• Special holiday tours include the Sweets & History Walking Tour and Love Tree History Tour
• Intimate dining options feature chef’s tasting menus and live music at waterfront venues
• Outdoor adventures include sunset kayaking and champagne cruises along the scenic coast
• Live cultural entertainment spans jazz festivals, improv comedy, and international film parties

Florida’s Historic Coast is transforming into a sanctuary of romance this February, inviting couples to celebrate their love amidst more than 460 years of enchanting history. In St. Augustine and Ponte Vedra, the weekend of February 13 through 15, 2026, offers a beautiful blend of Spanish-inspired charm, cobblestone streets, and a coastal elegance that feels timeless. Whether you are looking for a spirited night out or a quiet moment for two, the region provides a diverse array of curated experiences designed to spark connection and create lasting memories.

Sweet-toothed travelers can join the Sweets & History Walking Tour to sample local confections like hand-crafted chocolates and pastries while learning about the nation’s oldest city. For those seeking an active escape, sunset kayaking through the Nocatee Preserve offers a peaceful way to observe local wildlife under the golden light of the Florida sky. Evenings are equally magical, with options ranging from moonlit sails featuring live music on the Matanzas River to sophisticated four-course prix fixe dinners at the Cordova Coastal Chophouse. The weekend is further elevated by the Fort Mose Jazz & Blues Series, featuring world-class performers like Samara Joy and Robert Cray, providing a soulful soundtrack to a romantic getaway.

From the rural beauty of Hastings to the 42 miles of pristine Atlantic beaches, every corner of the Historic Coast is prepared to welcome sweethearts. Whether you choose to participate in a “Sip & Sculpt” art class, attend an unscripted romantic comedy show at Third Space Improv, or simply stroll through the historic plazas, the atmosphere is designed to be inclusive and uplifting. By combining historical exploration with modern luxury, St. Augustine and Ponte Vedra ensure that Valentine’s weekend is not just a holiday, but a celebration of enduring romance.