Sail Loot Podcast 027: Couchsailors Jose and Gina Rent All of their Rooms for Sailing Money

By on August 14, 2015

Jose has been sailing since he could walk. Actually, he was probably on a sailboat before he could walk, but he was behind the helm by the time he could stand on his own two feet. Gina’s story is completely the opposite, but she’s learning now.

“Where there’s a will, there’s a way,” and Jose and Gina from Couchsailors have found their way. Their way of making their sailing money has been through the creative use of the sharing economy. They’ve found a way to use services such as Airbnb and Boatbound to share their extra (sort of) bedrooms and extra (sort of) bunks on their Beneteau 423, Carthago.

They’ve written a great post about how they’ve mastered the art of Airbnb that you can find here.

In just a few short months Jose and Gina will be joining the Baja Haha to start their cruising adventure!

It was a lot of fun talking to the Couchsailors before they set sail. Enjoy the Sail Loot Podcast to hear all of the details about how they’ve lived nomadically with a bag packed at all times to save money and follow their dreams!

While you’re listening, check out how they’re trying to give back by teaming up with Waves 4 Water to bring simple, high volume water filtration systems to places that need it most. Let’s see if we can help them exceed their goal of 20 filters!

Couchsailors' Airbnb Listing

Couchsailors’ Airbnb Listing

Couchsailors, Jose and Gina, in Costume!

Couchsailors, Jose and Gina, in Costume!

Gina Exploring on her Oru Kayak

Gina Exploring on her Oru Kayak

A Few Things You’ll Learn about Jose, Gina, Carthago and their entreprenurial ways of aquiring their sailing money in this episode:

  • Jose’s experience at the helm as soon as he could walk.
  • Gina’s experience making sure she stayed on the boat.
  • Their sailboat timeshare experience.
  • Purchasing Carthago.
  • Becoming a cleaning crew using Airbnb.
  • How Jose and Gina met.
  • Using BoatBound
  • Offering sunset sailing excursions.
  • Their budget for their cruising plan.
  • Their cruising plan(s).
  • The possibility of having some passive income.
  • Why they’re taking off and going cruising.
  • Giving back with Waves For Water.
  • And Much More!

Links and Resources from this episode:


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About Teddy

I am a 37 year old that just wants to find a way to make a remote income, gather some Sail Loot and cruise the world! I have been sailing for a couple of years now, but mostly on 10 day trips as vacationing crew. I just recently took sailing to the next level by completing my Basic Keelboat, Basic Cruising, and Bareboat Cruising Certifications! I am also Vice President of a Medical Consulting Company, have a Mechanical Engineering degree from Georgia Tech, and have taken several Coding, Computing, and Online Business courses. It's time to share what I have learned!


  1. Zach

    August 15, 2015 at 1:18 pm

    There are some really great sail loot ideas in this one, great episode. Keep up the good work.

  2. Ellen @ The Cynical Sailor

    August 22, 2015 at 3:51 pm

    Really interesting podcast! Some very creative ideas for generating money for the cruising kitty. Had fun listening to this one.

  3. Conner

    February 12, 2016 at 10:03 pm

    I never thought about some of these sail loot ideas! There is so much info in this episode. Teddy this is exactly what I wanted to hear. Thank you for all your hard work putting these together!

  4. jordan

    February 24, 2016 at 8:23 am

    I listened to this great podcast as well and was howling 30 minute in when they mentioned they work at Meraki/Cisco, where I work! I unsuccessfully looked them up in the company directory proving they really left and that I can sail away also. Plus their blog is great!

  5. Pingback: Sail Loot Podcast 039: Kamau Iandiataiyero Saving Sailing Money by Building a Sailboat - Sail Loot

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