Episode 6: Repositioning Cruises 101

Repositioning Cruises: The Detour Worth Dreaming About | The Ship Less Travelled – Ep. 6

Welcome aboard The Ship Less Travelled, your guide to rare routes, remarkable destinations, and refined adventures by sea. In Episode 6, we're diving deep into one of the cruise industry’s most fascinating—and misunderstood—secrets: Repositioning Cruises.

👉 What is a repositioning cruise?

👉 Why are they one of the smartest ways to explore places few others ever reach?

👉 And how can these seasonal sailings turn into the adventure of a lifetime?

In this episode, hosts Dave Wentworth (Canada) and Lorraine McCowatt (UK) explore how repositioning cruises can take you off the tourist track—and into story-worthy, soul-stirring destinations.

💡 Real Story: Sable Island, Nova Scotia

Dave recounts how a repositioning cruise allowed his clients to step ashore on Sable Island—a windswept crescent in the North Atlantic known for wild horses, shifting sands, and shipwrecks. This remote and protected Canadian national park is almost impossible to reach… unless you know the right kind of cruise.

🌍 Fantasy Routes: From Lorraine’s Dream Cruise to Dave’s Obsession with St. Helena

What would be the perfect repositioning cruise for Lorraine, our UK-based cruise expert and connoisseur of fine itineraries? Meanwhile, Dave imagines tracing the western coast of Africa—stopping in Dakar, Cape Verde, and of course… St. Helena. (Yes, he’s still obsessed. Yes, it’s contagious.)

If you're ready to travel smarter, deeper, and with more intention—especially by sea—you're in the right place.

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Episode 7: An Amazing Amazon River Cruise

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Episode 5: Lorraine's Danube River Cruise