Monthly Events

Please refer to our Monthly Events calendar for the latest food and wine events in Cayman! We are constantly checking with restaurants across the Island to make sure you're informed about the biggest and best foodie events in Cayman. Also, check out the Cayman events calendar on the Explore Cayman website for a complete list of other events including entertainment, sporting and family events happening on our vibrant Island!



December 2018
December 1st
Cayman 27 Parade of Lights
The annual family-friendly holiday event featuring a Christmas concert, fireworks display, festive holiday markets and of course, a dazzling boat parade, is set for Saturday, 1st December at Camana Bay! This year's theme is 'Christmas Around the World'. Grab an early dinner on The Crescent and watch the festivities unfold at 6pm!
December 1st Festival at Grand Harbour
Grand Harbour's FREE annual Arts & Crafts Festival returns! Get your Christmas shopping done with handcrafted items from local artisans. There will be lots of food, music and even a visit from Santa!
December 7th First Friday - Naughty or Nice Slumber Party
Dust off your Christmas pajamas because in the spirit of the season, the Kimpton Seafire will be hosting a festive slumber party (with all the trimmings!) on Friday, 7th December. From live music and Christmas movies to classic midnight snacks and a fun pop-up bar, the only thing left to decide is: will you come dressed naughty or nice?
December 8th A&D Sessions
Toast the season a little bit differently with A&D Sessions - Anchor & Den's unique twist on brunch in the dark! Join them on Saturday, 8th December from 7-11pm for the second edition of this ultimate foodie experience- featuring unlimited drinks, mouthwatering dishes, and live music all night long. Tickets can be bought here.
December 8th
Flute Fest 2018
It's (almost) the most wonderful - and sparkling - time of the year and The Tasting Room is pleased to announce their annual champagne fest! Celebrating the art of bubbles - enjoy a selection of 6 fine & fabulous champagnes. Tickets are $25 per person, and each ticket holder will receive $25 off any full case of the showcased champagnes. For more information click here.
December 12th
Wine Dinner
Join The Kitchen for their wine dinner, held every Wednesday - featuring a 6 course tasting menu paired with wine.
December 21st
Mistletoe Cayman
If you're looking to celebrate the Christmas season in style there's no better way than to get glitzed and glammed up for the 11th annual Mistletoe Christmas Lounge party at Abacus. Don your best winter whites, feast on tapas and dance the night away at the hottest party of the season. Friday, December 21, 8pm-3am. For more information click here.
December 21st-24th
Gingerbread Man Afternoon Tea Party
Between the 21st-24th of December children can decorate their very own gingerbread man, dine on a selection of tea sandwiches and indulge in a delicious tower of sweets, before meeting Santa and his friends at the Ritz-Carlton’s Gingerbread Man Afternoon Tea! A donation of $5 from each tea cover will benefit the local charity association "Feed Our Future"
December 22nd
Mad Tea Party - Christmas Edition
This month Anchor & Den is hosting a special Christmas edition of their whimsical Mad Tea Party. Gather your friends and family and start the festive celebrations early - tea and cake in hand. For reservations click here.
December 25th
Christmas in Cayman
It wouldn't be Christmas in Cayman without the usual roster of decadent brunches and fabulous celebrations to attend! Click for Good Taste's annual list of scrumptious brunches and dinners happening Christmas Day.
December 31stNew Year's Eve in Cayman
As per tradition, New Year's Eve in Cayman is typically spent on the beach enjoying one of the fabulous beach side parties along Seven Mile! Click here for our list of New Year's Eve events happening this year.
Thursdays
Bacaro After Dark
Every Thursday from 10pm-1am Cayman's best EDM DJ's jam at Bacaro for their signature Bacaro After Dark evening. Drink specials include $8 cocktails, $5 beer and $7 wine.
FridaysLas Copitas - Friday Late Night at Agave
Every Friday Agave hosts an after hours party where you can enjoy weekly half price cocktails all night from 8pm-late, and from 10pm-11pm shots of Premium Mezcal ILLEGAL are only CI$2!

January 2019
January 17th
Cayman Cookout 2019
The world's most talented chefs, culinary influences and wine and spirit experts will gather at The Ritz-Carlton, Grand Cayman for the 11th annual Cayman Cookout, hosted by Chef Eric Ripert. This iconic food and wine festival, which happens annually, will include an array of signature events sparked with some exciting new additions. View the full event line up here.
January 26th
Taste of Cayman 2019
Taste of Cayman Food and Drink Festival is Cayman’s biggest foodie event which celebrates all we love about Cayman through food, drink, entertainment and our rich culinary heritage. There is something for everyone at Taste of Cayman and in 2019 the festival will be bigger and better than ever before. Buy tickets here.
January 27th
National Trust Hatitude Brunch
Join the National Trust for their 6th annual National Trust Hatitude Brunch, a family-friendly occasion in support of preserving the history and traditions of the Cayman Islands and conserving the local environment. This year's theme is 'Birds of a Feather', and guests are encouraged to wear a bird-themed hat.
TuesdaysTacos y Tequila
Every Tuesday Seafire brings a little fiesta to the island with Tacos y Tequila at Cocoloba from 5pm-9pm. Groove to live music paired with as many $8 margaritas and $5 tacos you can handle. Margaritas feature seasonal ripe fruits from a local farmers market each week. Unobstructed views of Seven Mile means a front row seat for the sunset.
Wednesdays
Weekly Farmers & Artisans Market
Got a real taste of Cayman as vendors from across the Island sell fresh produce, hot food, handmade crafts and more. Enjoy live music and cultural demonstrations.
SaturdaysAll-You-Can-Eat Lobster at Deckers
Enjoy all-you-can-eat lobster at Deckers every Tuesday and Saturday from 7.30pm-10.30pm.