Flags lining old building in Saint Augustine

Top 11 Tours in St. Augustine for Couples

Friends with beer toasting in a pub

1. Historic Pub Crawl

St Augustine is America’s oldest city and with that comes stories.

Explore the local scenery and classic downtown while enjoying local libations. This tour is about 2.5 hours filled with fun and full glasses.

The cobblestone streets and historic tails of times past will put you and Bea in a different Era. With the fort just across the road, you can see how this was a pivotal area that shaped history. 

If beer isn’t what you fancy enjoy local wines and house-made Sangrias. When the sunsets you might want to take part in the Creepy Crawl. A pub crawl with “Spirts” in the air and in your glass.

5/5 ⭐️ on Viator ⏳ 2.5 Hour Tour

Sign for a ghost tour

2. Ghost Tour 

Things can seem different after the sun goes down. Light from the lap post cast shadows, a movement barely caught out of the corner of your eye.

This town is rifled with history of piracy and the growth of a country the spine tingling tales will be sure to set your imagination loose.

The old fort and graveyards are a few stops over where bone-chilling encounters have been documented.

The “locals” with some dating back to the 1500’s still want to share their stories and protect the city. The question really becomes, do you believe in the paranormal? After the tour, you and Bea might say… I do now.

5/5 ⭐️ on Viator ⏳ 1.5 Spooky Tour

dark horse pulling a white carriage

3. Wine and Carriage Tour

Ditch the lines and theme parks for a magical date.

How can you get more romantic then a horse drawn carriage through beautiful St Augustine? Which is one of the best tours in St. Augustine for couples.

Add some wine, sit back and enjoy the view next to you along with the scenic streets. The noise from cars seems to disappear when roaming down the street and the methodical beat of hooves on the street. At night the lamp post will be lit along with light reflections off the water’s edge, lost in conversation and love this is a must-do.

several sailboats moored out with the sun setting

4. Scenic Sunset Boat Ride Tour

Head on down to one of the many local marinas to check out a unique perspective of St Augustine.

Get on the water and let the captain do the rest. There is a beautiful breeze coming in from offshore as you cruise the local waterways checking out some of the historic monuments.  

You will get to check out the stunning Bridge of Lions. It is a beautiful and unique bridge that spans over the waterway.

Also enjoy the get great views of Castillo de San Marcos National Monument, and the National Shrine of Our Lady of La Leche.

This tour leaves you hands and worry-free to enjoy the sights all under the care of a trusted captain.

5/5 ⭐️ on Viator ⏳ 1.5 Hour Boat Ride

man with a helmet on a segway

5. Segway Tour 

A new age has brought a new tour. After a small instruction you will hop on a Segway and start your exploration.

This guided tour will help you explore the nooks and crannies of this unique city. Off the typical path you will get to see some often overlooked local areas.

This is a great way to see restaurants, bars and other destinations you wish to add to your list.

With tours starting at 10am, 1pm, 4pm, 7pm you will be sure to find a time that will work into your sightseeing adventures.

6. Taste Your Way Through The City

Touch, sight, sound, smell and of course TASTE!

Indulge all your senses in this foodie tour. There is a ton of influence in the dishes you will taste.

Florida is a melting pot of not only US flavor profiles but has a ton of spice from the Caribbean. This historic century old city has figured out how to recreate classic dishes with modern flair.

Starting at and all-inclusive price of $49 USD you will want to show up hungry. For an additional; $ 19 USD you will get a custom-paired glass of wine from 4 locations hand selected by the chef.

5/5 ⭐️ on Viator ⏳ 3 Hour Tour

7. Art Tour

This is not your average walk of the museum. Jules walking tour will hit more then one location and really try to tailor the experience to your curiosity.

With a few different options of tours you will be delighted with the different imaginations of the artists.

From the more formal galleries with some of the best local artists to unique spots showcasing art Jules will keep you entertained.

Head down to the warehouse district with colorful art and two other co-op galleries that you can tour.

Walking different studies gives you the chance to stop along some of the niche boutiques picking up survivors and prints along the way.

green trolley pulling cars in front of houses

8. Hop on Hop Off Old Town Trolley Tour

Toss your list aside and hop on the trolley. With 22 stops in the historic area surrounding downtown you will be free to explore at your pace. Unlimited re-entry with the option of one or two-day passes makes this a truly incredible way of seeing the city.

With this tour you also get free admission to the History museum, beach shuttle and shuttle to the alligator farm. Be sure to make a stop at The Fountain of Youth to make the trip last a lifetime.

5/5 ⭐️ on Viator ⏳ 1 Hour Boat Ride

Picture of the entrance to the fountain of youth

9. Fountain of Youth

This site is home to the oldest European settlement. So the fountain of youth must be true! Well… don’t we all wish it was true.

Beautiful buildings and structures are still intact to marvel at the craftsmen ship. With history dating back to before 1513 there is no limit to the stories and lore around this beautiful place.

The lush foliage and large trees can tell the story of time in their own way. Grab a cup and take a sip. We hope it will work better for you then it did for us 🙂

10. Romantic Self-Guided Tour

One thing we always love is a self-guided tour. Rent a bike, pick a direction and see what you can find.

This is a great way to see and travel just outside the main destinations. St Augustine has many beautiful neighborhoods tucked around the downtown, over the bridges and along the coastlines.

Side-by-side scooters and street cart rentals allow the whole city to be your playground.

The beaches are a must-see and a great way to cool down. With this tour you will go the chance to go off the beaten path. Bring a speaker and enjoy a playlist that will bring back memories time and time again.

man on a kayak with a manatee on the side in the water

11. Dolphin, Manatee, and sea turtle adventure tour

Right on the shoreline of Anastasia State Park is a great place to explore and “sea” more locals in there natural environment.

You get to pick between a paddle board or kayak to start your adventure. Sea turtles, the West Indian manatee and even dolphins are a few locals that frequent this area. This tour will also get you access to the Maritime museum and lighthouse tour.

5/5 ⭐️ on Viator ⏳ 2 Hour Tour


St. Augustine is a walking city, a food city and a peoples city.

When it comes to tours you will be able to find something spooky, filling and even educational.

There is no limit to the trips and adventures you can find.
We have listed some of the best tours in St.Augustine for couples, but there are still plenty of things to see and explore here.

With your feet well established on the historic street of America’s oldest city you will only wonder where to wander to next.

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