November 17, 2025

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

50 minutes

Learn how to get over-the-top luxury bucket list experiences for free that usually cost thousands of dollars per night.

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Subscribe to The Maverick Show’s Monday Minute Newsletter

where I email you 3 short items of value to start each week that you can

consume in 60 seconds (all personal recommendations like the latest travel gear I'm using, my favorite destinations, discounts for special events, etc.).

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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.

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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)

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ENJOYING THE SHOW?

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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By Matt Bowles: Digital Nomad & Full-Time Traveler Since 2013

205205 ratings

November 17, 2025

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

50 minutes

Learn how to get over-the-top luxury bucket list experiences for free that usually cost thousands of dollars per night.

_____________________________

Subscribe to The Maverick Show’s Monday Minute Newsletter

where I email you 3 short items of value to start each week that you can

consume in 60 seconds (all personal recommendations like the latest travel gear I'm using, my favorite destinations, discounts for special events, etc.).

Follow The Maverick Show on Instagram ____________________________________

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.

____________________________________

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?

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! :)

...more