Here is how one can recall the Cayman Islands like a local. I have misplaced the number of times I have strolled across Seven Mile Beach at sunrise or the number of jerk chicken stands I have tried throughout the islands. Thus, in case you want to visit in 2026, this is what is known by some of us islanders, and you should do so.
1. Get to Know the Stingrays at Stingray City
Waist-deep in that clear water, it is enchanting to watch the first stingray swim slowly by and bump you on its legs. They have wet velvet skin, and if you’re lucky enough to be offered one, a back rub. Over the decades, local captains have been responsible for feeding these gentle giants. In 2026, new eco-friendly feeding methods need to be introduced that safeguard the delicate nature of the sandbar.
2. Get Lost in the Depths of the Kittiwake Wreck
The very first descent to the Kittiwake I will never forget. A visit through the eerie passages of this submarine rescue ship that has sunk all in coral, seeing sunlight peek through portholes and black shadows in those ghostly halls, it feels like stepping into another world. The sea life here is becoming livelier every year, and by 2026, they are even considering including night diving tours for those who are really adventurous.
3. Claim Your Spot on Seven Mile Beach (Like a Local)
Now this is a tip that most travellers miss. The best stretch is not around the high-priced resorts. Park down the way and seek the signs that say public access. And there you have us locals on the weekends, our coolers and our portable speakers. The sand is powdered sugar between your toes, and in 2026, there will be more of these beachside tiki bars with Cayman’s famous mudslides.
4. Iguana Spotting at the Botanic Park
Now you have sunbathers all around the lake in the park. The gardeners add still more native flowers in 2026, and it is inconceivable how wonderful the fragrance is when all this is in bloom. And now you may notice upwards of fifty sunbathers around the lake in the park. The flower gardeners have been adding more of the native flowers in anticipation of 2026, and the smell once everything is blooming is amazing.
5. Eat Where the Fishermen Eat
Skip the fancy restaurants for at least one meal and head to the waterfront shacks in George Town. That’s where you’ll find the authentic Cayman flavors – think conch ceviche so fresh it was swimming that morning and jerk chicken that’ll make your eyes water (in the best way). Rumor has it that a new generation of chefs will be opening creative fusion spots in 2026 while keeping those traditional recipes alive.
6. Paddle Through Liquid Stars at Bioluminescent Bay
No photo can prepare you for the magic of watching the water light up with every stroke of your paddle. The best tours go out around 8 pm when the bay is darkest. Pro tip: splash your hands in the water as you paddle – the glow sticks to your skin like fairy dust. They’re limiting tour sizes in 2026 to protect this natural wonder, so book early.
7. Trek the Mastic Trail Like an Explorer
It is not your manicured nature walk – This is the wild Caymans. The path is at times very muddy, you will likely encounter a couple of snakes (benign ones), and mosquitoes are indefatigable. When you wander out of that clearing and get a view of the untrampled forest, you see why this is our favorite getaway. Visitors will learn about traditional bush medicine along the route in new guided tours in 2026.
8. Fish Where the Deep Gets Serious
It is at the drop-off to the north of Grand Cayman where the big fish get to play. I have been on charters where we have pulled in 200-pound tuna before breakfast. By 2026, there will be increasing numbers of captains turning to the practice of tag-and-release, yet by no means has the element of danger and, by extension, fun in the fight gone away. To see the flying fish dashing about in the waves is worth the visit, even if you have not caught one.
9. Dive Beneath the Waves on the Yellow Submarine Tour
Without even stepping into the water, the Yellow Submarine offers a descent into the vibrant marine world surrounding Grand Cayman. From the comfort of its climate-controlled cabin, panoramic windows reveal coral gardens, tropical fish, and the occasional passing sea turtle. The fully guided tour offers interesting facts about local marine life and reef ecosystems, making it an ideal choice for guests of all ages seeking a unique view of the island’s underwater beauty.
10. Sail Beyond the Tourist Spots
The real Cayman beauty lies beyond the cruise ship ports. Charter a boat to Rum Point early, and you might have the famous starfish beach to yourself. In 2026, new sailing routes will take visitors to lesser-known spots like the crystal caves on Cayman Brac. Pack a cooler with local Ting soda and coconut water—the perfect companions for a day on the water.
