Why Sail with Us
Son of a Sailor Charters is the Chesapeake’s premium sailing charter experience. We offer captained sailing adventures out of Rock Hall, MD. Our goal is for every voyage to combine comfort, safety, and the timeless joy of sailing.
Our vessel, the Mañana, is a modern, spacious sailboat that's perfect for families, couples, and small groups. Whether you're celebrating a special occasion, seeking a peaceful sunset sail, or introducing friends to the magic of the Chesapeake, we create custom experiences tailored to you.
Based at Haven Harbor Marina in historic Rock Hall, Maryland, we're perfectly positioned to explore the middle and upper Chesapeake Bay. From quiet coves to open water sailing, every trip is an adventure.
Our Captain brings a unique perspective to your charter— a lifelong passion for sailing, powerboating and fishing. USCG Master Captain licensed and American Red Cross first aid and CPR certified, he's dedicated to making your time on the water both unforgettable and secure.
Meet the Mañana
Spanish for "tomorrow" - because the best days are always on the horizon.
Mañana is a 2015 Bavaria 42 Vision, one of the most popular cruising sailboats in the world. Built by Bavaria Yachts in Germany and designed by renowned Farr Yacht Design, she combines European craftsmanship with practical American sailing.
At 42 feet with a shallow draft keel, she's large enough to be comfortable and stable, yet nimble enough to access the best ports on the Chesapeake and provides an authentic sailing experience. Her spacious cockpit easily accommodates up to 6 guests, and her modern design ensures everyone can relax in comfort while under sail.
The sailboat has streaming music, a large refrigerator and freezer and a well appointed galley. There is room below to dine and relax around a table and on couches. There is a modern freshwater flushing toilet and a shower in the head. There is a large master berth in the front of the boat and a second private cabin towards the back.
The boat has a large swim platform with a ladder to accommodate those who might want to go for a swim and a freshwater shower on the stern to wash off before relaxing with cocktails when underway again.
Bavaria 42 Vision Specifications -
42 Feet (12.8 meters)
Overall Length
13.3 Feet
Beam
5.6 Feet
Draft
21,600 Pounds
Displacement
40 HP Volvo Diesel
Engine
6 Passengers (Very Comfortably)
Capacity
2015
Year Built
Bavaria Yachts, Germany
Builder