Your Crew
Jenna Ginsberg Head Captain
Crew Profile
Jenna serves as the captain on board and expert on all things nautical. Jennas described as a "walking encyclopedia of boating knowledge and an extremely skilled boat handler both underway and around." While she has "only" been boating for 24 years, during that time, she has logged in tens of thousands of miles on dozens of vessels from 9 to 72 feet doing deliveries up and down the east coast, Gulf of Mexico, and the Caribbean as well as training owners on their boats, and serving as a captain on various charter boats. She holds her 100 Ton USCG License, with endorsements for towing. While she enjoys spending winters in warmer climates, the coast of Maine holds a special place in her heart since she has paddled from New Hampshire to Canada. She has also paddled from Key Largo to Key West and the coast of Vancouver, among other offshore paddling voyages. She holds her Maine Sea Kayaking Guide license.Darlene is affectionately known as the "Admiral" onboard, but she is much more. Having worked in hospitality for nearly 50 years, she understands what makes a stay special and memorable. While Darlene and Jenna owned an Inn in Western Maine for almost two decades, her breakfasts became legendary, her afternoon treats inviting, and her specialty menus always dazzled. Just don't bug her in the galley before she has her first cup of coffee. Darlene ensures the interior is spotless, the flowers are fresh, and the cabins are welcoming. While she loves the water and cruising, she always has a soft spot for her dogs, cats, turtle, and bird, which may join Timeless on occasion (we'll let you know if this happens).