Cayman Fiesta 2025, part of the Oasis Weekend Series, brings three days of concerts and Caribbean party culture to Grand Cayman from Friday to Sunday, November 7–9. The weekend features a high‑energy main concert at Compass Green on Friday night, a Soca Oasis Fete on Saturday evening, and a Hangover Brunch Yacht Party sailing from Cayman Yacht Club on Sunday afternoon. Organizers and ticketing pages confirm dates, times, venues, and sales channels, with headliners and special guests drawn from dancehall and soca, cabana upgrades for prime viewing, and both online and in‑person ticket options for a seamless experience.
Dates, venues, and format
- Dates: November 7–9, 2025 (Friday through Sunday). Multiple sources, including the official event ticketing pages and social announcements, align on the three‑day window.
- Friday venue and time: Compass Green at the Compass Centre, 319 Shedden Road, George Town, 8:00 p.m.–2:00 a.m., for the Cayman Fiesta main concert.
- Saturday venue and time: Soca Oasis Fete at Compass Green, 5:00 p.m.–2:00 a.m., blending soca and dancehall in a carnival‑style atmosphere.
- Sunday venue and time: Hangover Brunch Yacht Party departing Cayman Yacht Club, 4:00–8:00 p.m., a sunset‑into‑evening cruise to wrap the series.
Tickets and upgrades
- Where to buy: Tickets are available online at Eventbrite and TicketsPlus, with in‑person outlets listed as Winner’s Circle, Welly’s Cool Spot, and Ultimate Lounge.
- Cabana packages: Private cabana upgrades offer the “prime spot in the venue,” with booking via TicketsPlus or WhatsApp contact. This tier is promoted directly by the event page for elevated comfort and service.
- Pricing snapshots: Early‑bird and presale tiers are advertised, with Saturday Soca Oasis posts citing sample pre‑sold, gate, and VIP prices in the range of $50–$80; dynamic pricing applies as tiers sell through.
Artists and hosts
- Headliners and guests: Promotional listings name Rick Ross as a Friday headliner and highlight artists from dancehall and soca across the weekend. Social and media previews mention names such as Vanessa Bling and Byron Messia among confirmed or previewed performers for the series. Lineups can expand as the event nears.
- Vibe and curation: The Oasis Weekend Series positions Cayman Fiesta as a culture‑forward set of experiences marrying live stage shows, carnival‑style fetes, and a yacht brunch party, underscoring Caribbean genres and island‑style production.
What to expect each day
- Friday (Main Event): A large‑scale live show with chart‑topping dancehall and hip‑hop artists on the Compass Green stage. Doors 8:00 p.m.; performances till 2:00 a.m.
- Saturday (Soca Oasis Fete): A DJ‑ and performance‑driven night with soca and dancehall, colorful visuals, and festival‑style energy. Promotional posts cite pre‑sold, gate, and VIP tiers, suggesting a robust production.
- Sunday (Hangover Brunch Yacht Party): A festive close with music, light bites, and drinks aboard a yacht departing Cayman Yacht Club, timed for golden hour and sunset views.
Practical planning
- Location details: Compass Green is centrally located at the Compass Centre on Shedden Road, George Town, facilitating easy taxi or rideshare access. Cayman Yacht Club is the Sunday departure point on the North Sound.
- Age and entry: Events are 18+; government‑issued ID is typically required at entry. Ticket barcodes or QR codes are scanned on arrival at each event.
- Dress code and comfort: Festival‑casual for Friday and Saturday; resort‑chic for Sunday’s yacht brunch. Comfortable shoes and breathable fabrics are smart for outdoor settings.
Buying tickets and saving
- Early birds and presale: Organizers promote early‑bird and presale tiers with limited quantities, shifting to full price as tiers sell out. Social posts repeatedly urge early purchase to lock in savings.
- In‑person outlets: Local buyers can secure tickets at Winner’s Circle, Welly’s Cool Spot, and Ultimate Lounge, which is useful when online tiers sell quickly.
- VIP and cabanas: For groups, cabanas deliver reserved space and expedited service; WhatsApp and TicketsPlus channels handle reservations.
Transportation and safety
- Getting around: Taxis and rideshares are widely available in George Town; plan for high demand at 2:00 a.m. after shows. Designate a driver or pre‑book return transport when possible.
- Entry security: Standard bag checks and ID verification are required. Follow the event’s posted guidelines for prohibited items to avoid delays on entry.
- Weather awareness: November evenings are warm; occasional showers can occur. Outdoor events typically proceed with light rain; follow organizer channels for weather updates.
Make it a full Cayman weekend
- Daytime pairing: Spend daylight hours at Seven Mile Beach, dine at waterfront spots in Camana Bay, or explore Stingray City before evening events. Cayman Fiesta’s schedule leaves daytime open for excursions.
- Sunday synergy: Plan a relaxed brunch and pool time, then head to Cayman Yacht Club for boarding; be punctual to avoid missing the yacht departure.
Accessibility and group tips
- Mobility considerations: Compass Green is a flat venue with open‑field viewing; arrive early for easier positioning near accessible areas or cabanas.
- Group coordination: Share digital tickets to ensure smooth entry; establish a meetup point inside the venue in case cell data is congested during headliners.
- Hydration and comfort: Hydrate between sets and consider ear protection if standing near speakers for extended periods.
Verified essentials at a glance
- Event: Cayman Fiesta — Oasis Weekend Series.
- Dates: November 7–9, 2025.
- Friday: Main event at Compass Green, 8:00 p.m.–2:00 a.m.; Rick Ross listed as headliner in ticketing copy.
- Saturday: Soca Oasis Fete at Compass Green, 5:00 p.m.–2:00 a.m.; soca × dancehall format with VIP tiers.
- Sunday: Hangover Brunch Yacht Party from Cayman Yacht Club, 4:00–8:00 p.m.
- Tickets: Eventbrite and TicketsPlus online; physical outlets at Winner’s Circle, Welly’s Cool Spot, and Ultimate Lounge; cabana upgrades available.
Lock in tickets, assemble a crew, and map out three nights in George Town capped by a yacht‑party sunset. With marquee artists, an easy central venue, and a Sunday cruise to close, Cayman Fiesta 2025 is a ready‑made fall escape—grab presale access now and step into a one‑weekend, three‑party island experience.