Sail Loot Podcast 048: Neil Davies Sails to Cuba and Works Remotely for Sailing Money

By on March 31, 2017

Neil and his wife, Janet, left England and moved over to the United States in 1989. Neil’s job as a Civil-Environmental Engineer brought them and their 2 daughters over to the Atlanta, GA area. Neil does consulting engineering work for his current firm in order to save up some sailing money and do some part-time cruising with Janet and the rest of his family.

Neil and Janet had their son, their third child, and did some sailing on Lake Lanier and Lake Allatoona while living in the Atlanta area. S/V Midnight Sun II, a 1997 Hunter 42 Passage, was located at Sunrise Cove Marina on Lake Lanier when Neil and Janet purchased her.

Part-time sailing and cruising adventures on S/V Midnight Sun II started when the Davies family moved her to the Atlantic Coast in Brunswick, GA – by truck and trailer – and started sailing her South.

In this episode of the Sail Loot Podcast we discuss how Neil is able to take some longer vacations, and do some part-time, remote work from S/V Midnight Sun II in order to keep some sailing money in the cruising kitty, enjoy life in the Pensacola, FL area, and be chairman of the Pensacola to Havana race!

Midnightsunnight Credit: Hannah Graham – Neil and Janet’s Daughter –

S/V Midnight Sun II After Dismasting

Moving Provisions to S/V TraSea after Dismasting of S/V Midnight Sun II

S/V Midnight Sun II at the home dock – with mast

Arrival in Isla Mujeres for 2016 Cruise

Arrival in Cuba in 2015

Crew of 2016 Mexico Cuba Sailing Adventure

Castillo Los Morros – Havana

Havana 2015

Ft. McCree Pensacola S/V Midnight Sun II at anchor

Rafted Up at Ft. McCree

Admiral Janet at Cayo Levisa

A Few Things You’ll Learn about Neil Davies, S/V Midnight Sun II, and working remotely for some sailing money in this episode:

  • Where Neil, and his wife, Janet, are from and why they came to the United States.
  • Where Neil and Janet bought S/V Midnight Sun II and how they got it to Pensacola.
  • How their allowed to take some part-time, extended sailing vacations while maintaining jobs at an engineering firm and a nurse.
  • The type of consulting engineering that Neil is able to do remotely.
  • How they are able to stay connected remotely.
  • Purchasing Midnight Sun II and how much she cost.
  • Becoming the Chairman of the Pensacola to Havana Race.
  • A little history of the Pensacola to Havana Race.
  • The sponsors of the Pensacola to Havana Race that help keep the….
  • Entry fees quite low compared to other events going to Havana
  • Sailing on S/V Night Sky in the race.
  • Winning the only tag-team boat award in the 2015 Pensacola to Havana race.
  • The dis-masting of S/V Midnight Sun II in the 2015 race.
  • Coming home and switching to S/V TraSea.
  • Dealing with insurance and the costs of fixing S/V Midnight Sun II.
  • April 7th deadline to sign up for the Pensacola to Havana race with Sail Libra.
  • Some sailing trips that they’ve taken on S/V Midnight Sun II since fixing her.
  • Future cruising plans.
  • Enjoying the Pensacola, FL sailing community.
  • Sailing with a dog.
  • 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. Whit Gardner

    April 3, 2017 at 3:48 pm

    I have known Neil and Jan for years. What you probably don’t know is he is an outstanding keyboard musician. He and I played together in a band during his Atlanta years and his skill with midis, orchestral sound recreation is amazing. Next time you talk to him tell him fat Elvis says hello. Then tell him Whit told you about his skills.

    • Teddy


      April 3, 2017 at 3:55 pm

      Awesome! Maybe I’ll bring my guitar down to pensacola and we’ll see what we can put together some time!

  2. Pingback: SL049: Jessie Saved Money to go Sailing On a Boat with Katie and Now Luke - Sail Loot

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