From oceanfront hideaways to stylish beach bars, Grand Cayman offers an unforgettable happy hour scene. Whether you’re after sunset views, craft cocktails, or laid-back island vibes, there’s a spot for every mood and moment. This guide rounds up some of the best places across the island to sip, savour, and soak in the Cayman spirit.
Tillies
Tillie’s is a stylish beachfront spot on Seven Mile Beach that celebrates fresh, seasonal ingredients in a relaxed island setting. Located just steps from the sand, it’s the perfect place to enjoy signature cocktails like the Tillies Punch while soaking up the beachside vibe and enjoying a spectacular Cayman sunset.
Sunset House
Sunset House has long been a go-to for locals and visitors seeking a relaxed, happy hour with front-row seats to a spectacular Cayman sunset. Known for its casual charm and friendly atmosphere, this seaside hangout serves excellent food, a wide selection of drinks, and laid-back vibes. My Bar at Sunset House brings a true Caribbean feel — the perfect place to enjoy a cold beer, chat with friends and soak up the view.
The Wharf
The Wharf is one of Cayman’s premier oceanfront dining destinations, famous for its stunning sunset views and nightly tarpon feeding experience. With an extensive wine list, a creative cocktail menu, and a relaxed yet refined setting, it offers the perfect backdrop for unforgettable evenings by the sea.
Macabuca Oceanside Tiki Bar
Arguably one of the best oceanfront hangouts in Cayman, Macabuca delivers casual island vibes with breathtaking sunset views. Known for its laid-back charm, this iconic tiki bar offers Caribbean and international-style food and drinks in a lively, open-air setting. From delicious cocktails to island-fresh seafood, Macabuca is the perfect place to relax and soak up the laid-back island atmosphere.
The Hive
The Hive delivers open-air island vibes focusing on American-style smoked BBQ and Caribbean jerk specialities. Their lively happy hour runs Monday through Thursday from 4 pm to 7 pm and Friday through Sunday from 3 pm to 7 pm, with a bonus late-night happy hour Sunday through Thursday starting at 11 pm.
Coccoloba Bar & Grill
Coccoloba Bar & Grill at the Kimpton Seafire Resort + Spa on Seven Mile Beach offers a relaxed beachfront setting where Mexican street food meets Caribbean seafood. With an open-air, three-sided bar and panoramic ocean views, it’s an inviting spot to enjoy a meal or drinks while watching the sunset.
Guests can also enjoy weekly specials, such as “Taco y Tequila Tuesdays,” featuring live music, speciality margaritas, and tacos with toes in the sand.
Tortuga Beach Grill & Bar
Located directly on the sands of Seven Mile Beach, Tortuga Beach Grill & Bar offers relaxed, alfresco dining steps from the sea. Daily happy hour from 5 pm–7 pm includes tropical cocktails and island-inspired bites, all set to the backdrop of live music and breathtaking ocean views.
Next Door
Next Door in Camana Bay offers a daily Aperitivo Hour from 5–7 pm, embracing the Italian tradition of pre-dinner drinks with appetizers. Guests can enjoy exclusive cocktails and a selection of bar bites in a relaxed, stylish setting.
Tukka West
Set at Morgan’s Harbour in West Bay, Tukka West offers a relaxed waterfront spot where Australian and Caribbean flavours meet. Their Monday to Friday happy hour (3 pm–5 pm) features drink specials and fresh seafood snacks, all with panoramic views of the North Sound.
Bacaro
Bàcaro, nestled along the waterfront at the Cayman Islands Yacht Club, offers a refined yet relaxed happy hour experience. From Tuesday to Saturday, between 5:00 pm and 7:00 pm, guests can enjoy specials on select spritzes, wines, cocktails, and Italian small plates known as cicchetti. With its breezy terrace and scenic views of the marina, Bàcaro provides an inviting setting to unwind and savour Venetian-inspired flavours.
Rackam’s Waterfront Bar & Grill
Rackam’s Waterfront Bar & Grill in George Town offers a relaxed seaside setting perfect for enjoying the island breeze and ocean views. Their daily happy hour runs from 4:00 pm to 6:00 pm. A unique highlight is the nightly tarpon feeding at 7:30 pm, where guests can witness these impressive fish gathering near the dock—a memorable experience that adds to the charm of this local favourite.
Door No. 4
Door No. 4, located within The Grove on Seven Mile Beach, offers a refined happy hour experience. From Sunday to Thursday, guests can enjoy 2-for-1 specials on select cocktails during two time slots: 4–6 pm and again from 10 pm until close. With a focus on quality ingredients and expert craftsmanship, Door No. 4 provides a sophisticated setting for early evening relaxation and late-night gatherings.
Karoo
Karoo offers a relaxed, social atmosphere at the heart of Camana Bay, with views across the Crescent fountain. Its spacious outdoor terrace is ideal for after-work drinks or a casual meet-up with friends. Guests can enjoy handcrafted cocktails and flavourful small plates in a breezy, open-air setting. The vibrant plaza setting makes it a favourite for people-watching as the sun goes down. Easygoing and stylish, Karoo is a go-to for early evening drinks in Grand Cayman.
The perfect Cayman sunset
No matter where you find yourself on the island, happy hour in Grand Cayman promises more than just great drinks—it’s a chance to unwind, connect, and experience the best of island life. With each venue offering its own unique charm, there’s always a reason to raise a glass in paradise.