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Sweeten your Valentine’s Day with Something Special in Downtown Jacksonville

By Morgan Chatoff, Spring Marketing Intern


If you’re seeking something beyond the typical dinner-and-movie routine, here’s how to make the most of Valentine’s Day in downtown Jacksonville. Fall in love with #DTJax as you explore romantic restaurants, local shops, and some signature cocktails, all while creating the perfect ending to a memorable night with your loved ones.

Rooftop Dinner at Cowford Chophouse

Photo by: @cowfordchophouse

Who doesn’t love a rooftop view? There’s no better way than dining under the stars for a romantic evening with a delectable steak. This Valentine’s Day, elevate your romance by booking a reservation at Cowford Chophouse. With exceptional food and intimate vibes, it’s the ultimate way to celebrate love and create lasting memories.

Plan a Romantic Dinner at BB’s Restaurant


Photo by: @bbsrestaurant

Valentine’s Day offers a unique opportunity to craft an intimate experience with your loved ones, and what better way to do that than to enjoy a romantic dinner with fresh, local ingredients. Pair your dinner with some of their award-winning desserts, only at BB’s Restaurant.

Enjoy Drinks at The Greenhouse Bar

Photo by: @thegreenhousejax

Valentine’s Day is a celebration of all kinds of love! Whether you’re planning a romantic evening for two, a fun night with friends or treating yourself to something special, The Greenhouse & Bar is the place to be. If you’re raising a glass with your partner or toasting with friends, these cocktails are sure to add an extra layer of joy to your celebration.

Rooftop Date at Estrella Cocina

Photo by: Estrella Cocina

Celebrate love with an exclusive rooftop date night at Estrella Cocina! Enjoy the breathtaking views of downtown Jacksonville and unforgettable dining. This Valentine’s Day, elevate your romance by indulging in a night of love, stunning views, and savory delights with your special someone.

Grab a Sweet Treat at Sweet Pete’s Candy Shop

Photo by: @sweetpetescandy

What says Valentine’s Day more than a box of chocolates? Whether you enjoy chocolates or sour candies, Sweet Pete’s has you covered, from heart-shaped treats to cupid-shaped delights. Valentine’s Day is a time to savor what brings you joy, and nothing does that quite like candy!

Grab your girls and head to Sweet Pete’s for a fun-filled Galentine’s Happy Hour on February 13, starting at 5 p.m. It’s the perfect chance to raise a glass with your gals for a night full of drinks, laughter, friendship, karaoke, and photo ops. What’s not to love? 

Shop Gifts and Trinkets at the Riverside Arts Market

Photo by: Riverside Arts Market

Are you still searching for the perfect Valentine’s gift? At the Riverside Arts Market you can shop the aisles of small businesses, grab lunch from a food truck or hang out by the River Stage while enjoying live music. Whether you’re shopping for yourself or loved ones, there are endless options for you to choose from. Happening every Saturday 10 a.m. – 3 p.m. located under the Fuller Warren Bride.

Register for The Chasing Tail 5k and VyStar Valentine Fun Run


Photo by: Kanine Social

What’s better than a Valentine’s Day full of love, joy and all the treats you can handle? The fourth annual Chasing Tail 5K and Valentine Fun Run, of course! Ditch the fancy dinners and get your heart racing by celebrating with your four-legged bestie while supporting the Jacksonville Humane Society, on February 16 starting and ending at Kanine Social. Whether you’re running, walking or letting your dog hang out at Kanine Social’s private dog park, the Valentine’s Fun Run is all about fun, fitness, and furry love.

LOL at The Florida Theatre


Photo by: Florida Theatre

Valentine’s Day doesn’t have to be all hearts and roses. Sometimes it’s better with a side of laughter! This February 14th, join the Florida Theatre for a night of hilarious comedy! Chef Alton Brown is bringing his brand of quirky humor and culinary-science to the stage. This two-hour show is a one-of-a-kind experience of stand-up comedy, food experimentation, talk show antics, and for the first time ever… live music.

Have a Movie Night in the Park


Photo by: @jaxparkscoj

A movie night in JaxParks is the perfect way to keep things relaxed, fun, and full of love. There is something truly magical about watching a romantic film under the stars. So grab your blankets, gather your favorite people, and make this Valentine’s Day a night to remember with “10 Things I Hate About You” under the bridge on February 14 starting at 7 p.m.

Savor a Food and History Tour

Photo by: @jaxtours

Calling all foodies and history buffs! Embark on a flavorful journey through the heart of downtown Jacksonville filled with fascinating stories and tasty bites. Make this Valentine’s Day unforgettable with a tour that will not only fill your stomach but also your heart. Book your spot now with JaxTours for a Valentine’s Day like no other on February 14, 4-7:30 p.m. starting at the Hyatt Regency!


Happy love season! Tag us at #DTJax for a chance to be featured on our socials and share how you spend Valentine’s in the urban core.