I had a lot of fun during my first trip around the world. At twenty-five, I was ready to let loose and experience new things after living a sheltered life. Backpacking, to me, was all about meeting people, partying, and being open to new adventures. This mindset led me to some wild experiences, like getting into a boxing ring in Ko Phi Phi, Thailand.
Prior to embarking on my journey in 2006, I used MySpace to connect with other travelers in advance. As an introvert, I was worried about making friends on the road. MySpace had travel groups, and I reached out to people to meet up during my trip. I was an early adopter of using the internet for social connections, having a blog in 2001 and even meeting my first girlfriend on Friendster when online meetings were still considered taboo.
After arriving in Bangkok, I unexpectedly ran into Lindsay at the airport, a British traveler I was supposed to meet in Krabi. She was accompanied by her friends John and Stephanie. Since we were on the same flight to Phuket, we decided to start our journey together early.
In Phuket, we stayed at a hostel made famous by the movie The Beach, which turned out to be as bad as portrayed in the film. After a night, we decided to move on to Ko Phi Phi, an island still recovering from the tsunami that hit it two years earlier. The island was bustling with noise, debris, and construction, but we found a cheap room at the far end of the town and shared it to save money.
That night, we immersed ourselves in the typical backpacker activities on the island, enjoying the nightlife and trying out the bars. One bar, the Reggae Bar, was known for its cheap drinks and a boxing ring where backpackers could fight for free buckets of booze. As the night progressed, fueled by alcohol, I impulsively decided to step into the ring and ended up boxing an intoxicated German man.
Although I won the first round, the German guy emerged victorious in the end. Despite the loss, the crowd cheered for the underdog, and I was rewarded with a free bucket of booze. The next morning, I woke up sore and regretting the impulsive decision to box a much larger opponent for a few drinks. It was a spontaneous experience that I won’t repeat, but it created lasting memories.
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Book Your Trip: Logistical Tips and Tricks
Book Your Flight
Find a cheap flight by using Skyscanner. It’s my favorite search engine because it searches websites and airlines around the globe so you always know no stone is being left unturned.
Book Your Accommodation
You can book your hostel with Hostelworld. If you want to stay somewhere other than a hostel, use Booking.com as it consistently returns the cheapest rates for guesthouses and hotels.
Don’t Forget Travel Insurance
Travel insurance will protect you against illness, injury, theft, and cancellations. It’s comprehensive protection in case anything goes wrong. I never go on a trip without it as I’ve had to use it many times in the past. My favorite companies that offer the best service and value are:
Want to Travel for Free?
Travel credit cards allow you to earn points that can be redeemed for free flights and accommodation — all without any extra spending. Check out my guide to picking the right card and my current favorites to get started and see the latest best deals.
Need Help Finding Activities for Your Trip?
Get Your Guide is a huge online marketplace where you can find cool walking tours, fun excursions, skip-the-line tickets, private guides, and more.
Ready to Book Your Trip?
Check out my resource page for the best companies to use when you travel. I list all the ones I use when I travel. They are the best in class and you can’t go wrong using them on your trip.