HAT // Sure, a Fedora seems like the natural choice, but I needed a full brim hat to give my face some sun protection and the mesh back to keep me cool in the warm climate. Elevate your hat game with fun colors and a trucker style.

SUN SHIRT // I wore this shirt EVERY DAY. Once the sun rose above the buildings, the sun and heat get intense. If you are outside in the middle of the day, it's really best to cover up. It actually keeps you cooler and protects your skin. I saw plenty of really bad sunburns. Don't be that person. Plus, this shirt has roll-up sleeves, a wide lapel collar, and pockets making it a much more fashionable option than a dorky safari shirt!  

RUNNING SHOES // You are going to want a closed toe, comfortable walking shoe. Havana is enormous and if you have any hopes of exploring it by foot (which I highly recommend, vs taxi or car) for a few days, you need something comfortable. Especially in Old Havana, there is broken glass and questionable puddles that you want to avoid.

DAY PACK // This pack has been around the world with me and for good reason. It packs down to nothing inside my carry on bag and is perfect for day trips. It's a waterproof roll top so it can fit whatever you need that day and keep it dry.