So, what’s new? Chartering in San Blas

I’m back.  It’s been awhile, yeah? I know.

Why the delay?  Because I was doing some land traveling, some writing, some visiting people, some of this and some of that.  Most importantly, I wasn’t on the boat and when that happens I don’t like to broadcast my whereabouts – on more than one occasion I’ve had my boat broken into.

Alot has changed, let me catch you up:

I went to Africa. Then a family member’s wedding. Then there was Mexico, all over Mexico.  Then Christmas back home again. Then there was more Mexico and then Colombia again – Cartagena, Santa Marta, Medellin, Guatape, and more. During this time in Colombia I grew to like Medellin, Colombia quite a bit. So much so that I decided to look into real estate there (Medellin), as I was trying to move some investments out of the stock market due to the long bull-run it’s had and the political shenanigans going on there…

So, after a ton of looking around. I found a place in Medellin for below-market and I bought it.  Or, technically, am in the process of buying it.  If you know Medellin, it’s in Provincia, Poblado, Medellin.  Yeah, in the heart of the best restaurants and bars. Why Medellin, why there? Because when I want to take a break from the boat I want somewhere where the weather is always nice, it’s not humid, there are no bugs, there is no saltwater to corrode all of my electronics, and I can order delivery sushi over a blazing fast WiFi connection.  Oh, and I wanted a place where I can eat five-star meals for the cost of McDonald’s back home.  Why Medellin, specifically?  It’s the lowest cost per square meter of all of the world’s cosmopolitan cities, it’s nicknamed ‘The City of Eternal Spring’, and yes – the people are friendly, educated and beautiful. Also, the deal made financial sense.

The downside?  It took the vast majority of my liquid capital.  Which means that hoodlum Nate needs to get to work to build up a little financial cushion before he continues his little journey.  Which leads me to the major change about to take place on this site, and in my life.  I’m about to do some serious charter-work.  Crewed charter – meaning me and one crew member bring people to the best places in San Blas (undoubtedly one of the most beautiful places on Earth).  I’m leaning toward two years of this, maybe three and then a little jaunt across the Pacific.  Of course, the plan is to not have a plan – so all of that is subject to change.

The biggest change here is that the site is going to be optimized and dedicated to chartering.  I will still post, you’ll still get updates, and hopefully it’ll still be fun for you.  If not, you’ll just have to excuse me while I make some money.  Then it’ll be back to regularly scheduled programming.

We’re open for charter business in April of this year, and you guys (who are on the email list) have first shot.  And you get a 15% discount just for being awesome enough to be on this list.  If you want to come down to San Blas for an unforgettable vacation, shoot me an email (or reach out via Facebook) and we’ll figure out a date that works to fish, sail, dive, or just drink margaritas on the beach.


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30 replies
  1. Agustin Moose
    Agustin Moose says:

    I’ve been following your blog for a while now, wanted to say congrats on the new adventure! If you’re interested in some extra side hustle opportunities in addition to chartering I know of another entrepreneurial opportunity that might be easy to execute from Colombia. Overland travelers with vehicles need to ship their rigs across the Darien Gap. All of the existing options for shipping are convoluted, expensive and generally suck. As far as I can tell from extensive research, an easy option does not currently exist, and there is a pretty large demand. People would probably pay a premium for excellent service and a way around all of the bullshit hassle and uncertainty- I probably would, and I’m generally a very frugal traveler. If you wanted to develop a few contacts and make the process easier on people I’m sure you would have a good volume of business from rich old German people shipping their giant Unimogs. And you’d get a chance to meet and help generally cool, like minded travelers. I’ll keep following your blog, good luck and take care!

      • Agustin
        Agustin says:

        PS those same travelers who are looking to ship their rigs are also looking for a cool way to get themselves to Colombia as well- and often find themselves on sailing charters in San Blas- might be an easy demographic to go after if you need to keep spots filled :) Check out and wikioverland if you’re interested, that’s where most of us doing the panamerican get information for this sort of thing. Good luck amigo!

  2. Richard D'Addario
    Richard D'Addario says:

    Hey Nate,

    You really earning your NOMAD handle. Went to Medellin last August. You may not know this but it’s an international tango spot with a big competition in June – when you can rent out your space.

    If you want to make money, why not think about chartering in Cuba. You raved about it with more enthusiasm than any other place your visited. Plus, the market will probably be wide open and more desired.

    Richard, your stay-at-home companion

  3. Tom
    Tom says:

    Welcome back Nate! Glad things are going good, you had us worried. Congrats on the place in Medellin. You should do a surf and turf vacation, several days in Columbia, several days in the San Blas islands. I am sure there is a market out there for that.

    • Nate
      Nate says:

      Thanks Tom, and yeah there’s a market for the back and forth… But there are some additional visa expenses. All that said, I’ll do whatever makes money

  4. Josh @gratefulpursuit
    Josh @gratefulpursuit says:

    Hey great to see this update! I sent you a message via Instagram because I just arrived in Bocas after 8 months traveling through Mexico and Central America.

  5. David Hensley
    David Hensley says:

    Single dude with a good boat, you should be able to make good way with your bank account. Good luck, make lots a bucks and have fun

  6. mike
    mike says:

    welcome back man!
    and you’ve made roots in my favorite city on the planet..
    were you opening a hotel or rental there (medellin)?

  7. Ben
    Ben says:

    Hey Nate. Congrats on the new developments – thanks for blogging the update – they’ve been missed! Just curious, what’s the cap rate you think you’ll get on the property in Medellin?

    • Nate
      Nate says:

      Hey Ben, our projections put it around 10% ROI (cash) annually, post all expenses. In addition we bought it significantly below market value and we’re expecting the appreciation to average around 10% year over year for this specific area

  8. Ben
    Ben says:

    Thanks for the info! When you say “10% ROI (cash)” is this the cash returns using leverage/mortgage or an unlevered return?

  9. Evelina
    Evelina says:

    Hey, Nate, I am interested your chartering conditions. I would like to bring a Chilean group. Could you give me more info, please? Thank you.


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