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How to Win at Travel

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How to Win at Travel

By: Brian Kelly
Narrated by: Brian Kelly
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About this listen

Turn your wanderlust into reality with expert strategies from Brian Kelly, the founder of The Points Guy—the leading voice in travel and loyalty programs—with this ultimate resource for everything from leveraging airline and credit card points to planning your dream itinerary.

In How to Win at Travel, Brian Kelly shares his greatest tips and strategies to experience the world in ways you never thought possible. This compre­hensive guide is a road map with all of the knowledge and tools you need to become an expert traveler.

Get practical advice on a range of topics, including how to find the cheapest flights; effectively leverage airline, hotel, and credit card loyalty programs; conquer your fear of flying; beat jet lag; and score free flights and upgrades. Kelly also covers the ins and outs of travel insurance and getting the right credit cards to make your travel more affordable and enjoyable. He discusses the art of dealing with travel mishaps, speaks to the technology you need to manage modern travel, and shares ideas for pinpointing the best destination for you.

Whether you’re a young adult traveling solo, a road warrior business traveler, a growing family looking for new experiences, or a retiree ready to explore the world, reach for this guide to plan an unforgettable trip. Easy to understand, informative, and inspirational, How to Win at Travel is the definitive travel guide for your next adventure, no matter how big or small.

©2025 Brian Kelly (P)2025 Simon & Schuster Audio
Personal Finance Travel Writing & Commentary

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Must read if you love travel

I’ve been following Brian on Instagram for years. He’s so delightful and knowledgeable, and that really shows in this book. I already considered myself knowledgeable regarding points, but I learned SO much more in this book. I took so many notes and cannot wait to apply what I’ve learned. But the best part of this book is Brian himself. His anecdotes, sense of humor, and love for his family and friends is so endearing. And if there’s any theme of this book, it’s that kindness goes a long way and to always be kind to everyone you encounter when traveling. I couldn’t agree more. 5 stars!

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Loved it

I loved the passion and joy Brian shows when sharing all this amazing info to everyone.

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The Ultimate Travel & Finance Hack—A Must-Read for Everyone

The ROI on this book is truly limitless. As someone who already considers themselves a travel expert, well-versed in points, miles, and maximizing rewards, I wasn’t sure how much more I could learn. But How to Win at Travel completely exceeded my expectations.

Brian Kelly isn’t just a master at maximizing rewards and winning at travel—he’s also incredibly skilled at breaking down complex topics in a way that’s easy to understand and apply. Travel hacking, elite status strategies, and personal finance tips can often feel overwhelming, but Brian presents everything in a clear, digestible, and engaging way. No jargon, no fluff—just straightforward, actionable advice that anyone can use.

Whether you’re a seasoned pro or just starting to explore how to travel smarter, this book is packed with invaluable insights—how to earn and redeem points, protect yourself while traveling, maximize elite status, and much more.

But here’s what makes this book a must-buy: Even if you don’t travel often (or at all), there’s still so much value inside. Brian explains how to earn rewards on everyday purchases, optimize your spending, and take advantage of perks you may not even realize exist. This isn’t just a book about travel—it’s a book about making smarter financial decisions that will benefit you for life.

It’s a New York Times bestseller for a reason. I genuinely believe everyone should read this book—whether you want to travel better or simply make your money work harder for you. I own both the physical copy and the audiobook (narrated by Brian himself) because the insights are that good, and I want to revisit them again and again.

And now? This book has officially become my go-to gift for every occasion—Christmas, birthdays, weddings, you name it. The value packed into these pages is unmatched. If you want to unlock more from your travels, your money, and your life, this is the book to buy.

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It’s like getting advice from your older, wiser brother

Fantastic advice given in easy to digest segments making it super simple to implement the best strategy for YOU! I’ve been anxiously awaiting for this book to be released. Brian Kelly has a great reading voice and pace for the audible. He offers practical advice that you can apply to all travel/ income levels and stages of life. I’m looking forward to leveling up the points and miles I earn from my business travels to WIN MORE when booking my family vacations. Loved it so much I just bought the physical book at the airport to give as a gift to my parents who are just starting their points earning journey.

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