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In this episode of The Travel Tidbits Podcast, host Jamie Weitl, owner of Pineapple Escapes Travel, sits down with special guest and Pineapple Escapes agent Samantha Harris, fresh off her experience at the ALGV Diamond Elite Event in Punta Cana. Samantha represented the agency among top-performing advisors, attended exclusive ALGV meetings, previewed upcoming industry changes, toured brand-new resort openings, and even enjoyed a private concert by American Authors.
Together, Jamie and Samantha break down:
• What it really means for Pineapple Escapes Travel to be a Diamond Elite agency
• How this status directly benefits clients through service, support, and exclusive opportunities
• First impressions of the brand-new Secrets Playa Esmeralda and Dreams Playa Esmeralda resorts
• Key insights from ALGV’s private sessions, including trends and updates coming in 2026
• Highlights from the Diamond Elite event — from networking moments to the unforgettable American Authors concert
Whether you're dreaming of an adults-only escape, planning a family getaway, or simply curious about how top-tier agencies stay informed, this episode offers insider perspective straight from the source.
Support Jamaica Relief Efforts
Pineapple Escapes is helping raise funds for the Sandals Foundation to support ongoing relief efforts in Jamaica. If you’d like to contribute, you can donate via our Venmo:
➡️ https://venmo.com/PineappleEscapes
🍍Follow @pineappleescapestravel on Instagram for more travel inspiration!
🍍Email us at [email protected] or text us at 815.691.2614 to start planning your next vacation!
🍍If you enjoyed this episode, subscribe and leave a review. Happy travels!
Learn more about your ad choices. Visit megaphone.fm/adchoices
By Jamie Weitl5
1717 ratings
In this episode of The Travel Tidbits Podcast, host Jamie Weitl, owner of Pineapple Escapes Travel, sits down with special guest and Pineapple Escapes agent Samantha Harris, fresh off her experience at the ALGV Diamond Elite Event in Punta Cana. Samantha represented the agency among top-performing advisors, attended exclusive ALGV meetings, previewed upcoming industry changes, toured brand-new resort openings, and even enjoyed a private concert by American Authors.
Together, Jamie and Samantha break down:
• What it really means for Pineapple Escapes Travel to be a Diamond Elite agency
• How this status directly benefits clients through service, support, and exclusive opportunities
• First impressions of the brand-new Secrets Playa Esmeralda and Dreams Playa Esmeralda resorts
• Key insights from ALGV’s private sessions, including trends and updates coming in 2026
• Highlights from the Diamond Elite event — from networking moments to the unforgettable American Authors concert
Whether you're dreaming of an adults-only escape, planning a family getaway, or simply curious about how top-tier agencies stay informed, this episode offers insider perspective straight from the source.
Support Jamaica Relief Efforts
Pineapple Escapes is helping raise funds for the Sandals Foundation to support ongoing relief efforts in Jamaica. If you’d like to contribute, you can donate via our Venmo:
➡️ https://venmo.com/PineappleEscapes
🍍Follow @pineappleescapestravel on Instagram for more travel inspiration!
🍍Email us at [email protected] or text us at 815.691.2614 to start planning your next vacation!
🍍If you enjoyed this episode, subscribe and leave a review. Happy travels!
Learn more about your ad choices. Visit megaphone.fm/adchoices

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