Join the first Whisky Festival in Cayman

  • The team at CASK have been working hard behind the scenes to bring you something special this November. Join us for the first of its kind - Cayman Whisky Festival. From Thursday 6th to Sunday 9th of November, immerse yourself in the world of whisky and explore new, old, unique and down right unusual. See an outline of the program below to see what events are right for you.

First
Fill.

Whisky Session with Davy Holt - $75

Thursday 6th November (Evening)

We’re thrilled to kick off the Cayman Islands Whisky Festival with an unforgettable evening of music, laughter, and drams! Join us as we give a warm welcome back to the incredible professional Scottish folk musician, Davy Holt, all the way from Scotland!

Davy and Matt will be hosting a lively night filled with traditional Scottish tunes, great craic, storytelling, and of course — plenty of whisky to go around. It's the perfect way to raise a glass and celebrate the official opening of the festival!

Don’t miss this spirited start to the festivities — slàinte mhath!

4 whiskies and a welcome cocktail are included in your ticket. 

Experience Excellence

An Exclusive Evening in The Woodlands – A Rare Whisky Tasting Experience - $500

Friday 7th November 7:30pm

For the real connoisseurs, Friday will showcase our most formal event of the festival. A tasting you’ll never forget. Prepare to plunge deep into the archives of spectacular scotch from the Diageo archives, in a setting of luxury and magnificence in CASK’s Woodlands tasting suite. This is set to be the showstopper of the weekend. 

Guests will savour a world-class lineup that includes:

  • John Walker & Sons Private Collection 2015

  • Glen Elgin 1998 Special Release – 18 Year Old

  • Knockando 1992 – Private Cask Sample

  • Auchroisk 1989 – Private Cask Sample

  • Lagavulin Feis Ìle 2024 – 29 Year Old

  • Port Ellen 17th Special Release – 37 Year Old

Hosted by Matt MacPherson, co-owner of Cask, this experience is limited to just 12 tickets.

Find your
Flavour.

The Cayman Islands' First Whisky Festival at Cask - An Unmissable Celebration of Fine Whisky - $150

Saturday 8th November 5pm-8pm

For one exclusive evening, explore an extraordinary selection of whiskies, all under one roof. Your ticket grants you 3 hours of unlimited tastings between 5-8pm, where you can sample a curated collection of exceptional drams — from beloved classics to rare gems. 

Take your complimentary Cayman Islands Whisky Festival glass and make sure it’s never empty! Pass from table to table to see where your taste profile lands! You’ll be sure to find a favourite amongst the variety of flavours on offer.

The Party Doesn’t Stop at 8pm! Get ready to keep the good vibes flowing with live music from professional Scottish musician, Davy Holt, bringing high-energy tunes and plenty of craic to keep you going into the night!

Enjoy exclusive drink specials at the bar, courtesy of our friends at William Grant & Sons, and raise a glass with us to be part of Cayman Islands’ whisky history.

Relax to the Rhythm

Whisky on the Waves – Dewar’s Boat Party! - $125

Sunday 9th November 2-6pm

We’re wrapping up the Cayman Islands Whisky Festival in true island style — with an epic Sunday boat party, brought to you in partnership with Dewar’s.

Hop aboard the catamaran for an unforgettable afternoon on the water, complete with non-stop party tunes from DJ Urusai and a live performance from Scottish legend Davy Holt.

Dewar’s drink specials included in your ticket!

Sun, sea, music, and whisky — what more could you ask for? This is the grand finale of the weekend, sit back and let cocktails fade away the thought of the Monday blues!

Don’t want to miss a thing?

Our VIP Whisky Weekender Pass gives access to all of these events and lets you save! Make a weekend of it for $750.

6-9th November, 2025