When planning your summer vacation, it’s usually easy to decide what to wear during the day. A simple t-shirt or tank top paired with swim trunks and sandals makes for the perfect beach or poolside outfit. However, the real challenge arises when figuring out what to wear in the evening. Coming from a cooler climate, many of us are used to bundling up with jackets, jeans, and sweaters when the sun goes down. Whether you’re heading to a cozy dinner or an energetic night out, preparation is key for pulling off a stylish look.

Polo Shirts

Polo shirts are a great choice for evenings on vacation. They strike the perfect balance between being casual and classy, making them ideal for both restaurants and more laid-back nightlife. When choosing your polo, remember that contrast is important. For example, pair a light-colored polo with darker shorts or chinos to create a sharp, well-balanced look. White polos look fantastic, but they’re best worn once you have a bit of a tan.

Tailored Shorts

Avoid wearing your workout swim trunks to the nightclub—they’re just not appropriate for evening outings. Instead, opt for a pair of tailored shorts. These provide a comfortable yet stylish fit and work well for a variety of vacation settings. Having a selection of different colors will make it easier to mix and match your outfits throughout your trip.

Plain White Shoes

Investing in a good pair of plain white shoes can elevate your evening look, even if you only wear them while on vacation. White sneakers or casual shoes are versatile and perfect for nighttime activities. Just make sure they’re a quality pair and wear them without socks for that sleek, effortless style.

Boat Shoes

Boat shoes are another excellent footwear choice for vacation. Whether you’re dining at a nice restaurant or hitting the club with friends, boat shoes will keep you looking stylish and comfortable. Choose a pair from a reputable brand and make sure to break them in before your trip to avoid discomfort.

Plain White T-Shirts

A classic plain white t-shirt is a must-have for any vacation. It’s incredibly versatile and pairs well with just about anything. Wear it with contrasting shorts or chinos for a simple, yet sharp look. However, avoid pairing it with white shoes for an all-white outfit, as this could feel a bit too much.

Packing Tips

When packing for your trip, it’s always a good idea to bring more clothing than you think you’ll need. Plan your outfits in advance, and try them on before you go. Be sure to pack at least two outfits for your airport travel—one for the flight there and another for the return. While it’s tempting to pack bright, bold items that you may not normally wear, make sure you’re actually comfortable and confident enough to pull them off while on vacation.

By planning ahead and choosing versatile, stylish pieces, you’ll be ready for any evening activity during your summer getaway.

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