From a cozy table for two to a vibrant evening out, St. Augustine & Ponte Vedra offer plenty of ways to celebrate
St. Augustine, Fla. (February 5, 2026) – With over 460 years of history, one can only imagine how many romances have blossomed on Florida’s Historic Coast. Discover romance during Valentine’s weekend in St. Augustine, Ponte Vedra and The Beaches with last-minute deals on intimate dining, live music, and more.
Nothing says Valentine’s Day like sweets for your sweetheart.
- Discover the sweeter side of the Nation’s Oldest City with the St. Augustine Sweets & History Walking Tour, offered Feb. 13-15, a 90-minute tour that visits five local candy shops and bakeries.
- Explore an array of chocolates, candies, ice creams, cakes, pastries, and more at Claude’s Chocolate, Peterbrooke Chocolatier, Peace Pie, Alms & Fare, and Crème de la Cocoa.
Find a cozy table for two.
- Cordova Coastal Chophouse & Bar is offering a special Valentine’s Day four-course prix fixe chef’s tasting menu, complimentary champagne toast, and live piano music on Feb. 14.
- Snag reservations at one of the area’s favorite restaurants, including 1912 Ocean Bar & Rooftop, Lynda’s at the Ocean Club, La Cocina at the Cellar Upstairs, Catch 27, and Aviles Restaurant & Lounge.
After dinner, explore Florida’s Historic Coast.
- The Valentine’s Day Special Love Tree History Tour, available Feb. 12-19, reveals the charming stories behind the historic landmarks, hidden gems, and legendary love tales of St. Augustine.
- Join a Master Naturalist Feb. 13-14 to learn about the history and wildlife while paddling Nocatee’s inland waterways at the Sunset Kayaking at Nocatee Preserve.
- Set sail for romance with Schooner Freedom Charters’ Moonlight Sail with Live Music or Fury Water Adventures’ Valentine’s Day Live Music Champagne Cruise, both departing Feb. 14.
Experience music, art and culture
- The Fort Mose Jazz & Blues Series presents Robert Cray & Ruthie Foster on Feb. 13, Don Was and the Pan-Detroit Ensemble on Feb. 14, and Samara Joy on Feb. 15.
- View a selection of international short films exploring the theme of love at the St. Augustine Film Society’s annual Valentine’s Day Party at The Waterworks on Feb. 13.
- Third Space Improv is hosting Love Bites – An Unfiltered and Unscripted Look at Dating on Feb. 13 and Valentine’s Day with 3 Blind Dates – An Unscripted Romantic Comedy on Feb. 14.
- The Art House is leading a beginner-friendly Valentine’s Day Sip & Sculpt on Feb. 14, where guests create and personalize a heart-shaped mug.
- The North Florida Jazz Quartet performs jazzy standards from Miles Davis, Chick Corea, and more as part of the Romanza Collage Concert Series on Feb. 14 at The Waterworks.
- Celebrate Valentine’s Day Dutton-style at the Ancient City Farmstead’s Boots & Bourbon Valentine’s party on Feb. 14. It features live music, bourbon cocktails, dancing, and vendors offering Western-themed items.
- Hit Ocean Pier Park to peruse the Arts & Crafts Show at St. Augustine Beach on Feb. 14-15, featuring works made with love by nearly 100 juried artisans and master crafters.
