Recently, for example, a nursing mother was told by a TSA agent that she couldn't bring a breast pump with empty milk bottles on board the plane. (Legally, she could.) In 2007, the TSA lifted its ban on regular lighters, but many screeners still confiscate them. (Legally, they can't.) The moral of the story: Familiarize yourself with the TSA's rules and regulations, because you can't necessarily expect your security screener to be well informed.
When it comes to packing, procrastinators fall short. Start your packing process days or even weeks ahead of your departure date; this gives you time to craft a complete list, plus purchase any additional items you might need for your vacation. Creating a packing list is a fail-safe way to ensure that you never, ever forget to bring something important.
One of the first lessons I learned on the road was that your plans will nearly always change. You’ll arrive in a place and hate it and want to leave immediately, or you’ll fall in love with a destination and want to spend longer there. You’ll make friends with a group of awesome people and want to change your plans so you can travel with them for longer, or you’ll find out about an amazing town that’s nearby and want to head there instead.
Over the years, I’ve learned a few valuable lessons that I would love to share with budding entrepreneurs, saving them from making the same mistakes I did. I have two tips when it comes to saving on hotel bookings. One, call the hotel and book directly. They would gladly offer you a better deal as they will save money from paying commission to the booking websites. Two, it also pays off to book last minute, reserving a room after 6 p.m. on the day of your arrival could bag you an even better deal.
Many people view business travel as one of the worst parts of their job. The stress of policy-compliant booking, tight packing, busy airports, and trying to squeeze a Macbook Pro between yourself and the reclined seat ahead of you without spilling a complimentary ginger ale on the snoring man in 16B can surely be overwhelming. It’s a lot to manage on your own.
Furthermore, if you're in a higher-risk situation—if, say, your medical insurance doesn't cover you abroad or you're heading to the Caribbean during hurricane season—travel insurance might be a smart purchase. Otherwise, maybe you're better off pocketing the extra hundred dollars or so and taking your chances on the road. To learn more, read Travel Insurance 101: What to Know Before You Buy.
In Five Tips for Fitting it All in a Carry-on Bag, Caroline Morse advises travelers to leverage their personal-item allowance, suggesting, "Forget wasting my personal-item allowance with a tiny purse. I'll bring a larger tote bag that I can stash under the seat but will still give me extra storage space. This will come in handy for keeping all of the things I'll need to be on hand during the flight within arms' reach as well."
So many tips here that I live by. After 5 years on the road I came to #4 (kids). Recently had a month in USA and happily did #12 (blow budget) but we have come back and said to ourselves that it’s not really worth those massive big budget blowing trips with our little one only being 2 yo (almost 3) as she can get great fun out of almost anything. We took her to Disneyland and her best time was a bench seat that had old tractor seats on it!
If travelling for a long time, take your own device that can pick up wifi, like a smartphone or tablet. We didn’t do this because we didn’t want to bring an expensive item backpacking, but it turned out to be incredibly expensive to use the internet, or impossible to find any. Yet there is free wifi in places all around the world, and you quickly realise how often you need to tap in to things like bank accounts or travel bookings. More: 10 ways to cut your smartphone roaming costs
This is a no-brainer, but it's something that many travelers don't think to do. If you missed the cancellation window for your hotel, restaurant, or car booking but can still change the reservation date free of charge, move your reservation back by several weeks or months. Then call back to cancel with a different representative. Sneaky? Sure. But it works, and you'll never get stuck with a lousy cancellation fee again.
At least every six months I'll empty my laptop bag and suitcase and remove items that I don't regularly use. There are tons of travel and technology gadgets that seem like good ideas, and it can be tempting to pack backup clothing, batteries, and a half-dozen pairs of shoes, but at some point you're going to be dragging, lifting, and hauling those items while they contribute nothing to your trip. In all but rare cases, items from clothing to chargers are available nearly anywhere in the world, so six pounds of backup gear is probably not worth hauling for a year on the off chance you will need it and can't find a local replacement.
“I’m a firm believer that everything you need for a trip — whether it be three days or three weeks — should be able to be packed in a carry-on. This is simple once you master the art of layering your clothes. Choose a color combination for your attire and pack only pieces that match this so that you can mix, match and layer to create different looks (instead of packing completely separate outfits).”