Beach Picnic at Anastasia State Park

Escape the bustling city life and enjoy a romantic beach picnic at Anastasia State Park. Spread out a blanket, open a bottle of wine, and savor the stunning ocean views as you indulge in a gourmet spread. Take a leisurely stroll along the white sandy beaches or dip your toes in the refreshing Atlantic waters for a truly unforgettable experience.

Alternative options: Vilano Beach, Crescent Beach, or Butler Beach

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Sunset Cruise on the Matanzas Bay

Climb aboard a sunset cruise on the Matanzas Bay for a magical evening with your significant other. Watch as the sun dips below the horizon, painting the sky in vibrant hues of orange and pink. Enjoy a glass of champagne as you cruise along the historic waterfront, taking in the sights and sounds of Saint Augustine from a different perspective.

Alternative options: Schooner Freedom Charters, St. Augustine Scenic Cruise, or Black Raven Pirate Ship

Ghost Tour of Saint Augustine

For a spine-tingling date night adventure, embark on a ghost tour of Saint Augustine. Explore the city’s haunted past as you visit historic sites and hear chilling tales of supernatural encounters. Hold hands with your partner as you walk through dimly lit alleyways and listen to ghostly legends that will send shivers down your spine.

Alternative options: The Dead Walk, Ghosts & Gravestones Tour, or Ancient City Tours

Wine Tasting at San Sebastian Winery

Indulge in a sophisticated evening of wine tasting at San Sebastian Winery. Sample a variety of locally crafted wines as you learn about the art of winemaking and grape growing in Florida. Sip on award-winning vintages and savor the rich flavors of each pour, all while basking in the elegant ambiance of the winery.

Alternative options: The Cellar Upstairs, Old City Wine Bar, or The Gifted Cork

Dinner at The Floridian

Treat your taste buds to a delectable dinner at The Floridian, a cozy restaurant serving up Southern comfort food with a modern twist. Enjoy farm-to-table dishes made with fresh, locally sourced ingredients, all in a charming and intimate setting. From fried green tomatoes to shrimp and grits, each dish is sure to delight your palate.

Alternative options: Collage Restaurant, The Ice Plant, or Casa Maya

Art Walk in the Historic District

Immerse yourselves in the vibrant art scene of Saint Augustine with a leisurely art walk in the historic district. Stroll hand in hand through galleries and studios, admiring a diverse range of paintings, sculptures, and ceramics created by talented local artists. Take in the beauty of each unique piece and discuss your favorite works over a cup of coffee.

Alternative options: The Lightner Museum, Aviles Street, or Butterfield Garage Art Gallery

Live Music at Prohibition Kitchen

Groove to the rhythm of live music at Prohibition Kitchen, a trendy gastropub with a retro vibe. Sit back and relax as local musicians serenade you with soulful tunes and catchy melodies. Order a craft cocktail or a cold beer, and enjoy the lively atmosphere of this popular music venue in the heart of downtown Saint Augustine.

Alternative options: Sarbez, Shanghai Nobby’s, or Colonial Oak Music Park

Couples Massage at Small Indulgences Day Spa

Relax and rejuvenate with a pampering couples massage at Small Indulgences Day Spa. Unwind together in a tranquil oasis of calm as skilled therapists work away your tension and stress. Allow yourselves to drift into a state of blissful relaxation, leaving you both feeling refreshed and rejuvenated after your spa experience.

Alternative options: Poseidon Spa at Casa Monica Resort & Spa, Metta Day Spa, or City Wellness

Comedy Show at the San Marco Theatre

Laugh the night away at a comedy show at the San Marco Theatre, a historic venue that showcases hilarious stand-up acts and improv performances. Enjoy side-splitting jokes and witty banter as you share hearty laughs with your partner. Sit back, relax, and let the comedians entertain you for a night filled with laughter and fun.

Alternative options: The Corazon Cinema and Cafe, The Ponte Vedra Concert Hall, or Milltop Tavern

Stargazing at St. Augustine Lighthouse

Cap off your romantic evening with a mesmerizing stargazing session at the St. Augustine Lighthouse. Climb to the top of the lighthouse and gaze up at the twinkling night sky, hand in hand with your loved one. Marvel at the beauty of the stars and constellations above, creating a magical moment that you’ll cherish forever.

Alternative options: Vilano Beach Fishing Pier, Mickler’s Landing Beach, or Anastasia Island State Park

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