05/19/2026
MAY-JUNE 2026 SAILING
“Tension is who you think you should be. Relaxation is who you are.” - Chinese Proverb
Warmer temperatures are here and the water is calling! Come celebrate a special occasion with family and friends or just relax and unwind. Follow That Dream Sailing is here to help you have a wonderful cruise and enjoy the scenery of Amelia Island! Sign up today!
* Sunset Cruise
THU - 21-May-26 12:30 PM-3:30 PM
SAT - 23-May-26 12:30 PM-3:30 PM
SUN - 24-May-26 1:30 PM-4:30 PM
MON - 25-May-26 2:00 PM-5:00 PM - Memorial Day
TUE - 26-May-26 5:30 PM-8:30 PM * - 4 Seats Available
WED - 27-May-26 5:30 PM-8:30 PM *
THU - 28-May-26 5:30 PM-8:30 PM *
TUE - 09-Jun-26 5:30 PM-8:30 PM *
WED - 10-Jun-26 5:30 PM-8:30 PM *
THU - 11-Jun-26 5:30 PM-8:30 PM *
FRI - 12-Jun-26 5:30 PM-8:30 PM *
SAT - 13-Jun-26 5:30 PM-8:30 PM *
SUN - 14-Jun-26 5:30 PM-8:30 PM *
MON - 15-Jun-26 9:30 AM-12:30 PM
TUE - 16-Jun-26 10:30 AM-1:30 PM
THU - 18-Jun-26 12:30 PM-3:30 PM
FRI - 19-Jun-26 2:00 PM-5:00 PM
SAT - 20-Jun-26 3:00 PM-6:00 PM
SUN - 21-Jun-26 4:00 PM-7:00 PM
MON - 22-Jun-26 5:00 PM-8:00 PM
TUE - 23-Jun-26 5:30 PM-8:30 PM *
FRI - 26-Jun-26 5:30 PM-8:30 PM *
The price for a 3-hour sailing cruise is $595 for a Private Charter (up to 6 people)! Individual seats can be purchased for $125 per person unless otherwise indicated (a minimum of 4 people ARE required to do a charter).
All of our sailing charters include: USCG Captain and First Mate, complimentary drinks (wine, beer, soda, water, etc.), snacks (charcuterie board and fruit/veggie tray), and approximately 100 professional photographs (you get all photos for free!). If you are interested please contact us as soon as possible - these dates will fill up quickly!
Please check our website for the latest availability or give us a call at (904) 468-3758 or email us at [email protected] to make your reservations.