EPISODE · Aug 27, 2026 · 1H
He’s Planned More than 30,000 Trips: Here’s What Travelers Get Wrong
from Suite Success: Masters of Hospitality · host Skift
On this episode of Suite Success, host Katie Cline sits down with Jonathan Alder, founder of Jonathan’s Travels, a luxury travel expert who has visited 100 countries and planned more than 30,000 trips for his clients. When a client tells Jonathan where they want to go, his first question is often, “Why?” Their answer typically reveals what someone actually wants from a trip, which frequently leads to booking an entirely different itinerary. He explains how the internet (and AI) get travel recommendations wrong, why some of the world’s most popular destinations don’t live up to the hype, and the under-the-radar places he believes travelers should be paying more attention to. They also discuss the difference between cost and value, why Jonathan is seeing clients take fewer but “better” trips, and why true luxury has far less to do with how much you spend than with personalization, service, and creating experiences someone could never have thought to ask for themselves. This episode is brought to you by Lodgify & Bilt Suite Success listeners can enjoy 60% off Professional and Ultimate plans with code SUITE-60, available from August 25 through September 8. Offer applies to Yearly and Bi-Yearly plans. Timestamps: 00:00 Welcome to Suite Success 00:37 Meet Jonathan Alder 01:12 Six Week Travel Sprint 01:52 Luxury Itinerary Breakdown 03:59 Packing and Shopping Haul 04:45 The Founding Story of Jonathan's Travels 07:22 Luxury Service Mindset 08:26 Sports and Side Hustles 11:40 Fencing to First Big Contract 14:34 Why Advisors Beat AI 19:33 Reality Checks and Dupe Spots 24:17 Italy Done Differently 27:34 Venice Carnival Magic 30:02 Wildest Client Requests 31:21 Hidden Japan 32:29 Surprise Gem- Uzbekistan 33:21 Getting There and Staying 34:55 Summer Travel 36:26 Australia Seasons 38:29 Top Summer Hotspots 42:20 Underrated Asia Picks 43:28 Komodo Luxury Escape 46:02 Trip Trends 48:37 Everest by Helicopter 49:53 Best and Worst Moments 55:25 Suite Summary Connect with Jonathan: Jonathan Alder's LinkedIn: https://www.linkedin.com/in/jonathan-alder-4969a424/ Jonathan's Travels Website: https://www.jonathanstravels.com/ Links: Apple Podcasts - Link Spotify - Link Suite Success Website - Link Connect with Katie
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He’s Planned More than 30,000 Trips: Here’s What Travelers Get Wrong
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