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That One Time I Went Boxing on Ko Phi Phi

I spent a lot of my first trip around the world partying. I was twenty-five and ready to cut loose after a quarter century of

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The 6 Best Hotels in Tokyo

I love Tokyo. I think it’s one of the most fascinating cities in the world. I love the organized crowds where you would expect chaos.

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What Playing Poker in Amsterdam Taught Me About Making Friends

After I graduated from college, my friends and I got really into poker. Every Sunday night, we would meet at our buddy Joe’s apartment and

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The 5 Best Hotels in Medellín

Medellín is the second-largest city in Colombia and a favorite among the digital nomad crowd. Nestled in the Aburrá Valley, the city has great weather

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Traveling with Friends: How to Avoid Disaster

A few years ago, one night over dinner with some friends with whom I shared a love of gourmet food, sushi, great cocktails, politics, and

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The 7 Best Hotels in Berlin

Berlin is a cool city. Multicultural and artsy, Germany’s capital city is home to artists and creatives from all over the world. A hub for

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On the Road in 2024

Hello there! It’s been a while since I’ve written a real blog. Sure, there have been lots of how-to posts, itineraries, where-to-stay suggestions, and old-post

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The 7 Best Hostels in Edinburgh (Updated 2024)

Posted: 6/10/2024 | June 10th, 2024 Edinburgh is a historic city full of centuries-old architecture, cozy pubs, and world-class whisky. I’ve been there a bunch

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The Best Walking Tours in Bordeaux

Bordeaux is a wine-lover’s paradise and an incredibly beautiful city. I first went there in 2010 and have been a huge fan ever since. Its

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What You Need to Know

Earning points and miles is the best way to fly more for less. It’s the way I’ve been able to stay on the road for