I'm the type of person who likes to have a few things to do during the travel part: reading material, writing material (never know when inspiration will hit), music, etc. What I've learned is bringing the appropriate bag for your trip. If I'm going on a fun trip to see a new place, I carry a crossover bag so that my arms are free. If this is the case, I keep my fun items to one. Hey, I'll be on the go anyway to see new things. If I'm visiting family, there is a lot of relax time, so I can bring the extra "toys." Also, when you're with family you have a more secure place to leave your belongings, unlike a hotel, so keep security in mind.
Since I'm on a family trip, my go-to bag is my MICHAEL Michael Kors Jet Set Tote. It's called Jet Set for a reason, my friends! This line comes with the option of the top of the tote ziping closed or not. Security! The one I use doesn't zip, which is why I only use it on family trips. I bought it on sale last year and love it!
As you can see, the tote comes with two side pockets. On the inside, there is another zip pouch in the center which acts as a divider. That's where I zip my wallet up. In addition, there are several pockets along the walls. This tote is amazing. I carry everything with me in it, including a liter bottle of water. Travel in style, ladies!