About Me

Born in St. Thomas in the United States Virgin Islands, but raised on the Hawaiian island of Maui, I have been strangely fascinated by the rest of the world since a very early age. I was one of those weird kids who knew every capital of every country at the age of 5. To this day I can still remember the name of every place I have ever been.

Nearly visiting every US state before graduating from high school, it wasn’t until moving to study in Spain that I really ventured off of the North American codenalintinent for the first time. That was all it took to inspire the insatiable wanderlust that now drives me to new destinations across the globe. Among many other activities while on the road, I have worked as a bartender in Greece,  a sea kayak guide in Alaska, on a winery in New Zealand, as an oyster chef in Florida, and as a nightclub DJ in Spain. Currently, I spend as much time out of the country as financially possible, and in the interim period I spend my time working on a catamaran doing sailing and snorkeling charters throughout Maui, Hawaii. While constantly searching for new locations to explore, during the month of May I can usually be found somewhere in Baja, Mexico.

I stress that I am nobody special. There are many people who, like myself, share a love of travel, and spend a large portion of their life on the road, with their own respective set of stories to tell. Honestly, I still consider myself a novice traveler. There are plenty of people out there who are true vagabonds, and are more deserving of the title than I. My hope for this site is not to lavish about my own adventures, but rather, to inspire the reader to go and create their own. I thank you for visiting my site, and I hope you enjoy the stories inside.

KylePhoto of Kyle the Vagabond

{ 27 comments… read them below or add one }

terri schirmer October 12, 2009 at 12:26 pm

Hi Kyle and Heather…..your adventures look awesome …so wonderful that you get to do all this traveling while you are young and untethered by life…….I will be following your trip…..and praying for you both to have a wonderful adventure and your safety….much love, terri

Angelina Hills October 28, 2009 at 10:32 am

Great site! Is there a way to subscribe to your updates?

admin October 30, 2009 at 7:44 am

Hey Angie, thanks for the support on the site…I’m actually working on the whole subscription thing right now…currently I have a subscribe link at the top right hand side, butI dont think its working…still working out a lot of the kinks…I update this every of couple of days tho, so just checking is the best way…hope you’re doing well back home!

Kay Dillon November 11, 2009 at 10:22 am

Kyle, since your background is black alot of times the things that you type, usually names of places, don’t show up. I presume they are in some other color than the white that everything else is typed in. Just thought I’d point that out to you. Love your web-site. Kay

Louie Ross November 15, 2009 at 5:26 pm

Hello Kyle. Colleen and I are old friends of your dad and Kevin Hall from our St. Thomas days in the 1970’s before your time. You seem to be doing pretty well with your traveling goals. Colleen and I started early, too but I think you are quite a bit ahead of us for your age. We have lived on Guam for over the last 25 years.
Yes, traveling can be heartbreaking. We ran into the same types of things in Thailand and during a year and a half in Medellin, Colombia. We eventualy developed a policy/plan that worked pretty well for us. You can’t put money into all of those little hands, so we would grab a couple of those hands and keep on walking down the street and they would tag along and laugh and have a sort of good time until they got bored, gave up, or had to get back to their handlers. In Colombia and I’m sure elsewhere, parents would quite often maim their chidldren on purpose to make them more sympathetic beggars. One quetion…….when did your dad turn into such a damn conservative son-of-a-buck?!?!?!

Jussi November 18, 2009 at 12:47 am


Was just perusing the site and looks great!!! I anticipate you’ll have many stories when you return from Borneo! Hope the marathon went well.

Take Care…

Kevin Hall November 24, 2009 at 7:27 am

Never stop traveling, helping others and spreading the word. Thanks for sharing your adventures with a kindred spirit. Keep up the good work, keep the faith and keep us posted. One question… How did you get so good lookin’ when your dad was always so ugly? Or maybe you’ve never seen him after a night on the town. Kevin Hall (an old St. T. runnin’ mate)

Jackie Hall December 1, 2009 at 9:44 am

Keep on truckin’ Kyle! You are allowing us to live vicariously through your travels with your web site. Thank you! I am Kevin’s little sister and an old St. Thomian friend of your Dad. It’s fun to learn about the family members of friends and their lives. Best wishes to you and all your endeavors.
Jackie Hall

James Key January 10, 2010 at 2:14 pm

Hi Kyle I saled with you on Trilogy and I asked to be facebook friends with you. I also know Captain Kevin. If you remember me please say yes!!! Thanks, James

john deLeva April 6, 2010 at 5:44 am

cheri blayer suggests we meet for a pint and discuss writing, traveling . . . i’m a friend of hers via my fiancee, jolica, who makes jewelry for her.
let me know if you’re around april 18-25.
cheers from dc, john
john deLeva
discover america – usa travel guide

Gray rollin April 15, 2010 at 10:08 pm

Sup bro Ive know heather for a long time now. You have a great girl. I lived on Maui for a long time as a chef meet you a couple of times. I’m off to Thailand soon and heather forward me your web site. It’s been a big help. Congrags on you and Heather aloha Gray

Laura July 30, 2010 at 8:45 am

Hi! I would like to swap links with your site. My blog is http://www.travelocafe.com. I’ve already added you under my “Links” section on my page. Please send me the description you favor for your site. Thank you!
I’m also looking for guest bloggers. Please let me know if you’d be interested in being featured on Travelocafe.
Regards, Laura

Christie Ellison August 8, 2010 at 4:34 pm

KJ, your writings about your worldly adventures “travel” right to me, penetrating the lining of my heart and finding their mark in that sacred spot in a mother’s emotions that is reserved for her children alone. I am so proud of you, my first born son, my celebrated author, my yearner and seeker of life in all of its magnificence, my inspiration and my joy, my adventure seeking/sharing mentor, my life–in so many ways. March forth, my ever intrepid journeyer. Think of me along the way…

aldo November 29, 2010 at 2:01 pm

Hey, I work with the CheapOair travel blog (cheapoair.typepad.com) and we’re interested in having you guest blog for us. Please contact me if you’re interested. Thanks! Aldo.

Doni Ellison Hubbard December 18, 2010 at 1:50 pm

Dear Kyle,

WOW! What a website, but mainly I want to say Congratulations on your marriage to the beautiful Heather we met during our visit to Jacques and Ellie. That visit was so meaningful in so many ways. It was my last time to be with Jacques so every minute of that time means more than ever. I loved that I had a chance to get to know you better. Our grandson John was so taken with you–he loved having such a tall cousin! I hope we can be in touch again and that possibly you will be in Maui when Sid and I arrive with a whole bunch of your unknown relatives (our daughters, their husbands and children and my brother Charles) to celebrate a big anniversary and an even bigger birthday for me. I have let you Dad know that we will be Maui in July and hopefully can rendezvous with a bunch of Ellisons at Pollis.

I really enjoy your writing, Kyle. Your adventurous and warm personality comes through, along with all the great information. I’m proud to know you and to be related to such an interesting life. Keep up the good work, and again our congratulations and best wishes to Heather!


Wiktoria Filipczak December 24, 2010 at 2:11 pm

SPotted your website totally by coinsidance adn I am going on a trip to Asia recently and I found your pictures.. I must say you really do inspire , Many people try to follow other people stories and do things they re supposed to do according to the society they were born in,, its just easier ,but as you mention the M.Twain quotation->they will probably be very disappointed at some stage.. you wont;) we wont;)
WISh all were very happy and you keep doing what you re doing – It’s the possibility of making dreams come true what makes the life is so fascinating!
PEACE LOVE AND TRAVEL! adn Merry CHRistmas wherever you are Kyle ,,:D Vickey

eddie eye oh May 26, 2011 at 3:13 pm

Holy damn Kyle.

You sure our enjoying the sweet life and that’s awesome. also the killer photos of the places you’ve been even makes it more intreguing and it makes you feel that your almost there with you…. I can still remember you as a youngster back on maui when i worked for your dad at Polli’s. You now makes me want to at least see all 50 states and explore the once unthinkable possiblities…
When you see you old man, no pun intended tell em hi for me.
chef eddie

MRob January 22, 2012 at 11:45 am

Kyle. UNBELIEVEABLE, HILARIOUS and INFORMATIVE!!!!!! Im a chef of 40 years, a traveler and writer. I have to tell you, I’m not sure which I enjoyed more….. Your writing style about the dive and eating habits of the Vietnamese or the raw cultural facts!
Bravo!! It was like Hunter S. Thompson and Bourdain underwater writing the BEST Food and Travel piece I have EVER seen on AOL. And I read them all. New fan here. Rob

Brad from Tahoe August 19, 2012 at 10:21 pm

I was snorkeling in Honolua Bay with the fam and the sea turtles this morning and a Trilogy catamaran came sailing in. It reminded me of you so I wanted to say Aloha. Hope all is well bro. Brad

Ashley of Ashley Abroad October 15, 2012 at 5:34 pm

Hi Kyle, I recently read your article in Gadling about finding your family’s house in Ireland. I wanted to let you know that it was the most interesting travel article I’ve read in a long time and you are a fantastic writer! Hope all is well.

admin October 22, 2012 at 12:51 am

Thanks Ashley! It’s always so nice to get a simple, genuinely appreciative comment, and thanks so much for taking the time to read and reach out. Best of luck with your site, and happy travels!

Kathy Henderson April 30, 2013 at 11:12 am

Kyle. I was asking one of your dads ole running buddies Wally if he ever hears from Tim. He turned me onto your web site. I’m glad I found it. Your Dad is a blast from the the past, and I remember him every year when Carnival rolls by in St Thomas where I still reside after all these years

Jake June 30, 2013 at 7:55 am

In Ko Phi Phi, and happened to discover your blog. Great stuff! And thanks for the advice on Maya Bay. My gut told me to avoid it, but you only cemented that. We are off to hike to Long Beach tomorrow instead, and perhaps Rungti the following day.

Jake and Siobhan
Berkeley, CA

admin July 5, 2013 at 12:10 pm

Hi Jake, Glad you found the information helpful, and have a blast in Koh Phi Phi! Definitely a crazy, beautiful place I’d love to get back to soon. Take care, and never stop traveling…

Brad Olson December 7, 2013 at 12:19 pm

It’s your old tennis pro (1998-1999) from the Makena Tennis Club! You’ve popped into my head a few times lately so I thought I’d google you. Sounds like you’re having a fun time traveling the world. I’m back in frigid MN (high of 0 degrees today) and missing life on the islands. We’ll have to connect via Facebook or phone sometime soon bruddah!

admin December 18, 2013 at 8:49 am

Aloha Brad! Great to hear from you, and yes, sounds like you need some tropical warmth in the middle of that Minnesota winter. Awesome to hear from you after all these years, and let’s definitely try to touch base. Other than being cold, hope you’re doing well!

Jess Signut January 27, 2015 at 11:36 pm

Hey Kyle,

I’m Jess, I travel a lot and came across your site. I specifically enjoyed your article about Entebbe which I found here:


I love the sign saying swimming is ‘very risky’!! So much more fun than ‘no swimming’ right?

I have a blog at http://www.tripelio.com and wanted to reach out as a guest post offer for your site.

I’m working on some different articles, if one fits well with your audience let me know and I can send it over when I’m finished!

A Weekend In Dubai
6 Signs You’ve Survived a Trip To South Africa
Top 5 Things To Do When Visiting Cairo
Destination Guide: Johannesburg


Jess 🙂

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