caribbean sailing adventure from the island of St Martin to Antigua and back!
  • Date: 2 March 2024
  • Vessel: Florette
  • Duration: 15 days
  • Where: St Martin, Caribbean

Luxury Sailing in the Saronic Islands, Greece

Explore the Saronic Gulf in Greece with luxury yacht Kairós as she island hops from Aegina to Poros, Spetses to Nafplio.
  • Date: 2 March 2024
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Greece

Caribbean Tall Ship Sailing; Antigua to St Martin

Join classic wooden windjammer Florette for a Caribbean sailing adventure from the island of Antigua to St Martin.
  • Date: 9 March 2024
  • Vessel: Florette
  • Duration: 8 days
  • Where: Antigua/St Martin

Luxury Sailing in the Saronic Islands, Greece

Explore the Saronic Gulf in Greece with luxury yacht Kairós as she island hops from Aegina to Poros, Spetses to Nafplio.
  • Date: 9 March 2024
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Greece

Luxury Caribbean Sailing in the Grenadines

As featured in The Sunday Times as the most low-carbon way to explore the Caribbean with a touch of luxury. Enjoy the beauty of the colourful Caribbean islands with modern classic yacht Chronos as she sails from Grenada to explore the Grenadines.
  • Date: 10 March 2024
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Grenada, Caribbean

Luxury Caribbean Sailing around Antigua

Sail with luxury yacht Rhea this Spring as she discovers the Caribbean Leeward islands under sail.
  • Date: 16 March 2024
  • Vessel: Rhea
  • Duration: 12 days
  • Where: Antigua, Caribbean

Luxury Sailing in the Saronic Islands, Greece

Discover the Saronic islands under sail with luxury yacht Kairós as she explores Hydra, Aegina and Monemvasia from the water.
  • Date: 16 March 2024
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Greece

Luxury Caribbean Sailing from Grenada to Martinique

Enjoy the beauty of the colourful Caribbean islands with luxury yacht Chronos as she sails from Grenada to Martinique.
  • Date: 17 March 2024
  • Vessel: Chronos
  • Duration: 7 days
  • Where: Grenada, Caribbean

Luxury Caribbean Sailing from Martinique to Antigua

Luxury Caribbean sailing with tall ship Chronos from Martinique to Antigua exploring Dominica & Guadeloupe.
  • Date: 23 March 2024
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Martinique, Caribbean

Luxury Caribbean Sailing around Antigua

Sail with luxury yacht Rhea this Spring as she discovers the Caribbean Leeward islands under sail.
  • Date: 27 March 2024
  • Vessel: Rhea
  • Duration: 11 days
  • Where: Antigua, Caribbean

Caribbean Tall Ship Sailing; St Martin to Guadeloupe

Join classic wooden windjammer Florette for a Caribbean sailing adventure from the island of St Martin to Guadeloupe.
  • Date: 30 March 2024
  • Vessel: Florette
  • Duration: 8 days
  • Where: St Martin/Guadeloupe

Caribbean Tall Ship Sailing from St Martin

Join classic wooden windjammer Florette for a Caribbean sailing adventure from the island to St Martin to Guadeloupe before finishing in Martinique.
  • Date: 30 March 2024
  • Vessel: Florette
  • Duration: 15 days
  • Where: St Martin/Martinique

Caribbean Tall Ship Sailing; Guadeloupe to Martinique

Join classic wooden windjammer Florette for a Caribbean sailing adventure from the island of Guadeloupe to Martinique.
  • Date: 6 April 2024
  • Vessel: Florette
  • Duration: 8 days
  • Where: Guadeloupe/Martinique

Luxury Sailing around Antigua & Barbuda

Explore the Caribbean island of Antigua and Barbuda under sail with luxury classic yacht Chronos.
  • Date: 6 April 2024
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Antigua, Caribbean

Luxury Short Break Sailing in Corfu

Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Kairos, with private ensuite cabins.
  • Date: 9 April 2024
  • Vessel: Kairós
  • Duration: 5 days
  • Where: Corfu, Greece

Luxury Sailing in the Ionian Islands, Corfu

Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Kairos, with private ensuite cabins.
  • Date: 13 April 2024
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Corfu, Greece

Luxury Sailing in the Ionian Islands, Corfu

Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Kairos, with private ensuite cabins.
  • Date: 27 April 2024
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Corfu, Greece

Luxury Sailing in the Ionian Islands, Corfu

Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Kairos, with private ensuite cabins.
  • Date: 4 May 2024
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Corfu, Greece

Luxury Sailing in the Ionian Islands, Corfu

Discover the islands of the Ionian Sea sailing from Corfu onboard luxury classic yacht Kairos, with private ensuite cabins.
  • Date: 11 May 2024
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Corfu, Greece

Skippered Sailing Holiday in Greece; Saronic Islands

Discover the beautiful Saronic Islands with a skippered sailing holiday in Greece with yacht Zorba.
  • Date: 18 May 2024
  • Vessel: Zorba
  • Duration: 8 days
  • Where: Saronic Islands, Greece

Skippered Sailing Holiday in Greece; Saronic Islands

Discover the beautiful Saronic Islands with a skippered sailing holiday in Greece with yacht Zorba.
  • Date: 25 May 2024
  • Vessel: Zorba
  • Duration: 8 days
  • Where: Saronic Islands, Greece

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 1 June 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Luxury Sailing & Island Hopping in Italy

Explore the Amalfi coast and Italian islands from Baia with luxury sailing on yacht Chronos.
  • Date: 1 June 2024
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Italy

Luxury Island Hopping in Croatia

Explore the Croatian islands of Vis, Hvar and Korcula under sail with luxury yacht Kairos.
  • Date: 1 June 2024
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Trogir, Croatia

Skippered Sailing Holiday in Greece; Saronic Islands

Discover the beautiful Saronic Islands with a skippered sailing holiday in Greece with yacht Zorba.
  • Date: 1 June 2024
  • Vessel: Zorba
  • Duration: 8 days
  • Where: Saronic Islands, Greece

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 8 June 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Luxury Sailing & Island Hopping in Italy

Explore the Amalfi coast and Italian islands from Baia with luxury sailing on yacht Chronos.
  • Date: 8 June 2024
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Italy

Luxury Sailing Cruise in Croatia

Discover the beautiful Adriatic coast sailing from Trogir to explore the old towns of Primošten, Šibenik, Skradin and Dugi Otok.
  • Date: 8 June 2024
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Trogir, Croatia

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 15 June 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Luxury Sailing & Island Hopping in Italy

Explore the Amalfi coast and Italian islands from Baia with luxury sailing on yacht Chronos.
  • Date: 15 June 2024
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Italy

Luxury Island Hopping in Croatia

Explore the Croatian islands of Vis, Hvar and Korcula under sail with luxury yacht Kairos.
  • Date: 15 June 2024
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Trogir, Croatia

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 22 June 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 29 June 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Luxury Sailing & Island Hopping in Greece

Explore the Greek islands of Aegina, Kythnos, Serifos and Hydra under sail with luxury yacht Rhea.
  • Date: 29 June 2024
  • Vessel: Rhea
  • Duration: 8 days
  • Where: Athens, Greece

Luxury Sailing & Island Hopping in Italy

Explore the Amalfi coast and Italian islands from Baia with luxury sailing on yacht Chronos.
  • Date: 29 June 2024
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Italy

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 6 July 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Luxury Sailing & Island Hopping in Greece

Explore the Greek islands of Aegina, Kythnos, Serifos and Hydra under sail with luxury yacht Rhea.
  • Date: 6 July 2024
  • Vessel: Rhea
  • Duration: 8 days
  • Where: Athens, Greece

Luxury Sailing & Island Hopping in Italy

Explore the Amalfi coast and Italian islands from Baia with luxury sailing on yacht Chronos.
  • Date: 6 July 2024
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Italy

Skippered Sailing from the Saronic Islands to the Cyclades

Sail from the Greek island of Salamina to Naxos as you experience the very best of the Cyclades under sail with Zorba.
  • Date: 6 July 2024
  • Vessel: Zorba
  • Duration: 8 days
  • Where: Saronics/Cyclades, Greece

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 13 July 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Luxury Sailing & Island Hopping in Croatia

Join luxury yacht Kairos in the heart of Croatia for an island hopping sailing holiday to Trogir.
  • Date: 13 July 2024
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Cavtat, Croatia

Skippered Sailing in the Cyclades, Greece

Explore the Lesser Cyclades under sail with skippered yacht Zorba as you discover traditional Greek island charm.
  • Date: 13 July 2024
  • Vessel: Zorba
  • Duration: 8 days
  • Where: The Cyclades, Greece

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 20 July 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Greek Sailing Adventure around the Cyclades

Explore the Lesser Cyclades under sail with skippered yacht Zorba as you discover traditional Greek island charm.
  • Date: 20 July 2024
  • Vessel: Zorba
  • Duration: 8 days
  • Where: The Cyclades, Greece

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 27 July 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Luxury Island Hopping in Croatia

Explore the Croatian islands of Vis, Hvar and Korcula under sail with luxury yacht Kairos.
  • Date: 27 July 2024
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Trogir, Croatia

Luxury Sailing in Sardinia

Explore the Italian coast with luxury yacht Chronos as she sails the Mediterranean from Sardinia.
  • Date: 27 July 2024
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Sardinia, Italy

Skippered Sailing in the Cyclades, Greece

Explore the Lesser Cyclades under sail with skippered yacht Zorba as you discover traditional Greek island charm.
  • Date: 27 July 2024
  • Vessel: Zorba
  • Duration: 8 days
  • Where: The Cyclades, Greece

Spanish Coastal Sailing with Pellew

Discover the beautiful fjords, estuaries and traditional tapas bars of Galicia with a Spanish sailing adventure on board pilot cutter Pellew.
  • Date: 3 August 2024
  • Vessel: Pellew
  • Duration: 10 days
  • Where: Spain

Luxury Wellness Sailing in Sardinia & Corsica

Indulge in a wellness sailing holiday on board luxury catamaran Agave as she explores the islands of Sardinia and Corsica.
  • Date: 3 August 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Family Sailing & Island Hopping in the Saronic Islands

Sail the Saronic Islands with luxury classic yacht Rhea as she explores the islands of Hydra, Poros and Aegina.
  • Date: 3 August 2024
  • Vessel: Rhea
  • Duration: 8 days
  • Where: Athens, Greece

Family-friendly Skippered Sailing in the Cyclades, Greece

Explore the Lesser Cyclades under sail with skippered yacht Zorba as you discover traditional Greek island charm.
  • Date: 3 August 2024
  • Vessel: Zorba
  • Duration: 8 days
  • Where: The Cyclades, Greece

Luxury Island Hopping in Croatia

Explore the Croatian islands of Vis, Hvar and Korcula under sail with luxury yacht Kairos.
  • Date: 10 August 2024
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Trogir, Croatia

Family-friendly Skippered Sailing in the Cyclades, Greece

Explore the Lesser Cyclades under sail with skippered yacht Zorba as you discover traditional Greek island charm.
  • Date: 10 August 2024
  • Vessel: Zorba
  • Duration: 8 days
  • Where: The Cyclades, Greece

Luxury Sailing Cruise in Croatia

Discover the beautiful Adriatic coast sailing from Trogir to explore the old towns of Primošten, Šibenik, Skradin and Dugi Otok.
  • Date: 17 August 2024
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Trogir, Croatia

Family-friendly Skippered Sailing in the Cyclades, Greece

Explore the Lesser Cyclades under sail with skippered yacht Zorba as you discover traditional Greek island charm.
  • Date: 17 August 2024
  • Vessel: Zorba
  • Duration: 8 days
  • Where: The Cyclades, Greece

Spanish Coastal Sailing with Pellew

Discover the beautiful fjords, estuaries and traditional tapas bars of Galicia with a Spanish sailing adventure on board pilot cutter Pellew.
  • Date: 22 August 2024
  • Vessel: Pellew
  • Duration: 10 days
  • Where: Spain

Luxury Sailing in Sardinia

Explore the Italian coast with luxury yacht Chronos as she sails the Mediterranean from Sardinia.
  • Date: 24 August 2024
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Sardinia, Italy

Family-friendly Sailing Holiday in the Cyclades, Greece

Explore the Lesser Cyclades under sail with skippered yacht Zorba as you discover traditional Greek island charm.
  • Date: 24 August 2024
  • Vessel: Zorba
  • Duration: 8 days
  • Where: The Cyclades, Greece

Luxury Wellness Sailing 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 August 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Luxury Sailing in Sardinia

Explore the Italian coast with luxury yacht Chronos as she sails the Mediterranean from Sardinia.
  • Date: 31 August 2024
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Sardinia, Italy

Luxury Sailing & Island Hopping from Santorini

Join luxury yacht Rhea in the heart of the Cyclades on the iconic Greek island of Santorini as she takes guests for relaxed sailing and island hopping.
  • Date: 31 August 2024
  • Vessel: Rhea
  • Duration: 8 days
  • Where: Santorini, Greece

Tall Ship Sailing Adventure in Northern Spain

Sail with tall ship Blue Clipper to discover the coast Northern from La Coruna exploring harbour towns and river estuaries along the way.
  • Date: 4 September 2024
  • Vessel: Blue Clipper
  • Duration: 8 days
  • Where: Northern Spain

Autumn Tall Ship Sailing the 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: 7 September 2024
  • Vessel: Florette
  • Duration: 8 days
  • Where: Vibo Valentia, Italy

Luxury Wellness Sailing 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 September 2024
  • Vessel: Agave
  • Duration: 8 days
  • Where: Sardinia, Italy

Luxury Sailing in Sardinia

Explore the Italian coast with luxury yacht Chronos as she sails the Mediterranean from Sardinia.
  • Date: 7 September 2024
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Sardinia, Italy

Greek Sailing Adventure from Naxos to Athens

Sail from Naxos to Athens and experience the very best of the Cyclades under sail with Zorba.
  • Date: 7 September 2024
  • Vessel: Zorba
  • Duration: 8 days
  • Where: Naxos, Greece

Tall Ship Sailing Adventure; Spain to Portugal

Sail with tall ship Blue Clipper from Northern Spain to Southern Portugal, discovering coastal harbour towns and river estuaries along the way.
  • Date: 13 September 2024
  • Vessel: Blue Clipper
  • Duration: 8 days
  • Where: Spain, Portugal

Autumn Tall Ship Sailing the 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: 14 September 2024
  • Vessel: Florette
  • Duration: 8 days
  • Where: Vibo Valentia, Italy

Luxury Sailing & Island Hopping from Santorini

Join luxury yacht Rhea in the heart of the Cyclades on the iconic Greek island of Santorini as she takes guests for relaxed sailing and island hopping.
  • Date: 14 September 2024
  • Vessel: Rhea
  • Duration: 8 days
  • Where: Santorini, Greece

Autumn Tall Ship Sailing the 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: 21 September 2024
  • Vessel: Florette
  • Duration: 8 days
  • Where: Vibo Valentia, Italy

LUXURY SAILING AROUND THE AEOLIAN ISLANDS

Explore the magic of the Sicilian Coast and the volcanic Aeolian Islands under sail and in the luxury and comfort of Kairos.
  • Date: 21 September 2024
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Sicily, Italy

Luxury Sailing & Island Hopping from Santorini

Join luxury yacht Rhea in the heart of the Cyclades on the iconic Greek island of Santorini as she takes guests for relaxed sailing and island hopping.
  • Date: 21 September 2024
  • Vessel: Rhea
  • Duration: 8 days
  • Where: Santorini, Greece

Sailing & Exploring the Saronic Islands, Greece

Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
  • Date: 21 September 2024
  • Vessel: Zorba
  • Duration: 8 days
  • Where: Saronic Islands, Greece

Tallship Sailing in the Algarve, Portugal

Sail with tall ship Blue Clipper to explore the Algarve coast of Portugal and the Spanish coast of Andalusia.
  • Date: 26 September 2024
  • Vessel: Blue Clipper
  • Duration: 8 days
  • Where: Portimão,Portugal

Autumn Tall Ship Sailing the 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: 28 September 2024
  • Vessel: Florette
  • Duration: 8 days
  • Where: Vibo Valentia, Italy

Sailing & Exploring the Saronic Islands, Greece

Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
  • Date: 28 September 2024
  • Vessel: Zorba
  • Duration: 8 days
  • Where: Saronic Islands, Greece

LUXURY SAILING AROUND THE AEOLIAN ISLANDS

Explore the magic of the Sicilian Coast and the volcanic Aeolian Islands under sail and in the luxury and comfort of Kairos.
  • Date: 28 September 2024
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Sicily, Italy

Tallship Sailing in the Algarve, Portugal

Sail with tall ship Blue Clipper to explore the Algarve coast of Portugal and the Spanish coast of Andalusia.
  • Date: 5 October 2024
  • Vessel: Blue Clipper
  • Duration: 8 days
  • Where: Portimão,Portugal

Autumn Tall Ship Sailing the 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: 5 October 2024
  • Vessel: Florette
  • Duration: 8 days
  • Where: Vibo Valentia, Italy

LUXURY SAILING AROUND THE AEOLIAN ISLANDS

Explore the magic of the Sicilian Coast and the volcanic Aeolian Islands under sail and in the luxury and comfort of Kairos.
  • Date: 5 October 2024
  • Vessel: Kairós
  • Duration: 11 days
  • Where: Sicily, Italy

Sailing & Exploring the Saronic Islands, Greece

Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
  • Date: 5 October 2024
  • Vessel: Zorba
  • Duration: 8 days
  • Where: Saronic Islands, Greece

Luxury Sailing & Island Hopping from Santorini

Explore the Saronic Gulf from Santorini with luxury yacht Rhea as she island hops through Aegina to Poros, Hydra and Milos.
  • Date: 5 October 2024
  • Vessel: Rhea
  • Duration: 8 days
  • Where: Greece

Autumn Tall Ship Sailing the 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: 12 October 2024
  • Vessel: Florette
  • Duration: 8 days
  • Where: Vibo Valentia, Italy

Sailing & Exploring the Saronic Islands, Greece

Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
  • Date: 12 October 2024
  • Vessel: Zorba
  • Duration: 8 days
  • Where: Saronic Islands, Greece

Luxury Sailing around the Aeolian Islands

Explore the magic of the Sicilian Coast and the volcanic Aeolian Islands under sail and in the luxury and comfort of Kairos.
  • Date: 15 October 2024
  • Vessel: Kairós
  • Duration: 11 days
  • Where: Sicily, Italy

Luxury Short Sailing Cruise in Greece

Enjoy an introductory sailing cruise around the Greek islands with luxury yacht Rhea.
  • Date: 19 October 2024
  • Vessel: Rhea
  • Duration: 5 days
  • Where: Athens, Greece

Sailing & Exploring the Saronic Islands, Greece

Enjoy Autumn sunshine sailing in Greece as you explore the Saronic Islands under sail with skippered yacht Zorba.
  • Date: 19 October 2024
  • Vessel: Zorba
  • Duration: 8 days
  • Where: Saronic Islands, Greece

Luxury Short Sailing Cruise in Greece

Enjoy an introductory sailing cruise around the Greek islands with luxury yacht Rhea.
  • Date: 23 October 2024
  • Vessel: Rhea
  • Duration: 4 days
  • Where: Athens, Greece

Luxury Sailing in the Saronic Islands

Explore the Saronic Gulf in Greece with luxury yacht Kairós as she island hops from Aegina to Poros, Spetses to Nafplio.
  • Date: 2 November 2024
  • Vessel: Kairós
  • Duration: 8 days
  • Where: Greece

Christmas Sailing Cruise in the Dominican Republic

Enjoy the festive period in style with Caribbean sailing and whale watching in the Dominican Republic on yacht Rhea.
  • Date: 21 December 2024
  • Vessel: Rhea
  • Duration: 8 days
  • Where: Dominican Republic

Luxury Christmas Sailing in the Caribbean

Enjoy the beauty of the colourful Caribbean islands at Christmas with luxury yacht Chronos as she sails from Grenada to St Lucia.
  • Date: 22 December 2024
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Grenada, Caribbean

New Years Eve Sailing Cruise in the Dominican Republic

Luxury Caribbean sailing and whale watching in the Dominican Republic on yacht Rhea.
  • Date: 28 December 2024
  • Vessel: Rhea
  • Duration: 9 days
  • Where: Dominican Republic

Luxury New Year Sailing in the Caribbean

Bring in the New Year with luxury and Caribbean sunshine with Chronos as she sails from St Lucia to Grenada.
  • Date: 29 December 2024
  • Vessel: Chronos
  • Duration: 8 days
  • Where: St Lucia, Caribbean
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