Romantic Getaways in St. Augustine, Ponte Vedra & The Beaches

Plan a getaway for two on Florida’s Historic Coast, where historic inns, oceanfront resorts, sunset sails and waterfront dining set the scene for romance.

Whether celebrating an anniversary, planning a Valentine’s escape or taking a spontaneous road trip, couples can build a stay around time together.

Make Your Romantic Getaway Sweeter with Special Offers

Find Your Romantic Retreat

Stay in the heart of historic St. Augustine at The Collector Luxury Inn & Gardens, an adults-only retreat set among nine historic houses. Spend the day exploring downtown, then return to a setting filled with history and character.

For a bayfront escape, Bayfront Marin House Bed & Breakfast Inn sits directly across from Matanzas Bay in the historic district. Pair a stay with walks along the waterfront and time browsing downtown’s shops and galleries.

Enjoy a beach getaway at Embassy Suites by Hilton St. Augustine Beach Oceanfront Resort, where an oceanfront setting, spacious suites and complimentary made-to-order breakfast make it easy to settle in. Start the morning with a beach walk, relax by the pool and venture into historic St. Augustine for dinner.

In Ponte Vedra Beach, the Ponte Vedra Inn & Club and The Lodge & Club Ponte Vedra Beach offer stays overlooking the Atlantic. Make room for beach walks, leisurely mornings and an itinerary with plenty of breathing space.

Make Dinner Part of the Occasion

Plan a downtown date night at Catch 27, where locally caught Florida seafood, seasonal ingredients and dishes prepared from scratch showcase the coast’s flavors. Located on Charlotte Street in historic St. Augustine, the restaurant pairs naturally with an evening stroll through downtown.

Cross the Bridge of Lions to Anastasia Island for dinner at Llama Restaurant. Chef Marcel Vizcarra’s Peruvian cuisine and beautifully presented dishes turn a meal into a memorable part of the getaway. Located on Anastasia Boulevard, Llama offers another reason to explore beyond downtown.

For waterfront dining, choose Cap’s on the Water, where a large outdoor deck overlooks the Intracoastal Waterway. Time the visit around sunset for a coastal backdrop to dinner for two.

In Ponte Vedra Beach, 1912 Ocean Bar & Rooftop pairs fresh seafood and small plates with sweeping Atlantic Ocean views. Make it part of an evening built around good food, conversation and time together.

Share a Sunset on the Water

See St. Augustine from a different perspective aboard Schooner Freedom Charters. A sunset sail combines the city’s historic scenery with wind in the sails and changing colors over the water—a memorable way to end a day together.

Set sail with St. Augustine Sailing, which offers shared and private sunset charters departing from Camachee Cove Yacht Harbor. Choose a private sailing experience for a romantic outing, or make dining part of the adventure with a sunset tasting cruise or dinner charter.

For couples who enjoy an active outing, Get Up and Go Kayaking St. Augustine offers guided clear kayak tours through local waterways. Add a paddle to the itinerary for a shared adventure surrounded by nature.

Add Something Sweet

Turn dessert into an experience with a Whetstone Chocolates Tasting Tour. Learn about chocolate making and sample locally crafted confections together, then choose something sweet to take home.

Visit Crème de la Cocoa for beautifully crafted desserts, chocolates and French macarons. Choose a few treats to share or pick up a box of chocolate truffles for a sweet addition to the getaway.

Pause during a downtown stroll for The Hyppo Gourmet Ice Pops. Founded in St. Augustine, this local favorite offers a playful way to enjoy a sweet treat together while exploring the historic streets.

Start a leisurely morning at Parlor Doughnuts in St. Augustine Beach. Pair its signature layered doughnuts with coffee before heading out for a beach walk—a simple way to make breakfast part of the date.

Plan a Getaway That Fits the Two of You

Spend one day exploring historic St. Augustine and another enjoying Ponte Vedra Beach. Choose a favorite experience, leave time for an unhurried meal and resist filling every hour.

For a January or February escape, consider a Sunday–Thursday stay and compare lodging packages, dining offers and experience discounts available for your travel dates. From a historic inn to an oceanfront retreat, Florida’s Historic Coast offers plenty of ways to make time together the highlight of the trip.

Lodging Offers