Dear Ageless Traveler, This week, I used AI to plan a road trip. With AI all over the travel news right now, this is the perfect moment to see what it can really do for us — the good, the bad, and the “Why did I just drive 40 minutes for a statue of a giant peanut?” Here’s the scenario: I’m in New York City because I’m speaking at the NYC Travel & Adventure Show on January 24th. I spend the weekend with my family in NYC, then leave on the 27th, arriving in Orlando on January 30th to present...

Dear Ageless Traveler, After forty years of cruising, I thought I knew it all until this week! I hopped aboard The Quantum of the Seas from Royal Caribbean and took a three-night cruise to Ensenada, Mexico. Quantum is a mega ship and was the largest in the world only a dozen or so years ago. I realized that cruising has reinvented itself. These ships aren’t just floating hotels anymore… they're floating theme parks, museums, and wellness retreats. (Yes, it is possible to get healthier on a...