
Sometimes it’s the trips we don’t plan for that turn out to be the most memorable. There is nothing quite like the excitement of a spontaneous weekend get-away. Could it be that a spur-of-the-moment trip to Cayman Brac is exactly the adventure you’ve been craving? Read below to discover the perfect last-minute itinerary to inspire your impromptu mini vacay.
Hotel Alexander
Many people traveling to the Brac opt for a house rental, but this may require booking well in advance. When planning on the fly, Hotel Alexander is the ideal option for location and convenience during your stay on the island. A minute walk from the beach and an even shorter walk to the liquor store, Hotel Alexander provides a comfy home-base for your little island adventure. Best of all is the Pura Vida bartender, Emmanuela who is warm, funny, and makes some amazing Seven Fathoms cocktails!


Car Rental
CB Rent-A-Car is a literal minute walk from the tiny Brac airport. Stroll on over and rent a vehicle for only CI $30-45 per day. There is an extra CI $25/day charge for comprehensive insurance but even so, this has to be one of the most affordable rental car companies I have ever encountered. Our Kia Sportage was CI $44 /day and was the perfect size for our travel team of four along with our get-away luggage. Pro-tip: Bring your aux cord… Cayman Brac, for reasons that escape me, has an obsession with country music. It is all the play on the radio. I don’t know about you, but this is not the vibe I was looking for on my island holiday. Bring your playlist or be prepared for a weekend of country-western jams!
THE ITINERARY
Friday Evening – Kicking Off the Adventure
Get Lost: Our flight landed at 5:40 pm. After picking up our Kia, we got totally turned around and ended up at the most beautiful dead-end. There we watched the sunset and of course, took some killer photos. See the directions below if you want to *purposely* find this dead end 😉
When leaving the airport, take a left onto Westside Road and then a right onto Robert Foster Ln. Keep driving and you will drive right into the ocean (literally!)

Drinks @ Captain’s Table: Known for its beautiful and kind bartenders who make excellent Micheladas! A casual and intimate restaurant with a poolside bar that provides a fragmented ocean view.
Check-In @ Hotel Alexander: After unloading your get-away gear in the room, head next door to Big Daddy’s (AKA Blackbeard’s) to stock up on liquid reinforcements for the evening and weekend ahead.
Enjoy the Hotel: Sure, the flight from Grand Cayman is only 30 minutes, but no matter how short the journey, a bit of travel fatigue is inevitable. Luckily, the hotel features a poolside bar and full menu restaurant which means you don’t have to venture from your lodging for a nice meal and social vibe.
Beach Night Cap: The beach is just a minute walk from Hotel Alexander. Bring some glasses and a beverage of your choosing for a moonlight night cap accompanied by a few good friends and the pacifying sound of ocean waves. Night, night!
Saturday – DIY Island Tour
Morning Run: I feel I haven’t truly visited a new place until I have completed a 5k run in its foreign surroundings. This is why Saturday morning, bright and early, I was hitting the road to explore Cayman Brac on foot. I ran from Hotel Alexander to Sunset Place and back, about a 4 mile (or 6k) run, round-trip. With traffic-free roads and the sound of waves crashing, it was quite an idyllic route to jump start a day of adventure.
Breakfast: Star Island Restaurant: A short drive from the hotel, Star Island may be the most affordable place I have dined in the Cayman Islands aside from maybe Burger King. A cozy, local haunt, Star Island feels like a mash-up between a VFW hall and church luncheon. The staff is very sweet and the food, quite tasty. Nothing beats the price — CI $8 for an omelette with ALL the sides included. I ordered a ginger juice and was pleasantly surprised at how fresh and delicious it tasted.

Road Trip My best advice to you, if you have no rock-climbing or diving plans, would be to rent a car and drive around the island, looking for random adventures. That is precisely what we did and there was certainly no shortage of adventures to be had! Below I will list some of the spots to keep an eye out for if you are looking for some Brac travel inspiration!
- Idea #1 – Caves: The rocky features of Brac’s landscape are home to many crevices and caves. Consult Google Maps or the tourist guide provided by CB Rent-A-Car and make quick pit-stops at the many natural roadside attractions. Warning: these caves are not for the faint of heart as they are very dark and heavily populated with spunky little bats. If you’re like me, you’ll observe from afar while snapping a cute photo.
- Idea #2 – Natural Swimming Hole: Somewhere on Spot Bay Rd on the East End, if you have a good eye, you may catch a glimpse of the most beautiful natural pool with sparkling, crystalline water. If you’re lucky enough to spot this dazzling oasis from the road, you must immediately pull-over and go for a swim or a hobble along the Ironshore.


- Idea #3 –The Bluffs: The jagged, picturesque bluffs are quintessential to the Brac landscape and are a must-see on your spontaneous island tour. While on the East End, in the Creek area, turn onto Ann Tatum Bluff Rd and then left onto Major Donald. Keep driving until you come to the Lighthouse…which is quite an underwhelming structure; however, the panoramic vista overlooking an expansive blue seascape will truly take your breath away. But careful! Not too close to the edge…do not use our picture as a reference 🙂
- Idea #4 – Beach Walk: On the south side of the island, drive as far east as you can and you’ll arrive at the Great Cave. Continue walking toward the water and you’ll find yourself on an expansive stretch of rocky beach with stunning, ground-level views of the bluff. Pick your way along the rough shore, feeling the salty, ocean breeze on your skin, until you reach the blowhole nearest the bluff face.


- Idea #5 – Public Beach: After a day of adventure and spontaneity, make your way to Public Beach and sink your toes in the sand for a little R&R.
- Idea #6 – Sunset: Enjoy the dreamiest of sunsets from Sunset Place at the end of South Side Rd W while catching a glimpse of Little Cayman on the horizon.


SUNDAY – BYE, BYE, BRAC
Morning Run: This time, I ran the opposite way — from Hotel Alexander to Public Beach and back, totaling 5 kilometers.
Breakfast: Back to Star Island, because we simply couldn’t get enough!
Relax: Following an action-packed Saturday, we treated ourselves to a slow morning at Hotel Alexander. Brewing a pot of coffee in the room, lounging poolside with a book… A leisurely and luxurious start to our Sunday.
Bikes: Following our recharge session, we headed back to Captain’s Table where you can rent motorized bicycles for CI $25 the day. With only a few hours before departure, we took a cruise up and down South Side Rd W, off-roading every now and again onto sandy paths leading to the beach.
Airport: Back to Grand Cayman we go!

FINAL IMPRESSIONS
Cayman Brac is a lovely place to escape on a weekend adventure! Its landscape and outdoor activities are quite distinct from Grand Cayman and will make you feel as if you are truly “getting away.” Be sure to pack casual or athletic clothing and supportive footwear as this island features rugged terrain and boasts a sporty itinerary. My other top tips for this trip would be to rent a car, take the bikes for a spin, and arrive at the airport at least an hour before your flight (a lesson our friend learned the hard way). Overall, Cayman Brac is a place that is definitely worth visiting if you are feeling active and adventurous!
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