Good for

  • Cruising
  • Exploration
  • Ocean passages
  • Training
  • Wildlife
  • Winter sun
  • Sun
  • Racing

Duration

  • 2 - 6 days
  • 1 week +
  • 2 weeks +

The Caribbean Sailing Schedule

Caribbean Tall Ship Sailing

Enjoy winter sun Caribbean sailing from Guadeloupe to Martinique on a luxury tall ship, Eye of the Wind.
  • Vessel: Eye of the Wind
  • Where: Caribbean
  • Duration: 8 days
  • Date: 28 January 2022

Luxury Caribbean Sailing from Martinique

Luxury Caribbean sailing with tall ship Chronos from Martinique to Barbados exploring St Lucia & St Vincent.
  • Vessel: Chronos
  • Where: Caribbean
  • Duration: 8 days
  • Date: 29 January 2022

Caribbean Tall Ship Sailing

Experience the Caribbean way of life on Eye of the Wind as she sails to explore the island of Martinique, St Vincent & the Grenadines.
  • Vessel: Eye of the Wind
  • Where: Caribbean
  • Duration: 8 days
  • Date: 4 February 2022

Luxury Caribbean Sailing from Barbados

Luxury Caribbean sailing with tall ship Chronos from Barbados to Martinique exploring Tobago Cays and the Grenadines.
  • Vessel: Chronos
  • Where: Caribbean
  • Duration: 8 days
  • Date: 5 February 2022

Sailing in the Caribbean; Exploring the Grenadines

Sail with luxury yacht Skyelark to explore the Caribbean from St Lucia.
  • Vessel: Skyelark
  • Where: Caribbean
  • Duration: 10 days
  • Date: 10 February 2022

Caribbean Tall Ship Sailing

Enjoy winter sun Caribbean sailing from Martinique to Guadeloupe on luxury tall ship, Eye of the Wind.
  • Vessel: Eye of the Wind
  • Where: Caribbean
  • Duration: 8 days
  • Date: 11 February 2022

Luxury Caribbean Sailing from Martinique

Luxury Caribbean sailing with tall ship Chronos from Martinique to Barbados exploring St Lucia & St Vincent.
  • Vessel: Chronos
  • Where: Caribbean
  • Duration: 8 days
  • Date: 12 February 2022

Caribbean Tall Ship Sailing

Live the Caribbean dream on board Eye of the Wind as she island-hops from Guadeloupe to St Martin exploring the turquoise waters of the Caribbean Sea.
  • Vessel: Eye of the Wind
  • Where: Caribbean
  • Duration: 8 days
  • Date: 18 February 2022

Sailing in the Caribbean; Exploring the Leeward Islands

Sail with Skyelark to explore the Leeward islands of the Caribbean in luxury.
  • Vessel: Skyelark
  • Where: Caribbean
  • Duration: 10 days
  • Date: 24 February 2022

Luxury Caribbean Sailing from Barbados

Luxury Caribbean sailing with tall ship Chronos from Barbados to Martinique exploring Tobago Cays and the Grenadines.
  • Vessel: Chronos
  • Where: Caribbean
  • Duration: 8 days
  • Date: 26 February 2022

Luxury Caribbean Sailing from Martinique

Luxury Caribbean sailing with tall ship Chronos from Martinique to Antigua exploring Dominica & Guadeloupe.
  • Vessel: Chronos
  • Where: Caribbean
  • Duration: 8 days
  • Date: 5 March 2022

Sailing in the Caribbean; St Lucia to Antigua

Sail with Skyelark to explore the Leeward islands of the Caribbean in luxury.
  • Vessel: Skyelark
  • Where: Caribbean
  • Duration: 10 days
  • Date: 4 April 2022

Atlantic Crossing Expedition Sailing

Spend 33days at sea with tall ship Blue Clipper as she makes her way across the Atlantic from the coast of Portugal to the Caribbean island of Grenada.
  • Vessel: Blue Clipper
  • Where: Atlantic Crossing
  • Duration: 33 days
  • Date: 8 November 2022

Winter Sun Sailing in the Caribbean

Explore the beauty of Caribbean islands Grenada, St Vincents and the Grenadines onboard tall-ship Blue Clipper. No experience needed!
  • Vessel: Blue Clipper
  • Where: Caribbean
  • Duration: 8 days
  • Date: 12 December 2022

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.
  • Vessel: Chronos
  • Where: Grenada
  • Duration: 8 days
  • Date: 21 December 2022

Christmas & New Year Sailing in the Caribbean

Explore the beauty of Caribbean islands Grenada, St Vincents and the Grenadines onboard tall-ship Blue Clipper. No experience needed!
  • Vessel: Blue Clipper
  • Where: Caribbean
  • Duration: 10 days
  • Date: 22 December 2022

Christmas Sailing in the Caribbean

Escape the holiday season to sail and explore the culture of the colourful Caribbean islands on Rhea as she journeys from St Martin to Tortola BVI
  • Vessel: Rhea
  • Where: Caribbean
  • Duration: 8 days
  • Date: 22 December 2022

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
  • Vessel: Chronos
  • Where: Caribbean
  • Duration: 8 days
  • Date: 28 December 2022

New Year Sailing in the Caribbean

Bring in the New Year with Caribbean sailing on luxury yacht Rhea as she explores the British Virgin Islands
  • Vessel: Rhea
  • Where: BVI, Caribbean
  • Duration: 10 days
  • Date: 29 December 2022

Winter Sun Sailing in the Caribbean

Explore the beauty of Caribbean islands Grenada, St Vincents and the Grenadines onboard tall-ship Blue Clipper. No experience needed!
  • Vessel: Blue Clipper
  • Where: Caribbean
  • Duration: 11 days
  • Date: 4 January 2023

Sailing in the Caribbean; Grenada to Antigua

Enjoy 11 days of Caribbean sailing on tall ship Blue Clipper as she island-hops from Grenada to Antigua.
  • Vessel: Blue Clipper
  • Where: Caribbean
  • Duration: 11 days
  • Date: 16 January 2023

Sailing in the Caribbean around Antigua

Discover the Caribbean island of Antigua under sail with tall ship Blue Clipper.
  • Vessel: Blue Clipper
  • Where: Caribbean
  • Duration: 8 days
  • Date: 28 January 2023

Sailing in the Caribbean around Antigua

Discover the Caribbean island of Antigua under sail with tall ship Blue Clipper.
  • Vessel: Blue Clipper
  • Where: Caribbean
  • Duration: 8 days
  • Date: 5 February 2023

Sailing in the Caribbean; Antigua to Tortola, BVI

Sail the Caribbean from Antigua to Tortola, BVI with tall ship Blue Clipper
  • Vessel: Blue Clipper
  • Where: Caribbean
  • Duration: 11 days
  • Date: 14 February 2023

Winter Sun Sailing in the Caribbean

Sail and discover the Caribbean magic of the British Virgin Islands with tall ship Blue Clipper from Tortola.
  • Vessel: Blue Clipper
  • Where: Caribbean
  • Duration: 8 days
  • Date: 27 February 2023

Winter Sun Sailing in the Caribbean

Sail and discover the Caribbean magic of the British Virgin Islands with tall ship Blue Clipper from Tortola.
  • Vessel: Blue Clipper
  • Where: Caribbean
  • Duration: 8 days
  • Date: 8 March 2023

Winter Sun Sailing in the Caribbean

Sail and discover the Caribbean magic of the British Virgin Islands with tall ship Blue Clipper from Tortola.
  • Vessel: Blue Clipper
  • Where: Caribbean
  • Duration: 8 days
  • Date: 17 March 2023

Atlantic Crossing Expedition Sailing

Spend 36days at sea with tall ship Blue Clipper as she makes her way across the Atlantic from the Caribbean island of Tortola to the West Coast of Scotland.
  • Vessel: Blue Clipper
  • Where: Atlantic Crossing
  • Duration: 36 days
  • Date: 26 March 2023
Scotland-Kerrera-castle-sailing

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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