Captain Randi - Island Tours

Captain Randi - Island Tours Captain Randi Hess 🌴 Private boat & charter captain available for island hopping & beach adventures!

01/05/2025
12/11/2024

Just surfin that wave!! 😍
Call or text to schedule your boat adventure! 239-677-0207
www.captainrandi.com

Call now to connect with business.

Gorgeous little Tuesday 😍
12/11/2024

Gorgeous little Tuesday 😍

Guilty!! 😅👋
11/08/2024

Guilty!! 😅👋

Sunday Funday!!
10/27/2024

Sunday Funday!!

I just saw a rare Roseate Spoonbill 😍
10/05/2024

I just saw a rare Roseate Spoonbill 😍

The Calusa were a Native American people of Florida's southwest coast. Calusa society developed from that of archaic peo...
10/02/2024

The Calusa were a Native American people of Florida's southwest coast. Calusa society developed from that of archaic peoples of the Everglades region. Previous indigenous cultures had lived in the area for thousands of years. Known as the "Shell Indians", the Calusa are considered to be the first shell collectors. Unlike other tribes, the Calusa did not make any items from pottery. Shells were used to make items like jewelry, utensils, and tools.The Calusa relied more on the sea than on agriculture for their livelihood. They made tools and weapons of seashells and fish bones.

What a gorgeous day! I'm truly grateful to be able to share this special place with others 🥰
09/20/2024

What a gorgeous day! I'm truly grateful to be able to share this special place with others 🥰

The Ghost of Dead Man’s Hole👻 🐊 🍊 Just off the Gulf Coast, on a remote, windswept stretch of land known as Cayo Costa Is...
09/17/2024

The Ghost of Dead Man’s Hole
👻 🐊 🍊

Just off the Gulf Coast, on a remote, windswept stretch of land known as Cayo Costa Island, there’s a deep, ominous sinkhole hidden beneath the mangroves. The locals call it ‘Dead Man’s Hole’. It’s a perfectly round pit of black water, rumored to be bottomless. While the island itself is tranquil, with soft sands and tropical breezes, the area surrounding Dead Man’s Hole has always been a place of mystery and fear.

Legend has it that the hole was once a hideout for pirates in the early 1800s. Among them was a particularly ruthless pirate captain named ‘Miguel Blanco’, known for plundering Spanish treasure ships and leaving no survivors. Miguel and his crew used Dead Man’s Hole to dispose of any unfortunate souls who crossed them—Spanish soldiers, rival pirates, even some of their own mutinous crew. They say Miguel would tie the prisoners to a heavy anchor, reciting a curse in Spanish before tossing them into the water, never to be seen again.

One day, a daring Spanish naval captain named ‘Hernando Alvirez’ tracked Miguel and his crew to the island, determined to recover the stolen gold and put an end to the pirate’s reign of terror. After a bloody battle in the mangroves, Captain Hernando was captured, wounded, and thrown into Dead Man’s Hole, cursed by Miguel as he sunk beneath the dark water. But Hernando was no ordinary man—he was said to have been blessed by a local shaman, protected by the spirits of the sea.

That night, the pirates celebrated their victory, but just as the moon reached its highest point, an eerie mist rolled in from the sea, thick and unnatural. The waters of Dead Man’s Hole began to churn and bubble as if something massive was stirring below. One by one, the pirates were dragged, screaming, into the black depths of the hole, unseen hands pulling them down. Miguel himself was the last to go, his cries echoing across the island.

Since that night, no one has ever found the pirate's treasure, but the legend of ‘Captain Hernando’s revenge’ haunts Dead Man’s Hole. Fishermen swear they’ve seen ghostly figures near the water, and on moonlit nights, some claim to hear the faint screams of Miguel’s crew being dragged back to the depths.

The bravest—or perhaps the most foolish—sailors sometimes anchor their boats near Dead Man’s Hole, hoping to catch a glimpse of the ghostly pirates or perhaps recover lost treasure. But many of them never return, and those that do are forever changed, speaking of glowing eyes beneath the water and whispers carried on the wind.

No one knows for sure how deep Dead Man’s Hole goes, but everyone agrees on one thing: it’s a place best left undisturbed.

We were up and at it early today. No afternoon storm is going to beat us!! 😅💜😅
09/04/2024

We were up and at it early today. No afternoon storm is going to beat us!! 😅💜😅

😎🌴💜
08/30/2024

😎🌴💜

All the way from Germany!! It was lovely to spend time with this family again 🥰🥰🥰
08/25/2024

All the way from Germany!! It was lovely to spend time with this family again 🥰🥰🥰

Meet the world's tiniest captain!! All the way from Paris, France 😆🌴💜😎
08/18/2024

Meet the world's tiniest captain!! All the way from Paris, France 😆🌴💜😎

Gorgeous day today! The water was smooth like butter 😎PS Hey bud, I don't think you can park there 😅
08/12/2024

Gorgeous day today! The water was smooth like butter 😎
PS Hey bud, I don't think you can park there 😅

The PERFECT way to spend a Wednesday. Sunshine. Boat. Beach 😎🌴💜
07/24/2024

The PERFECT way to spend a Wednesday. Sunshine. Boat. Beach 😎🌴💜

Braving the heat with my new Okie pals!! 🌴😎💜
06/06/2024

Braving the heat with my new Okie pals!! 🌴😎💜

Who's got the wheel?! Don't worry! Your captain's got this 😅😎
05/23/2024

Who's got the wheel?! Don't worry! Your captain's got this 😅😎

Made some new friends from Montana!! I hope they were serious when they invited me to visit 😅🥰    Captain Randi - Island...
05/09/2024

Made some new friends from Montana!! I hope they were serious when they invited me to visit 😅🥰
Captain Randi - Island Tours Randi Hess

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Bokeelia, FL
39922

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