A. Ooh, sounds fun! Since your activity list seems mostly social, I’ll skip recommendations for daytime touring and shopping and stick with some suggestions for your evenings out and time lounging at the pool. I’m not sure if you’re a Carrie, Samantha or Charlotte, but the following should keep you looking “Sex And The City” chic all weekend long.
For the rooftop pool, go for glam, rather than practical. Start with a flattering swimsuit and add a chic tunic or caftan cover up. Add metallic flat sandals, oversized sunglasses and a sophisticated tote. Finish up the look with a gold cuff and hoop earrings - just remember to take them off if you go swimming! (Bonus: wear the tunic with white jeans when not at the pool)
For your evenings out, your best bet is to pack a few dresses - they take up little room in your suitcase, and will make getting dressed for the night a no-brainer. Just add some great shoes, a clutch, a wrap and some jewelry and you’re all set. (Bonus: dress them down for daytime with your flat metallic sandals from the poolside look)