​​​​​​island sailing 
Naples' premier sailing charter company

contact us at islandsailingnaples@gmail.com  or  239.398.1483

31' catalina


Every perfect sailing adventure begins with a great sailing yacht. Island Dreams, our 31' Catalina, has many essential features, making her the perfect vessel for charters and bareboaters.  She also has all of the latest toys and conveniences, including: 

  • Roller furling mainsail and jib
  • Autopilot
  • Color chart plotter
  • Refrigeration  
  • Shoal draft wing keep

2015 upgrades include:

  • bottom completely redone
  • autopilot replaced
  • all new deck cushions
  • head replaced

She is safe, stable and really easy to sail.  She is equipped with 2 cabins and a head, with a galley, stove/oven, and refrigeration.  With a shoal draft wing keel, she allows access to cruising waters unreachable by other sailboats.

47' Beneteau


Now featuring our 47’ new addition, Island Time is our 2004 Beneteau beauty.  She is extremely spacious and perfect for those extended trips and family outings.  She has all the latest toys and conveniences, including:

  • Roller furling mainsail and jib
  • Autopilot
  • Color chart plotter​
  • Generator
  • Refrigeration and air conditioning 

Renovated in 2015 with new: 

  • bimini and dodger
  • deck cushions
  • cabin cushions
  • high-quality  cabin mattresses
  • dinghy 
  • life raft

She is equipped with 3 cabins, 2 heads (one of which is electric), as well as a very spacious galley, stove/oven, refrigeration, and a large swim platform with shower.

island time

island dreams