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Finding things to do in St Augustine, Florida, is not going to be difficult. But if you want to dive deeper into what makes St Augustine attractive to the woman over 50 traveling solo, you need to experience a few of its tours.
In this article, I discuss 3 amazing St Augustine tours that you shouldn’t miss. These tours offer the best value for your money along with a travel experience that you will not forget.
3 Amazing St Augustine Tours you don’t want to miss
On the surface, St Augustine could be perceived as a bit touristy. However, St Augustine is so much more than a cheap thrill.
St. Augustine has a rich history that dates back before the Pilgrims and Plymouth Rock. Its long history reveals that St Augustine knows how to take on adversity, rise from the ashes, and successfully re-brand itself.
Take a tour of the city is like going on a date. The best way to explore St Augustine and get beyond the surface is through one of its many tours. Other reasons why taking a guided tour of St Augustine is ideal are:
- the money you spend on locally run tours supports the local economy in some many ways
- when traveling solo, it is a fantastic way to meet people from all over the world
But which St. Augustine tours should you choose to do that will offer the best experience and great value for your money?
St Augustine Trolley Tours
Hop-on Hop-off Old Town Trolley Tour is a 1 and a half-hour tour (if you don’t hop off) that gets you familiar with major St Augustine, Florida attractions and the historic district. The Old Town Trolley makes 23 stops for which you can get off, explore then hop back on.
Ride through the city gates of St Augustine and see the following:
- St. George Street
- Colonial Quarter
- Cathedral Basilica of St Augustine
- St Augustine Distillery
- San Sebastian Winery
- Whetstones Chocolate Factory
Be amazed at:
- Castello de San Marco
- Views of the Matanzas Bay
- Fountain of Youth
During the tour, your guide will entertain you with historical facts and hilarious comedic slapstick humor. Be prepared to be amazed.
If you’re not a walker, this is the perfect way to get around St. Augustine. You get unlimited on and off privileges, which means you could ride around for hours if you want.
For more information and to purchase your ticket, click here. Bonus: includes admission to Florida Heritage Museum and transfer to the St Augustine Beach Bus.
St Augustine Boat Tours
The Dolphin and Wildlife Adventure ecotour is a great way to learn about St Augustine’s community of plants and animals called the Guana Tolomato Matanzas Reserve. This boat tour explores the Intracoastal Waterways that runs parallel to St. Augustine’s coastline.
It is 90 minutes of relaxing fun with a tour guide who knows the Guan Tolomato Matanzas Estuaries (a transition zone where the Matanzas River meets the Atlantic Ocean) and its wildlife like the back of his hand.
On the very cloudy morning that I went on the Wildlife tour, we were able to follow a school of dolphins that were swimming along the coast, a Roseate Spoonbill hunting for fish and a manatee bobbing his snout in and out of the river; all while sipping on mimosas.
Our tour guide discussed the history of St Augustine, the damage from Hurricane Matthew to the region, and the effect of climate change to the waterways and wildlife. I highly recommend this tour.
St Augustine Food and Wine Tours
The Savory Faire Food Tour was my very first food tour – ever and I wasn’t disappointed. This experience will be the standard for which I will grade other food tours that I plan on taking in the future.
During this food tour, I was able to sample dishes and wine from 7 different restaurants and gourmet shops. This walking food tour lasted 3 hours with a tour guide who wowed us with his wit, charm, and knowledge of historic St Augustine.
The restaurants featured were off the beaten path (not on St George Street) and served delicious taste-sized portions paired perfectly with a glass of wine (or beer on request).
Restaurant selections and their customized menus are always changing, so it’s possible to repeat this tour for a different experience every time!
Don’t even think about taking any other food tour.
The single supplement and the dreaded minimum of 2
I want to take a moment and climb up on my soapbox.
Tour operators, it sucks to be penalized either by the single supplement or the minimum of 2 requirements that solo travelers have to put up with.
According to Google Trends, interest in solo travel has seen a steady increase over the past five years.
Now let’s take a look at female solo travel.
Yes, the solo travel sisterhood is real and here to stay.
It is time for the hospitality and tourism industry to catch up with the times. We shouldn’t be penalized for traveling by ourselves by having to pay higher prices or by being shut out entirely. We make a conscious choice to choose to see the world on our terms regardless of perceived cultural norms.
That being said, I will now step down off of my soapbox and continue.
Women over 50 traveling solo to St Augustine; the romance destination
Peter, the tour guide for the Savory Faire food tour mentioned that St Augustine is known as a romance destination. I don’t doubt this since on both the food and safari boat tour I was the only one without a wingman.
It’s easy to feel like a 3rd wheel while traveling through St Augustine. I’ve found this less of an issue in bigger cities where being solo on a tour is not so much an oddity.
Everyone was excellent and very engaging – no looks of sympathy or questions about why I’m traveling alone (I’ve been asked that question on other tours).
Humans, by nature, like to be part of a duo. It’s part of our DNA. So how do you stop yourself from feeling some type of way about traveling by yourself?
Here are a few tips on how not to feel awkward while on a tour by yourself:
- Let me be real. It might take a few solo trips before you stop feeling uncomfortable on tours. Stay present and concentrate on the journey instead of the feeling of awkwardness.
- If you’re an introvert, don’t feel like you have to talk to everyone. If you’re an extrovert, talk to everybody.
- Remember: you won’t always feel weird about being solo. It will get easier
- Don’t get offended and go on the defensive if someone asks you a stupid question about traveling alone. People are inquisitive about solo traveling. And you might inspire someone to try it.
Where to stay in St Augustine
Read my picks for St Augustine Bed and Breakfast in the historic district by reading, “6 Bed and Breakfast in Historic St Augustine you will find charming“.