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Pirates and Treasure: A Nautical History Tour of Key West’s Old Town

60 minutes - Hosted in English, Spanish

Dare to venture into Old Town, where legends were forged in cutlass and flame - and tales aren't just tales - but stark reminders of the savage pursuit of blood-thirsty dreams. 

From the Cuban hangouts of famous pirates like Blackbeard, to gravestones in saloons, freshwater pirate wells, and haunted ship captain homes, you'll get the opportunity to sip rum and listen to the tales while standing on sites where it all took place.   

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Excellent value
Lots of people really like this tour and it’s worth the money.
Hands-free guidance
This tour uses your GPS location to play the right thing at the right time.

How you can take this tour

Walking
This tour can be taken at your own pace by walking
Bike or E-Bike
Take this tour via bicycle or e-bike!
(April promotion.  Applied at checkout)

From $39/99 $29.99/person

$39.99

$29.99/person

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$ 39.99 USD
$ 39.99 USD
/ Tour
★ Local Suggested tour
additional 25% DISCOUNT @ CHECKOUT
Pirates and Treasure: A Nautical History Tour of Key West’s Old Town
(for this tour)
(for this tour)
COMING SOON

WHAT YOU’LL SEE & DO

In the sun-scorched heart of Key West, pirates didn't just seek treasure—they demanded it. 

Audio Wave

Retrace the steps of famous pirates, treasure hunters and 'wreckers'.

...those Key West sailors who braved the merciless sea in pursuit of wrecked cargo upon the Florida Keys reef, just 6 miles to the south. 

On this tour, you'll get a chance to:

► Duck into El Meson de Pepe's for a riotous throwback to the pirate days, where rum flows freely and the salsa never stops.
► Stumble into the infamous Captain Tony's, where the spirits aren't just in the bottles. Revel in its notorious past of piracy and debauchery.
► Be introduced to the Oldest House, also known as the den of the wreckers.
► Discover the Audubon House - which might look like a slice of paradise - but it's really a gateway to the wild, untamed past of Key West.
► Dive headfirst into Mel Fisher's Maritime Museum, the holy grail for armchair buccaneers and would-be treasure hunters.
► Stand before the Old Custom House, where straight-laced customs agents once tried to tame the wild tides of Key West. It's a bold dash through the darker side of Key West's maritime mayhem.

…and, of course, a few surprises along the way.

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What is Included

Instant download
Crystal clear instructions for getting this tour on your phone.
Offline Access
Includes playback capabilities without wifi once on your device.
Translated Instructions
Read and listen in your native language

Meet your narrator: Captain William Shade

Shipwrecked on the island in the 1800s, the ghost of Key West local legend Captain Shade recreates the pirate history on this tour. A masterful storyteller, Capt. Shade shows you this island is much more than meets the eye.

(April promotion.  Applied at checkout)

From $39/99 $29.99/person

$39.99

$29.99/person

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$ 39.99 USD
$ 39.99 USD
/ Tour
★ Local Suggested tour
additional 25% DISCOUNT @ CHECKOUT
Pirates and Treasure: A Nautical History Tour of Key West’s Old Town
(for this tour)
(for this tour)
COMING SOON

What a cool idea

I've always thought of audio tours as boring and dry. This was anything but! Loved it!
Brian P.
October 2023

I want to do more!

LOVED that it was a ghost pirate that was narrating. So funny and entertaining! Will recommend this to everyone!
Kristen H.
January 2023

Great way to see key west with the family

My family is always looking for new ways to experience a city. This was great!
The Richer Family
December 2023

Absolutely the best!

This was the best audio tour I’ve ever been on. An absolutely fabulous way to see Key West!
Tammy A.
October 2023

FREQUENTLY ASKED QUESTIONS

Will I meet actual pirates on this tour?

You never know! But thankfully, most of the piracy that shrouded Key West has been driven out of our waters. You may meet some salty ship captains or other island characters, however!

Are these tours good for kids and families?

Absolutely! Our tours are like family road trips, but without the 'are we there yet?' We keep it fun and engaging for all ages. Just enough history to educate, and plenty of quirky tales to entertain. Think of it as edutainment where you actually enjoy the 'edu' part.

Are these walking tours only or can i ride my bike/golf cart?

Walk, bike, or golf cart – your choice! Our tours are as versatile as your transportation preferences. Just remember, safety first – we don't want you so engrossed in our stories that you forget you're on wheels! Keep it cool, keep it safe, and enjoy the ride, whichever way you roll.

Does this tour require wifi?

Nope, no WiFi needed! Our tours are downloadable. Think of it like preparing for a Netflix binge but for your ears and feet. Download the tour over a connection faster than a Key West sunset, and you're set to explore the island offline. Say goodbye to pesky data charges!

How will I know where to go?

Fear not, intrepid explorer! Our app is like a treasure map, minus the 'X marks the spot'. It'll guide you through the winding streets and hidden alleys with the precision of a GPS-obsessed parrot. Just follow the voice and the handy map – it's like having a personal navigator, minus the backseat driving.

Does each person in my group need their own tour?

Only if they want to hear the tour! It's like headphones at a silent disco – without your own set, you're just watching a bunch of people dance awkwardly in silence. So yes, each person needs their own tour unless you're all about that shared earbud life. Social listening is the new black, after all.

Is this a tour with a tour guide?

Oh, absolutely! That is if you count the sultry voice coming from your device as a 'guide'. Our tours are like having a super knowledgeable local in your pocket, minus the awkwardness of actually stuffing someone in there. No live guides here, just the freedom to explore at your own pace with our expertly crafted audio narratives!

YOU ONLY NEED 2 THINGS:

1.

A SMART PHONE

2.

EARBUDS

TO DISCOVER THE BEST OF KEY WEST (AT YOUR OWN PACE)

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Pirates and Treasure: A Nautical History Tour of Key West’s Old Town

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A guided adventure by Island Audio Tours

45 minutes · Hosted in English and Spanish
Excellent Value
Guests say it's well worth the price
Family Friendly
This tour is OK for parents and kids alike

What you'll do

Join me, Captain William Shade, as we tread a path drenched in blood, gold, and treachery.

In these waters, pirates didn't just seek treasure—they demanded it, and their shadows still lurk in every forgotten alley and moonlit dock.

Dare to venture where legends were forged in cutlass and flame, where tales aren't just tales but stark reminders of the savage pursuit of greed and dreams. This isn't your grandmother's stroll down memory lane; it's a raw, unapologetic plunge into the depths of the ambition and desire that has made Key West what it is today.

Steel yourself, for in these echoing footsteps, you're not just retracing history—you are awakening it.

What's included

Family Friendly
This tour is OK for parents and kids alike
Family Friendly
This tour is OK for parents and kids alike

From $20/person

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