Things to do in the Cayman Islands this week

RF Bank & Trust Cayman 7s Series Round 2

Cayman Cocktail Week

The island's cocktail scene celebrated with tastings, takeovers and masterclasses.

The Big Cayman Bash: SF Funds Week Kick-Off Party

Register your interest for the Big Cayman Bash – the opening party of San Francisco Funds Week and the premier networking event to kick…

Proof of Buckets San Francisso

Pickup Basketball Game Proof of Buckets is a pickup basketball game series Cayman Finance runs at conferences around the world. Next…

Sohn San Francisco Investment Conference

Join us for the 17th Annual Sohn San Francisco Investment Conference on October 13th. This event brings together leading investment…

TechCrunch Disrupt 2026

Get ready to experience one of the world’s leading startup and technology events! Inspiring speakers, groundbreaking startups, and…

Super Return Middle East 2026

SuperReturn Middle East 2026 is a leading private capital conference taking place from October 20–22, 2026, at The Ritz-Carlton, DIFC,…

CoinAlts 2026 Fund Symposium

Shaping the Future of Digital Assets On October 14, 2026, CoinAlts will host the latest in a series of events for the digital asset…

CIRCA New York Reinsurance Roundtable Breakfast

Bringing together senior leaders from the reinsurance industry, regulator and government, the event provides a forum to discuss…

AIMA Global Investor Forum 2026

Come to Canada, Meet the World. The AIMA Global Investor Forum 2026 returns to The Ritz-Carlton, Toronto on October 14–15, 2026 for its…

Cayman Finance San Francisco Breakfast 2026

Register your interest for the Cayman Finance San Francisco Breakfast, an exclusive event during SF Funds Week bringing together fund…

Help For Children San Francisco’s 7th Annual PE|VC Cares Art Battle

Close out your SF Fund Week with Help For Children San Francisco’s 7th Annual PE|VC Cares Art Battle ! Join 200+ industry leaders in the…

McGrath Tonner Duathlon 2026 — Cayman Islands Triathlon Association

ABS East

The definitive gathering for the structured finance industry, ABS East 2026, will transform Miami’s Fontainebleau into a hub of…

Annual Insurance Update

Stay ahead of the changes shaping Cayman’s insurance and reinsurance sector with sessions by Walkers and Northern Re. Learning…

Thu Oct 23 – Blind Tasting Flight Night

Oktoberfest Cayman

Lederhosen, steins and oompah at the end of October.

junior october mid-term camp

Little Black Dress - An Exlusive Ticket-only Party

RF Bank & Trust Cayman 7s Series Round 3

Unlock the Fundamentals of Precious Metals Investing

A Live Webinar Are you curious about investing in gold and silver but not sure where to start? Join Strategic Wealth Preservation (SWP)…

Financial Controllers Update 2026

Discuss the recent Accounting Standards Updates (ASUs) under U.S. GAAP and IFRS standards and amendments applicable to most industries…

AIMA Annual APAC Forum 2026

The AIMA APAC Annual Forum 2026 is the leading regional event for the alternative investment industry in Asia-Pacific, hosted by the…

Halloween - October 31st

Pirates Week Festival (dates TBA)

Cultural festival. Runs 1 Nov – 15 Nov.

Fit Check #3 Time Trial

MUFG Investor Services Triathlon

MUFG Investor Services Triathlon 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…

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…

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

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…

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:…

16th Annual Global Fund Finance Symposium

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

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

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…

Red Sky at Night Festival

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

Annual Cross Island Relay

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)