Tired of the Seven Mile scene? Ready to add some flavor to your standard weekend plans? This itinerary for North Side, Grand Cayman is simple, easy, and a perfect way to spend an afternoon! I have kept this list to 3 essential stops so that you may complete the tour in 3 hours or less with maximum enjoyment and minimal exhaustion! Read on to uncover the perfect North Side itinerary and begin planning your next Cayman adventure!
Setting Out
I am a firm believer that a good road trip is never complete without a preliminary coffee stop! If you are meeting up with others, a great place to start the journey is at Jessie’s Juice in Camana Bay. Grab some caffeinated encouragement for the road and go over your afternoon game plan with the group.
Stop #1 Over the Edge Café
312 North Side Road KY1-1601, Old Man Bay
If departing from the Seven Mile area, the drive to Over the Edge will take roughly 40 minutes. (Might as well be a 3 hour road trip for Cayman standards.) Roll the windows down, turn on 98.9, and enjoy endless Caribbean vibes while cruising through Savannah and Bodden Town.
Over the Edge is a no-nonsense, oceanfront bar and restaurant located in Old Man Bay. Serving delicious Caymanian cuisine in a casual setting, this is the place to go if you want a seaside meal at a very reasonable price. I myself ordered the Mahi Mahi (pictured below) with plantain, rice and beans, and sautéed vegetables. They also brought complimentary Cayman fried bread to our table upon arrival. We sat as close to the water as possible and enjoyed a soft breeze and sweeping views of the glittering turquoise waters. Over the Edge is sure to leave you feeling relaxed and satisfied, ready for a Barefoot Beach adventure!
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Stop #2 Barefoot Beach
After lunch, it’s time to make your way to the beach for some exploring! A 6 minute drive east from Over the Edge, Barefoot Beach is a secluded area offering stunning vistas and a bohemian feel. It is best known for its picturesque seaside steps and jagged cliffs. (Cliffs in Grand Cayman?? Yes, it’s true!) Wear good shoes and do some exploring along the rocky paths. Although the ocean entry is a bit rocky, I managed to swim around and wade through the light waves. It was very refreshing! All of this sounding a bit too adventurous for your liking? Simply pack a cooler of drinks and enjoy the gorgeous surroundings!
Above Photo Credit: The Cayman Expats
RECOMMENDED READ: The Ultimate Grand Cayman Bucket List
Stop #3 Willie’s Fresh Fruit & Juice Stand
Corner of Bodden Town Rd & Frank Sound Rd
After an hour or two at the beach, you definitely won’t say no to a fresh mango or guava juice. I certainly didn’t! While driving back to the Seven Mile area, be sure to stop at the Willie’s fruit stand located at the corner of Bodden Town & Frank Sound Rd. You wouldn’t believe the joy we experienced when we came across it. Our group stocked up on juices for the road as well as freshly baked bread and a native Cayman fruit we had never seen before. We were told it was an apple but I beg to differ! At any rate, it was fun to try something new. With fresh island goodies for reinforcement, it’s now time to make the trip back west. So roll down your windows, turn up the soca, and cruise with your sun-kissed skin and mango-stained lips all the way back to home base.
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This island is beautiful, but living in the Seven Mile area with prices as high as its condos can start to feel a bit like an artificial paradise. I love going out to the North Side of Grand Cayman because it has a nitty-gritty island feel that reminds me I am, IN FACT, living in the Caribbean! Crazy, I know. Anyone who has driven out this way understands the shift in mindset that occurs once you’ve passed through Savannah. I recommend these three stops to anyone who may be looking to add flavor to their weekend plans. It will give you a beautiful and authentic taste of Cayman. Happy adventuring!
Over the Edge 
East End (by Willie’s Fruit Stand)
Recommended Read: 10 Tips for Your First Trip to Rum Point
MEET KATE
Hi, I’m Kate! I’m a Wisconsin native who traded her snow boots for flip-flops in May of 2020 when I packed my whole life into two suitcases and moved to the Cayman Islands with my partner, Bryan. I created Island Diaries as a way to document my island adventures and share about the Cayman lifestyle. A Midwest girl at heart, I bring a fresh perspective to Caribbean life, serving as a guide for locals and tourists alike on all things Cayman Islands. Whether you are local to Cayman, planning to visit, or just curious about island life, I invite you to explore Island Diaries and let this site guide you on your next island adventure!
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