St. Augustine Hidden History Adventure Tour

Take a tour on the road less traveled – The Ancient City
We take you on a unique adventure to locations that are obscure and off the beaten path. Do you crave the new, the exciting and the lesser known? Then this is the experience you have been waiting for! We crafted this adventure with all the little secrets that some of the locals don’t even know. It true! We asked!

What You’ll Experience:
- Have you ever seen a reliquary gifted from the Vatican?
- Or played games that were favored by pirates, kings and colonials for millennia?
- Does the mystery of the headless angel intrigue you?
- What about ringing a church bell from antiquity?
-All of these things and more await you so join us on this adventure and explore the side streets and secrets of St. Augustine with us.

This is a tour of discovery that makes the past pulse with life. Uncover insider secrets, explore hidden corners, and hear the untold stories that will change the way you see St. Augustine forever.

Meeting Point

2 Cuna St

2 Cuna St, St. Augustine, FL 32084, USA

We will meet a the base of the Castillo De San Marcos on the walkway by the river. There is parking on site, street parking or in the city parking garage. Please allocate a few additional minutes for parking.

What's included:

• Guided Experience

What to expect:

Duration: 1 hour, 30 minutes

Castillo de San Marcos National Monument

1 S Castillo Dr, St. Augustine, 32084-3252, Florida

The Castillo de San Marcos is the oldest masonry fort in the continental U.S.—built in the 1600s to defend St. Augustine from pirates and invading forces. Made of coquina stone, it actually absorbs cannon fire! Step inside to explore real jail cells, cannon demonstrations, and sweeping views of the bay. History comes alive in this epic fortress

15 minutes

Saint Photios Greek Orthodox National Shrine

41 Saint George St, , St. Augustine, 32084-3607, Florida

Tucked away in St. Augustine’s historic district, the St. Photios Greek Orthodox National Shrine is a hidden gem rich in culture and history. Step inside to discover stunning Byzantine-style frescoes, learn about the first Greek settlers in America, and explore a peaceful chapel that feels like a world away. It’s a must-see for history buffs, culture lovers, and anyone seeking a serene, inspiring stop off the beaten path

15 minutes • Admission Ticket Included

Ronnoc's Trading Post

58 St George St, St. Augustine, FL 32084, USA

Ronnoc's Trading Post is a quirky, off-the-radar treasure in St. Augustine that feels like stepping into a time capsule. Packed with eclectic antiques, rare curiosities, vintage oddities, and local legends, it’s part museum, part shop, and all adventure. Whether you're hunting for a one-of-a-kind souvenir or just love the thrill of the unexpected, this stop is a must for curious explorers.

15 minutes • Admission Ticket Included

Spanish Military Hospital Museum

3 Aviles St, , St. Augustine, 32084-4404, Florida

The Spanish Military Hospital Museum is a fascinating glimpse into colonial-era medicine in St. Augustine. Watch live surgical demos, explore an herbal apothecary, and tour reconstructed hospital rooms with costumed guides. It’s an unexpected and eye-opening stop that history lovers won’t want to miss.

Pass by without stopping

Governor's House Cultural Center and Museum

48 King St, St. Augustine, FL 32084, USA

The Governor’s House Cultural Center and Museum is a
hidden gem in downtown St. Augustine. Once home to colonial governors, it now features exhibits, historic architecture, and a peaceful courtyard—perfect for a quick, meaningful dive into the city’s layered past.

15 minutes • Admission Ticket Included