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!



October 2019
WHOLE MONTH
Restaurant Month
Restaurant Month occurs annually for the whole month of October and offers foodies the opportunity to enjoy dining at some of Cayman's best restaurants at value-for-money fixed price menus. For more information, click here.
October 5th
Oktoberfest
Great fun for the whole family with games and fantastic prizes! Enjoy food and drinks with family and friends, and stay for the live entertainment - as people see who can hold a Stein the longest! 12pm-11.30pm.
October 5th
Breast Cancer Gala Dinner 2019
The Annual Brest Cancer Gala Dinner will be held at the Ritz-Carlton. The guest speaker will be announced soon and tickets sell out very fast! Email [email protected] for details.
October 26th
2nd Annual Women in White
The 2nd Annual Women in White Foundation Scholarship Fundraising Event will be taking place at a gorgeous Luxury Cayman Villa from 7pm-11pm. Prepare for a night of live music, raffles, live entertainment and locally sourced cuisine from a roster of talented female chefs.
October 26thSalud! Wine Festival
Get ready for the wine event of the year! Salud! Wine Festival is Cayman's largest wine showcase - featuring over 150 quality wines from leading producers of the world's finest wine-growing regions. Perfectly paired with cheese, charcuterie and good friends - this is an event you won't want to miss. A portion of all proceeds will go directly to Feed Our Future.
October 25th-31st
Cayman Cocktail Week
Cocktail Week is a celebration of all things cocktail-y and sip-worthy in the Cayman Islands. 2019 marks its 7th year running with fun and interactive events almost daily. For more information, click here.
SaturdaysGin Tonic Saturdays at Bacaro
Bacaro's beautiful breezy canal front terrace is the ideal spot for lazy Saturdays - and every Saturday from 4pm-7pm enjoy Gin cocktail specials, live music and $3 ciccheti!
Every DayEvery Day HAPPY HOUR at The Wharf
Happy Hour is EVERY DAY from 4pm-7pm and includes 20% off Tapas and Happy Hour drink prices.

November 2019
November 8th
Pirates Week Food Festival
The sights and smells of Cayman's Annual Pirates Week Food Festival is a crowd favourite. From traditional turtle and conch stews and other Caribbean favourites, to international Asian and Hispanic fare. Stop by the Kirk Freeport and RBC parking lots off Shedden Road to get your fill.
November 22nd
Dark Night @ Anchor & Den
Back by popular demand, Anchor & Den's beautiful celebration of the New Moon returns in collaboration with their sacred spa, Botanika Union. Honor the planets celestial cycles with candelight, intention setting and soul-noursihing activities, as well as a delicious selection of food and beverage stalls.
Every DayEvery Day HAPPY HOUR at Grand Old House
Happy Hour is EVERY DAY from 5pm-7.30pm featuring 20% off Tapas and great drink prices.