St. Augustine: Wine, Cocktails & Food Walking Tour

Summary

Historic streets, Spanish forts, wine glasses clinking in St. Augustine

You’ll walk historic streets past Spanish forts and old cemeteries, tasting boutique wines and creative cocktails along the way. Lunch is included (and memorable), plus stories from a local who knows every corner. Expect laughter over shared plates and a real sense of St. Augustine’s layered history — you might find yourself wanting to linger just a bit longer.

What’s the experience like?

The first thing I noticed was the faint salt in the air — not just from the ocean nearby, but maybe also from the old stones of Castillo de San Marcos as we stood outside, listening to our guide talk about sieges and pirates. It was humid but not heavy, and I kept glancing at the thick walls wondering how many people had leaned against them before us. Our group was small enough that everyone could hear each other’s questions (someone asked if you could still see cannon marks; you can), and there was this easy chatter as we made our way past the fort toward St. George Street.

I didn’t expect to laugh so much on a food tour, but by the time we’d tried our first cocktail — something citrusy with a weirdly smoky edge — it felt more like hanging out with friends than anything formal. The bartender explained how they infuse their gin with local herbs; I probably nodded too enthusiastically because he grinned and poured me a little extra. We wandered down cobblestone lanes past the Huguenot Cemetery (the guide told us about yellow fever burials in this offhand way that made history feel oddly close), then ducked into a spot for lunch where the bread was warm and someone at my table tried to guess all the spices in the shrimp dish. No one got it right.

Between bites and sips, we stopped at places like Government House and the Cathedral Basilica — both beautiful but in totally different ways. The Basilica’s ceiling glowed gold in late afternoon light; I caught myself staring up too long and almost missed what our guide said about its age (older than most cities back home). At one point, someone mentioned Southern Living named St. Augustine its top food city — honestly, after that last glass of wine, I believed it without question.

Step-by-step itinerary

Day 1 — Explore St. Augustine historic sites

• Enter through Old City Gates
• Walk along St. George Street
• Visit Castillo de San Marcos fort
• See St. Photios Greek Orthodox Shrine
• Explore Historic Town Plaza
• Visit Cathedral Basilica of St. Augustine
• View Government House museum
• Stop at Huguenot Cemetery

Top questions

How long is the St. Augustine wine & food tour?

The experience typically lasts several hours as you walk between historic sites and tasting stops in downtown St. Augustine.

Is lunch included on this St. Augustine food tour?

Yes, lunch is included along with alcoholic beverages and bottled water during the tour.

Are vegetarian options available?

Vegetarian options are available if requested at booking; other dietary needs may not be accommodated.

Does this tour include entry to Castillo de San Marcos?

The tour visits Castillo de San Marcos from outside but does not include entry inside the fort itself.

Is this walking tour wheelchair accessible?

Yes, it is wheelchair accessible and suitable for all physical fitness levels.

Can service animals join this St. Augustine food experience?

Service animals are allowed on this tour.

What historic sites are visited during the experience?

You’ll see Castillo de San Marcos, Government House Cultural Center & Museum, Cathedral Basilica of St. Augustine, Huguenot Cemetery, Old City Gates, St. George Street, Plaza de la Constitución, and more.

Are public transportation options nearby?

Yes, there are public transportation options available near the meeting points in downtown St. Augustine.

What’s included

Your day includes tastings of boutique wines and handcrafted cocktails at several stops around downtown St. Augustine, a memorable lunch featuring local flavors (with vegetarian option by request), bottled water throughout the walk, plus stories and guidance from a knowledgeable local host who brings each landmark to life along the route.