Historical Tours in St. Augustine with Cush Character Tours - Jacksonville

Historical Tours in St. Augustine with Cush Character Tours

Jacksonvilleeasy

Difficulty

easy

Duration

1.5–2 hours

Fitness Level

Suitable for most fitness levels as the pace is moderate and includes frequent stops for storytelling.

Overview

Step back in time with Cush Character Tours in St. Augustine, where history meets vibrant storytelling through walking and rolling tours designed for all ages.

Details

St. Augustine, Florida, holds the title of the oldest continuously inhabited European-established settlement in the continental United States. Walking through its streets is stepping directly into centuries of layered history. Cush Character Tours and Entertainment offers a uniquely engaging way to experience this vibrant city, specializing in historically themed walking and rolling tours that bring the past vividly to life.

Cush Character Tours offers three main tours designed to appeal to a broad audience: the Historical Walking Tour, the Rolling History Tour, and the Kids History Tour. Each option delivers dynamic storytelling and immersive reenactments that unfold alongside the city’s colonial architecture, ancient fortresses, and cobblestone paths, including landmarks like the Castillo de San Marcos and Flagler College. The walking tours are ideal for visitors who want to absorb the atmosphere up close, while the Rolling History Tour caters to those seeking a more accessible experience on wheels.

What sets Cush Character Tours apart is their focus on entertainment as a gateway to education – actors in period dress reveal the triumphs and struggles of St. Augustine’s past with humor and historical accuracy. The Kids History Tour, in particular, engages younger visitors by turning education into an interactive adventure, making history tangible and fun.

St. Augustine’s unique coastal environment, featuring ancient coquina rock and lush subtropical flora, frames these tours with a natural element that underscores the city’s enduring relationship with its setting. This blend of outdoor activity and historical immersion offers a fresh way to experience a city that otherwise might be approached only through museums.

For visitors aiming to connect with Florida’s roots, Cush Character Tours and Entertainment is a standout option. They provide a storytelling experience layered atop outdoor movement, perfect for anyone who wants meaningful engagement with one of America’s most enduring cities.

Adventure Tips

Wear Comfortable Shoes

Most tours involve walking on uneven cobblestone streets, so sturdy footwear is recommended.

Stay Hydrated

Florida's subtropical climate means tours can be warm; bring water especially in summer months.

Bring Sunscreen and Hats

Tours are primarily outdoors with limited shade, so sun protection is important.

Accessible Rolling Tour Available

If walking is not preferred, the Rolling History Tour offers a seated alternative to enjoy the sights.

Local Insights

Hidden Gems

  • The Oldest Wooden School House
  • The Spanish Military Hospital Museum

Wildlife

  • Wading birds like herons in nearby wetlands
  • Small lizards common on historic walls

History

St. Augustine was founded in 1565 and features well-preserved colonial structures made from native coquina stone.

Conservation

Efforts focus on preserving historic buildings while minimizing environmental impact in this sensitive coastal zone.

Frequently Asked Questions

Photography Tips

Best Times

Golden hour
Morning light
Late afternoon

Best Viewpoints

  • Castillo de San Marcos ramparts
  • Bridge of Lions
  • Historic downtown plazas

What to Photograph

Colonial architecture
St. Augustine’s streetscapes
Period costumed guides

Recommended Gear

Comfortable walking shoes

Essential

Provide stability and comfort on historic, uneven sidewalks.

Reusable water bottle

Essential

Staying hydrated supports comfort on outdoor tours.

spring|summer|fall specific

Wide-brim hat

Essential

Offers sun protection during exposed sections of the tour.

spring|summer|fall specific

Lightweight rain jacket

Useful for unexpected afternoon rain showers common in Florida.

spring|summer|fall specific