A Rhode Island native, Jack grew up exploring the waters of the Narragansett Bay. He discovered sailing when he moved to Newport nearly 10 years ago and hasn’t stopped. His sailing adventures have also taken him beyond the Bay, with trips to Nantucket, Bermuda, and Antigua on his roster.

When he’s not sailing, you can still find him outside whether that’s surfing, hiking, or in his garden growing his own food and foraging wild mushrooms. There’s also a good chance he’ll be catching live music, around town or on the road. He’s spent many winters backpacking all over the world—he’s got more travel stories than Walt Disney, just ask him! You’re sure to laugh a lot on any trip with Captain Jack.