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The Coolest Things to Do on a Road Trip Through the Cayman Islands

Taking a road trip on Grand Cayman allows you to see and experience activities and attractions that aren’t always highlighted in guide books and tour groups. Aside from the bigger destinations that you’ve likely read or heard about, you can take in many unique, small spots when you road trip on our island.   Starting in George Town a...

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  • August 21st, 2018

Experience the Best of the Cayman Islands With This Customized Itinerary

The Cayman Islands offer an abundance of things to see and do. So much so that many travelers have a hard time choosing what to experience first. From beaches and botanical parks to shopping and dining, there are plenty of ways to make a trip to the Cayman Islands exactly what you want it to be. If you’re ready for fun on our islands but aren’...

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  • August 14th, 2018

Cayman Islands National Museum: 1938 Oxford University Biological Expedition Exhibit

Cayman Islands National Museum: 1938 Oxford University Biological Expedition Exhibit The Cayman Islands National Museum welcomes locals and tourists to discover 1938 Oxford University Biological Expedition to the Cayman Islands, an exhibit running until August 18th and the first natural history survey of all 3 Cayman Islands. Grand Cayman, Cayma...

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  • August 7th, 2018

Jam Night And Live Music At Lone Star Bar & Grill

Jam Night And Live Music At Lone Star Bar & Grill Stroll the streets of the Cayman Islands and you’ll likely notice that life moves to a beat. It may be a calypso, reggae or jazz beat, but whatever the sound, it’ll be a beat that inspires and gets you moving. With music in our veins here on Grand Cayman, you won’t have to go far to ...

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  • July 31st, 2018

Music And More At Anchor & Den

Music And More At Anchor & Den Just a stroll from South Bay Beach Club you’ll find a place where locals and tourists celebrate music throughout the week and relax from all of their worries. Anchor & Dan is a restaurant, bar and gathering space for people to reconnect and reunite – all in a beautiful setting where food and drink are f...

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  • July 24th, 2018

Weekly Events At Camana Bay

Weekly Events At Camana Bay Spend summer days on Grand Cayman at Camana Bay, a lively waterfront town located just a short stroll from South Bay Beach Club. Throughout the week during summertime, Camana Bay features movies, shopping, kids’ camps, story time, a farmers’ market and more. Classics at the Cinema Every Tuesday, Camana Bay h...

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  • July 17th, 2018

Kids’ Summer Events At Camana Bay

Kids’ Summer Events At Camana Bay Kids and their families can have fun all summer long in Camana Bay, a lively waterfront town located just minutes from South Bay Beach Club. From cooking classes and photograph lessons to story time and imaginative play, there is something to keep little ones occupied during a long and lazy season. These ar...

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  • July 10th, 2018

Live Music On Grand Cayman

Live Music On Grand Cayman Listen to the sounds of the Caribbean throughout the week by hitting up some of the live music venues near South Bay Beach Club. There are tunes to suit everyone and venues that inspire. Of course, drinks are always flowing and you’ll meet tons of great people. Here are some of our favorite live music events on Gr...

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  • July 4th, 2018

July Summer Events In Camana Bay

July Summer Events In Camana Bay July in Camana Bay will be filled with thrills for kids’ and nighttime movies to art displays and fresh farmers market eats. Camana Bay is a lively waterfront village on Grand Cayman, just minutes from South Bay Beach Club. It’s our island’s version of a small town and it comprises 685 master-planned acr...

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  • June 27th, 2018

Constitution Day Fireworks, Grand Cayman

Constitution Day Fireworks, Grand Cayman On July 4th, Grand Cayman celebrates independence with its American friends. The date marks Constitution Day in the Cayman Islands, a commemoration of the first written Cayman Island constitution approved by London in 1958 and official on July 4th, 1959. The holiday is a proud time each year for reside...

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  • June 20th, 2018

Moonlight & Movies: Summer Series (Camana Bay, Grand Cayman)

Moonlight & Movies: Summer Series (Camana Bay, Grand Cayman) Head to Camana Bay every Tuesday in June for Moonlight & Movies: Summer Series. This popular summertime event on Grand Cayman features free movies throughout the summer under the stars at one of the most popular Cayman destinations. Film screenings begin at 7 p.m. in Camana ...

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  • June 12th, 2018

Grease By The Cayman Drama Society

Grease By The Cayman Drama Society Grease is coming to The Prospect Playhouse in Red Bay, Grand Cayman for 3 weekends of performances in June. Tickets to the event are now on sale and are expected to sell out quickly, so grab yours while you can. Rediscover a classic story set against the hoppin’ backdrop of Rock ‘n’ Roll in the 1950s. ...

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  • June 5th, 2018

Flowers One Mile Sea Swim & Walk & Watch 2018

Flowers One Mile Sea Swim & Walk & Watch 2018 What better way is there to enjoy the beautiful blue waters surrounding Grand Cayman than participating in a refreshing swim and leisure walk on the shore? Casual and Olympic-level swimmers can dive into the sea or simply onlook on June 18 for the annual Flowers One Mile Sea Swim & Walk &...

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  • May 29th, 2018

Free Cayman Islands National Museum Admission For Residents

Free Cayman Islands National Museum Admission For Residents On Saturday, June 2, residents of the Cayman Islands will receive free admission to the Cayman Islands National Museum. The museum is a great place to learn about the cultural heritage of all 3 islands and discover more about our unique geography. While visitors to Grand Cayman don...

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  • May 22nd, 2018

It’s Carnival Month In The Cayman Islands

You can never have too many carnivals. This is why Cayman residents and visitors can now celebrate island life and culture at the CayMAS Carnival, an event that includes a Pan Explosion, Soca, Carnival Saturday gathering and more. Make an entry in your calendar to attend CayMAS Carnival from May 17th to the 21st, and come together with locals an...

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  • May 15th, 2018

Live Music Tuesdays And Thursdays At Bar Crudo

Tuesday and Thursday evenings come to life with live music at Bar Crudo, a popular hangout that is part of Guy Harvey’s Island Grill. From 7 p.m. to 9 p.m. every Tuesday and Thursday in May, Cayman residents and tourists enjoy the sounds of DJ Cardiac. Happy Hour drink specials get revelers in the mood from 5 p.m. to 7 p.m. Bar Crudo overlooks...

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  • May 8th, 2018

Celebrate Life In The Caribbean At The Batabano Cayman Carnival

Take part in the explosion of music, color and people at the Batabano Cayman Carnival, an annual event in the Cayman Islands that takes place every year during the first week of May. The Batabano Cayman Carnival is a festival that fills the streets of George Town with floats, steel pan bands and thousands of residents and tourists dressed up in fla...

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  • May 1st, 2018

Dancing And Live Music At The Wharf Throughout May

Throughout May, Cayman residents and visitors have the opportunity to dance to Latin rhythms and listen to live music at The Wharf, one of the top oceanside restaurants on Grand Cayman, the perfect place to spend an evening on Seven Mile Beach. Spend Tuesday Salsa Nights taking free lessons from 9:30 p.m. to 10 p.m. and moving to the beats of a ...

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  • April 26th, 2018

Culture At The Cinema Presents Hamlet

On Saturday, April 21, Culture at the Cinema presents Hamlet at Regal Cinema in Camana Bay. Part of a monthly series that is a favorite on Grand Cayman, this event is a filmed, live presentation of William Shakespeare's Hamlet that will run on a movie screen. Culture at the Cinema brings internationally renowned stage shows to the Cayman Islands...

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  • April 19th, 2018

Wednesday Farmers & Artisans Market In Camana Bay

Stop by the Farmers & Artisans Market in Camana Bay every Wednesday and pick up fresh-picked produce, homemade artisanal foods, local handicrafts and more. This weekly farmers and artisans market is a showcase for delightful things grown and made on Grand Cayman. Each week, Camana Bay’s shopkeepers and restaurant owners join roughly 40 gro...

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  • April 14th, 2018

Community Chess In Camana Bay

Every Tuesday during April, West Indies Wine Company will host Community Chess in Camana Bay. This fun gathering for Grand Cayman residents and visitors alike takes place from 5 p.m. to 8 p.m. and is free to attend. Learn to play chess and join in weekly open challenges. Anyone can come for an introduction to the game, and to brush up on their s...

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  • April 7th, 2018

Attend Kaibo Kite Fest On Grand Cayman

Buy a kite before or at this year’s Kaibo Kite Fest on Grand Cayman, just make sure you have one because you’re in for a high-flying good time at a fun Caribbean tradition. Kaibo Beach on Grand Cayman is again the site for Kaibo Kite Fest, a joy-filled festival for awe seekers of all ages. This grand celebration of kites features opportunities ...

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  • April 1st, 2018

50K Marathon

For many, a visit to the Cayman Islands means a chance to push back from the rigors and demands of everyday life and relax. With its legendary tropical climate, placid, azure-blue waters and stunning beaches, it’s certainly no wonder. However, not all people think alike. A few brave souls look at this paradise of sun and sand and think, wow, w...

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  • March 28th, 2018


As we all know, art comes in many shapes and forms, and only a select few pieces make it to the museums and galleries across the globe. Still, there is art everywhere, and usually the best creations come from the streets—and sometimes the beaches—of communities all over the world. Here in the Cayman Islands, we take our art seriously, but we...

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  • March 20th, 2018

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