Things to do in the Cayman Islands this week

Halloween - October 31st

Pirates Week Festival (dates TBA)

Cultural festival. Runs 1 Nov – 15 Nov.

Fit Check #3 Time Trial

MUFG Investor Services Triathlon

McGrath Tonner Duathlon 2026 — Cayman Islands Triathlon Association

TFCI CITC DOUBLES OPEN 4

Neuroradiology: Practice to Innovation 2026

This 5 half-days structured course will provide an overview of common imaging strategies, as well as an update in new trends, relevant…

Uncorrelated Cayman 2026

The Cayman Islands Alternative Investment Conference Where Offshore Capital Meets Emerging Technology Join us November 2nd – 3rd, 2026…

8th Annual Asia-Pacific Fund Finance Symposium

This year’s symposium is set to be the premier event for professionals in the fund finance industry. Recognizing the unique challenges…

12th Annual Investment Forum

BEYOND THE COMFORT ZONE: INVESTING IN THE PREVIOUSLY UNINVESTIBLE CFA Society Cayman Islands is pleased to announce its flagship event,…

Pirates Week

The national festival — pirate landing in the harbour, float parades, fireworks, district heritage days across all three islands.

Concacaf Nations League

Apex Invest Middle East 2026

Cutting edge content – 2 days of insightful keynotes, engaging panels and thought-provoking fireside chats. Productive meetings –…

ALTSTX

ALTSTX is an education-focused alternative investment event designed to bring the investor community together for dialogue and…

2026 CIIPA Momentum Conference

Momentum 2026 is built for professionals who want to stay ahead of what’s changing, understand what it means for Cayman, and sharpen the…

Cayman Finance New York Breakfast & Panel

12 November 2026 from 8:00am to 10:30am at KPMG New York. Connect with leading Cayman Islands experts for timely industry insights,…

Thu Nov 13 – Blind Tasting Flight Night

Global Alts Asia 2026

Immerse in a Global Forum. Discover why Global Alts Asia is the must-attend event of the year with unparalleled insights, networking,…

Super Return Private Credit North America

SuperReturn Private Credit North America is a leading conference for the North American private credit market, bringing together LPs,…

Gimistory — International Storytelling Festival

Folklore and music since 1999 — local and international storytellers under the stars, with swanky and fried fish.

November 26th at noon.

Professional Ethics For Accountants 2026

This course provides a practical, real-world exploration of ethical challenges faced by accountants and other professionals in today’s…

CIGA Pairs

MUFG Investor Services Triathlon 2026 — Cayman Islands Triathlon Association

TFCI year end open

Director Education and Accreditation Programme (DEAP) 2026

DEAP 2026 will run from Monday 30 November to Friday 4 December 2026 at Hotel Indigo, Grand Cayman. DEAP 2026 is delivered with the…

Christmas fireworks season

Firework displays light the night sky from the first of December through the season.

Christmas Party

CLO Summit 2026

Navigating Regulation, Ratings, and Risk in the CLO Market Opal Group is proud to present our CLO Summit. The CLO Summit is an…

Cayman Captive Forum 2026

Join the world’s largest captive insurance conference on December 1–3, 2026, at The Ritz-Carlton, Grand Cayman. Connect with captive…

Tue Dec 2 – Holiday Wine Trivia Night – Free

Seafarers Way, George Town, Grand Cayman

Cayman Islands Marathon

Race day weather forecast, course conditions for the 2026 Cayman Islands Marathon on December 6, 2026. 81°F high, 79°F low, 10% chance…

Cayman Finance 2026 AGM

For representative members only, and invited guests, we will hold our 2026 AGM at Grand Old House, Grand Cayman, 8 December. The…

AIMA Global Hedge Fund Leadership Platform

Abu Dhabi Finance Week (ADFW) stands at the forefront of global finance, bringing together the world’s most influential leaders to shape…

Thu Dec 11 – Blind Tasting Flight Night

Saturday, December 20th and December 27th

Christmas Day - 25th December

Bodden Town Mission House, Grand Cayman

Fireworks at Camana Bay

Cayman Cookout 2026

About Cayman Cookout Wine Fair Contact Details (Cayman Cookout 2026): Web: https://www.caymancookout.com/ Facebook:…

Uncorrelated Miami 2027

Uncorrelated Miami: An Alternative Investment Conference We are in the organizing stages of an upcoming alternative investment…

16th Annual Global Fund Finance Symposium

The Fund Finance Association’s annual symposiums bring together investors, fund managers, bankers, service providers and lawyers for…

AIMA Middle East Forum

For more than two decades, AIMA has been active in the UAE, closely observing its evolution into a global financial powerhouse across…

13th Annual Private Wealth Dallas Forum

The 13th Annual Private Wealth Dallas Forum is the leading conference for RIAs, family offices, and private banks throughout the region.…

Private Credit Investor Forum

Now in its sixth year, the Private Credit Investor Forum is where the global private credit industry comes together. Over a single,…

Global Alts Miami 2027

MFA is partnering with iConnections to create the world’s most comprehensive alternative investment event, Global Alts 2027, in Miami…

ReFocus 2027

10th Annual Private Wealth Nordics Forum

The 10th Annual Private Wealth Nordics Forum is the region’s leading conference for family offices, high net worth wealth managers and…

Butterfield St. Patrick's Day 5K Jog

We're BACK!!! - Butterfield St. Patrick's Day 5K Jog 2027Join us for the 29th Annual Butterfield St. Patrick's Day 5K Jog, one of the…

AIMA Global Policy & Regulatory Forum

Join AIMA in London for the return of the AIMA Global Policy & Regulatory Forum, our flagship regulatory event bringing together senior…

Red Sky at Night Festival

A vibrant multidisciplinary arts festival celebrating Caymanian culture with live performances, art, and food.

ALTSLA

ALTSLA is a conference designed for family offices, pension funds, endowments, foundations, wealth managers, private bankers, insurance…

11th Annual Private Wealth Pacific Northwest Forum

The 11th Annual Private Wealth Pacific Northwest Forum is the leading conference for RIAs, family offices and private banks from…

Annual Cross Island Relay

AIMA Singapore Annual Forum

The AIMA Singapore Annual Forum is the region’s premier gathering for alternative investment professionals – bringing together global…

7th Annual Private Wealth Canada West Forum

The 7th Annual Private Wealth Canada West Forum was developed as an education-focused one day event for wealth managers. The purpose of…

AIMA Japan Annual Forum

AIMA Japan invites you to join our Annual Forum on 13 May 2027 (Thursday) at The Ritz-Carlton Tokyo. The AIMA Japan Annual Forum is…

13% Occupancy Tax added to rates.

Kaibo Beach BBQ & Bona Fide

The legendary Tuesday-night beach barbecue with the Bona Fide band — Cayman's best weekly party.

Mango Fest 2026

Mango Fest 2026 at Cayman Islands National Museum / Waterfront.

Cayman Chess Club

Complimentary weekly chess class and open challenges — complete beginners welcome.

The Heritage Bakehouse Cassava Cake Cooking Class

Hands-on cooking class where participants learn to make Cayman's traditional cassava heavy cake (officially gazetted as the National…

Jam Night @ the Bird

All are welcome to jam (musician or not) with different in-house artists hosting weekly.

Monday Evening Hash Run (weekly)

Annual CUC Youth & CARIFTA Track & Field Championships

CIBA Youth League (U12–U19, male and female)

Senior League (male and female)

CIFA Premier League 2025/26 Season

Women's League fixtures

Fast 5 Co-ed League

Mixed League

Senior Women's League (Thursdays & Saturdays)

Turtle Netters League (ages 5–10, Saturdays)

Paradise Padel Tournament (monthly)

Ladies Only Open Play (weekly Thursdays)

Caribbean Championships

Cruiser Racing (fourth Sunday monthly)

Dinghy Racing (first Sunday monthly)

J-22 Racing (third Sunday monthly)