Sailtime Southwest florida

Private Sailing

charters for any occasion

available now

Experience the unmatched beauty of Charlotte Harbor aboard one of our luxurious sailing yachts – the 38′ Excess 11 catamaran or 41′ Jeanneau monohull. Both vessels are under 5 years old, expertly maintained, and have never been lived aboard, ensuring you’ll enjoy true yacht-like amenities.


Whichever cruise you choose, get ready to be joined by friendly pods of frolicking dolphins – an almost guaranteed sight that delights guests of all ages. Have your camera ready to capture these playful aquatic mammals.

With customized sailing times offered daily, make your dream adventure on Charlotte Harbor a reality. Book your private charter today! 

day sail

Spend the day cruising picturesque waters on a relaxing day sail. With a professional captain at the helm, bring your favorite food and beverages to enjoy as you take in the gorgeous scenery from the exceptional comforts of your private charter.


As sunset casts its brilliant colors across the sky, embrace the beauty of Charlotte Harbor from the deck or salon of your sailing yacht. Sip craft cocktails and watch the sun fall into the horizon.


& private charters
Our professionally maintained sailing yachts also provide the perfect setting for corporate entertaining or celebrating a special occasion with friends and family. Discover a new level of luxury as you experience yachting life aboard these exceptional vessels.
Excess 11 sailtime southwest florida 2
excess 11



38′ Catamaran Sailboat  •  6 Hours  •  6 Guests  •  $1,595


38′ Catamaran Sailboat  •  3 Hours  •  6 Guests  •  $995

JEANNEAU Sun Odyssey

41ds monohull


41′ Sailing Yacht  •  6 Hours  •  6 Guests 


41′ Sailing Yacht  •  3 Hours  •  6 Guests 

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charlotte harbor

SailTime Southwest Florida invites you to discover and enjoy some of the finest sailing in the country. Rated by SAIL Magazine as one of the Top 10 Locations for Sailing, Charlotte Harbor provides some of the calmest and most beautiful waters that you can find.

Protected by the barrier islands of Boca Grande, Cayo Costa, and Pine Island, Charlotte Harbor has calm seas even when there is good wind for sailing. These islands also provide great destinations for food and entertainment in the harbor. There are several boat accessible restaurants, along with beaches and protected inlets for you to sunbathe, swim, or simply walk along the shore.

All of our captains are USCG-licensed.