Love is in the air, and St. Pete is rolling out the red carpet for romance, fun, and one-of-a-kind celebrations this Valentine’s Day! Maybe you’re planning a romantic evening for two, gathering your besties for a Galentine’s celebration, or just looking for a unique way to enjoy the holiday–either way, the Sunshine City has something for everyone. This year’s events are about making memories no matter who you’re celebrating, from intimate candlelit dinners and sweet dessert crawls to live jazz, comedy, and pink party buses.
NOTE: an * next to the event title indicates that it’s a paid sponsor.
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*Valentine’s Spray
Looking for a unique way to celebrate Valentine’s Day? Skip the dinner and movie routine and join Valentine’s Spray: The Ultimate Date Night Experience (5013 20th Ave S) on Friday, February 14, from 8:00 p.m. to 10:00 p.m. Couples can unleash their creativity and work together to create a masterpiece with spray paint. Those flying solo can purchase a Freestyle Ticket to create something amazing on their own. It’s the perfect way to impress a date or enjoy a fun night out. Tickets are available now for an unforgettable Valentine’s experience.
*HAVAlentine’s Dinner Experience
For a truly unforgettable Valentine’s Day, Star Trolley is offering an exclusive, intimate evening designed for romance. This carefully curated experience begins with a private craft drink tasting at St. Pete Distillery, followed by a professional photo session to capture the magic of the night. Couples will then indulge in a Cuban-infused fine dining experience, prepared by Chef Taimi of Apululu and Cooking With Love, set in a secret outdoor location with an elegant ambiance. A complimentary wine pairing enhances each course, ensuring a sophisticated touch to the evening. With limited availability, this event promises an elevated and intimate way to celebrate love under the stars. Reserve a spot for you and your partner today.
*Galentine’s on the Pink Bus
Grab your girls and get ready for the ultimate Galentine’s celebration with Star Trolley’s Pink Party Bus! Whether you’re toasting to friendship, celebrating a birthday, or looking for an excuse to hit the town, this BYOB, decked-out ride is the perfect way to keep the party going all night long. For just $99/hour, you and up to 15 of your besties can cruise through St. Pete in style, with optional bartender services to elevate the experience. Plus, you can customize your route or let the Star Trolley team plan the perfect itinerary. With limited availability all February, this is your sign to book early, pop some bubbly, and make unforgettable memories! Visit www.startrolley.com or call 727-300-2777 to book your ride.
*Valentine’s Day Pop-Up Bar at Nueva Cantina
Nueva Cantina
1625 4th St S
Nueva Cantina, home to some of St. Pete’s best tacos, is turning up the romance (and the fun) with a limited-time Valentine’s pop-up bar, now through February 16! Come by this festive spot with your valentine, Galentine, or the whole crew to sip, snack, and celebrate. Go big with their massive street taco platter or try out their birria pizza, both made for sharing. Pair it with a Cupid’s Pitcher (serves 5-7 watermelon margaritas) or the Cupid’s Shots (12 mini margs!) for an extra festive touch. Reservations are highly encouraged, and parking is easy with spots in front and a dedicated lot in the back. Don’t miss out on this love-filled fiesta while it’s here!
Valentine’s Day Comedy Show
Ferg’s Sports Bar & Grill
1320 Central Ave
Comedy lovers can head to Ferg’s this Valentine’s Day for a night of love and laughter with StPeteStandUp, a lineup of the funniest comedians in Florida, plus special drop-ins from across the country. This show promises big laughs and good vibes—remember, it’s for mature audiences only. Doors open at 7 p.m. for dinner, so grab a bite before, during, or after the 8:30 p.m. show. Tickets are on sale now—secure your spot and get ready for a Valentine’s night full of comedy and fun!
Date Night at The Floridian Social
The Floridian Social
687 Central Ave N
Step into the elegance of The Floridian Social this Valentine’s Day and let live jazz set the mood for a romantic evening. With its art deco-inspired ambiance, this iconic venue is the perfect place to celebrate love. Doors open at 6 p.m., and the show begins at 7 p.m.—secure your advance tickets for just $10 or grab them at the door for $15. While general admission is standing room only, you can elevate your experience with a VIP table reservation, complete with romantic add-ons like flowers with a personalized message ($50), charcuterie for two ($35), or decadent chocolate-covered strawberries ($28).
Valentine’s Day Party at Cage Brewing
Cage Brewing
2001 1st Ave S
This Valentine’s Day, celebrate New Orleans-style with a free night of Hot Jazz & Swing at Cage Brewing! The Jazz Phools are bringing their signature high-energy sound, making it the perfect event for lovebirds, friends, and music lovers alike. Enjoy Cage Brewing’s craft beers, hard sodas, seltzers, and wine, plus their oak-fired pizza, while you dance the night away in a lively, festive atmosphere. No tickets are needed; just bring your dancing shoes and get ready for the best Valentine’s celebration in town!
*Love Bites & Dessert Delights at ForidaRAMA
FloridaRAMA
2606 Fairfield Ave S
Indulge your sweet tooth at the Love Bites & Dessert Delights Immersive Dessert Crawl, a decadent adventure in partnership with Designer Desserts Tampa! For just $40 per person (or $15 for members), you’ll embark on a mouthwatering journey featuring 10 irresistible desserts—think cookies, cupcakes, brownies, chocolate-covered strawberries, fruit tarts, petit fours, macarons, parfaits, and more. But the fun doesn’t stop there. Step into an immersive, sensory wonderland and take on the Love Bites Scavenger Hunt for an added touch of excitement. Whether you’re celebrating with a partner or your friends or flying solo, this one-night-only experience is the sweetest way to make February 14 memorable. Get your tickets now and treat yourself!
Valentine’s Market at In Between Days
In Between Days
2340 1st Ave S
Shop small on Valentine’s Day. The market will run from 6 p.m. to 10 p.m. and will feature the Fernando Cruz Trio and some amazing local vendors, artists, and flower artists on In Between Days’ patio.
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