Enable JavaScript to run this app.
Skip to main content
OpenTable logo
  1. Home
  2. United States
  3. Caribbean

Best Date Night Restaurants in Grand Cayman

Price
Cuisine
Regions
Neighborhoods
Top Rated
Dining Options
Seating Options
Accessibility

13 restaurants available nearby

How are Featured results ranked

A photo of Catalina restaurant
4.6
Exceptional(76)
Price: Expensive
• Californian • Grand Cayman
Booked 7 times today
Catalina takes advantage of the best ingredients and artisan crafts the island has to offer, from the sunflower hummus and crispy red snapper to the vibrant, artistic textiles adorning the walls. Inspired and flavorful, the menu celebrates California coastal classics infused with Korean, Japanese, Chinese, and Mediterranean influences, resulting in a unique and artfully crafted selection of dishes composed with fresh and locally sourced ingredients. Creative shared plates complement the refreshing, bright flavors of our from-scratch cocktail program, featuring local botanicals.
A photo of Ave at Seafire Resort & Spa restaurant
4.8
Exceptional(421)
Price: Expensive
• Mediterranean • Seven Mile Beach
Booked 14 times today
Come with the whole family or sneak away for a romantic dinner at Kimpton Seafire Resort & Spa’s Ave. Our Executive Chef Massimo De Francesca and his team have created a diverse menu inspired by Mediterranean flavors with local, seasonal ingredients. From fresh catch to prime cuts of steak, the restaurant offers a wide selection of preparations for everyone in the family. The food is delicious, and yet the views are equally compelling. At 24 feet above sea level, Ave overlooks Seven Mile Beach, with seating indoors and on the outdoor terrace. The interior design is open, airy and inviting, with a casual, community vibe that makes you feel welcome before your first bite.Ave is where eating well is a day well-spent.Breakfast at Ave operates on a walk-in only basis. For Sunday Brunch reservations please contact us directly on +1-345-746-4111 or restaurantreservations@seafireresortandspa.com
A photo of Avecita at Seafire Resort & Spa restaurant
4.6
Exceptional(154)
Price: Expensive
• Spanish • Seven Mile Beach
Booked 5 times today
Nestled inside Ave at Kimpton Seafire Resort, you'll find Avecita. It confidently stands out as the center of attention and a truly inventive dining experience - a must have reservation on the island. You'll enjoy a Spanish tapas-style menu featuring modern and traditional dishes perfected on a wood fire grill. An inventive beverage-pairing program that features rare and iconic Spanish wines, along with handmade cocktails that blend in local produce. The focus of the contemporary space is the Chef's Table, where 10 guests can enjoy the custom tastings as they are created before your eyes. Whether you’re seated at the Chef’s Table or the communal table, Avecita is a culinary memory you’ll take home as a favorite souvenir.
A photo of Agua Restaurant & Lounge restaurant
4.8
Exceptional(450)
Price: Expensive
• Contemporary Italian • Camana Bay
Booked 10 times today
Agua Restaurant & Lounge is a staple in The Cayman Islands having operated since 2010.Agua Restaurant & Lounge is a seafood restaurant rooted in Italian tradition, inspired by Peruvian cuisine and grounded in local culture. Snugly situated dockside in the vibrant New Urbanist town, Camana Bay, it offers a carefully curated menu that incorporates fresh local produce and internationally sourced ingredients on plates prepared by a passionate multi-national team of chefs.
A photo of Tillies restaurant
4.7
Exceptional(511)
Price: Expensive
• Caribbean • Seven Mile Beach
Located on iconic Seven Mile Beach, Tillies is a voyage through the Greater Antilles. Eclectic fare informed by regional cuisines, Tillies is a clean and refined approach to classic Caribbean dishes, inspired by local produce, seafood, and farms. Approachable and inviting, the breathtaking room overlooking the clear, turquoise waters sets a beautiful stage for an effortless dining experience. Tillies aims to combine the best of world class dining with the warmth of a home, attracting both the traveler and local alike.
A photo of Pom Pom restaurant
4.4
Awesome(211)
Price: Expensive
• South American • Grand Cayman
Booked 18 times today
Guests joining must be over the age of 18+. Valid identification may be required. Discover an alluring, truly one-of-a-kind Cayman experience, high above it all at the island’s first and only rooftop lounge and restaurant. Intoxicating and mysterious, our rooftop is named after the orchid trees that bloom vibrantly throughout the Cayman Islands—and Pom Pom is just as spectacular. Join us, day or night, for stunning 180-degree tropical views of Grand Cayman, exotic Latin-inspired cocktails and small plates to share, lush places to lounge, live DJs who never miss a beat, and an effortlessly cool, unmatched vibe. To provide an upscale experience, Pom Pom promotes “Smart Island Casual” attire. This includes, but is not limited to, resort wear, summer dresses, linen shirts, and tailored shorts. Beach wear, swimwear and athletic wear is not permitted.
A photo of Union Grill & Bar restaurant
4.8
Exceptional(436)
Price: Expensive
• Steak • Camana Bay
Booked 4 times today
Union is the go-to gastro destination for foodies, romantics and families. Located on the waterfront in bustling Camana Bay, Union offers Cayman's finest selection of fresh fish and seafood, Angus steaks, grill classics, as well as a dedicated vegan menu. Union is a classic, lively bistro with a sophisticated flair. We source the finest quality Angus from the USA and grass-fed Angus cuts from New Zealand, as well as local line-caught snapper, tuna, wahoo and lobster.Union is proud to announce that it won 'Best Restaurant' in The Cayman Islands at the 2022 Travel & Hospitality Awards in London, and has been nominated for 'Best Restaurant' in the 2024 World Culinary Awards.Union also runs regular music nights with live jazz (Thurs), soul & blues (Sat and Sun), as well as our famous Cocktail Masterclass (Thurs/Fri/Sat). Please note that if you are unable to make a reservation online we may still have availability so please call 345 640 5660 for special access to unsold tables.
A photo of Aria restaurant
4.9
Exceptional(158)
Price: Expensive
• Mediterranean • Grand Harbour
Aria is a perfect date night spot, as described by reviewers. With its beautiful decor, excellent service, and delicious Mediterranean cuisine, it provides a romantic ambiance. One reviewer mentioned it as a 'great date night' and another highlighted the 'lovely ambiance, perfect for a date night or dinner with friends.' So, if you're looking for a lovely evening out, Aria is a top choice.
A photo of Vines To Ocean – V₂O restaurant
5.0
Exceptional(6)
Price: Moderate
• Wine Bar • Grand Cayman
Welcome to Vines to Ocean, your go-to wine bar just steps away from your hotel or condo on Seven Mile! At V₂O, we're all about creating a warm & welcoming vibe where you can unwind & indulge in the good things in life.Dive into our world of exclusive wines & classic cocktails, handpicked to elevate your sipping experience. Our menu boasts an array of small bites, from sushi to fresh oysters, & indulgent meat & cheese boards perfect for sharing among friends. And yes, our sliders are a must-try!Picture this: a cozy wine bar with a friendly atmosphere, where Cayman's top hospitality and wine professionals are at your service. Whether you're stopping by for happy hour, planning a date night, or celebrating a special event or business milestone, V₂O provides the perfect setting.Come join us at V₂O, where every sip and bite is crafted to make your experience truly unforgettable. Our kitchen is open until 10:00pm daily but join us for late night drinks Friday & Saturday until Midnight!
A photo of Next Door by Hey Palu restaurant
4.7
Exceptional(62)
Price: Moderate
• Tapas / Small Plates • Camana Bay
Booked 1 time today
The celebrated Edinburgh cocktail bar Hey Palu, renowned for its devotion to the art of aperitivo, has take over Next Door in the Cayman Islands, marking a bold and elegant new chapter in the region’s hospitality scene.We’re not here to serve another frozen daiquiri, even if our (Champagne Colada is to die for)” says Alex co-founder of Hey Palu. “We’re here to introduce Cayman to the beauty, balance and elegance that is the ritual of the aperitivo. The aperitivo happy hour isn’t just a drink; it’s a moment.”Expect crisp, house-seasoned snacks, Italian-style nibbles, and a rotating selection of small plates made for grazing and lingering. From burratina to salumi selection to truffle ravioli and zucchini fritti.This is not a concept bent to island clichés. There are no flaming cocktails or novelty mugs. Just clean, confident drinks, expert hospitality, and the simple belief that an early evening aperitif might just be the finest way to end the day—or start the night.
‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

See what locals rave about

From verified diners like you
From verified diners like you
OpenTable
  • About Us
  • Blog
  • Careers
  • Press
More
Businesses
  • Restaurant Management Solutions
  • Restaurant Reservation Software
  • Restaurant Marketing Software
  • Restaurant Event Software
  • OpenTable For Restaurants
  • OpenTable For Restaurant Groups
  • Restaurant Resources
  • OpenTable Pricing & Plans
Join us on
  • Privacy Policy
  • Terms of Use
  • Cookies and Interest-Based Ads
  • Do Not Sell or Share My Personal Information
  • Cookie Preferences
Copyright © 2025 OpenTable, Inc. 1 Montgomery St Ste 500, San Francisco CA 94104 - All rights reserved.
OpenTable is part of Booking Holdings, the world leader in online travel and related services.
Booking Logo
Priceline Logo
KAYAK Logo
Agoda Logo
OpenTable Logo