363: How to Use Points & Miles to Visit Private Islands, Stay in Overwater Bungalows & Arrive by Seaplane in Bora Bora, the Maldives and the Seychelles with Chew from ChewsToExplore
Podcast: The Maverick Show: Travel Stories on Culture, Identity & Living Beyond BordersRating: Explicit Published On: Mon Nov 17 2025
Description: Learn how to get over-the-top luxury bucket list experiences for free that usually cost thousands of dollars per night. ============================ Get the Monday Minute my weekly email with 3 personal recs for travel, culture, and living beyond borders you can read in 60 seconds. ============================ ON THIS EPISODE In Part 2 of this interview Darren Chew (“Chew”) breaks down the tactics for using points and miles to fly business class and have the world’s most epic luxury experiences for free. He explains the real value of a free breakfast in the Seychelles, how to plan around blackout dates and peak travel prices, and why flying Alaska Airlines is one of his favorite travel hacks. Chew then shares his observations about anti-Blackness around the world, reflects on how travel has impacted him as a person and his relationship with his wife, and explains how he balances travel content creation with living in the moment. He then gives tips for traveling as a couple, traveling with carry on luggage only, and reflects on what travel means to him today. → Full show notes with direct links to everything discussed are available here. ============================ FREE RESOURCES FOR YOU: See my Top 10 Apps For Digital Nomads See my Top 10 Books For Digital Nomads See my 7 Keys For Building A Remote Business (Even in a space that’s not traditionally virtual) Watch my Video Training on Stylish Minimalist Packing so you can join #TeamCarryOn See the Travel Gear I Use and Recommend See How I Produce The Maverick Show Podcast (The equipment, services & vendors I use) ============================ ENJOYING THE SHOW? Follow The Maverick Show on Instagram and DM Matt to continue the conversation Please leave a rating and review — it really helps the show and I read each one personally You can buy me a coffee — espressos help me produce significantly better podcast episodes! :)
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