How the Plan the Ultimate Romantic Getaway to St. Augustine

If St. Augustine isn’t on your list of most romantic cities in the world, you’re missing out. From the cobblestone streets to the towering cathedrals, the Nation’s Oldest City is the perfect environment for an intimate getaway. Read below to get some of our best tips on how to plan a romantic getaway to St. Augustine, including things to do and the best places to eat in the city!

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Plan the Ultimate Romantic Getaway in St. Augustine

Tour the City

Explore on Foot

Picture this: you’re strolling hand-in-hand with your partner along the shaded sidewalks of St. Augustine’s historic district. The buildings represent a mix of Spanish, French, and modern architectural styles. In the distance, you see the elegant rooftops of historic cathedrals. What could be more romantic than that? It doesn’t have to remain a fantasy. Tour the streets of downtown St. Augustine, and you’ll be able to enjoy the romantic setting for yourself.

Many of our guests enjoy creating their own walking tour of the city. A great example is the one sold by City Walking Guide, which includes 40 points of interest. Another excellent option for a romantic walking tour is the search for the St. Augustine love trees. Some residents claim that the love trees are lovers who have been caught in an eternal embrace, while others simply say that they’re just interwoven barks. No matter the answer, it’s still fun to walk around the city and take photos of as many trees as possible.

Take the Trolley

Old Town Trolley is a great option when it comes to taking a tour of downtown St. Augustine. There are a total of 23 stops on the route. They range from historic sites, like Castillo de San Marcos National Monument, to more modern hotspots, like the St. Augustine Distillery. When you purchase your ticket through Agustin Inn, you’ll have the option to get a three-day ticket rather than the standard one-day pass. It’s an easy and convenient way to get all around town with no hassle!

Enjoy a Carriage Tour

What’s more romantic than taking a horse and carriage tour? The answer is a private horse and carriage tour. When you book the Agustin Classic Romance Package or the Ultimate Romance Package, you’ll receive a private horse and carriage ride, as well as other romantic goodies. Take a look at both of these packages and add them to your reservation for that special touch.

Relax on the Beach

The ocean is the perfect backdrop to a romantic afternoon and St. Augustine some nearby beaches that are ideal for guests on an intimate getaway. St. Augustine Beach, located on Anastasia Island, is the more popular option. It features a playground, fishing pier, and volleyball courts, as well as some great nearby restaurants. If you’d prefer something less crowded, head to Vilano Beach. North of downtown, this local favorite has a heavier surf and stronger current. This quiet stretch of shoreline is a wonderful place to lay out and enjoy a quiet moment with your partner.

Watch the Sunset

There are two ways to get an amazing view of the sunset in St. Augustine. The first is by booking the Schooner Freedom Sunset Sail. These excursions are available at the beginning of every month and can be included to your Agustin Inn reservation as one of our add-on attractions.

If you’re lucky, you can book a spot at the incredibly popular Sunset Moonrise Lighthouse Tour. It’s only held once a month and space will fill up fast, so you’ll want to book far in advance. The tour takes place at the top of the St. Augustine Lighthouse. You’ll watch the sunset and the moonrise from one of the best vantage points in the city. Guests are also treated to complimentary champagne from San Sebastian Winery and hors d’oeuvres from The Reef Restaurant.

See a Show

Instead of the same boring night at the cinema, check out the local theatre scene while you’re in town. We’ve put an upscale twist on the classic “dinner and a move” date! Our Limelight Theatre Package includes a dinner for two at La Pentola Restaurant, two tickets to see the featured play at the Limelight Theatre, and Eco Cab transportation to and from the show.

The Most Romantic Restaurants in St. Augustine

Cap your day of romance off with a delicious meal! There are some fantastic nearby restaurants that feature an intimate ambiance, great service, and an excellent menu.

  • Michael’s Tasting Room: Our next-door neighbor, Michael’s Tasting Room, is serving up a fine-dining experience with a laid-back atmosphere. Their menu, which takes advantage of the area’s fresh seafood and local ingredients, pairs perfectly with their amazing wine list. It’s no wonder that this establishment won the Award of Excellence by Wine Spectator for the 10th year in a row!
  • La Pentola: Sometimes, fine dining restaurants can seem a little stuffy. That’s not the case at La Pentola. You’ll feel right at home from the moment you sit down. Chef Talavera has created a selection of innovative pasta dishes as well as elegant classic Italian and Spanish plates.
  • Catch 27: If you’re looking for fresh, locally caught seafood, then head to Catch 27. Everything is made from scratch, and their seasonal menu includes local fish, shrimp, and clams. The fare at Catch 27 is traditional Southern dishes with an upscale twist.
  • Collage Restaurant: No detail has been overlooked at Collage Restaurant. Just like their motto says, it’s all about quality. The menu is innovative, putting an interesting spin on classic dishes like foie gras and duck parcels or tartare. The wine list at Collage is just as impressive. The owners have taken everything from the vineyards to the winemakers into consideration when putting together their menu. You’ll appreciate this attentiveness when you dine here!

Stay at Agustin Inn

Camelot SuiteIf you’re planning the ultimate romantic getaway to St. Augustine, you want to be sure to book the most beautiful accommodations in town. Our historic bed and breakfast is the perfect place for an intimate vacation. With amazing specials, our wonderful breakfast, and fantastic amenities, you’ll have no trouble creating the perfect mood.

Consider booking Camelot, one of our most popular rooms. It features a king-size bed, a new Jacuzzi and shower combo, and a private balcony that overlooks shops on Cuna Street.

Check our availability and book today! We look forward to having you.