Sunset Cruises
$250.00
  Catalina 27 Catalina 30 Catalina 36
1 - 4 Hours $295.00 $350.00 $395.00
4 - 8 Hours $325.00 $450.00 $495.00
Overnight   $495.00 $595.00
Weekend   $795.00 $995.00
One Week     $2,395.00

Featuring private luxury sailing charters with all the amenities, Flagship Sailing is ready to serve you! With personalized service and some of Florida's best scenery...our charters are the perfect getaway for any occasion.

Luxury Sailing Charters

Deposits and Payments - All prices are subject to change without notice and do not include taxes, transient slip fees, etc. Reservations require a 50% deposit that is non-refundable except due to unsafe weather conditions. For additional information please email us at info@flagshipsailing.com or call 727 942-8958. Major Credit Cards and Traveler’s Checks accepted.

Cancellation Policy - Sailing school registrants and sailboat charterers who provide notice of cancellation less than five business days prior to the scheduled commencement of the charter and/or sailing class will be liable for the full cost of the scheduled sailing class or charter.  In the event that Flagship Sailing cancels a charter or sailing school class, the charterer or sailing school registrant may choose either to receive a full refund of the amount paid or to reschedule the class or charter.

Destination Florida - Florida Hotels
Clewarwater Beach Weather
American Sailing Association
Maps And Directions
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Let your Captain take the two of you on a romantic sunset cruise...or maybe you would prefer an overnight or weekend trip for you and your friends. Whatever your pleasure...we'll make sure your Charter is exactly what you want it to be!

Whether your destination is the waters of the Gulf at sunset or an excursion to the Florida Keys, the Caribbean, Bahamas or the Virgin Islands, let Flagship Sailing make your charter exactly what you want it to be!

Your Private Destination
Sailboat Rentals

If renting a sailboat without a captain is more to your liking...we have many to choose from. Sail the Gulf for the afternoon or take a weekend cruise...the choice is up to you. Call for more info and rates.