Hero watermark
Photo of Bill Regan

Bill has been a yacht broker for over 13 years and in that time has sold everything from deck boats to schooners…and a lot of catamarans. 

He got bitten by the sailing bug on his honeymoon in Jamaica when the local Watersports instructor pushed him off from the beach with the helpful advice of “Don’t go to Cuba!”  Shortly thereafter he purchased his first boat in upstate NY, an O’Day 17, and spent the next few years learning on local lakes. 

In 2010, Bill and his wife, Trisha, made the drastic change from Albany, NY to Key Largo, FL, and never looked back. The next few years saw them living aboard, delivering boats, cruising The Bahamas and East Coast, working in the Watersports industry and attaining a 100-ton USCG Masters license with sailing endorsement. 

Bill has spent time aboard boats throughout the Caribbean, including a trip through the Panama Canal. Recently, he embarked on a voyage that took Trish and his daughter, Finley, from Clearwater, FL back through The Keys to The Bahamas and up the coast to their new port in Baltimore, MD. 

For the past 7 years, he worked for The Moorings and Leopard Catamarans. As a boat owner and cruiser, Bill has outfitted and upgraded his own boat and is happy to share his experiences. 

Bill has extensive experience doing just what his clients are setting out to do: making big life changes and taking on a lifestyle that is challenging yet rewarding beyond measure. He is always grateful to have a part in making his clients dreams come true. Bill is happy to speak to you about making your cruising dreams a reality, and he has firsthand knowledge of living aboard with a child. 

When not sailing his Jeanneau 44i, Bill can be found playing guitar or planning his family’s next adventure.

BILL REGAN'S Listings

2016 Fountaine Pajot SABA 50
$699,000
LOA
49.17 ft
Year
2016
2013 Lagoon 421
$289,000
LOA
41.33 ft
Year
2013
2010 Leopard 38
$239,000
LOA
37.5 ft
Year
2010
2008 Island Pilot 435
$239,000
LOA
43.5 ft
Year
2008

Meet the Rest of the Team

Photo of Laura Jagielski

Laura Jagielski

Co-Founder / Charter Yacht Broker

802.233.4773
Photo of Wiley Sharp

Wiley Sharp

Co-Founder / Yacht Broker

561.613.8985
Photo of Keagan Steyn

Keagan Steyn

Yacht Broker

571.271.7867
Photo of Peter Obetz

Peter Obetz

Yacht Broker

941.779.6029
Section transition image
B

Featured Brands