Unlock up to $350 offMember's Saving - Unlock up to $350in extra savings

Caribbean Sailing Tours & Cruises

Find a Sailing trip that explores Caribbean. There are 13 tours to choose from, that range in length from 7 days up to 10 days. The most popular month for these tours is April, which has the most tour departures.

13 Caribbean cruises with 20 reviews

Caribbean Sailing Tours & Cruises Reviews

  • "One of the best, most relaxing weeks of my life sailing in paradise! Amazing beaches,..."
    Sailing Cuba
  • "Great to see a fantastic place getting itself back to normality without the crowds."
    Sailing the British Virgin Islands – Tortola to Tortola
  • "This was an amazing trip. I loved every minute of it! Lovely balance of beach, sailing..."
    Sailing Cuba - South Coast Explorer