10/21/2026
OCT-NOV 2026
SAILING AVAILABILITY
"And if I had a boat, I'd go out on the ocean. And if I had a pony, I'd ride him on my boat." - Lyle Lovett – "If I Had a Boat"
We are back in Florida and excited to take you out sailing with us on Follow That Dream. Experience an award winning, luxury sailing cruise and create lasting memories for you and your family & friends! Book your cruise today!
* Sunset Cruise
TUE - 27-Oct-26 11:30 AM-2:30 PM - 4 SEATS AVAILABLE
WED - 28-Oct-26 12:30 PM-3:30 PM
THU - 29-Oct-26 1:30 PM-4:30 PM
FRI - 30-Oct-26 1:00 PM-4:00 PM
SUN - 01-Nov-26 2:30 PM-5:30 PM *
MON - 02-Nov-26 2:30 PM-5:30 PM * - 4 SEATS AVAILABLE
TUE - 03-Nov-26 2:30 PM-5:30 PM *
WED - 04-Nov-26 2:30 PM-5:30 PM *
SAT - 07-Nov-26 8:30 AM-11:30 AM
SAT - 07-Nov-26 3:30 PM-6:30 PM *
SUN - 08-Nov-26 9:00 AM-12:00 PM
TUE - 10-Nov-26 10:30 AM-1:30 PM
WED - 11-Nov-26 11:00 AM-2:00 PM
THU - 12-Nov-26 12:00 PM-3:00 PM
FRI - 13-Nov-26 12:30 PM-3:30 PM
SAT - 14-Nov-26 12:00 PM-3:00 PM
SUN - 15-Nov-26 2:30 PM-5:30 PM *
MON - 16-Nov-26 2:30 PM-5:30 PM *
WED - 18-Nov-26 2:30 PM-5:30 PM *
THU - 19-Nov-26 2:30 PM-5:30 PM *
FRI - 20-Nov-26 2:30 PM-5:30 PM *
SAT - 21-Nov-26 2:30 PM-5:30 PM *
MON - 23-Nov-26 8:30 AM-11:30 AM
TUE - 24-Nov-26 9:15 AM-12:15 PM
WED - 25-Nov-26 10:00 AM-1:00 PM
THU - 26-Nov-26 11:00 AM-2:00 PM - THANKSGIVING
FRI - 27-Nov-26 12:00 PM-3:00 PM
SAT - 28-Nov-26 1:00 PM-4:00 PM
SUN - 29-Nov-26 1:00 PM-4:00 PM
MON - 30-Nov-26 2:30 PM-5:30 PM *
SPECIAL EVENT
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SUN - 06-Dec-26 - 4-Day/3-Night
ST. AUGUSTINE NIGHTS OF LIGHTS
Fall/winter pricing is back in effect with the price for a 3-hour sailing cruise is $595 for a Private Charter (up to 6 people)! Individual seats can be purchased for $135 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 (w**e, b**r, soda, water, etc.), snacks (charcuterie board and fruit/veggie tray), and approximately 50-100 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.