Feb 2, 2026
When I took my very first Caribbean cruise back in 2007, I often found myself stepping ashore as the only ship in port. Quiet beaches, local markets, no lines for taxis — it felt like true tropical escape. Fast-forward 18 years and 15 Caribbean cruises later, including my most recent ultra-luxury sailing on Regent Seven Seas Splendor, and the Caribbean is a very different place.In this video I reveal the massive changes that are reshaping Caribbean cruising — changes most cruisers don’t fully understand until they’re already there. I also explain how cruise lines are responding — and what that means for your cruise experience, and dig into the uncomfortable topics many don’t talk about:
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