Freeport Sailboat Charters

Enjoy a beautiful sailing cruise in the Choctawhatchee Bay aboard our Jeanneau 389 or the EndeavourCat 36 “Per Diem” Catamaran.  We offer private charters for up to 6 people and the trips are customizable.  Schedule a sunset cruise, afternoon sail to look for dolphins or sail to Crab island. You are welcome to bring a cooler and picnic. Adult beverages are welcome. Call to book for the Catamaran charter.

Monohull - $100 per hour (Min 2 hours)

Catamaran - $125 per hour (Min 2 1/2 hours)

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Freeport Sailboat Charter Cruises Just for You

Are you looking to cruise the beautiful waters of Florida's Emerald Coast? Sailing is just about the best way to do that. There are so many benefits to taking to the waters of the Choctawhatchee Bay and seeing the Freeport area from a whole different perspective.

At Midbay Sailing near Freeport, we offer private charters for up to 6 people, and each trip is totally customizable.  You will want to do something memorable, different, and fun! Create the memories of a lifetime, whether for a birthday, anniversary, retirement, or any other occasion. You can surprise your loved ones with a sailboat charter they will never forget.

Especially if you are looking for that perfect sunset cruise or an afternoon sailing with the dolphins, our bareboat charter excursions are what you want.

Charter Sailing Near Freeport is a Unique Experience 

Looking for something truly romantic? Try our charter sailboats at sunset or for wedding parties. Discover just how tranquil your world can become when you enjoy a sailing outing with friends or family.

The best part is that everyone can learn how to sail for themselves. Just imagine yourself at day's end in calm waters, a warm breeze touching your face and the sounds of the water gently lapping the boat. Your stresses feel as if they are melting away. All because you are immersed in a whole other world out on the waters.

When you call to book your Freeport sailing charters, we give you the choice of the EndeavourCat 36 "Per Diem" Catamaran or our Jeanneau 389 ‘Soffietta”. All you need do is bring your beverages and a cooler and enjoy a picnic aboard our beautiful craft.

Book Your Freeport Sailboat Charter Now

Our private charters are exactly what you make them. From our location near Freeport, FL, you might want to sail to Crab Island, enjoy the quaint seaside towns, secluded anchorages, and beautiful marinas, and take in the white sugar-sand beaches, sparkling blue waters, dolphins, and a stunning array of wildlife.

Don't take our word for it. Our sailboat charters are just about the best way to enjoy Florida's Emerald Coast. Our sailing charters cruise all along Choctawhatchee Bay, and you will see things you've never seen before. Discover a world of beauty on the waters when you book your sail charters with us.