Cayman Wine Fest 2025 uncorks on Saturday, October 11, 2025, at The Westin Grand Cayman Seven Mile Beach Resort & Spa, bringing an all‑inclusive evening of unlimited wine and spirit tastings, curated light bites, and live entertainment to Grand Cayman’s famous shoreline from 7:00 to 11:00 p.m.. Presented in partnership with Tortuga Fine Wine & Spirits and local hospitality venues, the festival caps a week of satellite tastings and pairing dinners with a signature grand tasting that gathers premium producers, brand ambassadors, and Cayman’s top culinary teams under one elegant roof. Advance tickets are available online and include free‑flow samples, food stations, and music; the ticket portal lists CI$125 as the inclusive price with sales closing on October 11 at 4:59 p.m..
Date, venue, and format
- Date and time: Saturday, October 11, 2025, 7:00–11:00 p.m..
- Venue: The Westin Grand Cayman Seven Mile Beach Resort & Spa on Seven Mile Beach.
- Ticketing: CI$125 all‑inclusive; unlimited samples of wine and spirits, light bites, and entertainment; sales end 4:59 p.m. on event day per the ticketing portal.
The grand tasting serves as the flagship night of Cayman Wine Fest, closing a festival run that traditionally includes boutique previews, masterclasses, and signature dinners at partner restaurants in the days prior, culminating with a large‑format “passport to flavor” showcase at the Westin.
What to expect in the glass
Cayman Wine Fest highlights a broad spectrum of varietals and styles from established and emerging regions, poured by visiting brand reps and local experts alongside select spirits houses that complement the wine‑first focus. Pour maps typically group stations by region or style, helping guests navigate crowd favorites like Champagne, Provence rosé, and Napa Cabernet alongside Old World reds, coastal whites, and discovery pours from boutique producers. Spirits tables add high‑end rum, tequila, and whisky for those who prefer to alternate or finish with a digestif, keeping the tasting pace dynamic and tailored to personal preferences.
Food pairings and entertainment
The CI$125 ticket includes curated light bites that pair with key wine styles, from artisan cheeses and charcuterie to hot canapés and seafood accents that mirror Cayman’s coastal culinary identity. Live entertainment sets the mood without overwhelming conversation, allowing guests to talk with winemakers and ambassadors while enjoying a relaxed, social atmosphere on Seven Mile Beach. The Westin’s banquet team supports pacing and replenishment so stations remain well stocked, and service staff guide guests to palate cleansers and hydration points throughout the evening.
How Cayman Wine Fest fits the island’s tasting season
Cayman Wine Fest lands between late‑September awareness events and late‑October spirits activations, offering an anchor for wine lovers before the separate SALUD! Cayman Islands Wine Festival weekend that follows on October 18 at Hotel Indigo with 150+ wines to sample and learning sessions with winemakers. Local guides and calendars call out both events, noting Cayman Wine Fest as a Westin‑hosted grand tasting and SALUD! as a distinct ticketed festival the following weekend — together creating a two‑Saturday stretch ideal for visiting oenophiles and residents planning back‑to‑back tasting experiences.
Pre‑festival activations
In previous editions, Tortuga’s Wine Fest programming has included a Champagne night at its Seven Mile Shops boutique, Provence‑themed dinners, and meet‑the‑maker tastings that let guests dive deeper before the Westin finale. Expect similar pop‑ups and partner dinners to be announced in the weeks leading up to October 11, giving early arrivers mid‑week chances to secure seats for focused pairings, intimate classes, and one‑night‑only menus at top restaurants. These activations are typically capacity‑limited and sell out quickly, so subscribing to organizer updates can help secure reservations before general release.
Tickets and entry
- Price: CI$125 all‑inclusive per person for the grand tasting.
- What’s included: Unlimited wine and spirits samples, curated light bites, and live entertainment; no additional tasting tokens are required, though premium add‑ons at partner events earlier in the week may be separately ticketed.
- Sales window: Online sales close at 4:59 p.m. on October 11; walk‑up availability is not guaranteed and the event frequently sells out in advance.
Tasting strategy and tips
- Start light, finish bold: Begin with sparkling and whites before moving to fuller reds and then spirits; this progression protects the palate and makes pairings more intuitive with the food stations.
- Hydrate and pace: Use water stations between flights and take advantage of palate cleansers; four hours allows time to explore regions without rushing.
- Take notes and photos: Capture labels and table names for future purchases; Cayman retailers often stock featured bottles, and attendees can revisit favorites after the event.
- Plan transport: Arrange taxis or rideshare so everyone can enjoy the evening safely along the Seven Mile corridor; hotels often assist with post‑event rides.
Travel planning and where to stay
The Westin sits at the heart of Seven Mile Beach, with easy access to neighboring resorts, boutique hotels, and dining corridors along West Bay Road. Visitors making a long weekend of it can pair Saturday’s festival with Sunday brunch or a beach day, and those staying the following week can target SALUD! at Hotel Indigo on October 18 to extend their wine journey in Cayman. For pre‑festival dinners, Camana Bay offers walkable options and waterfront views, while the Westin’s on‑site venues simplify logistics on event night.
How Cayman Wine Fest differs from other tastings
Cayman Wine Fest is designed as an all‑inclusive night focused on exploration with built‑in culinary support, positioned in a resort ballroom setting that emphasizes comfort and flow for social tasting. SALUD! emphasizes scale and education with 150+ wines and winemaker‑led learning stations the following weekend, giving enthusiasts two distinct ways to engage with wine culture in October. For those visiting solely over the October 11 weekend, Cayman Wine Fest provides the most concentrated wine‑plus‑food experience on that date with easy beachfront access and festive energy.
Verified details at a glance
- Name: Cayman Wine Fest 2025.
- When: Saturday, October 11, 2025, 7:00–11:00 p.m..
- Where: The Westin Grand Cayman Seven Mile Beach Resort & Spa.
- Tickets: CI$125 all‑inclusive; unlimited samples, light bites, entertainment; sales close 4:59 p.m. Oct 11.
- Context: Finale of a week with select preview dinners and tastings presented with Tortuga Fine Wine & Spirits; distinct from SALUD! on Oct 18 at Hotel Indigo.
Raise a glass to an evening of discovery on Seven Mile Beach. Secure Cayman Wine Fest tickets before the online window closes, build a tasting route that starts sparkling and ends spirited, and plan a safe ride so the only thing left to ponder is which favorite bottle to bring home. For an extended wine escape, stay through the following weekend to experience SALUD! and turn October into Cayman’s most delicious month of the year.