12 Editor-Picked Vacation-Wear Picks

We love a good staple summer fruit for your clothing — after all, nothing says "tropical weather" quite like a pineapple.

Shift dress, $550, Moschino Cheap & Chic; net-a-porter.com.

Accessorize this light tank accordingly with a tall glass of pink lemonade.

Top, $64, topshop.com.

These are the updated version of bermuda shorts that won't make you look like a tourist, but just make sure to lose the fanny pack.

Shorts, $88, BLANKNYC; nordstrom.com.

You never know when you'll be invited aboard a yacht – or tossed into a pool. The Baby-G BG169R-4 is water resistant to 200M and withstands the shock of rough tides and slippery surprises.

Price available at baby-g.com.

We all know that a maxi dress is the quintessential summer date outfit, working anywhere from beach nights to cruise days.

Maxi dress, $195, MICHAEL Michael Kors; net-a-porter.com.

This tank is a preppy and fresh travel necessity, and can either be casually paired with jeans or, instead, dressed up with tailored capris.

Tank, $105, Acne; net-a-porter.com.

Pair these high-waisted shorts with a crisp white button-down for a beachy, '50s pinup look, but without looking dated.

High-waisted shorts, $64, topshop.com.

They say time flies when you're having fun. The shock resistant Baby-G BGD141-8 helps you keep track with a precise digital clock programmed to 2099. It also serves as a calendar, countdown timer, and 1/100 second stopwatch (so your cousin can stop cheating in the annual beachfront dash, already).

Price available at baby-g.com.

Off of work for the weekend or, if you're lucky enough, for the month? This colorful maxi dress is fitting for a summer-long happy hour

Maxi dress, $350, J. Crew; net-a-porter.com.

From your neighbor's cookout to the Cayman Islands, a bright pair of tailored pants are a great way to give you a polished Hamptons look.

Pants, $168, Current/Elliott; net-a-porter.com.

This classic collared dress is perfect for a day out on a boat or a night at the carnival.

Dress, $78, I.Madeline, nordstrom.com.

Fun and floral, this top is the very definition of summertime living.

Suntop, $52; topshop.com.