About Your Trip
Looking for a unique way to experience Florida’s Gulf Coast? Join Captain Harry for a private sailing adventure through the stunning waters surrounding Dunedin. Whether you're after a relaxing escape, an eco-focused wildlife tour, or hands-on sailing instruction, this personalized charter offers the perfect way to explore the area’s natural beauty—without the crowds.
Your day begins aboard a spacious 41’ Morgan Out Island Ketch, designed for comfort and smooth cruising. With trips limited to just
six guests, you and your group will have the boat to yourselves for a tailored experience built around your interests.
Half Day Sail
This four-hour cruise is perfect for those wanting a taste of sailing through the calm waters of St. Joseph Sound. Keep an eye out for dolphins, enjoy the coastal breeze, or hop off to explore one of the nearby spoil islands. Whether you're looking to relax or take the wheel for a bit, Captain Harry is happy to guide the experience at your pace.
Full Day Cruise
Spend a full day sailing to some of the Gulf Coast’s most beautiful destinations. From the white sands of Honeymoon Island and Caladesi Island to the remote beauty of Anclote Key and its historic 1887 lighthouse, you’ll have the chance to anchor, explore, and unwind. Prefer to stay aboard and enjoy the rhythm of the wind and water? You can do that too. It’s your day—set the course however you like.
Eco Tour (Full Day)
Nature lovers will appreciate this guided ecological experience led by Captain Harry, a certified Florida Coastal Naturalist. As you sail through grass flats, mangroves, and bird rookeries, you’ll spot a variety of local wildlife, including bald eagles, ospreys, rays, and dolphins. Kayaks are available upon request for guests who want to paddle into the shallows and get an even closer look at these thriving ecosystems.
Want to Learn to Sail?
No matter your experience level, Captain Harry offers hands-on instruction for those interested in learning the basics or brushing up on their skills. Just let him know you're eager to learn, and he’ll tailor the trip accordingly.
All charters are private, and everything you need for the day is provided. Just bring your favorite snacks, drinks, sun protection, and a sense of adventure.
Set your course for an unforgettable day on the water—book now and experience Dunedin like never before.
Amenities
Type
Eco Tour, Boat Cruise
Skill Levels
Beginner, Intermediate, Advanced
Beer
Feel free to enjoy responsibly, but please no glass.
Weather
You won’t lose your deposit if the trip is canceled due to weather
Kid Friendly
This trip can cater to small children.
Flexible Cancelation
This trip can be canceled up to 14 days before the trip.
Disability Friendly
This trip is not suited for those with disabilities.
Lunch
Please provide your own food / snacks.
