33 Items

  • playa sirena cuba
    Coastal

    Galleons & Treasure: Jamaica to Cuba

    11 Days from £2,499

    True off the beaten track sailing adventure, as we sail from the north coast of Jamaica to Cuba and explore its magical south western coast

    • Calendar icon

      Join Waitlist

      Tuesday 4th March 2025 - Friday 14th March 2025
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Caribbean & The Americas
  • Montserrat
    Coastal

    The Mystery Islands of the Caribbean

    11 Days from £2,199

    Explore the unspoiled Caribbean on this sailing adventure to islands few sailors ever reach. Experience raw, off-the-beaten-track sailing as the Caribbean once was: untouched, adventurous, and unforgettable.

    • Calendar icon

      Available

      March 18-28 2025
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas
  • Antigua sailing vacation

    Antigua 5 day Explorer

    6 Days from £999

    Experience paradise with a 5 day Antigua sailing adventure. Sail in crystal-clear waters, wander sun-kissed beaches, dive on coral reefs, and discover this paradise island. 5 days of tropical bliss and unforgettable sailing.

    • Calendar icon

      Join Waitlist

      March 18-23 2025
    • Medal icon
      Experience: None
  • car on cuba beach
    Coastal

    Cuba Explorer

    11 Days from £2,499

    Adventure sailing in Cuba, with an intoxicating passage from Cienfuegos to Havana. Islands, culture, wildlife and history combined with warm, trade wind sailing.

    • Calendar icon

      2 Places Available

      Tuesday 18th March 2025 - Friday 28th March 2025
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Caribbean & The Americas
  • Antigua sailing vacation

    Antigua 5 day Explorer

    6 Days from £999

    Experience paradise with a 5 day Antigua sailing adventure. Sail in crystal-clear waters, wander sun-kissed beaches, dive on coral reefs, and discover this paradise island. 5 days of tropical bliss and unforgettable sailing.

    • Calendar icon

      Join Waitlist

      March 25-30 2025
    • Medal icon
      Experience: None
  • yacht in atlantic ocean
    Offshore

    Sail the Atlantic: USA - Bermuda - Azores - Scotland

    36 Days from £5,199

    Sail across the Atlantic Ocean on this extraordinary route from the Florida Keys, USA to the west coast of Scotland, via Bermuda and the Azores.

    • Calendar icon

      2 Places Available

      April 04 - May 09 2025
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Caribbean & The Americas
  • celestial navigation mid atlantic
    Offshore

    Sail Across the Atlantic Using Celestial Navigation

    36 Days from £5,599

    Once-in-a-lifetime Atlantic sailing adventure from the Caribbean to the United Kingdom, navigated by celestial navigation rather than GPS. Learn ancient techniques, sail the open ocean, and reconnect with nature on this unique adventure.

    • Calendar icon

      Join Waitlist

      Friday 04th April 2025 - Friday 09th May 2025
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Caribbean & The Americas
  • sailing the atlantic
    Offshore

    Sail the Atlantic in the ARC

    31 Days from £5,999

    Sail across the Atlantic Ocean with Rubicon 3 in the Atlantic Rally for Cruisers (ARC), a 2800-mile voyage from the Canary Islands to the Caribbean. Four weeks full of adventure, training, exhilarating sailing and memories of a lifetime.

    • Calendar icon

      Available

      Wednesday 19th November 2025 - Friday 19th December 2025
    • Medal icon
      Experience: Low to some
    • Pin icon
      Region: Caribbean & The Americas
  • Caribbean island
    Coastal

    The Windwards Islands: Exploring the Grenadines

    12 Days from £2,499

    Embark on an unforgettable adventure sailing vacation through the Windward Islands, where each island offers its unique paradise.

    • Calendar icon

      Available

      Tuesday 23rd December 2025 - Saturday 3rd January 2026
    • Medal icon
      Experience: None
    • Pin icon
      Region: Caribbean & The Americas