The day of love is just around the corner and we want to make sure you wear what you love and love what you wear. February 14th looks different for every woman and we understand that. From your cozy night on the couch with a buttery glass of chardonnay, to your elegant dinner reservations, we’ve got you covered.

Valentine’s Day Outfit Ideas


For Your Morning Workout

Leggings: Strut This $86

Stick with the Valentine’s theme for your morning workout with our new favorite Strut This legging. These leggings fit perfectly in all the right places and will have you feeling your best during your morning cardio, spin or yoga class. If you haven’t received a pair of Strut This leggings in your Jackie box yet, let your stylist know. We have so many different styles to choose from; enough for a new pair every day of the week!


For Your Big Night Out

Jumpsuit: Likely $328

Looking to make a statement for your big night out? Go bold with a red jumpsuit. You can’t go wrong with the elegance that a classic, red jumpsuit will bring. Pair it with some heels to complete your date night look. Depending on where you live, pair it with a textured, statement coat, a leather jacket or no coat at all if you’re in sunny Florida, like us!


For Your Cozy Night In

Amour Tee: Zadig & Voltair $158 Denim: Hudson $185 Sneakers: KAANAS $158

Keeps things casual with a classic jeans and tee shirt look with a twist. With spring just around the corner, bring out your favorite pair of white denim. No need to get too fancy, pair it with a statement tee and some slip on sneakers. You’re ready for a relaxing night in with some friends, a significant other, or a cozy night on the couch with your pup. If you change your mind, throw on your favorite leather jacket and a bold swatch of lipstick for late night drinks. This might be the most versatile Valentine’s Day look yet!


For Your Coffee Date

Denim Jumper: One Teaspoon $139

If you’ve got a morning or afternoon date on your calendar, try something casual yet feminine with a denim jumper and some statement flats. We are loving this One Teaspoon piece! It’s the perfect casual outfit with feminine flare. From a brunch date to afternoon shopping and coffee, this look will carry you through the day, leaving with you with just enough time to change into your big night out look.


For Your Dinner Reservations

Maxi Dress: MISA Los Angeles $334, Heels: Schutz $170

Dinner reservations planned but nothing to wear? Keep it simple with a floral maxi. We are loving this one by MISA Los Angeles. There’s no need to complicate things when you can throw on an elegant maxi and be date night ready. Pair it with heels for an added boost of confidence or keep it simple with a classic pair of flats. Romance is in the air! Let’s draw inspiration from the month of love and incorporate feminine florals and warm hues into our date night look.

PS. Try our monthly subscription and get your very own, personally styled Jackie box. It’s like a little monthly gift to yourself. (You deserve it).