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 Christmas Sailing St Martin to Antigua

Escape the holiday season madness to sail and explore the culture of the colourful Caribbean islands on Chronos as she journeys from St Martin to Antigua.
  • Vessel: Chronos
  • Where: Caribbean
  • Duration: 7 days
  • Date: 21 December 2021

Caribbean New Year Sailing in Antigua & Barbuda

Bring the New Year in with style onboard Rhea as she sails and explores Antigua & Barbuda.
  • Vessel: Rhea
  • Where: Caribbean
  • Duration: 11 days
  • Date: 28 December 2021

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 January 2022

Caribbean Tall Ship Sailing

Sail the turquoise Caribbean waters with Eye of the Wind as she makes her way around the island of Guadeloupe.
  • Vessel: Eye of the Wind
  • Where: Caribbean
  • Duration: 8 days
  • Date: 21 January 2022

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

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

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

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

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 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

Sailing the Atlantic; Antigua to Gibraltar

Sail the Atlantic with luxury yacht Skyelark from Antigua to Gibraltar.
  • Vessel: Skyelark
  • Where: Atlantic
  • Duration: 28 days
  • Date: 26 April 2022
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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