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Age: 65+

Member since May 2020

Retired Sailboat Capt, Yacht Broker, Drs Computer Sales,

Do you know or have you hosted this user?

I'm a retired US Coast Guard Licensed Captain with Sailing and Great Lakes endorsements. I had a more normal career for many years selling computer systems for physician offices, then did a stint as a yacht broker for my first two years of retirement. I lived and cruised full time aboard my 32 ft Endeavour sailboat for several years, then began cruising on land full time in my new-to-me RV.

My blog is more about the adventures I've enjoyed, like sailing thousands of miles aboard my small sailboat, singlehanding most of the time. Also, sailing and RVing with friends and family on occasion.

Skills & Expertise to Share

Selling and Sailing are my skills, but to be more specific, I seem to be able to get along with almost everyone regardless of their politics, background, ethnicity, nationality or upbringing. I have significant experience negotiating contracts with attorneys, accountants and business professionals. If you need a spokesperson or someone to represent you, I'm comfortable writing and speaking one-on-one and before groups.

Some of my stories might be of interest and many can be accessed on my blog:

Sailingkelly's Pets

No pets.

Favorite Boondocking Locations

Rural settings are most attractive to me, but I often boondock in parking lots or rest areas when enroute between destinations as I am merely looking for a reasonable place to prepare a meal and sleep for the night. I found a nice place that overlooked the water in Florida and enjoyed water views as they reminded me of my times at anchor when cruising my sailboat full time.

I've only read about boondocking on Federal Lands out west and am looking forward to that.

Sailingkelly's Hometown

I'm a full timer, so I'm always home! I was raised in the midwest, Ohio and Indiana, then raised my own family in western Pennsylvania for 30 years until 2010 when I retired, later divorced (she got the house, I got the boat and we're both happy) and now looking for more fun adventures.


RVillage Member

Sailingkelly's Guest Details

Sailingkelly's Rig

Rig Type: Class C

25 feet long

Class C, white 2012 Ford E-350, Thor Majestic with No slideouts. Bicycle rack on rear that can carry two bikes. No tow vehicle, No trailer. While my rig uses 30 amp electrical power, I have adapters so I can use standard 15 amp, 3 prong power and 50 amp outlets. My gas generator runs off my engine's gas fuel tank and can be heard but isn't as loud as many others. My aircon was new in 2019 so also runs quieter than most. I have an extremely quiet 12v fan so I often don't need aircon overnight. My fresh water, grey and black water tanks are large enough that I often go a week or more without refilling or dumping. More info available here:

Sailingkelly's Travel Preferences

  • Needs to run a generator

Sailingkelly's References (33)

References from Hosts (33)


June 2021

Great guest

Had a wonderful evening sharing travel stories and places we have been while watching the sun go down. Awesome guest, welcome anytime.


June 2021

Great Guest

Sailingkelly was an easy guest. Quiet, easy going & friendly. Welcome back anytime!


June 2021

Great Guest

Easy guest- friendly. Definitely welcome back anytime.


May 2021

Great visit

Had a couple great story telling sessions and an overall great visit. Sailingkelly is welcome back anytime.


May 2021


Sailingkelly was a quiet guest requesting nothing of us but electricity. We were having water system issues in our RV & he graciously helped us work through the problem until we had it fixed. Most grateful for that. We’d have him back any time.


April 2021

Wonderful Guest

Hosting this guest was terrific. He was quiet and respectful and left early the next morning. I would host this boondocker again someday!


April 2021

Great guest

This was our second time hosting him, and he was just as polite and respectful this time. It was a quick one night stay so we didn't get to chat much. We'd gladly host him any time.


April 2021

Always welcome

He is an excellent guest and great communicator. Always welcome back 🏜🙏


March 2021

Short stay

Short stay but very nice person.


March 2021

Great guest

It was a pleasure meeting this guest, although we didn't have a chance to say much more than hello and goodbye. he was very quiet and respectful; I barely knew he was there. We'd gladly host him again, ideally when it's easier to stand around and chat.


February 2021

Easy to host

This gentleman was quiet, friendly and did his own thing. Perfect guest.


January 2021

Great guest

Good visit, kind and considerate. Welcome anytime.


January 2021

A pleasure hope he comes again

It was a pleasure hosting Murph . Hopefully after the COVID is over we could visit more . Very interesting guy 👌🏼Love his blog ! Very cool !


December 2020

Interesting and respectful guest

SailingKelly was quiet, respectful of the land and has an interesting background as a sailor. Would have liked to socialize more...but...COVID. Would be delighted to host him again.


December 2020

great guest

Didn't get to spend much time together with Covid and all but would love to get to know!


December 2020

Another great guest.

Had a nice visit . Was cold so we Made it a Short one. Maybe better weather next time. Hopefully he will come again. He is more than welcome any time.


November 2020

Welcome anytime

Very nice gentleman, was a pleasure to share my yard with, he is welcome to stop by anytime


November 2020

Great guest

Due to Covid we did not get to visit much. I am sure he as some stories I would like to hear. He is welcome back at any time.


November 2020

Great guest

With the rainy weather we had on Saturday we did not get much time to visit with Sailingkelly. Even with the short amount of time we had we would definitely have him back as a guest again.


November 2020

SailingKelly is welcome back anytime!

SailingKelly is easygoing and fun to talk to. He is the type of guest that we hoped for when signing up for Boondockers. We hope you stop in again someday so we can visit more. You are more than welcome anytime. Best wishes and safe travels!


November 2020

Nice gentleman

It was a pleasure to host for Sailingkelly. Nice guy. I enjoyed talking with him.


October 2020

Go Wabash

Very nice man who was familiar with the area since he went to Wabash College. We didn’t have a lot of time to chat but what we did do we enjoyed hearing about his travels both by yacht and his motorhome. He is more than welcome back anytime , would love to hear more about his travels.
Go Little Giants!!


October 2020

Nice guy

Very friendly, knowledgeable (about sailing and selling anyway ;- ) ) person with a good attitude for traveling. Really kept us aware of progress, checked in with us, parked and was just great to have here. We're hoping he will stop again but leave the rain/cold up north.


August 2020

Quiet and peaceful Guest

Linda and I had a great time Hosting Murph who we never even knew was on our property at times. His Motor homes air conditioner was so quiet we hardly noticed it running. Very down to earth gentleman who shared with us about his boating adventures before he became a Boondocker! He is welcome back anytime.


August 2020

Friendly and quiet :)

We enjoyed hosting Sailingkelly this week. Due to the current pandemic, we did not socialize much with him but were glad he could make use of our humble driveway space near Annapolis. He is welcome back anytime. Enjoyed reading his blog journal online.


August 2020

Not enough time

Very nice couple and glad it worked for them to stay beside our home!
Wished we would've had more time to get to know them, but maybe next time!


August 2020

So quiet we didn’t know they were there!

Great guests, very friendly, super respectful, and so quiet we didn’t know they were here! Safe travels guys!!!!


August 2020

Hope they return

A pleasure to host sailingkelly. They respected, and I hope, enjoyed the land.
Would welcome them back again.
Hope you get to meet this lovely couple.


July 2020

Nice folks!

They were friendly and wonderful, very easy to have.


July 2020

It's hearsay but great people! :-)

We were not home as we were traveling ourselves when these guests stayed at our home. We had another set of boondockers last night and my neighbor came out and started talking about the guests that were here "while we were gone." According to T-Man they were great guests for the short time they stayed and we look forward to hosting them again in the future so we can talk sailing!


July 2020

Welcome back anytime

good stories hope to hear more from them.


July 2020

Sorry we missed you!

We were away during SailingKelly’s stay but I trust they were still able to enjoy TurkeyHills! Come back anytime!


July 2020

A Brief Coastal MA Stay on the way to The Cape

A courteous and delightful couple, with whom we enjoyed a most pleasant conversation and refreshment. We look forward to following their adventures. We are so pleased with Boondockers Welcome continuing to introduce wonderful people into our lives.