What to do and see in Pensacola, Florida (FL): The Best Historical & Heritage Tours

November 6, 2021 Kandra Bartel

If you're looking for some great Florida beaches but aren't necessarily interested in a mega-resort or theme park atmosphere, Pensacola might just be the place for your perfect weekend. Home to Gulf Islands National Seashore, the city offers some of the best fishing and boating in the area. Inland, canoeing enthusiasts won't want to miss the beauty of the Blackwater River. Closer to town, the city has a proud military heritage, which can be seen at attractions like the National Museum of Naval Aviation and the Pensacola Naval Air Station.
Restaurants in Pensacola

1. Pensacola Walking Cemetery Tour

301 N G St, Pensacola, FL 32501, USA Go Retro
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5.0 based on 2 reviews

Explore St. John's Cemetery at dusk in a memorable walking tour.  This is best cemetery walking tour in town, and will be sure to give you goosebumps!

Inclusions: All taxes, fees and handling charges, Local guide

Exclusions: Transportation to/from attractions

Reviewed By granph

Great tour of area we could not have seen ourselves. Tour guide was good. Stops were fun. Nut store was the best - free praline and beautiful gifts to buy

2. 1hr Segway Tour Downtown

Pensacola Bay Brewery, 225 Zaragoza St, Pensacola, FL 32502, USA Emerald Coast Tours
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5.0 based on 4 reviews

1hr Historical Segway tour of Downtown Pensacola. Not as much history told as on our 2hr tour and not as many stops. Routes may vary depending on tour guide.

Inclusions: Professional guides

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Reviewed By mlbourgeois

Truly never appreciated the history and diversity of Pensacola. I always thought of it as a beach, sun & fun destination, but incredible history, great museums and historic square.

3. Walking Pub Tour

Perfect Plain Brewing Co., 50 E Garden St, Pensacola, FL 32502, USA Emerald Coast Tours
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5.0 based on 4 reviews

We visit five bars and get drink discounts on this walking history tour. It is Pensacola's original walking pub tour.

Inclusions: Guided Tour

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Reviewed By sharongI4468VB

Decided to take a day trip to pensacola for a low key St. Paddy’s getaway. Booked a segway ghost tour because we like spooky things and also wanted to try our hand at the silly segways. Never did we think it was gonna be hands down the most fun we’ve ever had. Nick, was a phenomenal guide. He was extremely knowledgeable not only in the ghost stories but in pensacola history. My face hurt from laughing so much. 10 out a 10 would book again! ????

4. Red Light District Tour of Pensacola

610 N Spring St, Pensacola, FL 32501, USA Go Retro
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4.6 based on 8 reviews

Step into another world in Pensacola with this this 90-minute tour of the city's Red Light District. Explore downtown while listening to intriguing stories about about a time when prostitution was legal. Visit a former brothel, drink a boozy beverage and learn about why this port town was a popular stop amongst sailors.

Inclusions: All taxes, fees and handling charges

Exclusions: Gratuities, Hotel pickup and drop-off

Reviewed By granph

Great tour of area we could not have seen ourselves. Tour guide was good. Stops were fun. Nut store was the best - free praline and beautiful gifts to buy

5. Ghosts and Graveyard Tour of Pensacola

610 N Spring St, Pensacola, FL 32501, USA Go Retro
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4.6 based on 67 reviews

Haunted houses, ghosts, spooky cemetery--get the ultimate, adult Halloween experience in Pensacola with Go Retro. This riding tour covers a wide area with stops in the Commercial Business District, Seville, Sanders Beach, North and West Hill. You even visit a cemetery! It is designed for mature audiences; therefore parental guidance is advised.

Inclusions: Local taxes

Exclusions: Hotel pickup and drop-off

Reviewed By granph

Great tour of area we could not have seen ourselves. Tour guide was good. Stops were fun. Nut store was the best - free praline and beautiful gifts to buy

6. Longest Siege of Pensacola

610 N Spring St, Pensacola, FL 32501, USA Go Retro
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4.5 based on 2 reviews

Rediscover colonial Pensacola--the capital of British West Florida and where the longest siege of the American Revolution was fought. This epic story is so real, you’ll almost smell the gunpowder.

Inclusions: All taxes, fees and handling charges

Exclusions: Gratuities, Hotel pickup and drop-off

Reviewed By granph

Great tour of area we could not have seen ourselves. Tour guide was good. Stops were fun. Nut store was the best - free praline and beautiful gifts to buy

7. Hop-on Hop-off Tour in Pensacola

1401 E Gregory St, Pensacola, FL 32502, USA Go Retro
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4.5 based on 54 reviews

For the best introduction to Pensacola, try the Hop-on, Hop-off Tour. Fully narrated, this tour includes 14 stops for customers to explore areas of interest. Enjoy as much time at each stop. Then continue to explore. This tour includes entrance to Historic Pensacola Village, its 4 museums, a guided tour of the oldest house still on its original foundations, and a self-guided old, cemetery tour. What's even more exciting is that nearby businesses and restaurants offer over $100 in discounts or giveaways. Simply show them your Go Retro wristband, which is proof of your fare. Public parking is available at Go Retro Depot, Visitors Information Center, or Ferry Landing. Customers are asked to board either at the Go Retro Depot or Visitors Information Center. If you arriving at the Ferry Landing or need to be picked up at a specific stop, please call our driver to ensure he is looking for you. Begin your Pensacola adventure here.

Inclusions: Local taxes, Driver/guide, Pickup and drop-off from designated meeting points, Historic Pensacola Village Museum Complex

Exclusions: Gratuities

Reviewed By granph

Great tour of area we could not have seen ourselves. Tour guide was good. Stops were fun. Nut store was the best - free praline and beautiful gifts to buy

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