Private Cruise
Set sail on an unforgettable adventure with our Private Cruise experience, designed exclusively for you and your guests. Whether you’re celebrating a special occasion, planning a romantic getaway, or simply seeking a private escape on the water, Sea Dog Sailing offers a tailor-made experience to suit your needs.
Enjoy breathtaking views, crystal-clear waters, and the gentle sea breeze as you cruise along stunning coastlines. Our private charters provide:
Fully customizable itineraries
Personalized service
Luxury amenities
Exclusive experience
Meet the Crew
At Sea Dog Sailing, our passionate and experienced crew is dedicated to providing you with a world-class sailing adventure. With years of expertise navigating the seas, our team ensures that your journey is not only safe but also filled with unforgettable moments.
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Sea Dog Sailing Boats
Step aboard on our ships , the premier sailing vessels of Sea Dog Sailing, designed for both luxury and adventure. This beautifully crafted boat offers a seamless blend of comfort, performance, and elegance, making it the perfect choice for private charters, sunset cruises, and unforgettable ocean explorations.
Features & Highlights:
- Spacious & Comfortable Design – Relax in a well-appointed deck and lounge area.
- Premium Amenities – Equipped with modern navigation, safety features, and plush seating.
- Smooth & Stable Sailing – Designed for a safe and enjoyable experience, whether you’re cruising or anchoring at a scenic spot.
- Customizable Private Cruises – Tailor your journey with personalized itineraries, from snorkeling excursions to romantic sunset sails.
Whether you’re seeking a peaceful retreat or an exhilarating adventure, Our boats ensures a sailing experience like no other. Book your voyage today and discover the beauty of the sea in style!
34 foot Catalina (Blue Chip / Kate Lynn)
Meet the Captain
Captain Matthew Scott. I hold a 50 ton US Coast Guard Masters license With USCG sailing Endorsement. I grew up on the shores of Lake Michigan (Grand Traverse ) and my dad taught me to Sail. We started out with butterflies and Hobie cat. I’ve owned three different sailboats in Milwaukee and have also worked on Charter fishing boats. In my spare time, I enjoy reading, running, the outdoors and my family!
My boat- 34 foot Catalina. And she is currently named after the previous owner’s beloved wife and daughter. She is 12 feet wide and very comfortable and ready for you to take the helm!
Stories from the Sea
Real adventures, real smiles — hear from those who made waves with us.
