Valentine's Events 2026

Check out the various romantic experiences offered in the oldest city. Here's a list of Valentine-themed events that you and your loved ones can enjoy together in February.

Note: This is updated as we receive new information.

February 7, 2026

Valentine's Gift Market

Grab a few handmade gifts and a Valentine's treat at the Lance Family Farmers Market. Photo opportunities, a bounce house, and food trucks will be onsite.

Admission: Free

When: Saturday, February 7, 2026, from 11:00 a.m. to 3:00 p.m.

Where: The Village Church, 4229 Pacetti Road, St. Augustine, Florida 32092

February 12, 2026

La Casa Studios hosts a Salsa Night

Take lessons from a professional salsa dance instructor, and reward yourself with tapas and sangria for the remainder of the high-energy night.

Admission: $175.00 per couple. Call (904) 209-5724 to buy tickets.

When: Thursday, February 12, 2026, from 6:00 to 9:00 p.m.

Where: La Casa Studios, 33 King Street, St. Augustine, Florida 32084

February 12, 2026

Galentine's Shopping Party at Two Sparrows

Shop after hours and receive discounts, complimentary champagne, and sweet bites.

Admission: Free. Text GALENTINES to (904) 979-0174 to reserve your spot.

When: Thursday, February 12, 2026, from 7:00 to 8:30 p.m.

Where: Two Sparrows, 21 King Street, St. Augustine, Florida 32084

February 12 - 15, 2026

Limelight Theatre presents I Love You, You're Perfect, Now Change 

Focusing on the theme of love and relationships, the musical is presented in a series of vignettes, best described in the show's tagline: "Everything you have ever secretly thought about dating, romance, marriage, lovers, husbands, wives, and in-laws, but were afraid to admit." It's sure to make for a saucy Valentine's weekend.

Admission: $35.00

When: Thursday - Sunday, February 12 - 15, 2026, at 7:30 p.m. Thursday - Saturday and at 2:00 p.m. on Sunday

Where: Limelight Theatre, 11 Old Mission Avenue, St. Augustine, Florida 32084

February 13, 2026

Third Space Improv presents Love Bites 

Laugh until your stomach aches while watching Love Bites—an unfiltered comedic look at modern dating. This stand-up comedy show dives headfirst into the highs, lows, and cringe-worthy dating apps, first dates, situationships, and everything in between.

Admission: $20.00 online in advance and $25.00 at the box office the evening of the performance. Couples packages are $60.00.

When: Friday, February 13, 2026, at 8:00 p.m.

Where: Third Space Improv, 200 Malaga Street, St. Augustine, Florida 32084. There is free parking in front of the studio.

February 13, 2026

Valentine's Day Party 

The St. Augustine Film Society hosts a party showcasing film shorts, all with the theme of love, from around the world.

Admission: $10.00 for the public. Students and St. Augustine Film Society members are free.

When: Friday, February 13, 2026, from 7:00 to 10:00 p.m. Doors open at 6:30 p.m.

Where: The St. Augustine Waterworks, 184 San Marco Avenue, St. Augustine, Florida 32084

February 14, 2026

Galentine's Day Market at Coconut Barrel

Grab your besties at this indoor market—more than 40 vendors—and shop from various pop-up shops. A special gift (with purchase) and mocktails are served while supplies last.

Admission: Free

When: Saturday, February 14, 2026, from 10:00 a.m. to 3:00 p.m.

Where: Coconut Barrel, inside Mall 2121, 21 U.S. 1 South, St. Augustine, Florida 32084

February 14, 2026

Galentine's Day Party at Midnight Moon Books & Boutique

Find your next good read with friends, and take advantage of the vendors onsite: charm jewelry, tarot cards, skincare, and crystals. Meet and greets with authors, wine, sweet treats, and complimentary gifts are featured.

Admission: Free

When: Saturday, February 14, 2026, from 2:00 to 5:00 p.m.

Where: Midnight Moon Books & Boutique, 111 King Street, St. Augustine, Florida 32084

February 14, 2026

Heart Mug Workshop at The Art House

Sip on wine or champagne and create a custom heart-shaped clay mug with your own personal touch. All materials are included.

Admission: $75.00 per person. Visit the website to buy tickets.

When: Saturday, February 14, 2026, from 4:00 to 6:00 p.m.

Where: The Art House, 3920 A1A South, Unit 8, St. Augustine, Florida 32080

February 14, 2026

Four-Course Dinner at Funkadelic Food Shack

Have a romantic evening including a starter, salad, entree, and dessert. The meal also comes with one drink per person.

Admission: Visit the website to buy tickets.

When: Saturday, February 14, 2026. Seatings are at 5:30 to 7:30 p.m and are first-come, first-served.

Where: Funkadelic Food Shack, 4225 A1A South, Suite A, St. Augustine, Florida 32080

February 14, 2026

Five-Course Meal at Odd Birds

Treat yourself to the restaurant's finest dishes: ceviche, beef empanadas, avocado tuna tartar, beignets, and more. A welcome toast occurs at the beginning of the dining experience, as well as cocktails throughout the evening.

Admission: $240.00 per couple. Visit their website to make a reservation.

When: Saturday, February 14, 2026. Seatings are from 6:00 to 8:00 p.m and 8:30 to 10:30 p.m.

Where: Odd Birds Cocktail Lounge and Kitchen, 200 Anastasia Boulevard, St. Augustine, Florida 32080

February 14, 2026

Boots & Bourbon: A Dutton Style Valentine's at Ancient City Farmstead

Bourbon tastings, live music, s'mores, line dancing, and a rootin' tootin' time. Antler and Crown and other western-themed vendors will also be present.

Admission: Visit the website to buy tickets.

When: Saturday, February 14, 2026, from 6:00 to 10:30 p.m.

Where: Ancient City Farmstead, 395 Saint Marks Pond Boulevard, St. Augustine, Florida 32095

February 14, 2026

Rockin' Romance Valentine's Day Bash

Jam out to 80s music from local cover band, BedRock. A cash bar is onsite. Singles and couples are welcome to attend.

Admission: $59.00 per person for admission and dinner, appetizers, and dessert. $11.65 per person for admission without food. Tickets are limited. Learn more and purchase tickets online.

When: Saturday, February 14, 2026, from 7:00 to 11:00 p.m.

Where: VFW Post 2391, 6184 U.S. 1, St. Augustine, Florida, 32086

February 14, 2026

Romanza's Collage Concert: North Florida Jazz Quartet

Listen to classic and modern jazz from a dynamic ensemble based out of Jacksonville, the North Florida Jazz Quartet. Dive into a night of energy and artistry, as performances of iconic music compositions from 1965 to the present day are explored.

Admission: $30.00 per person. Purchase tickets in advance.

When: Saturday, February 14, 2026, from 7:30 to 9:00 p.m.

Where: The St. Augustine Waterworks,184 San Marco Avenue, St. Augustine, Florida 32084

February 14, 2026

Third Space Improv presents 3 Blind Dates

A hilarious show, 3 Blind Dates—an Unscripted Romantic Comedy—follows three ladies going through a round of speed dating and getting matched with men chosen by audience members. However, there's another twist—each date is inspired by dating stories from the audience.

Admission: $20.00 online in advance and $25.00 at the box office the evening of the performance. Couples packages are $60.00.

When: Saturday, February 14, 2026, at 8:00 p.m.

Where: Third Space Improv, 200 Malaga Street, St. Augustine, Florida 32084. There is free parking in front of the studio.

February 20, 2026

Sweetheart Stomp

Spend this Valentine's Day out in the country. Activities include line dancing with Lacey Tyson, a barbecue dinner, and music all night long.

Admission: $40.00 - $45.00 for adults, and $25.00 - $30.00 for students. Prices vary depending on whether you select a chicken or a steak dinner. Visit the website to buy tickets.

When: Friday, February 20, 2026, from 6:00 to 9:00 p.m. Gates open at 5:30 p.m. and dinner is served at 6:00 p.m.

Where: Wesley Wells Farms, 2680 Ada Arnold Road, St. Augustine, Florida 32092

February 20, 2026

Third Space Improv presents Drag Queen-a-Palooza (Valentine's Edition)

Celebrate the season of love and watch dazzling performances from Karrissa T. Wade and her posse of Queens. Recognize the diversity, self-expression, and empowerment from the entertainers and the local community while enjoying a night out.

Admission: $25.00 online in advance and $30.00 at the box office the evening of the performance.

When: Friday, February 20, 2026, at 8:00 p.m.

Where: Third Space Improv, 200 Malaga Street, St. Augustine, Florida 32084. There is free parking in front of the studio.