St. Augustine is a great destination for couples looking to spend a relaxing day exploring together.
We visited St. Augustine during a week-long Florida road trip and found the historic district easy to explore on foot.
Many landmarks, restaurants, and attractions are located close together, so you can see a lot in a single day without feeling rushed.
This one day itinerary includes a horse-drawn carriage ride through the historic district, lunch at a local favorite, and an afternoon wandering St. George Street and nearby landmarks.
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St. Augustine One Day Itinerary For Couples
This itinerary includes a full day of sightseeing, our favorite restaurants in St. Augustine, and the best hotels that we recommend staying at during your visit.
You really don’t have to get started until about 10 am, since not much will be open before then.
But if you enjoy going out for breakfast, you can do that first.
We usually just get the complimentary breakfasts from our hotels or we just skip it altogether, so I didn’t include it in this itinerary.
This article is also featured on GPSmyCity.
To download this article for offline reading or create a self-guided walking tour to visit the attractions highlighted in this article, go to Walking Tours and Articles in St. Augustine.
Morning: Horse-Drawn Carriage Tour
Taking a carriage ride is a great way to see the city and enjoy some quality time together.
We’ve done these in New Orleans and Charleston too!
We like to take carriage tours in historic cities like this because it’s a great way to see the whole city quickly and get some insider from the tour guides.
The tour through the city is about an hour long and the guides are knowledgeable about everything.
One of the highlights of the tour is Flagler College.
The campus is home to the Ponce de Leon Hotel, a historic landmark that was built in 1888.



Another fun portion of the tour is exploring the variety of the city’s architecture, which is a mix of Spanish, English, and American styles.
There’s a handful of historic landmarks you’ll see, including the Castillo de San Marcos, the Lightner Museum, and the Cathedral Basilica of St. Augustine.
Lunch: Meehan’s Irish Pub & Seafood House
Meehan’s is a great place to stop for lunch.
It has all the best Irish Pub favorites like Fish n Chips and Bread Pudding.
I love my carbs, so I also tried their Mac n Cheese.
Afternoon: Explore St. George Street
This is the main area of St. Augustine to explore and my favorite part is that it is pedestrian only!
There are shops, attractions, restaurants, hotels, really just a little bit of everything.
The Oldest Wooden Schoolhouse
The Oldest Wooden Schoolhouse is a historic landmark right in the middle of this area.
You can take a tour inside or just admire it from the outside depending on how much time you have.
City Gate Spirits Distillery
City Gate Spirits Distillery is a great place to go for free tastings (you just have to leave a tip).
I think the Apple Pie Moonshine is a fan favorite.
Castillo de San Marcos
Castillo De San Marcos is a historic fort right along the water.
The fort offers tours, but you can also just walk around the moat for free.
Dinner: Tini Martini Bar & Isabela’s Bar Cuba
For dinner, I recommend the Tini Martini Bar at the Casablanca Inn.
But you also want to make sure to save time for Isabela’s Bar Cub before your day is over.
Tini Martini Bar
My brother used to live in the Jacksonville area and my grandparents lived a little bit further down the coast.
So every once in awhile they’d meet up in St. Augustine for the day.
The Tini Martini Bar was always their favorite place to go.
They have more than just martinis!
Isabela’s Bar Cuba
We came here just for the Sangria, which comes in a pretty large glass, so I recommend just getting one (or even just sharing one).
Evening: Take A Stroll Through A Historic Cemetery
The haunted cemetery in St. Augustine is a popular landmark.
We didn’t have time to take a tour during our visit, but I highly recommend one of their ghost tours.
We’ve been doing ghost tours on more of our trips recently because it’s a good evening activity, especially for towns that don’t have much to do at night.
Click Here To Book Your Afterlife Tours – Beyond The Grave 90 Minute Tour Today!
Where To Stay In St. Augustine
St. Augustine has many historic hotels that have been updated with modern amenities, while still maintaining their charm.
Hilton St. Augustine Historic Bayfront
Hilton has a beautiful historic hotel right in the middle of St. Augustine that I highly recommend.
Itโs nothing like youโd expect from Hiltonโs other city center properties.
Click Here To Book Your Stay At Hilton St. Augustine Historic Bayfront Today!
Casa Monica Resort & Spa, Autograph Collection
Casa Monica is another resort right in the middle of Historic Downtown St. Augustine and just across the street from Flagler College.
The resort is beautiful, highly rated, and one of the more affordable options in the city.
Click Here To Book Your Stay At Casa Monica Resort & Spa, Autograph Collection Today!
Frequently Asked Questions
These are the most frequently asked questions we get about visiting St. Augustine.
Is St. Augustine a romantic city?
Absolutely!
The historical charm of the city and walkable historic district make it feel like the perfect weekend getaway destination for couples.
Can you walk around St. Augustine with alcohol?
No, it is illegal to walk around St. Augustine with alcohol in public.
The city has a strict open container law that prohibits the possession or consumption of alcoholic beverages in public places, including streets, sidewalks, parks, and beaches.
There are a few exceptions to the law, such as if you are in a designated outdoor drinking area or if you have a valid permit.
Is St. Augustine a party place?
What is the main tourist street in St. Augustine?
The main tourist street in St. Augustine is St. George Street.
It is a pedestrian-only street lined with shops, restaurants, and attractions.
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