The Cayman Islands are known for stunning beaches, luxurious resorts, and a vibrant dining scene, but what locals and visitors alike truly rave about are the unbeatable happy hours around the island. Whether you’re sipping cocktails while watching the sun sink into the Caribbean sea or enjoying wine with friends, the island’s restaurant scene knows how to set the mood for a perfect evening. Here, we explore the best happy hour spots in Grand Cayman, featuring four must-visit destinations that not only offer fantastic deals but also provide the perfect setting for any occasion.
1. Guy Harvey’s Boathouse Grill: Cocktails by the harbour
Located on the picturesque George Town Harbour, Boathouse Grill provides one of the most serene settings in Grand Cayman for a relaxing happy hour. Boasting panoramic sea views, this spot invites you to unwind with 2-for-1 drinks, Monday through Friday, from 2pm to 7pm. What’s better than sipping on a tropical cocktail while gazing at the gentle waves and cruise ships as the sun sets? Whether you’re finishing up a day of work or beginning your evening out, Boathouse Grill provides the perfect oceanside escape in George Town.
What makes Boathouse stand out:
- 2-for-1 happy hour: Available weekdays from 2pm to 7pm, you can indulge in your favourite drinks at half the price. It’s the ideal time to try one of their signature tropical concoctions while soaking in the view.
- Friday special: all-you-can-eat lobster: After happy hour on Fridays, stick around for their all-you-can-eat lobster feast for just $45 (plus gratuity). It’s an unbeatable deal on an exceptional dining experience, running from 5:30pm through October. Enjoy perfectly cooked Caribbean lobster, a local delicacy, paired with a fresh cocktail or glass of wine. (All-you-can-eat lobster is available every Friday and Saturday night from 5:30pm.)
- More than just drinks: Boathouse Grill’s à la carte menu offers an array of delectable appetisers to accompany your drinks. From seafood delights to lighter options like salads and small plates, their menu is ideal for those wanting to nibble while they sip.
The stunning views and exceptional deals make Boathouse Grill an irresistible destination for anyone wanting to experience Cayman’s happy hour with a side of Caribbean harbour-side charm.
2. The Waterfront Urban Diner: A wine lover’s paradise
While many happy hours focus on cocktails and beers, The Waterfront Urban Diner offers a deal that’s perfect for wine enthusiasts. Located in the vibrant heart of Camana Bay, close to Seven Mile Beach, this casual yet chic spot is offering one of the best wine deals on the island until the end of October: 25 bottles of wine for just $25 each. Whether you prefer red, white, or rosé, you can explore an array of different wines from around the world—all at a price that feels like a steal.
What makes The Waterfront Urban Diner stand out:
- Wine deal of the year: Unlike traditional happy hours limited to well drinks, this incredible deal is available all day, every day through October. It’s the perfect opportunity to try wines from Italy, France, New Zealand, and beyond, without breaking the bank. Whether you’re grabbing a casual dinner or celebrating with friends, the wide selection ensures that there’s something for every palate.
- Food Pairings to Match: The Waterfront Urban Diner’s extensive menu offers the perfect complement to your wine. It’s about great wine & great food at The Waterfront. Try the Mexican favourites like the quesadilla or fish tacos, or pair a bold red with a juicy American waterfront burger. If you’re more into lighter fare or small plates, the seared tuna salad or Cayman mahi bites are fantastic options to enhance your wine-tasting experience. If you’ve brought the kids along, the kids menu with Italian pasta options, fish and chicken, plus the great games and books, make it the perfect spot for a family dining experience.
With its unbeatable wine selection, stunning waterfront location, and casual atmosphere, The Waterfront Urban Diner is a must-visit for anyone looking to indulge in great American & European food and exceptional wine without the hefty price tag. Open 7 days a week, it’s always the right time to head to The Waterfront Urban Diner.
3. Craft F&B Co.: Late-night happy hour vibes
Craft F&B Co. is one of Grand Cayman’s go-to spots for beer lovers, cocktail enthusiasts, and anyone who appreciates a vibrant yet chic social atmosphere. Conveniently located on West Bay Road, just across from Seven Mile Beach and the Grand Cayman Marriott, Craft has a happy hour that caters to those who prefer late-night revelry. From 9pm every night, Craft offers a fantastic selection of beer, cocktails, and snacks, making it the perfect spot for night owls who want to unwind after dinner at one of the best restaurants in Grand Cayman.
What makes Craft F&B Co. stand out:
- Late-night happy hour: Not everyone can make it to the early evening happy hours, but at Craft, the fun starts at 9pm. With specials on beer, cocktails, and snacks, it’s the ideal spot to gather with friends or meet new ones while enjoying a perfectly elevated atmosphere.
- Brunch cocktails to start your weekend: If staying up late isn’t your vibe, don’t miss Craft’s signature brunch cocktails. No boring well drinks allowed! Available every Saturday & Sunday from 10:30am to 3pm, their creative concoctions like the morning margarita and Baileys espresso martini are the perfect pairing for their delicious brunch menu. Crafted with fresh, local, and seasonal ingredients, the menu changes frequently, so you’ll always find something new to try.
- Craft’s snack specials: Whether you’re indulging in brunch or enjoying the late-night happy hour, you can count on Craft to offer an impressive selection of gourmet snacks. Personalised portions of salty nibbles pair perfectly with their rotating selection of craft beers and inventive cocktails at late night happy hour.
For those who want a more sophisticated yet laid-back vibe, Craft is the place to be, day or night.
4. Saltwater Grill: Ladies Night and weekday happy hour
Nestled on West Bay Road, near to Lone Star bar and practically next door to several hotels, Saltwater Grill is known for its fresh seafood, Caribbean-inspired dishes, and lively atmosphere, making it an all-around great choice for food & drink in the Cayman Islands. If you’re looking for the perfect pick-me-up, Saltwater Grill’s weekly happy hour is not to be missed. From 4-6pm daily, Saltwater Grill’s happy hour offers exceptional deals on beers, wines & cocktails all week long, but Thursdays are when the real magic happens.
What makes Saltwater Grill stand out:
- Ladies Night every Thursday: From 4pm, the island’s best Ladies Night kicks off at Saltwater Grill with their awesome happy hour. Sip on $5 cocktails and snack on $7 tapas while enjoying tunes spun by Cayman’s top DJs from 6pm to 9pm. Whether you’re dancing the night away to live music or just catching up with friends, this is the place to be every Thursday. It’s the perfect mix of great live music, tasty tapas-style bites, and a lively crowd.
- Happy hour: If Thursdays aren’t your thing, Saltwater Grill also offers great drink specials throughout the week during their regular happy hour. Whether you prefer a cool, refreshing tequila based cocktail or a crisp glass of wine, you can take advantage of their unbeatable prices to kick back and relax after a busy day.
- Menu highlights: If you’re feeling hungry, Saltwater Grill’s menu is packed with mouthwatering dishes that pair perfectly with your happy hour drinks. Try the snapper ceviche or tuna poke bowl for a Caribbean twist, or opt for their famous seafood pappardelle for something truly Italian and truly indulgent.
Saltwater Grill has earned its place as one of Cayman’s top happy hour spots along Seven Mile Beach, offering the perfect blend of great deals, delicious food, and a beautiful atmosphere. Within walking distance of hotels and Camana Bay, it’s the perfect night out in the perfect location.
Why These Happy Hour Spots Are the Best in Cayman
What makes happy hour special in the Cayman Islands is the perfect combination of incredible deals, stunning settings, and an excellent island atmosphere. Whether you’re a local or a visitor, there’s a happy hour destination for everyone.
- Boathouse Grill gives you serene harbour views with a great 2-for-1 deal on drinks, and the option to stay for their all-you-can-eat lobster on Fridays.
- The Waterfront Urban Diner offers wine lovers an unbeatable deal with 25 different bottles of wine for only $25, making it the perfect spot to enjoy casual dining with a side of sophistication.
- Craft F&B Co. caters to both night owls and brunch-goers alike, with late-night happy hours and signature brunch cocktails that will leave you craving more.
- Saltwater Grill is the ultimate destination for a night out with friends, with its Thursday Ladies Night providing some of the best drink specials and dancing on the island.
Don’t Miss Out on These Deals!
While each of these restaurants has something unique to offer, the common thread is their fantastic happy hour deals. Whether you’re after a wine deal, a late-night party, or a relaxing evening by the harbour, these spots have it all. But remember, these deals won’t last forever! So gather your friends, head out to your favourite spot, and make the most of Cayman’s best happy hours.
