The Ship Less Travelled
Episode 1-06Repositioning Cruises 101
🇬🇧
Lorraine McCowatt
Bespoke Cruise Holidays
United Kingdom
🇨🇦
Dave Wentworth
Destination Whatever
Canada / USA
Welcome to The Ship Less Travelled, your guide to rare routes, remarkable destinations, and thoughtfully crafted adventures by sea. In Episode 6, we turn our attention to one of the cruise world's most intriguing — and frequently overlooked — opportunities: the Repositioning Cruise.
👉 What exactly is a repositioning cruise?
👉 Why are they one of the most rewarding ways to reach places very few travellers ever see?
👉 And how can these seasonal sailings become the voyage of a lifetime?
In this episode, Lorraine McCowatt and Dave Wentworth explore how repositioning cruises can carry you well beyond the familiar tourist routes — and into destinations that are genuinely worth writing home about.
💡 A Story Worth Telling: Sable Island, Nova Scotia. Dave recounts how a repositioning cruise enabled his clients to set foot on Sable Island — a windswept crescent of land in the North Atlantic, celebrated for its wild horses, shifting sands, and storied shipwrecks. This remote and protected Canadian national park is all but unreachable by conventional means… unless, of course, you know the right kind of voyage.
🌍 Dream Routes: Lorraine's Perfect Itinerary and Dave's Enduring Fascination with St. Helena. What would the ideal repositioning cruise look like for Lorraine, our UK-based cruise specialist and connoisseur of exceptional itineraries? Meanwhile, Dave imagines tracing the western coast of Africa — calling at Dakar, the Cape Verde islands, and naturally… St. Helena. (Yes, the obsession continues. And yes, it is rather catching.)
If you are ready to travel with greater intention, to places of genuine depth — and to do so entirely by sea — you have found your people.