Valentines Day | Date Night Concepts

Dressing up for Valentine’s Day dinner is an excellent way for men to show their significant other that they care about the evening and are willing to make an effort to look their best. It’s the perfect occasion to lean into looking good and, in doing so, showing your significant other that you appreciate them and the relationship you have together. Takin the time to put together a sophisticated look with a nice suit or sport coat with a button-up shirt and slacks will make a good impression and can make the night all the more memorable for you and your partner. With the right outfit, you can set the tone for a uniquely romantic evening.

The Upscale Dinner

For a nice Valentine’s Day dinner with your partner, you can’t go wrong with a classic tailored suit. A crisp white shirt and a pair of dark trousers paired with a smart jacket and a pocket square will give you a polished and sophisticated look. You could also add some personality to your outfit with a complementary colored tie or pocket handkerchief. To top it off, a pair of dress shoes and a belt will complete the look. That is, of course, unless you’ve opted for a pair of trousers with side tabs or side adjusters, a favorite of us here at Gentleman’s Creative.

Suit Supply Burgundy Havana Suit
Suit Supply Light Brown Twill Slim-Fit Shirt

Date Night at Home

If the last few years have taught us anything, it’s that we are fully capable of getting creative and creating a romantic evening all within the four walls of our homes. For those couples who consider themselves to be homebodies, planning an intimate night at home this Valentine’s Day might be the perfect plan. A romantic dinner followed by your favorite movie or board game can be just as special as a 5-star restaurant, if not more! While in the comfort of your own home, you’ll want to be sure to wear something that will keep you comfortable throughout the night. If you’re looking for a stylish, but comfortable Valentine’s Day night in outfit, there are some great options available. Start with a nice pair of slim-fit chinos in a neutral color like khaki or gray. They’ll elevate your date night without sacrificing comfort. For a top, something as simple as a sweater or a tailored oxford shirt in a light color like pastel blue or white would be our recommendation so that you can shake, stir, and serve without any confines to your range of motion. If the evening calls for red wine or tomato sauce, a darker top might be the safer option!

Club Monaco Long Sleeve Solid Oxford Shirt
Club Monaco Connor Stretch Chino

Following dinner, as you transition your night to the couch, plan on having a felted merino hoodie and jogger aside for a quick and easy change to maximize comfort. Forget your partner’s favorite blanket, the felted merino fabric will make the softest and most luxurious alternative. 

Everlane Merino Felted Hoodie
Everlane Track Pant

Out with Friends

Now we know not every Valentine’s Day consists of elements of romance. For you bachelors out there who may be taking the day to spend time with friends or family, it never hurts to dress to impress, even in the most casual of settings. If you’re grabbing a beer at a local brewery with friends, step it up a notch in the spirit of the holiday and go for a more elevated look than your usual night out clothes. A dark wash pair of jeans paired with a well-fit flannel shirt and Chelsea boots will step your casual look up a notch. 

Abercrombie Straight Dark Wash Jeans
Proper Cloth Light Grey Melange Cotton Dress Shirt

Whether you’re going all out and experiencing a full tasting menu at a five-star restaurant or enjoying an intimate night in with your partner, Valentine’s Day is the perfect opportunity to show your partner you care by going the extra mile and dressing to impress. It’s not always about how you spend this holiday, but most importantly who you spend this holiday with, whether that’s your partner, family, or other single friends appreciating each other’s company. Happy Valentine’s Day from us to you!