From Timbuktu to Bermuda
July 2025: Over the past year, I was fortunate enough to visit two locations with legendary names that I had always heard of, but never truly imagined I would visit. These are places that, for many, almost seem fictional and are often believed to be myths rather than real locations. Timbuktu, Mali, was the first, and the second was the island of Bermuda—a destination with a fascinating history. Most people have heard of Bermuda, but many dismiss it as a mere myth due to its association with the Bermuda Triangle, a mysterious section of the northern Caribbean. Known for its reputation for bizarre disappearances, Bermuda’s mysterious aura extends beyond its geographical connection to the Bermuda Triangle, with a history steeped in pirates and naval lore. Like Timbuktu, Bermuda is thought of by many as a mythical place, shrouded in mystery and fascination.
As part of my ongoing quest to explore the world, Bermuda was not initially on my radar due to its isolation and steep costs. It sits about 500 miles off the coast of North Carolina, nearly two hours by plane from New York. While the island’s beauty and intrigue were undeniable, the expense made it seem out of reach. However, fate had other plans for me. Ironically, it was my trip to Timbuktu that would lead me to Bermuda.
The Serendipitous Connection: From Timbuktu to Bermuda
On my way back from Timbuktu, I had a layover at JFK airport in New York, and that’s when I had a stroke of luck. My JetBlue flight from JFK to LAX was overbooked, and the airline offered $1,000 in travel vouchers for volunteers to give up their seats and take a later flight. The offer was too good to pass up—an 8-hour wait with a meal and hotel stay for $1,000 in vouchers. This delay worked in my favor, giving me the chance to catch a more direct flight back to San Diego.
Free Flight to Bermuda
With my newly acquired $1,000 JetBlue voucher, the timing was perfect to visit Bermuda, a destination served by JetBlue. The cost of a ticket to Bermuda matched exactly with my voucher, and I booked a three-day weekend trip. I was joined by my friend Jimmie, who has traveled with me on numerous adventures. We decided to set off in mid-July to explore the island, focusing on its caves, abandoned forts, and historical sites—some dating back to the Revolutionary War.

Bermuda map

Depiction of a Whirlpool in the Bermuda Triangle leading to another dimension

Arrival into Bermuda

Crystal and Fantasy Cave

Fantasy Cave Natural Pool

Fantasy Cave Natural Pool

Swimming in the natural pool of Cathedral Cave

Anoli-Introduced species, the only indigenous reptile is a skink

Blue Hole Park & Tom Moore Jungle

Entrance to wild cave with swimming hole

Jimmie about to go swimming in the cave

Jimmie swimming in the cave

Blue Hole

Jimmie swimming in the Blue Hole
Exploring St. George’s Island: A Journey into Bermuda’s History
A Rough Start to the Day
On our last full day in Bermuda, I woke up after a miserable night spent on my blow-up mattress, which was laid out on the floor beneath the foot of Jimmie’s cozy bed. Despite the uncomfortable sleep, the excitement of the day ahead made it easy to get up and start our adventure. We were determined to explore St. George’s Island, the oldest settlement in Bermuda, where the first colonists made their mark on the island.
A Historic Journey Through St. George’s Island
We took a taxi to Gates Fort, one of the many forts that dot the coastline of Bermuda and St. George’s Island. This fort, like so many others, stands as a testament to Bermuda’s history, built to protect the island from pirates and foreign invaders. As we explored the fort and its surrounding beach coves, we walked from south to north, soaking in the beauty of the island’s rugged landscapes. It was hot, but the stunning views distracted me from the oppressive heat.
Quiet Forts and Secluded Beach Coves
What struck me most about St. George’s Island was the quietness. The forts were all empty, with no crowds to contend with, and the beach coves, usually secluded and peaceful, were only being used by a few locals. The absence of tourists in these places gave the island an almost untouched feel. It was a reminder that Bermuda is the kind of place where many tourists stay confined to their resorts, missing out on the raw, natural beauty and history that the island has to offer.
A Full Day of Exploration
We continued our walk all the way to Fort St. Catherine, another historical site that overlooks the water. The fort, like others we had seen, felt frozen in time, providing us with a glimpse of Bermuda’s colonial past. As we wandered, the serene, secluded atmosphere made it feel like we had the entire island to ourselves.
Our day of exploring St. George’s Island was a perfect end to our Bermuda adventure—a mix of history, quiet beauty, and the sense that we were uncovering a side of the island few tourists ever experience.

Gates Fort

Old Fort that was also a WWII era battery

Local Beach with Beautiful Old British House in the Background

Locals Beach

Locals Beach

Paradise
Exploring Bermuda: Walking Through History
One of my favorite stops on the walk to Fort Saint Katherine was an old graveyard tucked away on the side of the road between the coastline and the jungle. The peaceful, hidden cemetery was a fascinating glimpse into Bermuda’s past. The graves were ancient, dating back to the 1700s, many of them from the era of the Revolutionary War with America. It seemed to be a resting place primarily for soldiers who had been stationed in Bermuda when it was a remote British outpost, far removed from the mainland.
As I wandered through the graveyard, I couldn’t help but imagine the lives of the soldiers who had been posted here. Later, I read that many of those buried here had succumbed to yellow fever, a disease that had ravaged the population during the island’s early colonial period. The cemetery, tucked away and largely untouched, stood as a quiet testament to Bermuda’s role in history—silent but powerful in its reminder of the past.

Old soldiers’ graveyard

Old soldiers’ graveyard
A Refreshing Break: Sneaking Into the Saint Regis Hotel
By the time we reached Fort Saint Katherine, it was closed, and the midday sun was unbearable. The heat was scorching, and after walking for hours without any water, we found ourselves in desperate need of hydration. With no 7-11 in sight, we had only one option: the Saint Regis Hotel, one of the most luxurious and expensive places on the island, with rooms starting at $1,200 per night.
Having already perfected the art of sneaking into resorts and enjoying their amenities—like beaches and natural cave pools—we decided to give it a try here as well. The Saint Regis was located next to the white sand beach, which butted up against the old stone walls of Saint Katherine Fort, offering one of the finest views and most beautiful beaches anywhere in the world.
Making Ourselves at Home
We walked up to the patio chairs shaded beneath sun umbrellas near the infinity pool, which overlooked the beach. No one seemed to mind our presence, and we quickly made ourselves at home, gulping down as many glasses of cold lemonade and water as we could—drinks that were generously presented to hotel guests. After quenching our thirst, we grabbed a few towels and decided to cool off in the ocean and the infinity pool.
It was the perfect break from the sun—refreshing, relaxing, and a much-needed escape from the intense heat.
Resuming Our Exploration
After spending a few hours at the Saint Regis, taking in the cool air and waiting out the fiercest part of the midday sun, we decided it was time to resume our exploration. We trekked over the top of the hill to discover more abandoned forts, each with its own unique story and atmosphere. Our impromptu resort detour was just the break we needed to continue our Bermuda adventure, feeling refreshed and ready to tackle the island’s hidden historical treasures.

Beach at Saint Regis Hotel in front of Saint Katherines Revolutionary War Era Fort
Exploring the Abandoned Forts: A Hidden Historical Treasure
Equipped with free bottled water graciously provided by the doormen at the Saint Regis, we set off over the hill toward the town of Saint George for dinner and a cold beer. The road was narrow and winding, and as we walked higher into the hills, it became increasingly overgrown with jungle. Along the way, we came across several more forts, some of which I later learned also dated back hundreds of years. These forts were now abandoned, with faint efforts being made to restore certain parts, but they still exuded a sense of history and mystery.
As with the other historical sites we had visited, we had these forts entirely to ourselves. It was almost hard to believe that such fascinating and significant historical areas were so close to the bustling Saint Regis resort, yet no one seemed interested in venturing out to explore them. The resort, with all its guests, felt worlds apart from these secluded, forgotten places. The contrast between the luxury of the hotel and the quiet isolation of the forts left me with a sense of wonder—how could such rich history remain largely untouched while tourists stayed confined to their pristine resorts?
There was one more fort we had hoped to explore, one that was completely abandoned, hidden deeper in the jungle. Overgrown and more elusive than the others, we searched for a while but eventually gave up due to the extreme heat. It didn’t matter, though. As we continued our walk, we stumbled upon a series of tunnels carved into the limestone cliffs. These hidden passages more than made up for the fort we had missed, offering a new sense of discovery and adventure. The coolness inside the tunnels was a welcome respite from the blazing sun, and we spent time exploring the eerie, shadowy corridors that added another layer of history to our journey

Road over the hill

Abandoned fort and huge moat around it

Fort tunnels

Me exploring the fort

View from the top of the hill where the fort was located
Fort William or Gun Powder Tavern-A Hidden Treasure: Exploring Abandoned Forts and Tunnels
Along with the natural pools inside the caves we swam in, this next place became my favorite spot in Bermuda. I have always loved exploring abandoned ruins, especially those left in a state of decay, and the tunnels that Jimmie and I stumbled upon by surprise were easily my favorite part of the trip. It reminded me of a similar experience I had just a month before in Senja Peninsula, Northern Norway, where my wife and I discovered miles of underground tunnels in a Nazi-era WWII naval fort that had been abandoned. This time, in Bermuda, we stumbled upon a fort that, as I would later learn, dated back to the Revolutionary War and was nicknamed Gunpowder Tavern by locals.
This fort had a rich and secretive history. It was once the main storage ground for gunpowder smuggled by Bermudian turncoat soldiers who were selling it illegally to Benjamin Franklin for the American Army led by George Washington. Over the years, the fort had taken on various unknown purposes, and it even seemed to have served as a prison at one point. In the 1960s, the fort reportedly became a discotheque for a brief period before being completely abandoned to the elements.
A gate that once forbade entry had been removed, likely by local kids, and now, before us, was a cool tunnel carved into the limestone, descending endlessly into darkness. The tunnels branched out into other side corridors and stairways, and Jimmie and I explored to our hearts’ content, occasionally concerned that we might even get lost.
In one room, I heard a startling sound that genuinely made me think I had encountered a ghost, but it turned out to be a couple of 10-year-old local girls who were also exploring the tunnels, using only the light from their phones to navigate. They snickered and said they’d gotten lost but were on their way out. Their presence added an eerie but innocent layer to the adventure.
There was so much to explore in the fort—endless tunnels and rooms to discover. One tunnel led below a hole in the ground, and this particular passageway looked old and dangerous, so we decided not to pursue it further. But even now, I can’t help but wonder what secrets lay at the bottom of that dark tunnel. The fort, with its forgotten history, had left an indelible mark on me, and the thrill of discovery in those underground tunnels would always be one of my favorite memories of Bermuda.

Entrance to tunnels in limestone cliff

Entrance tunnel

Me entering the tunnel

Endless tunnels

One of the large rooms inside

Some kind of old looking iron box

Two story hallway inside cliff

Jimmie and I

Descending to a lower level in the fort

Mysterious room that might have been part of the discotech

The oubliette looking room that led into a dungeon
A Well-Deserved Break: Lunch in St. George
After our long day of exploration, we finally made it to St. George and sought refuge in a small tavern right on the water. The setting was picturesque, with the turquoise waters gently lapping against the shore, making it the perfect spot to unwind. I ordered a very expensive fish sandwich—a local delicacy—and paired it with a refreshing rum and coke to cool off from the heat.
As I enjoyed my meal, I couldn’t help but notice the massive parrot fish swimming below us, their colorful scales shimmering in the water. We spent some time feeding them bits of bread, watching in awe as they swam right up to the dock, undeterred by our presence. The serene, tranquil moment gave us a much-needed break from our adventurous day. It was a perfect way to relax and reflect on the island’s beauty and history while indulging in some local flavors.

Parrot fish
End of the Day: A Tradition at Swizzle Restaurant
At the end of each day we spent in Bermuda, we would always make our way to Swizzle Restaurant, a historic spot that dates back hundreds of years. It became a beloved tradition for us to wind down our adventures with a meal of fish and chips and a rum swizzle, Bermuda’s national drink. The rum swizzle, a refreshing and sweet rum-based cocktail, became a daily treat and the perfect way to cap off our days.
What made Swizzle Restaurant even more special was its convenience—it was within walking distance from our Airbnb, making it an easy stop after a long day of exploration. Plus, it was one of the only places around where we could reliably get a good meal. The atmosphere was laid-back and welcoming, offering a cozy respite after a day of discovery. The familiar taste of fish and chips, paired with the island’s signature cocktail, made for a perfect end to each Bermuda day.

The historical Swizzle Restaurant
The Return Journey: The Chaos of JFK and the Unexpected Adventure
The Smooth Start and Sudden Change of Plans
On my way back from Bermuda through JFK, everything seemed to be going in my favor—weather was clear, and the flight schedule was smooth. However, as soon as I landed at JFK, I saw a message on my phone that my flight to San Diego on JetBlue had been cancelled.
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Rebooked Flight: I was rebooked for the next evening, a full 24 hours later, with an illogical routing that included two stopovers—one in Buffalo and another in Boston.
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Immediate Action: I quickly took action to find a quicker flight home and even requested a flight to LAX, where there are more flight options for San Diego.
Luckily, the LAX option worked, and I was rebooked for the afternoon flight.
Delays, Waiting, and More Delays
Once at the gate, we boarded, and the plane began taxiing on the tarmac, awaiting permission to take off. However, minutes quickly turned into hours. The captain came on the intercom to explain that we were still waiting for clearance and that the plane’s A/C had to be turned off to conserve power.
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Waiting Game: After two hours, the captain announced that due to regulations, we would need to return to the airport.
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Severe Weather: At this point, the severe weather had finally hit, and JFK was experiencing delays and cancellations across the board.
The delay continued, and we learned that the flight didn’t even have a crew anymore and we needed to find one.
Comiseration and the Long Wait
The situation was becoming increasingly frustrating, but I found some comfort in the company of a few other travelers who were in the same boat as me. We spent the evening hours at a bar, commiserating over the chaos at JFK.
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The Crew Arrives: Eventually, around 2 a.m., after a round of applause from the passengers, the crew arrived, and it was finally time to board the flight to LAX.
Finally on the Way: A Long Night
By this point, I had been at JFK for much longer than I had anticipated, but at least I was finally on my way. The flight to LAX was uneventful, but by the time we landed, I was exhausted. From LAX, I had to take a train back home to San Diego, but I was just relieved to be on my way.
The Ironic End to the Journey
It was a bit ironic that my initial flight home from Timbuktu through JFK—amidst all the chaos JFK tends to generate—led me to receive the free flight to Bermuda on JetBlue. Now, that same chaos came back to bite me in the end, with the delays and disorganization leading to a much longer journey home.
A Humbling Perspective
In the end, I can’t complain. I made it to Bermuda Triangle and back home again, without being swallowed by a giant whirlpool or abducted by aliens. Despite the setbacks and delays, the experience was an adventure in itself, and I’m grateful for every moment of it. Bermuda was a dream, and the journey home—chaotic as it was—only added to the stories I’ll tell about this unforgettable trip.