OCTOBER
4 to 6 | THE SUPER AMERICAN CIRCUS
The Compass Green
Various show times
The animal-free Super American Circus brings acts from America’s Got Talent, Ringling Bros., and Cirque Du Soleil.
5 | CAYMAN ISLANDS NATIONAL MUSEUM
FREE ADMISSION
George Town
Cayman Islands residents get free admission to the museum on the first Saturday of the
month to learn about the unique and cultural heritage of the three islands.
5 | PILATES FOR PINK
ARC at Camana Bay
9am
This annual event is dedicated to breast cancer awareness and supports Cayman Islands
Cancer Society. Pre Pink Party begins at 9am with the 60-minute class taking place from 10-11am.
Registration is $40 per participant.
6 | UNITED AGAINST BULLYING – BRUNCHING WITH A PURPOSE
The Westin Grand Cayman
11:30am
The United Against Bullying Foundation in collaboration with Miss Universe Cayman
Islands presents Brunching with a Purpose. The 2024 theme is ‘Standing Stronger Together’.
9 to 10 | INSPIRE 2024
Compass Centre
9am-4pm
A leadership development conference for those who want to enhance leadership skills, learn how to attract and retain top talent, understand workplace trends and connect with fellow leaders.
compassmedia.ky/event-calendar
9 to 13 | CAYMAN WINE FEST
The Westin Grand Cayman
Presented by Tortuga Fine Wine & Spirits, the event includes dinners, cocktail events,
masterclasses and more.
10 | WORLD MENTAL HEALTH DAY SYMPOSIUM
Camana Bay Cinema
10am
A variety of sessions led by Infinite Mindcare, with topics such as cultivating self-esteem, taking care of your nervous system, anxiety in the workplace, intergenerational
trauma and more.
kellyholding.com/world-mentalhealth-day
13 | WOMEN’S EMPOWERMENT BRUNCH – EMPOWER HER
Kimpton Seafire Resort and Spa
11am
In its fourth year, proceeds from this brunch will benefit the Alex Panton Foundation.
13 | MISS GLOBAL INTERNATIONAL
Hotel Indigo
7pm
For the first time ever the Cayman Islands will host an international pageant, welcoming delegates from all over the globe to compete at the 20th annual Miss Global International.
17 to 19 | CIRCUS INTERNATIONAL
Lions Community Centre
Various show times
The Rotary Club of Grand Cayman hosts this family friendly event with acts from around
the world. Proceeds benefit the Rotary Club of Grand Cayman.
18 | INSOMNIA MIDNIGHT CRUISE
Aboard the Sundancer
10pm
Music by top local DJs, with lots of prizes and surprises.
Boarding is at 10pm sharp.
19 | SALUD!
Hotel Indigo
5:30pm
Grand Cayman’s largest wine festival gives customers the opportunity to sample more than 150 wines from the world’s finest growing-regions. A portion of all proceeds will go directly to Cayman Food Bank.
26 | TRADITIONAL ARTS WORKSHOP
ROPE MAKING
Intergenerational Hub,
MacLendon Drive
2:30 – 4:30pm
Non-members tickets are $65, $58 for members.
26 | HERSHEY’S HALLOWEEN SPOOKTACULAR
The Compass Green
3 – 6pm
This family friendly event offers themed game stations, creative contests, live DJ, bouncy castle and games truck.
Admission is free with proof of purchase of any Hershey’s product.
compassmedia.ky/events/the-halloween-spooktacular-at-compass-centre/
29 | LOOKY YA! HERITAGE SHOWCASE
National Museum courtyard
10am – 2pm
A heritage showcase on Cayman Brac.
29 to 31 | SECURITY BSIDES CAYMAN
Kimpton Seafire Resort and Spa
Cybersecurity workshops and presentations will be of interest to any persons in the cyber security industry, risk management professionals, and IT management
or technical roles.
31 | HALLOWEEN MOONLIGHT & MOVIES AND TRICK OR TREATING
Camana Bay
59pm
Halloween edition of Moonlight & Movies, and trick or treating around the town.
31 to 3 | KIMPTON WELLNESS FESTIVAL
Kimpton Seafire Resort and Spa
A wide range of activities from yoga to workouts and workshops. Also features international culinary experts.
NOVEMBER
2 | CAYMAN ISLANDS NATIONAL MUSEUM
FREE ADMISSION
George Town
Cayman Islands residents get free admission to the museum on the first Saturday of the month to learn about the unique and cultural heritage of the three islands.
14 to 17 | COOL OUT 2024
Various locations
This conference will be of interest to anyone interested in the business side of the music
industry. Cool Out 2024 will feature the Mexican business model. During the workshops,
the Songwriters of North America will host educational sessions for aspiring composers
and songwriters.
8 to 18 | PIRATES WEEK
Grand Cayman
Enjoy the Pirates Landing, costume competitions, fireworks and more as the pirates visit
Grand Cayman.
16 | TREE LIGHTING
Camana Bay
7pm
Camana Bay’s annual tree lighting ceremony kicks off the festive period.
23 | PIRATES WEEK
Cayman Brac
Enjoy the local food, arts and crafts, costume competitions, reworks and more as the
pirates visit Cayman Brac.
30 | PIRATES WEEK
Little Cayman
Enjoy the float parade, costume competitions, fireworks and more, as the pirates visit
Little Cayman.
23 | HOLIDAY EVENING MARKET
Camana Bay
Holiday market featuring local artisans.
24 | TURKEY TROT
Bayshore Mall
2pm
Join Meals on Wheels for its annual Turkey Trot 5K Walk/Run. Create the best turkey
costume to dress the part, and have fun while trotting to raise funds to help end hunger among seniors in the Cayman Islands.
24 to 26 | CAYMAN ISLANDS CLASSIC MEN’S TOURNAMENT
John Gray High School
Gymnasium
Eight elite NCAA Division 1 Men’s Basketball teams converge on the shores of Grand Cayman to compete for the coveted Cayman Islands Classic title.
28 to 30 | CAYMAN ISLANDS CLASSIC WOMEN’S TOURNAMENT
John Gray High School Gymnasium
It’s the women’s turn, as six elite NCAA Division 1 Women’s Basketball teams come up
against each other.
30 | PINK LADIES BAZAAR
Camana Bay ARC
2-5pm
Help raise funds for all the great work carried out by the Pink Ladies. Enjoy an afternoon
shopping for plants, locally made crafts, with afternoon tea, children’s activities, live
performances and Santa photos.
30 | CHRISTMAS CRAFT FAIR
The Compass Green
2-6pm
This fun, festive event is the ideal occasion for Christmas shopping, with a variety of
local producers taking part.
compassmedia.ky/event-calendar
30 | SANTA PHOTOS
Camana Bay
Visit Camana Bay for the opportunity to take some family photos taken with Santa.
30 | TRADITIONAL ARTS WORKSHOP – THATCH – ROPE WREATHS
Intergenerational Hub,
MacLendon Drive
2:30-4:30pm
Non-member access for $65, $58 for members.
DECEMBER
1 | CAYMAN ISLANDS MARATHON
Choose from a full marathon, half marathon, four-person relay or kids fun run.
7 | SANTA PHOTOS
Camana Bay
Visit Camana Bay for the opportunity to take some family photos swith Santa.
7 | VISUAL ARTS SOCIETY MARKET
Camana Bay
10am-5pm
Browse handmade art, jewellery, crafts, ornaments ne art photography, painted canvases, textiles and more.
11 | SANTA PHOTOS
Camana Bay
Visit Camana Bay for the opportunity to take some family photos with Santa.
17 | CHRISTMAS MOONLIGHT & MOVIES
The Crescent, Camana Bay
7-9pm
Enjoy a free, family friendly Christmas movie under the stars at Camana Bay.
31 | NEW YEAR’S EVE FIREWORKS
Various locations island wide.
This article originally appeared in the Autumn/Winter 2024 issue of What’s Hot magazine.
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