Upcoming Grand Cayman Festivals and Events

If you’re planning a vacation to Grand Cayman, you’re in for a treat! Grand Cayman may be known for its stunning beaches and crystal-clear waters, but they are also host to some of the most exciting festivals and events in the Caribbean.

Whether you’re a foodie or just looking for a good time, there’s something for everyone on this island paradise. And while you’re enjoying these exciting festivals, be sure to stay in comfort and style by booking a gorgeous Grand Cayman condo rental at the Grandview Condos for your stay.

Flowers Sea Swim  Saturday June 17, 2023

The Flowers Sea Swim is not just a swim event but a fun-filled festival that attracts swimmers and non-swimmers alike. The atmosphere on race day is electric, with music, food, drinks, and various water sports activities. The event also supports local charities by selling merchandise, raffles, and donations. The Flowers Sea Swim also features a unique charity challenge where participants can choose to swim and raise funds for their favorite Cayman charity. Since the event’s inception, over 1 million dollars have been raised for various charities through the charity challenge.

CayMAS Carnival June 28-July 3, 2023

CayMAS is a vessel to experience the Carnival and to discover the Islands. CayMAS is a movement made up of a collection of entities who have had influences in the Carnival scene in Cayman over the years.  People can expect a great complete Carnival weekend, with all the facets of Carnival included in the same weekend.  What better way to enjoy the summer than with the stunning imagery of CayMAS 2023! Enjoy the vibes and festivities as Cayman comes alive.  Learn more by visiting www.caymas.ky today!

Pirates Week  November 3-26, 2023

Pirate ship in distance
Photo from Shutterstock

Pirates Week is a month long festival that celebrates the pirate folklore and culture of the Cayman Islands. The festival offers something for everyone, including a Cardboard Regatta, a pirate landing and float parade, and the National Song Contest. Visitors can also witness the release of yearling turtles back into the sea and participate in the Pirates 5K Run/Walk through George Town. The festival culminates with a flotilla, a Teen Street Dance, and a fireworks display that lights up the sky.

Visitors can experience the energy and excitement of carnival and street entertainment throughout the festival. The festival also offers a range of cultural activities, such as the Cassava Cake and Conch Fritter Competition, where visitors can learn about the local cuisine and traditions. Additionally, families can enjoy the Pirates Week Family Fun Day at the Cayman Islands Turtle Centre.

The festival brings together locals and visitors from all over the world, and it offers a unique opportunity to celebrate the rich history and culture of the Cayman Islands. From the pirate-themed events to the delicious food and music, the Pirates Week Festival is an experience not to be missed.

Cayman Cookout January 2024

The Cayman Cookout is an event that should be on every foodie’s list of things to do in the Cayman Islands. Founded by Eric Ripert over 15 years ago, this beachside food and wine bacchanal brings together an exceptional collection of chefs and experts who transform the island retreat into an unforgettable culinary experience. From beachside barbecues to the grand finale, Cayman Cookout is bursting at the seams with chef talent, fine food, and an impressive selection of libations.

The Cookout is a celebration of all things culinary, with events ranging from cooking demonstrations to wine tastings to gourmet dinners. And with the beautiful Seven Mile Beach as the backdrop, attendees are treated to a feast for the senses. 

Coco Fest February 2024

If you’re a coconut lover, you will want to attend the annual Coco Fest at Pedro St James in Grand Cayman. Hosted by the Tourism Attraction Board (TAB), this event brings together local cooks, craftsmen, producers, artisans, and farmers who share a love for the Cayman coconut in a fun and interactive environment. The festival showcases all coconut-based items and products, such as delicious food, crafts, games, music, and health and beauty products.

Coco Fest is more than just a celebration of coconut; it’s an opportunity to learn about the uses of coconut throughout Cayman’s history. Demonstrations showcase the many ways coconuts have been used over the years, giving visitors a deeper appreciation for this versatile fruit.

The event has grown over the years and has become one of the most popular Grand Cayman things to do. With its vibrant atmosphere, tasty food, and unique crafts, it’s no surprise that Coco Fest draws crowds from all over the island. 

Cayman Islands Fishing Tournament April-May 2024

For those looking for an exciting and competitive experience, the Cayman Islands International Fishing Tournament (CIIFT) is a must-attend event and one of the top things to do on Grand Cayman. This premier sportfishing tournament has been a staple on the island for over 25 years. It brings together a mix of local and international anglers who compete for cash and prizes in various categories and  features some of the most sought-after game fish in the world, including Wahoo, Yellowfin Tuna, Dolphin, and Billfish. With an entry fee of $500 per boat, teams are eligible for over $65,000 in cash prizes. The Cayman National Jackpot entry is available for $3500 per boat for those looking to up the ante. It boasts a payout estimated at over $100,000.

It’s a chance for anglers to test their skills against some of the best competitions in the world and to experience the thrill of sportfishing in the crystal-clear waters surrounding Grand Cayman. The tournament is also a great opportunity for spectators to witness the excitement of sportfishing firsthand and participate in the festivities.

Taste of Cayman May 2024

For foodies and drink enthusiasts, the Taste of Cayman Food & Drink Festival is one of the year’s most highly anticipated Grand Cayman events. Celebrating its 36th year, the festival brings together the best of Cayman’s diverse cuisines, local produce, and drinks.

This annual event promises to be bigger and better in 2024, with new features to excite attendees. The festival celebrates Cayman’s culinary heritage through Heavy Cake and Mixology competitions, showcasing the unique flavors and techniques that make Cayman’s cuisine so special.

Plan Your Grand Cayman Visit

Ready to experience these amazing festivals for yourself? Book your Grand Cayman rental today and get in on the excitement!

Batabano Parade May 2024 

Batabano is not just a parade; it’s an experience you will never forget! The streets of George Town come alive with the sound of drums and steel pans as masqueraders parade in their colorful costumes through the city. From feathered headdresses to sparkling sequins, the costumes are extravagant and eye-catching, reflecting the vibrant spirit of the Cayman Islands.

Batabano is more than just a one-day event. The carnival celebrations last several days and include various activities such as concerts, parties, cultural events, and even a street dance. This is the perfect opportunity to immerse yourself in the local culture and taste what life is like on Grand Cayman Island.

If you plan to attend Batabano, book your accommodation early, as hotels and Grand Cayman rentals tend to fill up quickly. And remember to bring your dancing shoes and a sense of adventure, as you will surely have an unforgettable time at this colorful and lively event!

Cayman Arts Festival May 2024 

The Cayman Arts Festival is an annual event that has become integral to the Grand Cayman cultural scene. The festival was created in response to the overwhelmingly positive feedback from the Micallef-Inanga piano duo following their performance in 2001. Since its inception in 2003, the festival has become a two-week celebration of the arts, showcasing world-class offerings in classical music, opera, and jazz.

The festival is made possible through the hard work and support of sponsors and dedicated volunteers. It has become a highlight of the Grand Cayman events calendar, attracting locals and visitors who appreciate the importance of the arts. 

Where to Stay

After all the excitement of these festivals, you’ll want a relaxing place to return to at night. Grandview Condos offers luxurious and comfortable condo rentals on Grand Cayman perfect for unwinding after a long day of festivities. We offer condos in a range of accommodations such as 2 bedrooms, 3 bedrooms, beachfront, and more so you can be sure to find something that suits your needs. Conveniently located on the Southern end of Seven Mile Beach and just minutes from George Town, Grandview Condos is the perfect choice for your Grand Cayman vacation rental.