For a timeless look and heirloom-quality construction, you can’t get better than duffels from American heritage brand Filson. The brand tests their gear on real-life customers who haul their bags hunting, fishing, and even dog-sledding, so this bag is guaranteed to weather every weekend trip you haul it on — and that leather will only look better with age. 

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Your travel bag needs minimal styling—it goes with just about everything. Want to travel in ultimate comfort? Try pairing your all-black activewear look with a black leather weekender for a cool and comfortable look that is always appreciated. If you want to travel in style, pair your skinny ankle jeans, chunky knit, and booties with a cognac leather travel bag for a casual and timeless look.
My favorite tip is to be organized and prepared but still willing to be spontaneous. When going new places, my husband and I research the top places to go, get recommendations, and decide what general areas we want to go to. We make sure to hit the top things on our list and then just wander to see what else we can find. When we went to Tokyo, we found the best ramen place and a beautiful little park just by wandering around.

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As phones get smarter, and my travel experience grows, I find I really don’t need more than a wristlet most of the time. It’s lightweight and I grasp like a clutch while I’m walking but can let it dangle on my wrist for a moment if I need both hands. The amenity bags my husband gets on business class flight for work make great wristlets–ones from KLM look like leather, are generously sized (for a wristlet), unisex designs and have no logos on them.
Made of durable canvas and “genuine Crazy Horse” leather, this weekender was made to last. Reviewers were so impressed with the amount of space in this bag that they posted lists of all the items they were able to fit inside of it. They also noted the thick shoulder strap, which makes it easy to carry four to five days worth of clothing hands-free.

My favorite tip is to be organized and prepared but still willing to be spontaneous. When going new places, my husband and I research the top places to go, get recommendations, and decide what general areas we want to go to. We make sure to hit the top things on our list and then just wander to see what else we can find. When we went to Tokyo, we found the best ramen place and a beautiful little park just by wandering around.


"Whether I'm going on a short weekend trip or a weeks-long overseas vacation, I like to pack light. I don't see the fuss in overstuffing a bag if you're only going to use a fraction of what you're lugging around. That's why the Recon Daypack is perfectly designed for a traveler like me. With its organized compartments and simple design, it makes the ideal carry-on backpack. That's why I've had mine for a number of years." — Sean Flynn, Digital Operations Editor

1. For a $200+ dollar bag, I would not expect to have so many problems with the zippers. The design of zippers around the top of the bag is such that they get stuck in the corners at the bottoms and it take a minute of rearranging the sit of the zipper tracks and jangling with the zipper to get it come unstuck and finally zip up. On my bag, this is a bigger problem on the right side corner as you are looking at it. Perhaps this could be remedied by simply using a slightly bigger zipper track or bigger zipper tag? Regardless, its an obnoxious tick.

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I purchased this bag to go out of town last minute for work. I wanted something leather for sure. I was looking around and found this. The size was right. It had a shoulder strap and I like the texture and grain of the leather. Bag is awesome. Seems like it will last for a very long time with some basic leather treatment. Only thing I would have like to have is the lockable zip pulls for when this bag has to be checked on a flight. I just used some strong zip ties to keep the zippers closed.

The size is perfect for I'd say a two-to four-day trip, and it's absolutely the ideal carry-on. I just recently checked at the airport. It fits headlong or sideways into any larger plane's overhead bin — a major advantage — and will never rouse the contempt of flight attendants or gate checkers looking to cut down on carry on by forcing you to check your bag. At the same time, I was able to pack it for a week-long international trip recently (which is pushing it somewhat) but worth it all to skip the airport carrousels and keep all my important things close by.


Second of all, a lot of people are complaining about the inside zippers being busted but the supper just separated, which is an easy fix. All you have to do is zip it back and forth one time and fixed! My backpack came with “busted zippers” but I literally just zipped it once and back and it was fixed. It’s like these people don’t even try to zip it before they go online to complain.

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Best travel tip: DO IT! Posts like this might make some think it’s better to stay at home, but it’s really meant to encourage you to travel. If you’ve wanted to travel, but just never figured out how to fit it into your life, get ready. If you want to go, there’s a way to do it. You might not be the most stylish (but you could!) or stay at the most luxurious hotels, etc, but you’ll be THERE! Wherever you want to be! Just Do it! (And read TFG for all the tips, not just the fashion ones!)
My favourite cross-body travel bag isn’t mentioned here. It’s the Ameribag, a.k.a. the Healthy Back Bag. It’s very sturdily made, it’s ambidextrous (can be slung and accessed from either right or left), it’s comfortable to wear in a number of ways, it’s machine-washable (depending on the model – mine is the Distressed Nylon), and you can get it in various sizes and colours. Plus, the bag is soft and flexible enough to be collapsed and folded/rolled up when needed.
We love this bag from Issara — a small, socially conscious leather goods company in London — because of all the thoughtful, functional details for travel. It's got a full zipper closure to keep everything secure (and for stowing under the airplane seat without your belongings spilling onto the floor), multiple interior and exterior pockets to keep you organized, a roomy and sturdy interior (no collapsing in on itself while searching for an item), and a structured bottom with metal feet. As a major bonus, you can feel great about your purchase: the artisans Issara works with in India and Indonesia receive fair living wages, healthcare, and safe work environments, and all of the materials and processes used to produce the  leather products are environmentally friendly. 
The weekender bag is a practical, versatile piece of luggage designed for short trips. Large enough to fit a few days’ worth of clothing, yet compact enough to stow in the overhead compartment, these smart accessories deserve a special place in any traveler’s arsenal. They are easy to carry around and come in all styles, colors, and materials to suit everyone’s needs.

I love my bag!!! This is a beautiful bag with quality workmanship. It comes with a large inside zipper compartment trimmed in leather, leather luggage tag, brass feet and tasteful logo stamp at bottom front of bag. The hardware is sturdy as well a nice looking. It looks more expensive than it is so its a real bargain. I love the leather smell also. The description only mentioned the cellphone pockets, pen and card holder so I got more than expected. The outer zipper is metal YKK with leather tab. It's roomy with enough space for a weekend rendezvous. I'm very pleased!!

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What would you recommend to avoid being robbed? One place I read, suggested a backpack. A backpack surely seems unsafe and you can’t see them going into your bag. I was in Egypt in 09 and a lot of people were robbed while sightseeing. Please advise as I’ll be traveling to South Africa (Johannesburg and Cape Town) soon and doing a lot of sightseeing. I like the idea of the anti theft one mentioned in your article.
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