Sightseeing Cruise

Enjoy the views in Southwest Florida from the water on the Fair Winds, a comfortable, spacious and safe 39’ sloop.  Whether you are a native, a seasonal resident, or visiting on vacation, spending the day on a sightseeing cruise is an experience you will remember for a lifetime.  From the beautiful picturesque shoreline to the exotic nature that surrounds you, a sightseeing cruise can help you escape from a hectic schedule and make you feel refreshed and relaxed.  Sailing on the warm tropical waters of the Gulf you are one with nature. Don’t be surprised to be in the company of manatees, dolphins, native birds or maybe even a sea turtle. There’s nothing quite like it as the simple sounds of the wind fills the sails while the water flows past the boat.

Captain Rick and staff are dedicated, experienced and knowledgeable professionals who strive to create an enjoyable journey for each of our guests.  Sun Sailing Charters offers three different charter excursions making it easy for you to choose an adventure that works with your schedule.  Contact us at Sun Sailing Charters to book your sightseeing cruise today!

Check out the manatee off the stern of our boat while at the slip!

SUN SAILING CHARTERS

The Ultimate Charter Experience

Meet the Captain

Starting at an early age off Cape Cod through retirement in Florida, Captain Rick has always been an avid sailor.  Some of his favorite places to cruise were Montauk, Shelter Island, Green Port, Rockland and Bar Harbor.  Of the boats I’ve owned since being in Florida, Fair Winds is his favorite, and he would love to share this sailing experience with you!

Learn More About Captain Rick >

Our Sailing Testimonials

Our good friends from New Hampshire were in need of a true Florida experience during their visit to Fort Myers and Sun Sailing Charters did not disappoint! Captain Rick and the crew of Fair Winds shared sailing secrets and surrounded us with nature as they tried hard to find some good wind out in San Carlos Bay on a sunny, 85 degree day. They regaled us with stories and shared bits of themselves so by the end we left feeling like we had a few more friends!
Thank you, Captain Rick and crew for a memorable sail!

Beth Bogen

We can highly recommend a sail with Captain Rick and his assistant, Sheldon. We felt completely safe and in good hands on this immaculate sailing ship. Captain Rick was kind enough to allow Dave, my partner to steer quite awhile and gave great instruction on sailing. Seating was very comfortable. Upon leaving, Rick’s wife gave us a couple treat bags- very sweet. We had a wonderful time. Thank you!

Laura Crampton