With more than 25,000 bottles and over 2,000 labels, it’s no surprise that Grand Old House has been scooping up awards from Wine Spectator for more than 30 years. California, Tuscany, Bordeaux, Champagne, Spain. You name it, it’s probably on the list.
Whether you’re looking to sample something new by the glass, enjoy a guided tasting, or sit down to a sommelier-led dinner in a themed wine room, there’s something for every kind of wine drinker.
Themed wine and tapas tastings
Join one of the weekly wine and tapas nights where each bite is crafted to complement what’s in your glass. These fun, interactive sessions are led by an in-house sommelier who’ll take you through a journey of new and vintage finds from different regions. You’ll discover how varietals behave in different climates, and even pick up a few food pairing tricks. It’s approachable, educational, and delicious. To keep it fresh, the menu changes weekly.
Flights and single pours
Not ready to commit to a full bottle? No problem. Try a wine flight to keep your options open or explore rare pours by the glass. Thanks to Grand Old House’s high-tech WineEmotion system, you can sample a wide range of wines that are served at the perfect temperature, every time. The system protects each wine from oxidation, so every pour is fresh, clean, and true to its character.
Wine and dine experience
For something truly special, book a wine-paired dinner led by the in-house sommelier. It’s a multicourse feast where every plate is matched to a carefully chosen wine that is often served in one of the private themed rooms for full sensory immersion. Think bold reds with rich meat dishes or bright whites with delicate seafood. The menu is always changing, yet it always retains hints of local Cayman-style favourites, from conch, lobster, or sticky-toffee pudding.
Draw your sword
Feeling fancy? Ask your server about sabrage, which is the art of opening Champagne with a sword. It’s as dramatic and fun as it sounds.
Join the club
Love discovering new favorites? Want to go a little deeper? Grand Old House is home to Cayman’s first wine club. Members get early access to rare bottles, invites to exclusive events, and plenty of opportunities to learn from the pros. It’s designed for wine lovers of all levels with great wine and good company.
Happy hour
Stop by for happy hour, enjoy a glass of house wine on the oceanfront deck, and let the day fade out with a South Sound sunset. Sometimes, that’s all the sipping you need.
Cigars pairing experience
There’s nothing quite like lighting up a hand-rolled cigar. At Grand Old House, the onsite torcedor crafts fine Cuban cigars right before your eyes, ready to be paired with your favorite drink.
Turn it into a full evening by booking a tasting experience for your group of friends. Each guest will enjoy a freshly rolled Cuban cigar that’s thoughtfully paired with either Cuban rum or bourbon (wine is an option too!) and complemented by tapas. It’s a refined South Sound experience: relaxed, social, and just a little indulgent.
Take some home or share as gifts
Found a glass you loved? Grab it in bottle format from the on-site retail shop. You’ll find crowd-pleasers, collector bottles, and curated gift boxes perfect for friends. It’s a great way to remember the experience or share it with someone else.
So, that’s all you need to know about how to enjoy wine at Grand Old House. Take a deeper dive to learn about what wines to try and where to try them.
