Private Sailing and Catamaran Tours Available in Key West, FL

World Sailing Adventures offers three types of private sailing tours in Key West, FL.

  1. Day Trips
  2. Liveaboard Charters
  3. Just Sleep Aboard

Day trips are for simply enjoying a private catamaran tour with snorkeling, diving or paddling tours on the less-frequented reefs or the secluded mangroves near Key West. Prices vary by length of time.

Liveaboard charters are the best value for families or groups of 3 couples. Share your memories of all-inclusive private sailing tours with your family or closest friends. Explore the coral reefs and secluded anchorages only available by private catamaran tours from Key West, FL. If you have 4 days or more, we can make it all the way to Fort Jefferson in the Dry Tortugas! All the while, you and your group will be delighted with our delicious meals and all of the activites available for your enjoyment. Prices vary by number of passengers and length of stay.

Just sleep aboard is the lowest cost option, and is typically AirBnb guests who are not necessarily interested in private sailing tours. Just sleeping aboard can be chosen as an add-on item to a day trip or liveaboard charter to provide your group access to the many sightseeing tours, bars and restaurants of Key West, FL. Prices vary by number of guests and length of stay.

A list of all of our tours are shown below. If you wish to only see one of the three types of tours, please see the PRICES tab in the main menu for a drop-down menu.

Showing all 12 results