The Best Things to Do After Dinner in the Cayman Islands

The fun and adventure in the Cayman Islands don’t stop when the sun goes down! 

Whether you’ve enjoyed a sumptuous dinner at a local restaurant or tucked into a traditional Caribbean beachside barbecue, there’s a treasure trove of activities waiting for you after your meal.

The Rum Point Club is home to the Rum Deck, Grand Cayman’s famous 50-foot-long bar with enchanting views of the Caribbean Sea.

We’re not only experts on what makes a great dinner, but as locals, we also know all the best things you can do when you’ve finished eating.

Of course, the options open to you depend on where you have dinner! As such, we’ve provided recommendations for various parts of our island.

So let’s dive into the best things to do after dinner in Grand Cayman! And if any questions come to mind as you read, please don’t hesitate to get in touch.

A catamaran sails in the ocean during a stunning sunset

Embark on a Grand Cayman Sunset Boat Cruise for Stunning Views

Grand Cayman sunsets are truly special. As the sun sets over the Caribbean Sea, the huge sky overhead glows with vivid hues of orange, pink, red, and blue.

For the ultimate sunset experience, embark on a boat cruise that will leave you in awe of the breathtaking views. 

If you’re on the North Side, Red Sail Sports’ Sunset Sailing Trip from Rum Point is the perfect way to complete an evening. This tour runs every Wednesday.

Having dinner on the West Coast? Consider the Grand Cayman Sunset Wine Down Tour! Departing from Camana Bay, your experience comes with an onboard sommelier and three exquisite wines paired with mouthwatering canapes.

This tour runs once a month, so make sure you plan ahead to avoid disappointment.

Whichever option you prefer, simply relax with a drink in hand and watch as the sky transforms into a canvas of vibrant colors. 

A blue glow on the ocean at night.

Marvel at the Spectacular Sights on a Bioluminescent Bay Tour

On the darkest nights of the lunar cycle, you can be awed by a dazzling display of bioluminescence in the ocean, not to mention a sky full of stars overhead. Bioluminescent Bay Kayak Tours with Cayman Kayaks set out with a leisurely paddle from Rum Point to a spot called Bioluminescent Bay, nestled in the sheltered coastline. 

Led by an expert naturalist guide, this tour allows you to experience the thrill of seeing a mystical, otherworldly glow in the water. Simply dip your oar in, or reach out your hand, and watch the magic unfold.

Your guide will explain the science behind the bioluminescence as well as guide you through the planets, constellations, and galaxies twinkling in the sky above.

A scuba diver with a flashlight exploring a dark underwater cave in the Cayman Islands.

Join Red Sail Sports on a Night Diving Adventure!

Diving enthusiasts, this one’s for you! Grand Cayman is renowned for its incredible underwater world, and night diving offers a whole new adventure. 

Witness marine life that only emerges after dark, from curious lobsters to mesmerizing bioluminescent creatures. 

The expert guides at Red Sail Sports will lead you to the best dive sites where you’ll discover a realm of beauty illuminated by your underwater flashlight.

If you’re on Grand Cayman’s east coast, look no further than an East End Night Dive with Tortuga Divers (part of the Red Sail Sports family).

Having dinner in the Seven Mile Beach area? Red Sail Sports’ 1-Tank Night Dive from Seven Mile Beach is waiting for you!

A sidewalk with tables and chairs in front of a building.

Source | License

Head to Camana Bay for Dinner, Shopping, and Entertainment!

Looking for a blend of shopping, dining, and entertainment? Camana Bay is the spot for you! This upscale destination hosts a range of evening events, from live music performances to outdoor movie nights. 

The 75ft Observation Tower provides a unique perspective of the island and just how flat it is. And the amazing under-the-sea tile mosaic lining the staircase to the top is a wonderful sight in its own right. And if the weather takes a momentary turn, heading to the cinema is the perfect rainy-day activity.

Browse through boutiques, dine at waterfront restaurants, or simply enjoy the vibrant atmosphere as you explore this picturesque hub of activity.

Camana Bay is easily accessible from Seven Mile Beach via footbridge on West Bay Road. Find even more vacation inspiration with our picks for the most fun things to do in Grand Cayman!

An empty theater with red seats and a dark background.

Catch Some Culture at The Prospect Playhouse

For a touch of culture and entertainment, make your way to The Prospect Playhouse. This intimate theater showcases a variety of productions, from local plays to visiting performers. 

Immerse yourself in the arts and enjoy an evening of live performances that will captivate and inspire. Find the latest schedule information on the Cayman Drama Society website.

A close up image of the sun setting over the ocean.

Watch the Sunset on Seven Mile Beach

Imagine sinking your toes into the powdery sand of Seven Mile Beach as the sky comes alive with a final burst of colors for the day. 

Facing west, our iconic beach is the perfect place to watch the sunset in all its glory. Take a romantic stroll or find a cozy spot to sit back and enjoy the breathtaking show nature puts on each evening.

A dj is mixing music at a nightclub.

Hit the Clubs on West Bay Road Near Seven Mile Beach

If you’re in the Seven Mile Beach area and in the mood to dance the night away, West Bay Road is where you want to be. This lively strip boasts a variety of bars and clubs, each with its own unique vibe. And best of all, this part of Grand Cayman has the highest concentration of nightclubs in the Cayman Islands.

From live music to DJs spinning beats, you’ll find plenty of options to let loose and have a blast with both locals and fellow visitors.

A person holding a mudslide drink in front of palm trees.

Sip Some Mudslides at Rum Point Club

Back on the North Side, it’s time to unwind and indulge in a quintessential Cayman experience. The delicious Mudslide cocktail was invented right here in Grand Cayman, and at Rum Point Club we have our own take on this classic. 

Our little corner of paradise is known for its laid-back atmosphere and stunning views, so there’s no better place to sip this decadent blend of flavors.

Make the most of your visit by browsing the activities at Rum Point Club.

Beach Sunset

Just Take the Opportunity to Relax and Unwind

Last but not least, remember that Grand Cayman is a tropical paradise island in the heart of the Caribbean Sea. Sometimes the best thing to do after dinner is to simply relax. 

Whether it’s enjoying a moonlit walk along the shore, lounging under the stars, or having a quiet moment to reflect on your day’s adventures, taking it easy is a cherished activity in itself.

A cocktail on the beach with a straw.

Start Planning Your Vacation with Red Sail Sports’ Grand Cayman Tours

We hope this list of the best things to do after dinner in the Cayman Islands has provided all the inspiration you were looking for.

And don’t forget, we’re part of Red Sail Sports, so we also have a full range of Grand Cayman boat excursions waiting for you, including snorkeling and scuba diving.

If you’re planning to visit us here at Rum Point Club, check out our FAQs for more information. If you still have questions after reading them, feel free to get in touch.

Leave a Reply