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

Darren Chew (“Chew”)
Darren Chew (“Chew”) is the award-winning co-founder of ChewsToExplore, a platform dedicated to showing travelers how to see the world and save a dollar. He and his wife have traveled to over 60 countries by using points, miles, travel deals, and smart planning, and now teach others how to have unforgettable experiences without overspending. Their YouTube channel has nearly 100,000 subscribers and almost 10 million views. He’s partnered with brands ranging from Priceline to Wyndham Hotels to the tourism board of Puerto Rico.
What You'll Learn
- Tactics for Using Points and Miles for Over the Top Luxury Experiences
- Planning Around Blackout Dates and Peak Travel Prices
- Tips for Traveling Together as a Couple
Links From the Episode
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LOCATION WHERE THE INTERVIEW TOOK PLACE
- Matt: Asheville, North Carolina
- Chew: Long Island, New York
#1 BOOK THAT CHEW RECOMMENDS
#1 PERSON WITH WHOM AMENA WANTS TO HAVE DINNER
TOP 3 TRAVEL DESTINATIONS
TOP 3 BUCKET LIST DESTINATIONS
TOP 5 JAMAICAN DANCEHALL ARTISTS
TOP 5 HIP-HOP EMCEES
OTHER ARTISTS MENTIONED IN THIS EPISODE
BASKETBALL TEAM CHEW PICKS TO WIN THE 2026 NBA CHAMPIONSHIP
PLACES IN FRENCH POLYNESIA CHEW AND HIS WIFE VISITED
PLACES IN CHILE MENTIONED IN THIS EPISODE
PLACES IN PERU MENTIONED IN THIS EPISODE
SEARCH ENGINE CHEW RECOMMENDED
AIRLINE COMPANIES MENTIONED IN THIS EPISODE
- Air France
- Alaska Airlines
- British Airways
- Copa Airlines
- Emirates Airways
- Iberia Airlines
- LATAM Airlines
- Qatar Airways
- Saudia Airlines
- Turkish Airlines
OTHER PLACES MENTIONED IN THIS EPISODE
Time Stamped Show Notes
**Click the time stamp to jump directly to that point in the episode.
[1:00] Chew’s Luxury Travel Experiences
[3:13] Tactics for Using Points and Miles for Over the Top Luxury Experiences
[11:42] What a Free Breakfast Really Means
[12:27] Planning Around Blackout Dates and Peak Travel Prices
[15:49] Why Flying Alaska Airlines is one of Chews Favorite Travel Hacks
[21:00] The Beauty of Chile and Bolivia
[23:13] Observations on the Internationality of Anti-Blackness Around the World
[25:23] How Travel Has Impacted Chew’s Relationship with his Wife
[26:52] How Travel Has Impacted Chew
[27:30] How to Travel with Carry-On Luggage Only
[30:43] Balancing Travel Content Creation vs. Living in the Moment
[33:35] Tips for Traveling Together as a Couple
[35:03] What Travel Means to Chew Today
[35:57] The Lightning Round
[43:47] Follow and Connect with Chew