The Making of the Pirate Pontoon Cruise

By JD (Jes Dean)

Pirates have been a fascination with children and adults alike for many generations. There is something about uniforms, peg legs, eye patches and treasure chests full of precious jewels. Although the theme isn't so glamorous in real life, I think it's safe to say that the innocence of children-at-play lends an excitement and interest in the Pirate culture.

So, how did The Tyler Place Sunday night Pirate Pontoon Cruise tradition come about?

As the co-directors of the Clubhouse in 2006, Jess Lynes and I were looking to spice up the children's schedule with some new activities that would be appealing to the Sr. Midgets and Juniors. It was apparent that Pirates were popular as we saw a lot of action on the Pirate Ship in the front yard of the Clubhouse. The original idea came to me when we were out on a kayak on break and another staff member came by and soaked us with Super Soakers. It was an epiphany and that evening, Jess and I sat down to plan out the logistics. We had some Phil Collins blaring in the background and we knew we were onto something big.

JD (Jes Dean) as Schmeid in 2006.

Jess Lynes as Schmitty in 2006.

After speaking with the Waterfront staff who were very supportive of the idea and putting in an order of Pirate wear, eye patches and tattoos for the campers, the Pirate Pontoon Cruise was born. However, it was nothing like the event you see today. In its early versions, the Pirates consisted of Jess and I dressing up and chasing the pontoon boats around in kayaks. Now, there were many problems with this situation. First, I was not a major fan of kayaking due to a traumatic 16hr sea kayak back in 2004 and am no pro at paddling, steering or other random maneuvers. Not to mention that we had to carry the "booty" and water guns with an extra supply in the single man kayaks with us. Also, not being very sneaky, it was apparent that the guests recognized us within seconds of our arrival. Another "great" idea we had was bringing grapes on the boats that the kids could use as "deterrents" from having the Pirates come close. After a very nice memo from the Waterfront staff who spent hours cleaning up smashed grapes, that fad ended.

There had to be a better way, we thought, so after some brainstorming we gave another call down to the Waterfront to inquire about shuttling us out to the island during the campers’ dinner and bringing us back at the end of group. They agreed and at that moment, a Star was born. Our Waterfront drivers got right into the theme, piloting the pontoons around the island playing East Coast music from Nova Scotia, and maneuvered the pontoons as close to the Island as possible for maximum exposure.

Jess and I spent the rest of the Sunday evenings that summer shuttling down to the lake on our bikes with opaque garbage bags full of costumes, booty, water guns and swords. We shared many sunsets in those days and enjoyed captivating our campers with some friendly Pirate-battling as Schmitty and Schmeid, the original Bandstand Island Pirates. It was also very common for us to arrive back at the Clubhouse and have the children yell “We know you’re the pirates!!” which we didn’t confirm or deny.

As the years have passed by, many other fortunate TP staff have had the opportunity to play this important role as a Bandstand Pirate and have made some wonderful memories on that island. It is my hope that the Pirate Pontoon Cruise remains a staple at The Tyler Place for years to come, and when the day comes that a new activity replaces it, I will think back to the early days and let out my best "arrrrrrggghhhhh Matey".

2011 Pirates