We may earn money or products from the companies mentioned in this post.
Brian Kelly, widely known as “The Points Guy,” has been a transformative figure in the travel industry since founding his platform in 2010. With a mission to demystify the complexities of travel rewards and loyalty programs, Kelly has empowered millions to explore the world more affordably and luxuriously. Now, he consolidates over 15 years of expertise into his debut book “How to Win at Travel“.
I’ve heard of Brian (and followed him), for many years-but it wasn’t until I listened to him on Heather McDonald’s Juicy Scoop podcast last week that I decided to buy his new book. In this comprehensive guide, Kelly offers practical advice on a range of topics designed to enhance the travel experience (whether you’re flying first class eating caviar, or in economy with a bag of Swedish fish).
Key Takeaways from How to Win at Travel
1. Score Affordable Flights
Kelly reveals how to find the best flight deals using tools like Google Flights’ “Explore” feature. He also breaks down the best times to book, when to use points vs. cash, and how to snag upgrades (even if it involves a bit of cheeky sarcasm).
2. Maximize Loyalty Programs
If you’ve ever felt overwhelmed by airline miles and hotel points, this book simplifies it all. Kelly explains how to stack rewards, earn elite status, and redeem points for free or upgraded travel.
3. Protect Your Travel Plans
Lost luggage, flight cancellations, and unexpected emergencies can derail any trip. Kelly shares expert advice on the best travel insurance options and why third-party providers often offer better coverage than airlines.
4. Pack Smarter & Avoid Baggage Fees
From using airline credit cards for free checked bags to tracking luggage with AirTags, Kelly offers strategies to prevent baggage headaches and save money.
5. Travel at the Right Time
Want to avoid crowds and overpriced hotels? Kelly recommends traveling during the “shoulder season” (spring and fall) to get better deals and enjoy destinations without peak-season chaos.
Why You Need This Book
How to Win at Travel isn’t just for points and miles enthusiasts—it’s for anyone who wants to travel more efficiently, affordably, and comfortably. Kelly’s insights will help you stretch your budget, unlock hidden perks, and make every trip more rewarding.
