The Caribbean Sailing Schedule

We have found 39 voyages with berths available.

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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
  • Board type: Half Board

Luxury Caribbean Sailing around Antigua

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

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
  • Board type: Full Board

Private Charter in the Caribbean

Take historic tall ship Florette for your very own bespoke private charter adventure in the Caribbean from the island of Martinique.
  • Date: 13 April 2024
  • Vessel: Florette
  • Duration: 8 days
  • Where: Martinique
  • Board type: Half Board

Private Charter in the Caribbean

Take historic tall ship Florette for your very own bespoke private charter adventure in the Caribbean from the island of Martinique.
  • Date: 20 April 2024
  • Vessel: Florette
  • Duration: 8 days
  • Where: Martinique
  • Board type: Half Board

Offshore Sailing Passage from Antigua to the Azores

Sail from the Caribbean island of Antigua to the Atlantic archipelago of the Azores with luxury yacht Rhea.
  • Date: 23 April 2024
  • Vessel: Rhea
  • Duration: 17 days
  • Where: Antigua/Azores
  • Board type: Full Board

Offshore Sailing Passage from Antigua to Gibraltar

Cross the Atlantic with luxury yacht Chronos as she sails from the Caribbean island of Antigua to Gibraltar on the south coast of Spain.
  • Date: 23 April 2024
  • Vessel: Chronos
  • Duration: 22 days
  • Where: Antigua/Gibraltar
  • Board type: Full Board

Atlantic Crossing with Tall Ship Florette

Immerse yourself into life at sea on traditional tall ship Florette as she sails from Martinique to the Azores.
  • Date: 4 May 2024
  • Vessel: Florette
  • Duration: 28 days
  • Where: Caribbean/Azores
  • Board type: Half Board

Atlantic Crossing with Tall Ship Florette

Set sail on an Atlantic adventure with tall ship Florette as she journeys from Martinique to Cornwall via the Azores.
  • Date: 4 May 2024
  • Vessel: Florette
  • Duration: 50 days
  • Where: Caribbean/Azores/Cornwall
  • Board type: Half Board

Offshore Sailing Passage from Tenerife to Martinique

Sail with the crew of Rhea as they set sail from Tenerife to the island of Martinique in the Caribbean.
  • Date: 28 November 2024
  • Vessel: Rhea
  • Duration: 23 days
  • Where: Tenerife/Caribbean
  • Board type: Full Board

Atlantic Sailing Adventure from Cape Verde to Grenada

Cross the Atlantic from Cape Verde to the Caribbean island of Grenada with luxury yacht Chronos.
  • Date: 4 December 2024
  • Vessel: Chronos
  • Duration: 17 days
  • Where: Cape Verde/Caribbean
  • Board type: Full Board

Luxury Caribbean Sailing from Martinique

Enjoy Caribbean sailing with luxury yacht Rhea as she sails from Martinique to explore the islands of Dominica & Guadeloupe.
  • Date: 21 December 2024
  • Vessel: Rhea
  • Duration: 8 days
  • Where: Martinique, Caribbean
  • Board type: Full Board

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
  • Board type: Full Board

Luxury Caribbean Sailing from Martinique to the Grenadines

Enjoy Caribbean sailing at its finest as you explore the Grenadines and St Lucia from Martinique with luxury yacht Rhea.
  • Date: 28 December 2024
  • Vessel: Rhea
  • Duration: 9 days
  • Where: Martinique, Caribbean
  • Board type: Full Board

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
  • Board type: Full Board

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. Sail from Grenada with modern classic yacht Chronos to discover the paradisal beauty of the Grenadines.
  • Date: 5 January 2025
  • Vessel: Chronos
  • Duration: 11 days
  • Where: Grenada, Caribbean
  • Board type: Full Board

Luxury Caribbean Sailing from Martinique to the Grenadines

Enjoy Caribbean sailing at its finest as you explore the Grenadines and St Lucia from Martinique with luxury yacht Rhea.
  • Date: 11 January 2025
  • Vessel: Rhea
  • Duration: 11 days
  • Where: Martinique, Caribbean
  • Board type: Full Board

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. Sail from Grenada with modern classic yacht Chronos to discover the paradisal beauty of St Lucia, St Vincent and the Grenadines.
  • Date: 19 January 2025
  • Vessel: Chronos
  • Duration: 15 days
  • Where: Grenada, Caribbean
  • Board type: Full Board

Luxury Caribbean Sailing from Martinique

Enjoy Caribbean sailing with luxury yacht Rhea as she sails from Martinique to explore the islands of Dominica & Guadeloupe.
  • Date: 21 January 2025
  • Vessel: Rhea
  • Duration: 8 days
  • Where: Martinique, Caribbean
  • Board type: Full Board

Luxury Caribbean Sailing from Martinique to the Grenadines

Enjoy Caribbean sailing at its finest as you explore the Grenadines and St Lucia from Martinique with luxury yacht Rhea.
  • Date: 29 January 2025
  • Vessel: Rhea
  • Duration: 11 days
  • Where: Martinique, Caribbean
  • Board type: Full Board

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. Sail from Grenada with modern classic yacht Chronos to discover the paradisal beauty of St Lucia, St Vincent and the Grenadines.
  • Date: 2 February 2025
  • Vessel: Chronos
  • Duration: 15 days
  • Where: Grenada, Caribbean
  • Board type: Full Board

Luxury Caribbean Sailing from Martinique

Enjoy Caribbean sailing with luxury yacht Rhea as she sails from Martinique to explore the islands of Dominica & Guadeloupe.
  • Date: 8 February 2025
  • Vessel: Rhea
  • Duration: 8 days
  • Where: Martinique, Caribbean
  • Board type: Full Board

Luxury Caribbean Sailing from Martinique to the Grenadines

Enjoy Caribbean sailing at its finest as you explore the Grenadines and St Lucia from Martinique with luxury yacht Rhea.
  • Date: 15 February 2025
  • Vessel: Rhea
  • Duration: 11 days
  • Where: Martinique, Caribbean
  • Board type: Full Board

Luxury Caribbean Sailing from Martinique to St Martin

Enjoy Caribbean sailing with luxury yacht Rhea as she sails from Martinique to St Martin, exploring the islands of Guadeloupe, Montserrat and Antigua.
  • Date: 25 February 2025
  • Vessel: Rhea
  • Duration: 12 days
  • Where: Caribbean
  • Board type: Full Board

Caribbean Sailing around St Martin & St Barths Regatta

Join luxury yacht Rhea for smooth Caribbean cruising from St Martin, exploring the island of St Barths and the annual Bucket Race regatta along the way.
  • Date: 8 March 2025
  • Vessel: Rhea
  • Duration: 9 days
  • Where: Caribbean
  • Board type: Full Board

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. Sail from Grenada with modern classic yacht Chronos to discover the paradisal beauty of the Grenadines.
  • Date: 9 March 2025
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Grenada, Caribbean
  • Board type: Full Board

Luxury Caribbean Sailing from St Martin to Antigua

Enjoy Caribbean island hopping with luxury yacht Rhea as she sails from St Martin to Antigua exploring Saba, St Kitts & Montserrat along the way.
  • Date: 16 March 2025
  • Vessel: Rhea
  • Duration: 11 days
  • Where: Caribbean
  • Board type: Full Board

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. Sail from Grenada with modern classic yacht Chronos to discover the paradisal beauty of the Grenadines.
  • Date: 16 March 2025
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Grenada, Caribbean
  • Board type: Full Board

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. Sail from Grenada with modern classic yacht Chronos to discover the paradisal beauty of the Grenadines.
  • Date: 23 March 2025
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Grenada, Caribbean
  • Board type: Full Board

Luxury Caribbean Sailing from Grenada to Martinique

Set sail with luxury yacht Chronos as she island-hops her way from Grenada, through the Grenadines, St Lucia and on to Martinique.
  • Date: 30 March 2025
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Grenada, Caribbean
  • Board type: Full Board

Luxury Caribbean Sailing around Antigua

Enjoy Caribbean sailing and island hopping around Antigua and Barbuda with luxury yacht Rhea.
  • Date: 5 April 2025
  • Vessel: Rhea
  • Duration: 8 days
  • Where: Antigua, Caribbean
  • Board type: Full Board

Offshore Atlantic Sailing from Antigua to Gibraltar

Cross the Atlantic with luxury yacht Chronos as she sails from the Caribbean island of Antigua to Gibraltar on the south coast of Spain.
  • Date: 7 April 2025
  • Vessel: Chronos
  • Duration: 25 days
  • Where: Antigua/Gibraltar
  • Board type: Full Board

Offshore Sailing Passage from Antigua to the Azores

Sail from the Caribbean island of Antigua to the Atlantic archipelago of the Azores with luxury yacht Rhea.
  • Date: 23 April 2025
  • Vessel: Rhea
  • Duration: 17 days
  • Where: Antigua/Azores
  • Board type: Full Board

Atlantic Crossing Sailing Adventure; Tenerife to Martinique

Sail with the crew of Rhea as they set sail from Tenerife to the island of Martinique in the Caribbean.
  • Date: 29 November 2025
  • Vessel: Rhea
  • Duration: 22 days
  • Where: Tenerife/Caribbean
  • Board type: Full Board

Offshore Atlantic Sailing from Cape Verde to Grenada

Cross the Atlantic from Cape Verde to the Caribbean island of Grenada with luxury yacht Chronos.
  • Date: 4 December 2025
  • Vessel: Chronos
  • Duration: 17 days
  • Where: Cape Verde/Caribbean
  • Board type: Full Board

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: 21 December 2025
  • Vessel: Chronos
  • Duration: 8 days
  • Where: Grenada, Caribbean
  • Board type: Full Board

Luxury Caribbean Sailing from Martinique

Enjoy Caribbean sailing with luxury yacht Rhea as she sails from Martinique to explore the islands of Dominica & Guadeloupe.
  • Date: 21 December 2025
  • Vessel: Rhea
  • Duration: 8 days
  • Where: Martinique, Caribbean
  • Board type: Full Board

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: 28 December 2025
  • Vessel: Chronos
  • Duration: 8 days
  • Where: St Lucia, Caribbean
  • Board type: Full Board

Luxury Caribbean Sailing from Martinique to the Grenadines

Enjoy Caribbean sailing at its finest as you explore the Grenadines and St Lucia from Martinique with luxury yacht Rhea.
  • Date: 28 December 2025
  • Vessel: Rhea
  • Duration: 9 days
  • Where: Martinique, Caribbean
  • Board type: Full Board
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