Top Pensacola Cultural Tours

Climate controlled bus tour of Pensacola Beach and Fort Pickens. Board the bus and see the sights while a video entertains you talking about local attractions & sights, historical events and places as we casually cruise to Fort Pickens. There you will walk through history as you get a personal guided tour of this historically important fort. The script is written by a local historian and you'll get facts and stories that no one else can offer. Learn about the fort during the civil war, how the soldiers lived, important battles that happened there. See where Native American Chief Geronimo was living when he was kept prisoner there. The tour video continues from the fort back to the Visitors Center where you were picked up. Then set sail on a dolphin cruise!

Hop aboard the Jolly Dolphin, a 42-foot (12.8-meter) shaded tritoon, and make your way out to sea with a captain and crew to help make your experience enjoyable and educational. As you glide along the waters, you'll learn about the natural environment and the creatures that call it home. You may even spot dolphins frolicking in the surf.

There are dolphin tours and then there’s the Frisky Mermaid: a boat tour that tempts you with a mer-mazing time on the water. Come aboard this boat for a scenic cruise around Pensacola Beach, either in the morning or evening. Depending on which time you choose, you may be able to see a variety of marine life in the waters such as fish, turtles, and dolphins. No matter when you sail, the Gulf breeze and warm sun accompany you.

This Downtown Pensacola Segway Tour is perfect for travelers who are short on time, but who still want to see the city. A guide takes you on a segway, so you don’t have to get tired from walking around and tells you about the city as you see places such as the Old Christ Church, Plaza De Luna Memorial Monument, and Plaza Ferdinand VII.

Pensacola has a deep and colorful history. Join us as we peel back the layers of its dark history on this gripping guided walking tour led by international true-crime author and former homicide detective Michael Earl Simmons. Journey through the past from 1833 to 1940, exploring real accounts of fascinating local crimes rather than ghost stories centered around the historic Plaza Ferdinand. This 75-minute experience reveals six chilling tales of murder, mystery, and justice, shedding light on forgotten events and intriguing historical characters that shaped the city.

The Best of Pensacola: Private Navy & Heritage Tour goes far beyond the standard sightseeing experience. From climbing the historic lighthouse and exploring the world-famous National Naval Aviation Museum to wandering the cobblestone streets of the Historic Village and shopping at Joe Patti’s bustling seafood market, this tour is designed to showcase every side of Pensacola — its military pride, cultural richness, and local flavor. Unlike larger group tours, this private journey moves at your pace, allowing you to linger at favorite stops, explore with your guide’s full attention, and truly connect with the city’s character. With a carefully curated itinerary that blends sweeping coastal views, hands-on history, vibrant art, and authentic Southern dining, guests experience Pensacola as few ever do — not just as visitors, but as insiders.

Explore downtown Pensacola without getting lost on this hop-on hop-off bus tour—a great choice for first-time visitors. Take as much time as you like at each stop and sightsee at your own pace. Your pass includes a guided tour of Pensacola’s oldest house and a self-guided tour of the old cemetery. Plus, enjoy commentary from your guide and over $100 worth of discounts at businesses and attractions along the route.

Discover some of Pensacola’s deepest, darkest secrets on a guided, ghost-themed bus tour. This “frightseeing” tour explores the darker side of this waterfront city, one of the earliest European settlements in the US. Discover the five types of hauntings that are common in Pensacola. Visit the historic downtown district, plus the Seville Quarter, Sanders Beach, North Hill, and a cemetery, of course. This scary, fun and informative adventure is for mature audiences. Parental discretion is advised.

Whether you’re paddling alone or with a partner, this nighttime paddling session includes a kayak that can accommodate two people. It’s a clear, transparent vessel that’s illuminated with LED solar lights to give you a glimpse into the waters below. Choose your favorite color, slide on a life jacket, and paddle across the Pensacola Beach Sabine while looking for fish, stingrays, and dolphins.