About Jack

Over the years many people have asked, “ Is there really a Jack?”

People have a sincere desire to know whom they have been doing business with all these years and want to be able to place a face with the name. In addition people want to be given a little history about Jack and how Jacks Boat Rental got started in the first place.


First of all “Yes” there is a Jack.

Please allow me to introduce myself

Now that you have an idea of what I look like, let me tell you a little about myself
First of all, I was born and raised in Wellfleet; even my grandparents were from the lower Cape so I guess you could call me a native. As a boy I lived in a home very close to Gull Pond. During the summers if I were not working doing yard work for various people in the neighborhood I would be out on Gull Pond with my little rowboat.

I would love to spend time with the kids swimming and playing off the dock at the public landing. Most of the kids were from other parts of the country and I found it interesting to discover what their life was like on the other side of the bridge. I found great joy taking a newfound friend on a boating expedition to the other ponds (Higgins, Williams, Herring Ponds) and felt like it was my hidden playground that I was sharing with them. It was always a new adventure and you just never knew what kinds of things you would come across, from snapping turtles, painted turtles, deer, raccoons, skunks, snakes, the wildlife was truly amazing. I can’t recall anyone joining me on these adventures that wasn’t in awe. The kids and parents that I met would constantly tell me how lucky I was to live on Cape Cod all year long. These are some of my fondest childhood memories and I will cherish them forever.

When I graduated from high school I felt the need to explore what was on the other side of the bridge so I moved to New York City, where I lived for four and a half years. The adjustment to city life was a very large one and I went through many struggles early on but as I adapted I managed to get a decent job that paid quite well. I guess you could say I got caught in the city trap working sixty plus hours per week and not finding much time for myself. In the spring of 1972 I returned to Wellfleet for a vacation and while I was there I went to the ocean to lie down on the sand and look up at the night sky. It was a beautiful warm night and two things came to mind that I will never forget… first I felt I could see every star in the universe and second I could smell the salt air. Those words that were spoken when I was a boy “you are a lucky boy to be able to live on Cape Cod” were singing in my heart. You may be able to see a few stars in NYC but that is not the norm and as far as smelling the water, well I won’t go there.

As a result of that night I returned to New York, quit my job and moved back to the Cape. I wasn’t sure what I was going to do for a living but I knew Cape Cod was where I wanted to be. Some people say “you never know what you really have until it’s gone”

I was fortunate enough to recapture my Cape Cod life. Shortly after returning to the Cape I got a job working for a propane gas company delivering propane to locations all over the outer Cape from Chatham To Provincetown. During the summer it would get extremely busy and again I found myself conversing and exchanging ideas with people from all over the world. I love meeting new people; they are like a living library… a wealth of information. I can’t remember exactly how the boat rental idea came up but during one of my conversations I mentioned the love I had of Gull Pond and somehow it spilled over into the idea of starting a boat rental business.


What you see of Jacks Boat Rental today is the result of my many loyal customers over the past 35 years. I have listened to what these customers requested as far as services and have done the best that I could to provide it.

As far as I’m concerned all of you are Jacks Boat Rental Inc. I am only the owner. For more info visit my blog.
I am very happy to share some of my memorable years with you in hope that you can bring that joy back over the bridge to whatever life awaits you and spread some of it in your area. God knows the world needs all the joy and love we can give it.

Thank you for your patronage


11 comments on “About Jack
  1. Anne M Werbicki says:

    Hi Jack! I am looking to reserve two double kayaks for my vacation dates beginning July 11th. I am looking for six day rentals. Im not sure how quickly you sell out of the doubles so I wanted to get a head start on it.

    • admin says:

      Hi Anne….I reached out via your yahoo email but didn’t hear back. We open for the season on June 19th…give our shop a call any day from 9-4 after that date to reserve.

  2. Brandon says:

    Can you deliver a double kayak to gull pond in Wellfleet for the day?

    • admin says:

      Hi Brandon…the town of Wellfleet doesn’t allow us to deliver to Gull Pond for the day. You can come to our shop on Route 6 next to PJ’s restaurant and we can easily load it on your car. If you don’t have a rack we create one with tie-downs and foam blocks that are included in the rental. We open for the season this Friday, June 19th at 9 am.

  3. Howard A Feinstein says:

    Hi Jack
    I’m looking to buy 1 or 2 more used kayaks from you. Any for sale now?

    • admin says:

      Hi Howard,

      I just discussed it with Jack and we won’t be selling any kayaks…demand has been so high already that we may need every boat that we have. The supply chain has been so disrupted that we can’t even buy new boats to replace our older ones so we are moving forward with the inventory we have. Feel free to check back in Sept.


      Office Manager

  4. Joanne M Landers says:

    Do you sell used kayak paddles, life vests?

    • admin says:

      Hi Joanne,

      We sell used Bending Branches paddles for $60 and used adult life vests for $15 and child vests for $12.

  5. Lynn Wallace Wlder says:

    Hi Jack, My family lived on Bayview Beach in Dennis and ran a restaurant in Dennisport. Mom mom was a member of Cape Cod Art Association and painted many oils throughout the 80s and 90s as her downtime would allow. I have a beautiful painting of Jack’s Boat Rental she painted in 1987, but unfortunately Mom now has dementia and cannot recall the details about her paintings anymore. In the painting your business was amongst a small cluster of white cottages on the water. I wanted to know if you ever were located on the water? She may have just painted it that way, but she can never confirm this. I would love to know, as a teenager I was more focused on going the to beach during the day, and managing the restaurant at night. Best, Lynn

  6. Wendy says:

    Hi, I want to rent a sunfish next summer. Do people pull the boar up on the sand and tie it to something when not in use? Should I worry about it being stolen?

    • admin says:

      Hi Wendy…
      It depends on where you will be renting as to where you can store it overnight. No one has ever stolen one of the sunfish so I wouldn’t worry about that aspect.

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