Bareboat or Crewed Charter Sailing

Let's Go Sailing!....Go sailing with Naples' premier charter company....Island Sailing. We offer many different sailing adventures from a two hour romantic sunset cruise to a week-long adventure along Florida's southwest coast or the Florida Keys. We offer dolphin encounters and nature — bird watching, Ladies Days, and multiple sail discounts. We cater to our customers' every need and strive to provide you with the best service possible. Give us a call to begin your sailing dream.

Your Yacht.... Introducing our new 33' Catalina 309 Island Dreams!!!
Every great sailing adventure begins with a great sailing yacht. We are now featuring our 2007 Catalina 309 "Island Dreams". She is 33 feet of sheer sailing joy and has all of the latest toys and conveniences including a Roller Furling Mainsail, autopilot, refrigeration, color chart plotter etc. She is safe, stable and really easy to sail and did I mention FAST!!!

The cabin sports two seperate staterooms and a spotless restroom. And she only needs four and a half feet of water to sail in allowing her access to cruising waters unreachable by other sailboats. She is definately "what dreams are made of."

Your Adventure.....The sky (or the Gulf)'s the limit on your sailing trip as we truly personalize your adventure. Choose where you want to go and for how long and we'll work to make it happen. Don't know what to do???? How about a few suggestions....... Choose CREWED CHARTERS or BAREBOAT CHARTERS.