EPISODE · Sep 10, 2026 · 8 MIN
What’s New at Jamaica’s Iconic Round Hill
from The Insider Travel Report Podcast · host Insider Travel Report
Josy Karabolad, global head of sales and marketing for Round Hill Hotel and Villas in Jamaica, talks with James Shillinglaw of Insider Travel Report at last month's Virtuoso Travel Week in Las Vegas about her classic old-guard luxury resort in Jamaica. Round Hill, which opened in the early 1950s, sits on a 110-acre private estate on a secluded peninsula in Montego Bay. The resort has 137 accommodations total: 36 oceanfront rooms in the Ralph Lauren–decorated Pineapple House, five suites, and 27 secluded private villas with two to six bedrooms. It has a full slate of dining options and activities around the property. For more information, visit www.roundhill.com. All our Insider Travel Report video interviews are archived and available on our Youtube channel (youtube.com/insidertravelreport), and as podcasts with the same title on: Spotify, Pandora, Stitcher, PlayerFM, Listen Notes, Podchaser, TuneIn + Alexa, Podbean, iHeartRadio, Google, Amazon Music/Audible, Deezer, Podcast Addict, and iTunes Apple Podcasts, which supports Overcast, Pocket Cast, Castro and Castbox.
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What’s New at Jamaica’s Iconic Round Hill
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