Top 10 Secrets You Need to Know Before Visiting Cayman Islands (2023)
Top 10 Secrets You Need to Know Before Visiting Cayman Islands (2023)
Sure, there’s that famous Pirates of the Caribbean line, “Dead Men Tell No Tales“, but I’d also argue that the living may not tell you everything you need to know either – or at least, they may not realize all that they’ve omitted. That’s how I felt when I first visited Cayman Islands.
Despite its proximity to the United States, this former-pirate-hideaway-turned-country has loads of differences that you’ll often only discover after visiting. At least, that’s how I felt on my first and recent visit. So if you’re hoping for a glimpse at what surprises you might expect from this Caribbean nation, here are my Top 10 Secrets You Need To Know Before Visiting Cayman Islands (2023):
visiting cayman islands
Buy Rental Car Insurance
Left Hand Driving
I’ve driven in many countries, and in Cayman, driving is not for the meek. While Cayman Islands drivers don’t necessarily get as close or go as fast as drivers in countries like Egypt, Cayman does have a few unique obstacles for those renting cars:
Firstly, drivers from the U.S. and many other countries will find that driving in Cayman takes place on the opposite side of the road and on the opposite side of the car. If you’re already used to driving on the left-side of the road and the right-side of the car, this should be no problem. But if you’re new, this can take a few days to get used to.
About four years prior I had my first taste of this in New Zealand, and while challenging at first, most of the roads were one-lane each way and thus easy to follow. Cayman, however, is not like that unless you get out and away from the main tourist areas, restaurants and shopping.
Round-A-Bouts
Not only does Cayman have roads with multiple lanes to be aware of, but you’ll frequently have to drive through large, multi-lane round-a-bouts instead of traditional four-signal streetlights.
These round-a-bouts can be dangerous, even when you’re cautious. After 5 days of driving in Cayman, my partner was behind the wheel when a local Cayman Islands driver slammed into us, trying to make an illegal right-hand turn from the wrong lane in a round-a-bout.
Luckily, we walked away with no injuries and our car with no damages, but we were the victims of a hit-and-run and had to file a police report. Everything turned out fine in the end, but I could’ve avoided so much anxiety by purchasing rental car insurance ahead of time.
Secret Tip:
Every travel insurance plan is different, but I recommend securing coverage on at least two things if driving abroad:
First, your medical bills in case of a motor-vehicle accident. Often, you can find this type of coverage in independent travel insurance company plans, just make sure you read and understand the fine print before buying.
Second, coverage on your rental car for collision, theft, natural disaster or any other cause not in your control. I find it’s usually best to book this coverage directly with the rental car company, but again, make sure you read and understand the policy before purchasing.
visiting cayman islands
Prepare For Sunday Closures
Cayman Islands strictly reserves Sunday as the Sabbath, a day of religious observance and abstinence from work. Many businesses, including grocery stores, some restaurants and even gas stations are closed on Sundays in adherence to this religious custom. You’ll find that only hotels and a small handful of these restaurants and gas stations are open.
The best way to get through a Sunday is to prepare on Saturday morning. Make sure your car has gas and that you’re stocked up on groceries. Then, plan to spend Sunday with a low-key trip to one of the island’s gorgeous beaches.
visiting cayman islands
Avoid Going Out On Saturdays
Don’t wait until Saturday or Sunday to have a fun night out! Bars typically close early on Saturdays to make way for those weekly Sunday closures. Additionally, you’ll find that live music and dancing are prohibited on Sundays.
Instead, I found that Wednesday through Friday are the best nights out. Not only do the bars close late, but they also often have dancing, live music and more. Here are a few weekly events to look out for:
On Wednesdays, I recommend to Lone Star Bar & Grill for a fun “Open Mic” night, Sandbar for Wednesday trivia or Next Door for their Ladies Night which offers specialty cocktails and discounts on bubbles!
On Thursdays, experience live Latin music at Carib Café or live jazz at Union Grill & Bar before hopping over to their neighbor, Next Door to keep the jazz party going.
Finally, on Fridays, Anchor & Den has an awesome Rockin Ramen night where they combine traditional street food with DJ beats. And, if it’s the last Friday of the month? Catch the best of the 60s, 70s and 80s at The Wharf‘s Boogie Nights!
And more generally, here are all the bars, speakeasies and lounges I recommend on Grand Cayman:
- Anchor & Den – Restaurant and Bar
- Backroom – Speakeasy
- The Bird – Restaurant and Bar
- Carib Café – Bar & Grill
- Lone Star Bar & Grill – Sports Bar
- Next Door – Classic Cocktail Lounge
- Sandbar – Bar & Grill
- Sol Y Luna – Restaurant and Lounge
- Union Grill & Bar – Restaurant and Bar
visiting cayman islands
Consider Budget Before Booking
If you’re on a budget, Cayman Islands can be a challenging destination to visit.
Currently, the Cayman Islands Dollar (KYD) is valued higher than both the US Dollar and the Euro:
- 1 KYD = 1.20 USD
- 1 KYD = 1.11 EUR
Additionally island prices tend to be higher than average:
- A nice dinner for two in George Town runs around 200 KYD*
- One night at a 4-star hotel typically costs 300-$400 KYD*.
Of course, with any destination there are budget-friendly hacks and ways to explore, but Cayman is still a place you’ll want to spend more time saving for before visiting!
*At time of writing (January 2023).
visiting cayman islands
Bring Cayman Islands Dollars For Tips
If you’re heading on any tours and need cash for tips, make sure you’re tipping in Cayman Islands Dollars. Don’t bring US Dollars or another currency in cash expecting it to be easy to make change in small amounts. This is generally true in any country you might travel, but especially in Cayman.
Not only would you have to bring more bills if dealing with a foreign currency due to the Islands exchange rate, but I didn’t see many places available, even at the airport, for currency exchange.
Instead, your best bet is to exchange your tip money before leaving for Cayman Islands.
visiting cayman islands
Check Receipts For Service Charges
Since we’re already on the subject of costs, one of my positive takeaways from Cayman is that tips are usually already included in the bill.
Most restaurants and bars will add on a 15% Service Charge so you won’t have to sit there, trying to calculate how much to leave behind for your server or bartender. If you don’t see this already on your bill though, make sure to double check with a worker.
I’m not sure about you, but that’s one of the last things I want to figure out – in addition to currency conversion – after being out under the warm Caribbean sun all day!
visiting cayman islands
Remember To Say Hello!
Another positive takeaway from Cayman Islands is that people are extremely friendly! Almost everyone we encountered took time to say hello before passing by. And so we did as well. Often, this led to brief conversations with locals, at restaurants, beaches, stores.
I know this may sound like a nightmare if you’re an introvert like me, but I promise that it wasn’t bad. If anything, it was the opposite: small bursts of magical travel moments filled with helpful recommendations and interesting local stories.
If you’re visiting Cayman, the best advice I can give you is be open to those you’ll meet and, as cheesy as this sounds, remember to smile.
visiting cayman islands
Wear Bug Spray
The country’s main island, Grand Cayman, is fairly developed. There’s lots of restaurants, hotels and shops, but there’s also lots of bugs. You’re in the tropical Caribbean after all!
While you might not need bug spray while laying out near the beach, you will certainly need it during two specific times:
While exploring inland. No matter the time of day, you’ll need bug spray while visiting spots like Queen Elizabeth II Royal Botanic Park and Cayman Crystal Caves.
At Night. After dusk is when mosquitoes are most active. Protect yourself by wearing bug spray if you’re planning to go out and about.
visiting cayman islands
Drive To Discover The Best Beaches
One of the most surprising secrets to visiting Cayman Islands is that the best beaches aren’t necessarily the ones you see most often on postcards. Don’t get me wrong: Grand Cayman’s famous Seven Mile Beach is gorgeous, but because it’s right in the heart of the country’s tourism center, it gets crowded, especially on cruise ship days.
Instead, driving out of George Town can deliver you some epic alternatives. Hoping to swim with wild turtles? Spotts Beach is the place. Looking for a fantasy-like oasis? Explore Barefoot Beach. And what about a photogenic paradise? Visit Smith Barcadere.
Some of Cayman’s most beautiful beaches are located outside of George Town, so even though it’s an island, don’t forget to go exploring!
visiting cayman islands
Keep Your Plans Flexible
Finally, I recommend planning tours, making restaurant reservations and generally planning your days, but remember to keep said plans flexible.
Changing tropical storms can certainly cause delays and closures for certain island activities, but they also affect cruise ship schedules. And on days where a cruise ship comes to port, you might want to get out of George Town and explore the other parts of Cayman Islands, away from the crowds.
Finally, you’ll want to make room for a bit of magic. Remember those friendly Cayman conversations I mentioned earlier? Avoid keeping your schedule so jam-packed that you have no time to accommodate these. Leave in some padding to stop and smell the roses, to be present and to have fun! Trips aren’t meant to be a rush from place-to-place. Slow down and enjoy the island life.