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How to Win at Travel
Turn Your Wanderlust Into Reality by Brian Kelly
In partnership with
Travel isn’t just about seeing the world—it’s about unlocking it.
Summer’s here. Are you traveling smarter—or just spending more?
In How to Win at Travel, Brian Kelly—founder of The Points Guy—shares his hard-earned secrets to hacking flights, maximizing points, and turning everyday expenses into unforgettable trips. Whether you're a seasoned frequent flyer or just booking your first big summer getaway, this guide gives you the tools to travel better, cheaper, and more confidently.
From selecting the right credit cards to discovering hidden perks at check-in, this book is a masterclass in maximizing your travel budget—without compromising comfort or style.
SMARTEST TAKEAWAYS
Think Beyond Booking—Travel Is a System to Master
1️⃣ Your Wallet Is Already Earning You Flights: Kelly doesn’t just talk points—he explains multipliers. Most travelers earn 1 point per dollar; pros earn 3–10x by using the right cards in the right categories (groceries, dining, streaming services). You’re already spending—this book shows you how to spend strategically.
2️⃣ Airline Alliances Are Your Secret Weapon: You don’t need to be loyal to one airline. Kelly reveals how to book better flights—often on premium carriers—by redeeming points through partner programs with more generous award availability and lower fees.
3️⃣ Cash Is a Tool, Not the Goal: One of the smartest mindset shifts: stop trying to save the most money and start maximizing value. Booking a $700 hotel for 20,000 points + a free breakfast upgrade? That’s the kind of win Kelly wants you to chase.
Brian Kelly is the Founder of The Points Guy, the trusted travel media platform that has revolutionized the travel and loyalty industries.
INSIGHTFUL EXAMPLE
The Upgrade You Didn’t Know You Could Get
Brian Kelly shares the story of a friend who booked an economy ticket using points—but ended up flying business class. The trick? They used a lesser-known airline partner and took advantage of how point transfers and fare classes work behind the scenes.
You don’t need elite status or a platinum card to travel well. The system is full of hidden upgrades—if you know where to look. With the right strategy, the seat you deserve might be a lot closer than you think.
BOOK FACTS
How to Win at Travel
First Published: February 4, 2025
Print length: 336 pages
Listening length: 10:28
Ratings: 4.3 Amazon, 3.9 Goodreads
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