Luggage And Bags: This is a tropical island, so warm clothes are the ticket. I try to take as little as possible and items that I can mix and match.
Clothing/Shoes/Weather Gear: I usually where something that can go from any weather (if it is winter in NY, then I wear a pair of jeans, walking shoes, t-shirt with a sweather on tope and my jacket). I also carry my tooth brush (no morning breath here), something to read, glasses, contact case and travel solution, Tylenol (I usually get headaches during long flights).
2 pair of slacks usually one black and one white
black jacket to dress up the slacks or for casual dinning)
3 dresses, usually 1 black dress and the other two can be floral or solid cotton or linen which can go from day to night
1 pair of Capri's
3 skirts or shorts which can be worn either during the day or into the early evening
2 white t-shirts or tank tops
3 casual/dress shirts
1 pair of flip-flops for the beach
1 walking shoes for daytime touring
2 pairs sandals
2 bathing suits and 2 cover-ups
one week’s worth of undergarments
2-3 pajamas or oversized t-shirts for sleeping
Toiletries & Medical Supplies: 4 spare pairs of contact lenses
contact lens solution
spare glasses
extra pair of sunglasses
blow dryer (never leave home without it)
travel iron
cosmetics in a travel case
my favorite shampoo and conditioner in travel sizes
hand and body lotion travel size
Tylenol, allergy medication and any other medication I am taking at the time
Hair accessories, brush, hats or caps
2 cameras, plenty of film and extra batteries for the camera
Guide books, itineraries, maps, an extra ATM card for withdrawal from savings if my regular card fails, 2 credit cards, $500 in cash for just in case of emergency
Extra travel bag to put all my purchases in.
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