Top Valentine’s Day Celebration Ideas in St. Augustine, FL

Valentine’s Day in St. Augustine provides a mix of dining, entertainment, and scenic experiences. The historic setting and waterfront views create a memorable atmosphere for celebrating with a loved one. The Nation’s Oldest City combines rich history with stunning waterfront scenery, making it an ideal destination for celebrating love. Whether enjoying a candlelit carriage ride, dining by the waterfront, or experiencing live music, there are plenty of memorable ways to mark the occasion in Florida’s Historic Coast this year.

Take a Romantic Stroll & Enjoy the Views

Few places set the mood quite like St. Augustine’s historic bayfront. Walk hand in hand along the Bridge of Lions or explore the charming brick-paved streets lined with centuries-old architecture. Want to make it extra special? Visit the St. Augustine Lighthouse & Maritime Museum for a stunning vantage point for watching the sunset.

Indulge in a Special Valentine’s Day Dinner

Many restaurants offer special menus for the occasion, featuring fresh seafood, Spanish cuisine, and fine dining. Catch 27 specializes in locally sourced seafood, Columbia Restaurant serves traditional Spanish dishes, and Michael’s offers an extensive wine selection to complement an upscale meal. Reservations are recommended as availability fills quickly., with restaurants offering exclusive, intimate dining experiences. Here are some standout options:

• Catch 27 – Enjoy fresh, locally sourced seafood with a cozy ambiance.
• Columbia Restaurant – Savor authentic Spanish cuisine in a romantic, historic setting.
• Michael’s St. Augustine – Known for its impeccable wine list and upscale dining experience.

Sail into Romance on a Valentine’s Day Boat Tour

Looking for a unique way to celebrate? Take your love to the water! The Red Boat Tours - B.Y.O.B. Sunset Cruise offers an unforgettable evening with breathtaking views of the city skyline.

Nothing beats a sunset over the Matanzas Bay with a glass of champagne in hand.

Cozy Up for a Valentine’s Weekend Carriage Ride

A private carriage ride through St. Augustine’s historic district is a quiet and intimate way to enjoy the evening. The Tasting Tours offers a Private Valentine Carriage + Wine Experience from Feb 14-16, where you and your loved one can sip wine while gliding through the city’s picturesque streets.

Opt for the Valentine’s Weekend Culinary Experience with The Tasting Tours to combine food, wine, and romance.

Enjoy Live Entertainment & Performances

For music and laughter lovers, St. Augustine has plenty of fantastic events on Valentine’s Day:

• Gipsy Kings featuring Nicolas Reyes at The St. Augustine Amphitheatre (1340C A1A S.)
• Valentine’s Day with 3 Blind Dates – An unscripted romantic comedy at Third Space Improv (200 Malaga St.)
• Fort Mose Jazz & Blues Series presents Dinner Party at Fort Mose Historic State Park (15 Fort Mose Trl.)

Explore St. Augustine’s Sweet Side

Love and chocolate go hand in hand! The St. Augustine Sweets & History Walking Tour (Feb 14) is perfect for couples who want to indulge in delicious treats while learning about the city’s rich history. This guided experience features stops at some of St. Augustine’s most well-known dessert spots.

Celebrate with the Girls at a Galentine’s Day Party

For those celebrating friendship, gather your best friends and head to The Art House for a Galentine’s Day Party (Feb 13). Enjoy wine, art, and great company in a fun, creative atmosphere.

Make This Valentine’s Day Unforgettable

St. Augustine provides opportunities for both elaborate celebrations and simple moments together. A well-planned evening can include a special meal, a scenic experience, or live entertainment. St. Augustine offers endless ways to celebrate love.

Happy Valentine’s Day!