Meet Your Broker

A Brief Bio; Alan Pressman, Licensed & Bonded Yacht & Ship Broker

Alan has been finding the right boat for buyers since 1998. And he’s been representing sellers and assisting them in marketing, pricing and negotiating sales on their vessels for years.

In 2015 Alan realized a long time dream of opening his own yacht brokerage and Windswept Yacht Sales began. The name Windswept comes from his much loved sailboat; Windswept.

Initially working in sales and marketing for high performance catamaran manufacturer Horizon Yachts in Charleston, SC, and later, building motor yachts in mainland China for the US market, Alan brings not only solid knowledge of construction, systems and seaworthiness to his role at Windswept Yacht Sales, but strong analytical skills to help find the right boat for the right client, and for knowing how to market, price, promote and ultimately close the sale for an owner looking to move up, down or out of his or her current boat.

He knows the importance of working closely with his clients and is committed to helping them make the right decision regarding their boating plans. And he is with his clients for the long haul well after the sale is concluded and the boat leaves the dock. That is why many of his clients have used him for multiple sales of their yachts over the years.

Alan has a long history of selling both new and brokerage boats including brands such as Sabre Yacht, Island Packet, Delphia, Catalina and Hunter. He brings his knowledge and experience of both coastal cruising and bluewater performance sailing to Windswept Yacht Sales.

Alan and his wife Mary Jo have owned and cruised both sail and power boats over the years. Their cruising grounds have ranged from Maine to Florida and the Bahamas. They currently sail aboard their Sabre sailboat when they can find the time and are not helping others buying or selling yachts.

“I love being on the water and want to share my experience with others and encourage them to get out there cruising, racing or just gunkholing along. Sail is probably my preferred choice for cruising but anything that gets me on the water will do the trick!”

Past Commodore of the Sarasota Sailing Squadron for four terms, Alan has volunteered his time to help keep the “Greatest Sailing Club in the World” operating and helping to get folks on the water affordably.

Alan’s motto; “Fun is Good”.

His favorite quotations:

The secret of life is honesty and fair dealing.” Groucho Marx

I’d never be a member of any club that would have me as a member.” Groucho, too!

Take a look at our Testimonial Page and see what Alan’s clients are saying about him.

Alan Pressman: 941-350-1559 | Email: