
Not a generic list of deals — real answers to the questions we asked ourselves before and during our travels across the world. Looking for the gear behind the photos instead? See our travel gear.
559 resources
Every packing list for a long trip assumes you're packing for every climate you might hit along the way. We didn't. The actual strategy behind a long trip across 20 countries was routing the trip to chase good weather season to season, and buying or swapping pieces on the road when a leg didn't match what was already in the bag, rather than hauling a suitcase built to survive every climate on earth at once.
Before a long trip, "do I need travel insurance" isn't really the question — the answer is yes. The real question is what it should actually cover, and how to tell a policy that's worth the cost from one that just looks reassuring on a comparison page.
Every hotel, café, and airport lounge on a long trip asks the same question — "connect to this WiFi?" — and the honest answer is that public networks are exactly as risky as people say, just easy to get complacent about after the fiftieth one. Here's what actually matters.
Search "travel insurance" and the results assume you mean a one- or two-week vacation, because that's what most people are buying. A multi-month or round-the-world trip isn't a bigger version of that same policy — it's often a genuinely different product, and buying the wrong type is how people end up with a real gap in coverage on week nine.