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

contact us at islandsailingnaples@gmail.com  or  239.398.1483

captained sailing adventures and bareboat/boat club options

CONTACT US AT ISLANDSAILINGNAPLES@GMAIL.COM  

OR  239.398.1483

Sunset sails

2/3/4-hour sails

1/2 and full-day charters

Overnight / extended day trips

Excursions along the FL coast, Keys, and Bahamas

Gift certificates available!​

*PER PERSON* SUNSET SAILS

Every wednesday & saturday

february-april

$75/PP

*Per Person charters (not a private sail), maximum 6 guests total. 
Minimum 2 guests for the vessel to leave the dock.

CONTACT US FOR AVAILABILITY 


​​VALENTINE'S DAY
Need a romantic idea for that special person in your life? Tired of the usual box of chocolates and overpriced restaurants? We’ve got you covered with 2 options:


Option 1: Per Person* (couples) Charter
3-hour sunset sail
When:   Wednesday, February 14
Time:     4-7 p.m.
Cost:     $75/person ($150/couple)
*Per Person charters (not a private sail), maximum 6 guests total.

Minimum 2 guests for the vessel to leave the dock.

Option 2: Private Charter
3-hour private sail (charter the entire vessel)
Normal charter rates apply

Want food, wine, or flowers already delivered onto

the boat? We can customize any charter for an

additional charge.

ISLAND DREAMS
ISLAND TIME
AVAILABLE FOR EXPERIENCED SAILORS

A LARGE VARIETY OF SAILING ADVENTURES

CONTACT US

OUR BOATS

BAREBOAT/BOAT CLUB

CAPTAINED SAILS