In this episode, we share the story behind our most unique cruise yet — a repositioning voyage from Hobart, Tasmania to Singapore. This itinerary spans two continents, multiple climates, and countless unforgettable moments, from seeing the Sydney Opera House and snorkeling the Great Barrier Reef, to planning for Disney in Hong Kong.

We dedicate this episode to Gene Bright, Scott’s stepfather, whose dream of seeing the world inspired our own passion for travel. His legacy is the heartbeat of this journey — one that begins in the cool, crisp air of Tasmania and ends under the tropical skies of Southeast Asia.

What We Cover in This Episode

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  Why Hobart? 

  
  

  How a twist in planning led us to start in Tasmania — and why we’re glad it did.

  
  


• 
  

  Planning a Repositioning Cruise 

  
  

  Tips on dealing with multiple climates, long flights, and unusual cruise rhythms with more sea days than port stops.

  
  


• 
  

  Packing Strategy 

  
  

  From merino wool to swimsuits: what we’re bringing for a month-long cruise across climates.

  
  


• 
  

  Internet & Working Remotely at Sea 

  
  

  Scott shares his Starlink research and how we’re balancing work and adventure on the ship.

  
  


• 
  

  Port Highlights & Itinerary 

  
  

  A quick rundown of our 7 ports of call

  
  

Episode 28 - Should You Book a Mediterranean Cruise?

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Music: This Acoustic Happy

Music by Dmitrii Kolesnikov from Pixabay