WE'LL BE CLOSED FROM AUG. 1st THROUGH AUG 21st so plan your late-Summer sailing now!

105 Free Ct SE, Port Charlotte, FL, USA

(630) 383-8704

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    • Home
    • Sailing Trips
      • Sunset-Cruise
      • Day Sail
      • Learn To Sail
    • Reviews
    • The Boat
    • Photo Gallery
    • Captain's Corner
    • Contact
    • FAQs

(630) 383-8704

  • Home
  • Sailing Trips
    • Sunset-Cruise
    • Day Sail
    • Learn To Sail
  • Reviews
  • The Boat
  • Photo Gallery
  • Captain's Corner
  • Contact
  • FAQs
FLORIDA SAILBOAT CHARTER

Sunset Sailing Cruise in Port Charlotte | Punta Gorda

The sailboat ‘Courageous’ in the distance under a golden sunset sky on Charlotte Harbor, Florida

Private, 2 to 4-hour sailing charters on Charlotte Harbor — breathtaking, peaceful, and unforgettable.

 Experience breathtaking sunsets aboard a private sailboat in beautiful Charlotte Harbor. Depart from Port Charlotte near Punta Gorda and unwind beneath glowing skies painted in hues of orange, pink, and gold. Our captained sunset cruises offer the perfect blend of adventure, beauty, and tranquility — ideal for couples, families, and groups. Book your unforgettable evening on the water today. 

Book That Boat!
A family with children playing on the sailboat deck at sunset during a Charlotte Harbor cruise in Fl

Why Choose Our Sunset Sailing Cruise?

 

  • Private and Personalized: Enjoy a tailor-made experience with just your party and the crew on board.  
  • Scenic Charlotte Harbor Views: Sail through calm waters surrounded by stunning nature and wildlife. 
  • Perfect for Special Occasions: Celebrate anniversaries, birthdays, proposals, or simply unwind after a busy day. 
  • Experienced Captain: Captain Curtis brings local knowledge and a passion for sailing to ensure a safe, smooth, and memorable trip. 
  • Unforgettable Atmosphere: Watch the sky explode in color as gentle sea breezes and soft music set the perfect tone for your evening.

     

A family sitting comfortably in the cockpit of a sailboat during a peaceful Charlotte Harbor cruise

What to Expect on Your Sunset Cruise

    Choose from a 2-, 3-, or 4-hour sunset cruise, starting that many hours before sunset to give you time to enjoy both daylight sailing and the golden hour. Longer custom trips available upon request. We return just after sunset, making it a perfect way to begin your evening. Sit back and sip your favorite beverage while watching dolphins play and birds soar overhead. Capture stunning photos of the changing sky and sparkling water. Whether you want to relax quietly or celebrate with music and drinks, your captain will accommodate your wishes. 

Two people sharing a romantic moment on a sailboat at sunset during a serene Charlotte Harbor cruise

Booking Your Private Sunset Charter

  

  • Easy Online Reservations: Secure your preferred date and time through our website. Click "Book Your Sunset Sail" above, choose a date and time from the calendar and follow our secure checkout. You will immediately receive an email confirmation, and the captain will contact you before your departure.
     
  • Call us! (630) 383-8704
     
  • Affordable Pricing: Competitive rates for unforgettable memories on the water.
     
  • Safety First: All trips follow strict safety guidelines with professional-grade equipment.
     

Sunrise over Sunseeker Resort in Punta Gorda, Florida — peaceful waterfront view from a private sail

Conveniently Located Near Sunseeker Resort & Charlotte Harbor

  

Our marina is just minutes from the Sunseeker Resort Charlotte Harbor, making us the top choice for resort guests seeking unique and relaxing things to do nearby. Whether you’re a visitor or local, discover why our sunset cruises are a favorite Port Charlotte and Punta Gorda attraction.

A group of women celebrating a bachelorette party on a sailboat cruise in Charlotte Harbor, Florida,

⚓ Book Your Private Sunset Cruise Today

 • Choose a 2, 3, or 4-hour cruise — longer adventures available too
• Departs from Port Charlotte, between Port Charlotte and Punta Gorda
• Custom trips? Absolutely. Just ask

📞 Call or text Captain Curtis at 630-383-8704
📩 Or book online now

Count Me In, Captain

Mailing Address

1349 Guild Street, Port Charlotte, FL 33952

(630) 383-8704

Copyright © 2025 Florida Sailboat Charter LLC - All Rights Reserved.

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