Growing up in the Midwest, my Thanksgiving was the traditional spread of turkey, stuffing, and pumpkin pie, devoured at a relative’s home in suburban Chicago. But I grew up to be an inveterate traveler and spent the holiday in many places—one of the best was the historic, colorful Belgian city of Bruges. Several years ago...

Cost/day: $10 The Caribbean isn’t really that cheap. However, if you’re creative and have some skills, anything is possible. Most of my money went on beer and bus tickets. What’s the strangest thing you’ve seen lately? Three men waving a live lobster, barracuda pizza and and an Ugly Man competition. A recent day typical of...