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"What to pack when I'm...dot dot dot?" It's the age old question. Whether you're jet setting off to an island or spending a weekend in the city, packing can be the most daunting (and annoying!) part of the trip. I confess, I used to be the world's worst packer, just throwing in a bunch of random stuff and hoping for the best. So I set on a journey to not only pack better, but with less. After a few years of traveling often for both work and play, this is my collection of recommendations for WHAT to pack no matter WHERE you're headed.

How to Pack a Carry-on :: I've experimented with plenty of ways to pack my carry-on bag, but this is by far my favorite. Using a method where I stack and roll the contents of my suitcase, I'm able to fit more and keep my clothes in ready-to-wear condition.

How to Pack a Carry-on :: I've experimented with plenty of ways to pack my carry-on bag, but this is by far my favorite. Using a method where I stack and roll the contents of my suitcase, I'm able to fit more and keep my clothes in ready-to-wear condition.

I took a work trip for 8 days to South Carolina and managed a wardrobe for both work and fun with under 20 pieces. Here's what I packed for a trip to Hilton Head.

I took a work trip for 8 days to South Carolina and managed a wardrobe for both work and fun with under 20 pieces. Here's what I packed for a trip to Hilton Head.

Can you survive a full week in California in just a rolling carry-on? You bet! I'm sharing what I packed for a week split between LA and San Francisco in this post on What to Pack for California.

Can you survive a full week in California in just a rolling carry-on? You bet! I'm sharing what I packed for a week split between LA and San Francisco in this post on What to Pack for California.

Packing for an amusement park vacation can be NOT so amusing, especially when you feel you're choosing comfort over cute. So I set out to find a balance between being on your feet all day and not looking too frumpy in this guide to packing for a weekend in Orlando.

Packing for an amusement park vacation can be NOT so amusing, especially when you feel you're choosing comfort over cute. So I set out to find a balance between being on your feet all day and not looking too frumpy in this guide to packing for a weekend in Orlando.

This guide is part packing, part what to do in the amazing city of Austin, Texas! I visit Austin pretty often for work, so I've got the ins and outs on what to pack for a weekend with your friends in the Lone Star State.

This guide is part packing, part what to do in the amazing city of Austin, Texas! I visit Austin pretty often for work, so I've got the ins and outs on what to pack for a weekend with your friends in the Lone Star State.

Northwest Arkansas is a beautiful part of the state to visit - whether you're picking up some culture at the gorgeous Crystal Bridges Museum or taking in a game on Dickson Street, I've prepared a guide on What to Pack while you're in Northwest Arkansas.

Northwest Arkansas is a beautiful part of the state to visit - whether you're picking up some culture at the gorgeous Crystal Bridges Museum or taking in a game on Dickson Street, I've prepared a guide on What to Pack while you're in Northwest Arkansas.