With 42mi (68km) of picture-perfect beaches, a thriving arts scene, and some of the best restaurants in Florida, it’s no surprise St Augustine attracts visitors with a taste for the finer things in life. Take your visit to the next level with a stay at one of the best luxury hotels in St Augustine, where extras may include lavish happy hours, in-room fireplaces, and glittering sea views – bookable with Culture Trip.
This Hilton hotel, sitting between the Castillo de San Marcos National Monument and the Bridge of Lions, comprises 19 colorful cottage-style buildings less than a mile (1.6km) from the Historic District. It has an outdoor pool, a 24-hour shop for grab-and-go snacks, and a fitness center, while many rooms have balconies overlooking the boats bobbing in the adjacent Matanzas Bay. Make a reservation at the hotel’s fine-dining restaurant, Aviles, for lobster mac and cheese, paella, and handcrafted cocktails.
You’ll never go hungry at this delightful, award-winning inn with 15 romantic rooms directly across the road from Matanzas Bay. The hotel’s breakfasts are the stuff of legend, with mouthwatering dishes such as french toast, banana pancakes, and blueberry waffles. There are also two complimentary daily happy hours where home-made sangria, beer, and wine are served with appetizers or home-baked desserts for real holiday indulgence – don’t miss the peanut butter pie.
Take the luxe factor up a level in St Augustine by staying steps from the sand, with downtown attractions just 10 minutes away. Between sightseeing, you’ll feel like you’ve fled to a tropical island at this Embassy Suites, with its poolside cabanas, water sports, and jacuzzi with sea views. The hotel also has a Starbucks for caffeinated pick-me-ups, the Rhum Bar for rum-based drinks, Harvest & Reel for all-day dining, and Castaway Cantina, a pool bar serving Latin-inspired tacos, tortas, and ensaladas (salads).
Expect grown-up pampering at this peaceful site that was once the home of the Dow Museum of Historic Houses. The adults-only hotel now features 30 rooms spread across nine 18th-century buildings, all with coquina walls, fireplaces, rainwater showers, Nespresso machines, and refurbished hardwood floors. You can enjoy the heated pool, lawn games, and bicycles, along with a continental breakfast, afternoon snacks, and a twice-daily happy hour at the on-site cocktail bar.
Location is king at this charming property on pedestrianized St George Street, in downtown St Augustine. All major tourist attractions are within walking distance, while the hotel’s sun-dappled courtyards overlook the Castillo de San Marcos and City Gate. Tuck into a complimentary continental breakfast, or enjoy a cup of in-room Starbucks coffee before heading out. Afterward, come back to the best wine-by-the-glass menu in North Florida at the on-site wine bar, Bin 39.
Stay steps from the beach at this peaceful resort. You can spread out in a one- or two-bedroom condo with a full kitchen and large living area yet still enjoy all the benefits of an upmarket resort. Amenities include three outdoor swimming pools (one heated), tennis courts, barbecue grills, a clubhouse, a fitness center, and two outdoor hot tubs to relax in as the sun goes down.
With its polished pine floors, 10ft (3m) ceilings, and wraparound porch, it’s no surprise this elegant Victorian home is a popular wedding venue. The stately guesthouse, sitting on a tree-lined street in the Historic District, has just eight rooms, complete with plush touches such as four-poster mahogany beds and deep-soaking jacuzzi tubs. To really spoil yourself, book the Floridian suite with its private entrance, wrought-iron king-size bed, private sundeck, and stained-glass window by local glass artist Karen Cockcroft.
If you prefer to stay somewhere a little more intimate, the idyllic 44 Spanish Street Inn prides itself on the personal touch. In this 1920 property, there are just eight immaculate guest rooms decorated with vintage armoires, large beds, and original hardwood floors, while some have jetted baths or in-room corner spa tubs for two. Breakfast is a particular treat, served in a separate cottage. You’ll also find candlelit porches and pretty courtyards.
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meet our Local Insider
HOW LONG HAVE YOU BEEN A GUIDE?
WHAT DO YOU LOVE ABOUT YOUR JOB?
It's the personal contact, the personal experiences. I love meeting people from all over the world... I really like getting to know everyone and feeling like I'm traveling with a group of friends.
WHAT DESTINATION IS ON YOUR TRAVEL BUCKET-LIST?
I have so many places on my list, but I would really lobe to go to Africa. I consider myself an “adventure girl” and Africa feels like the ULTIMATE adventure!
Every CULTURE TRIP Small-group adventure is led by a Local Insider just like Hanna.
KEEN TO EXPLORE THE WORLD?
Connect with like-minded people on our premium trips curated by local insiders and with care for the world
Since you are here, we would like to share our vision for the future of travel - and the direction Culture Trip is moving in.
Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.
Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Culture Trips, Rail Trips and Private Trips. Our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.
Culture Trips are deeply immersive 5 to 16 days itineraries, that combine authentic local experiences, exciting activities and 4-5* accommodation to look forward to at the end of each day. Our Rail Trips are our most planet-friendly itineraries that invite you to take the scenic route, relax whilst getting under the skin of a destination. Our Private Trips are fully tailored itineraries, curated by our Travel Experts specifically for you, your friends or your family.
We know that many of you worry about the environmental impact of travel and are looking for ways of expanding horizons in ways that do minimal harm - and may even bring benefits. We are committed to go as far as possible in curating our trips with care for the planet. That is why all of our trips are flightless in destination, fully carbon offset - and we have ambitious plans to be net zero in the very near future.