Meet our Management Team

Kathy-General Manager/Owner

Kathy has spent over 27 years working in the tourism industry. Throughout college she worked for Old Town Trolley Tours in Boston as a ticket seller and tour guide. By the time she left Old Town Trolley in 1994 she had been promoted to General Manager of Retail, overseeing six ticket/retail stores in Boston and Washington D.C. In 1995, with 10 years of experience under her belt, Kathy moved to Portland and started her own tour company "Mainely Tours" offering trolley tours of Portland as well as chartering her vehicles for transportation, weddings, etc. In the spring of 2009 Kathy and her husband Bill, who owned Eagle Island Tours, in an effort to streamline their operation and better serve the tour and charter market, began operating their trolley tours and harbor cruises under one new name, Portland Discovery Land & Sea Tours. Although Kathy spends much of her time behind the scenes working on marketing and bookkeeping for the company, she still prefers spending summer days at the Long Wharf ticket booth, meeting and greeting our customers! In her spare time Kathy enjoys travelling with Bill and their 2 kids, Nicolas & Juliana.

Bill-General Manager/Owner

Captain Bill has lived in Maine all his life and has called the Greater Portland area home for the past 15 years. Bill's interest in the water and boats began at a very young age as the son of a Merchant Marine Officer and an avid Steamboat enthusiast. "Growing up with a mariner as a father, I don't remember ever being on a boat and not being in the wheel house. It was clear early on that one day I would be a Captain." Bill has a passion and close connection to Casco Bay as some of his descendents lived and worked on the islands in the bay. Bill genuinely enjoys working at Portland Discovery because of all the wonderfully dedicated people he has the opportunity to work with and considers it an honor to be able to expose people from around the world to the incredible sights and diverse history of Portland and Casco Bay. When Captain Bill is not working, he enjoys spending time with his beautiful wife Kathy and their two children Nicolas and Juliana.

Jake - Office Manager

Jake was raised in Windham, Maine, and while living in other states, was drawn back to Portland's charm. He has been with Portland Discovery for 5 years, originally as ticket sales staff and now as Office Manager. He represents our company in all office operations, whether it's a question about a Land and Sea Tour or details of a private charter. He likes working with Portland Discovery because of the great cast of employees that return to us every season, and talking to our visitors and clients from all over the world. His spare time is spent playing frisbee golf, riding his bike, or listening to music and reading. Call or email today and you'll probably talk to Jake!