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Looking to escape with someone special? Few destinations offer the charm, history, and natural beauty of romantic getaways in St. Augustine. As the nation’s oldest city, St. Augustine is full of timeless appeal—from cobblestone streets and centuries-old architecture to waterfront sunsets and cozy bed-and-breakfasts. Whether you’re planning an anniversary trip, honeymoon, or a spontaneous weekend away, this coastal gem has everything you need for a meaningful, memory-filled retreat.
In this guide, you’ll discover the best places to stay, dine, and explore together—plus tips to make your couple’s getaway truly unforgettable.
Romantic Places to Stay in St. Augustine
Choosing the right place to stay can make all the difference during a romantic getaway—and St. Augustine offers a variety of charming, intimate accommodations that feel worlds away from ordinary. Whether you’re dreaming of historic elegance, waterfront serenity, or cozy bed-and-breakfast vibes, the city has something for every couple’s style.
Bayfront Marin House Historic Inn
Image courtesy of https://www.bayfrontmarinhouse.com/.
Nestled right on the bay, the Bayfront Marin House is a favorite for couples seeking a mix of charm, comfort, and exceptional hospitality. Each room is uniquely decorated, many featuring four-poster beds, in-room fireplaces, whirlpool tubs, and private porches overlooking the water. In the morning, you can enjoy a hot, made-to-order breakfast delivered directly to your room or patio—perfect for a lazy, luxurious start to the day. In the evening, unwind with complimentary wine and light bites during their daily happy hour in the garden courtyard. This inn is a top choice for proposals, anniversaries, and honeymoons thanks to its beautiful setting and attention to romantic details.
Casa Monica Resort & Spa
For couples looking to combine luxury and location, Casa Monica delivers on both. This AAA Four Diamond property is a landmark in St. Augustine, featuring stunning Moorish-inspired architecture, arched windows, and ornate details. The elegant guest rooms and suites offer plush bedding and upscale amenities, while the on-site Poseidon Spa provides relaxing couples’ treatments in a serene setting. Spend your afternoons lounging by the Mediterranean-style pool or exploring the nearby shops and art galleries, all just steps from the hotel. With its mix of history and indulgence, Casa Monica is ideal for couples who want romance with a refined, boutique-hotel feel.
St. Francis Inn
Image courtesy of https://stfrancisinn.com/.
Built in 1791, the St. Francis Inn is one of the oldest and most charming places to stay in St. Augustine—and it’s also one of the most romantic. This historic bed-and-breakfast is tucked away on a quiet residential street, offering couples a peaceful retreat just a short walk from the historic district’s main attractions. Rooms are cozy and full of character, many with fireplaces, clawfoot tubs, and antique furnishings. The inn’s private courtyard is perfect for sipping coffee in the morning or enjoying a quiet evening under the stars. Guests are treated to daily breakfast, evening desserts, and complimentary wine socials. With complimentary bicycles, access to a beach cottage, and friendly, attentive hosts, St. Francis Inn offers a more intimate, personal experience that’s ideal for couples looking to slow down and truly unwind together.
Casablanca Inn on the Bay
Image courtesy of Casablanca Inn on the Bay’s Facebook.
Set on the picturesque waterfront of Matanzas Bay, the Casablanca Inn is a romantic favorite thanks to its timeless charm and unbeatable location. Housed in a beautifully preserved 1914 Mediterranean Revival building, the inn features a variety of uniquely styled rooms and suites—many with private porches or balconies offering peaceful bay views. Couples can enjoy a leisurely start to the day with a hot, made-to-order breakfast and unwind in the evening with a handcrafted cocktail from the on-site Tini Martini Bar. Just steps from the historic district, it’s the kind of place where you can park the car and spend the weekend walking, relaxing, and reconnecting.
The Collector Luxury Inn & Gardens
Image courtesy of https://www.thecollectorinn.com/.
Blending boutique elegance with centuries of history, The Collector Luxury Inn & Gardens offers a refined yet relaxed escape for couples. Located in the heart of the historic district, the property is made up of nine carefully restored homes dating back to the 18th century, each with its own architectural charm. The rooms are stylish and thoughtfully designed, combining period details with modern touches. Guests can enjoy quiet moments in the lush garden courtyards, sip cocktails from the on-site bar, or unwind beside the outdoor fire pits. With complimentary bicycles available and top attractions just a short stroll away, it’s an ideal place to stay for those wanting both privacy and easy access to St. Augustine’s romantic highlights.
Cedar House Inn
Image courtesy of https://www.cedarhouseinn.com/.
For couples drawn to timeless elegance and intimate charm, Cedar House Inn offers a beautifully curated stay in a restored Victorian home. Each room is thoughtfully decorated with rich wood accents, vintage furnishings, and plush bedding, creating a cozy, romantic setting that feels like stepping into another era. Mornings begin with a gourmet, multi-course breakfast served in the elegant dining room, and special packages—like sunset carriage rides or in-room massages—add an extra layer of indulgence. Located just a short walk from the historic district, this inn is ideal for couples who want a peaceful retreat with easy access to all the sights.
St. George Inn
Image courtesy of https://www.stgeorge-inn.com/.
Situated at the northern gateway of the historic district, the St. George Inn offers couples a romantic and convenient home base right in the heart of Old St. Augustine. This European-style boutique inn blends old-world charm with modern comfort, featuring rooms with private balconies that overlook the lively streetscape, the ancient city gates, or even the Castillo de San Marcos. The atmosphere is both peaceful and vibrant—perfect for couples who want to be close to the city’s top attractions without sacrificing intimacy or comfort. Step outside and you’re instantly immersed in the charm of brick-lined St. George Street, filled with cafes, shops, and live music, all just moments from your door.
Edgewater Inn
Image credit from Edgewater Inn’s FB
Tucked just across the Bridge of Lions, Edgewater Inn offers a peaceful, waterfront escape with postcard-worthy views of downtown St. Augustine. This boutique inn sits directly on the Matanzas River, and many rooms feature private patios where couples can enjoy sunrise coffee or a quiet evening watching sailboats drift by. The setting is serene, yet you’re only minutes from the heart of the historic district—making it easy to explore by day and retreat to tranquility by night. With stylish, coastal-inspired rooms, thoughtful amenities, and a complimentary homemade breakfast served in the riverfront lounge, Edgewater Inn is ideal for couples who want a quiet, romantic stay without being far from the action.
Romantic Things to Do in St. Augustine
From peaceful boat rides to cobblestone strolls, St. Augustine offers countless ways for couples to connect. Whether you’re adventuring together or simply soaking up the charm of the city at a slower pace, these experiences highlight the romance woven into every corner of the nation’s oldest city.
Take a Sunset Sail or Private Charter
Old Town Cycle Cruise Nights of Lights – Holly Jolly Yachty
One of the most unforgettable ways to experience St. Augustine’s coastal charm is from the water at golden hour. Several local charters—ranging from intimate sailboats to luxury yachts—offer evening cruises along Matanzas Bay, complete with views of the lighthouse, the Castillo, and the city skyline glowing in the fading light. Some tours are BYOB, so you can toast with your favorite wine or champagne as dolphins occasionally surface nearby. Whether you book a shared sail or a private charter, it’s a peaceful, photo-worthy experience that feels effortlessly romantic.
Wander the Historic District Hand-in-Hand
There’s something undeniably romantic about simply walking through St. Augustine’s historic core. The cobblestone streets, Spanish architecture, and flickering gas lamps create an atmosphere that feels like stepping into another time. Stroll past charming storefronts and stop into cozy wine bars or hidden courtyards for a quiet drink. Aviles Street, often called the oldest street in America, is especially charming with its galleries, boutiques, and tucked-away bistros perfect for spontaneous date moments.
Climb the St. Augustine Lighthouse
If you’re a couple that enjoys a little adventure, climbing the 219 steps of the St. Augustine Lighthouse offers both a physical challenge and a rewarding payoff. Once at the top, you’ll be treated to panoramic views of the city, marshes, and coastline—a perfect spot for a shared moment above it all. The lighthouse grounds also include walking paths, a small museum, and even nighttime ghost tours for couples who enjoy a bit of mystery with their history.
Enjoy a Horse-Drawn Carriage Ride
For old-fashioned romance, nothing compares to a horse-drawn carriage ride through the historic district. These guided tours offer a gentle pace and a bit of storytelling charm, with drivers pointing out key landmarks and hidden gems along the way. Most carriages depart from the bayfront and loop through the quieter side streets, making it easy to enjoy each other’s company as you take in the sights, wrapped in a blanket under the stars.
Relax on Vilano or Crescent Beach
Just a short drive from downtown, the beaches of St. Augustine offer a peaceful escape and some of the most romantic settings around. Crescent Beach is known for its wide shoreline and calm, uncrowded vibe, while Vilano Beach offers beautiful ocean views and easy access to local dining. Bring a picnic, watch the waves roll in, or plan a moonlit walk along the sand. Sunrise and sunset are especially magical here—and it’s often just the two of you and the sound of the surf.
Romantic Restaurants for Two
A romantic getaway isn’t complete without an unforgettable dinner—or two. St. Augustine’s dining scene is filled with cozy, candlelit spaces, award-winning cuisine, and hidden gems that create the perfect setting for sharing a meal with someone special. Whether you’re celebrating an anniversary or just enjoying a night out, these standout restaurants promise ambiance, flavor, and that little extra something that makes a meal truly memorable.
Catch 27
Catch 27 is a charming seafood spot located just a block off St. George Street, known for fresh, locally caught fish and a relaxed, coastal-inspired atmosphere. Couples can dine under the string lights on the outdoor patio or cozy up inside where the vibe is a little more intimate. It’s casual enough for a spontaneous dinner but still has that special touch with dishes like blackened catch-of-the-day, shrimp and grits, and house-made key lime pie.
Collage Restaurant
Image courtesy of https://collagestaug.com/.
Tucked away just off St. George Street, Collage is one of St. Augustine’s most sought-after fine dining destinations, and for good reason. The atmosphere is warm and intimate, with dim lighting, thoughtful service, and just the right amount of elegance for a special night. The menu reflects a globally inspired approach, with dishes that highlight high-quality ingredients prepared with artistry and care. Favorites include the lobster ravioli, filet mignon, and their renowned crème brûlée. With limited seating and high demand, it’s a place best reserved in advance—perfect for couples looking to slow down and savor each bite.
La Nouvelle
Cropped Image Courtesy of La Nouvelle’s website.
For a modern fine-dining experience in the heart of St. Augustine, La Nouvelle offers a multi-course, chef-driven menu in an intimate, contemporary setting. With a focus on seasonal ingredients, French techniques, and artistic presentation, this restaurant is a great pick for couples who enjoy a more elevated culinary experience. The service is polished but personal, and the small dining room feels private and exclusive—ideal for special occasions or an indulgent final night in town.
Michael’s St. Augustine
Image courtesy of https://www.michaelssa.com/.
Michael’s is an upscale but unpretentious dining experience that combines coastal Florida’s bounty with a sophisticated touch. Known for its expertly prepared steaks and fresh, sustainable seafood, the restaurant’s menu changes seasonally and is paired with a wine list that has earned national recognition. The setting is relaxed yet refined, located on Vilano Beach, a short distance from the downtown area of St Augustine, soft lighting, and locally inspired dishes, Michael’s strikes a perfect balance—making it ideal for a memorable evening without feeling overly formal.
Raintree Restaurant
Photo provided by SAIRA Facebook page.
Set inside a restored 1879 Victorian home, Raintree has long been a favorite for romantic evenings. The menu offers a blend of classic European and American cuisine—think chateaubriand for two, fresh seafood, and decadent desserts like their famous chocolate bomb. Candlelit tables, soft music, and a quiet courtyard make this a timeless spot for date night, especially if you’re looking for something elegant without being overly formal.
Plan Your Romantic Getaway in St. Augustine
Whether you’re watching the sun set over Matanzas Bay, toasting over a candlelit dinner, or strolling hand-in-hand down a cobblestone street, St. Augustine sets the perfect scene for romance. With its mix of historic charm, natural beauty, and walkable waterfront views, this city invites couples to slow down and savor time together.
To personalize your trip, think beyond the traditional itinerary. If you’re planning a laid-back weekend, start your mornings with our favorite brunch spots in St. Augustine—because nothing says “vacation mode” like a leisurely meal and mimosas for two. Want to stay cozy during a cloudy day? Explore rainy day activities in St. Augustine that are just as romantic indoors, from museum visits to wine tastings and spa sessions. Traveling on a budget? Romance doesn’t have to come with a high price tag—check out our picks for affordable things to do in St. Augustine that are big on charm but easy on the wallet.
Looking to add a little adventure to your escape? Lace up and explore the outdoors with our guide to the best hiking trails in St. Augustine, or make it an overnight adventure with a cozy campfire and stargazing—details in our St. Augustine camping guide. Whether you’re planning a special celebration or a spontaneous weekend away, St. Augustine has everything you need to make it meaningful.
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