Thin rule

Maureen L. O’Leary

“Active listening is the key to unforgettable client experiences”

My name is Maureen O’Leary and I represent Smooth Sailing Yacht Charters, L.L.C.

I have been serving the business community of Boston for more than 15 years. Much of this time has been devoted to creating events for the benefit and entertainment of associates, employees and clients of some of the city’s leading firms. My extensive network includes corporate executives and their assistants, corporate HR directors, event-planners, and general managers from many of the city’s finest private clubs.

Most recently I lead the development and execution of Corporate Membership Sales at the prestigious Boston Sports Club/LA. Since graduating from Boston College, I have been active in alumni programs and as a charter member of the Boston College Club. I have also been active in a variety of fitness industry related organizations and activities on both the local and national level.

I have experienced yachting as both a client and an organizer of events. Whether it is sailing the Grenadines, motor yachting on the River Shannon or organizing events on the Boston Harbor, I see luxury, service and fun as the key to creating exceptional memories!

I welcome you to Smooth Sailing Yacht Charters!


Maureen meets recently with Red Sox legend Luis Tiant at the “Hometown Heroes” fundraiser


If a tropical event is your vision, ask us about our destination charter services.