Casual Valentine's Day Outfit Ideas That Are Cute, Comfy, & Crush-Worthy

Key Takeaways

• Dressing up for Valentine’s Day can be simple and cute for all-day comfort that’s still on theme.
• With the sweater and t-shirt selection at EverlyGrayce, you can choose pre-made graphic designs in your favorite colors.
• Mix and match personalized sweaters with jeans, joggers, or leggings to ensure a cozy holiday.

Valentine’s Day Casual Date Outfits

Dressing up for a hot date night is never a mandatory requirement for Valentine’s Day. If your vibe is laid-back and relaxed, you deserve to look cute too! Whether you’re planning a Galentine’s Day date night with your girlies or you plan to stay in with your boo, we have tons of casual Valentine’s Day outfit ideas for you!

You can wear these outfits all day to show your holiday spirit for an easy transition to a relaxed date night with your loved ones. Check out our favorite casual Valentine’s Day outfits here.

1. Keep It Coquette

Ribbons and bows are the perfect choice for a casual Valentine’s outfit, so the coquette aesthetic will definitely fit in. Explore tees and sweaters that feature bows, ruffles, and ribbons, and wear them with matching bottoms, depending on your plans for the day.

We love a coquette graphic tee in pink or red, paired with fitted jeans and an oversized denim jacket. Balance the feminine, delicate aesthetic of your shirt with the hardy, functional vibes of the jeans for a flirty yet casual outfit.

2. Sweatshirt Weather

If your plans for Valentine’s Day involve getting as cozy as possible, then a sweatshirt is the right choice for you! Snuggle under a personalized throw blanket with a Valentine's Day casual date outfit that’s all about comfort. Once you choose the perfect sweatshirt, you can throw on a pair of joggers or leggings to complete your look.

When you choose a sweatshirt and joggers for your date night, you have to be careful that this outfit doesn’t veer into PJs. To ensure your look still feels thoughtful, match the colors and materials of your top and bottom. With our sweatshirt selection, you can choose the perfect shade for your casual Valentine’s Day outfit.

3. Spa Day Style

Our next casual Valentine’s Day outfit idea is mainly for a Galentine’s Day spa date. We recommend exploring our selection of robes from the wedding collection to create a V-day design for yourself and all your girl friends.

When you shop our waffle robes, you can choose your base color from one of 10 options. Then, select your monogram thread color and provide us with your personalization preference. For this casual Valentine’s Day outfit, we recommend a pink, blush, or wine robe with a contrasting shade for the embroidery.

Make your spa date night a true celebration when you gift each person in your squad a personalized makeup bag or tote stuffed with self-care essentials.

4. Comfy Hoodie

If you’re looking for an even more casual Valentine’s Day outfit, a hoodie could be your ideal fit. At EverlyGrayce, we love everyday clothing that can be customized to fit a theme! In this case, we recommend finding a zip-up hoodie in Valentine’s Day colors, like red, pink, purple, or burgundy. You can also choose a hoodie in a neutral hue, like grey or white, and then customize it with a monogram in V-day hues.

5. Travel-Ready Chic

Is your boo taking you on a Valentine’s Day weekend vacation? Then you need the perfect travel outfit and accessories! Whether you’re driving or flying, you need a comfortable and casual Valentine’s outfit that’s appropriate for the weather without sacrificing style. 

For this Valentine's Day casual date outfit, consider wearing a simple sweater and leggings with a monogrammed jacket. Complete your ensemble with a matching weekender bag, and you’ve got a casual Valentine’s Day outfit that’s ready for anything!

If you want to perfectly match your monogrammed jacket and weekender duffle, we recommend selecting the same colors and fonts for both designs. Since some colors are only available for specific items, make sure you compare all your options and find the right match.

Find Your Fit

Valentine’s Day is a great opportunity to celebrate all kinds of love through fashionable self-expression. Highlight the love you have for your besties with casual Valentine’s Day outfits that share the importance of self-love, or get dressed up for your partner with graphic designs that feature all the hugs and kisses you want to give them.

Whether you already have everything you need for a casual Valentine’s outfit or you have to shop to find the finishing touches, EverlyGrayce is here to help! With our selection of casual Valentine’s Day outfit ideas, you can discover on-theme style that balances comfort and fashion. Browse our entire store to find pieces for your ideal casual Valentine’s Day outfit!