Visiting Grand Cayman is all about adventure, relaxation, and indulging in some of the best food the Caribbean has to offer. Whether you’re an adrenaline junkie or prefer laid-back beach days, this island has something for everyone. But what are the best activities for your itinerary? And just as importantly, what should you eat and where?
At Red Sail Sports, we know that every visitor to our island is unique, so while we’ve crafted this sample five-day itinerary for inspiration, feel free to adapt it to your preferences. And as you might expect from the leader in Grand Cayman scuba diving trips, we’ve created a schedule that maximises time spent exploring our stunning underwater world.
So, let’s get started! If you think of any questions as we go, please don’t hesitate to get in touch with us for the answers you need.
Day One: Learn to Scuba Dive on a PADI Course & Take a Waverunner Adventure
Have you always dreamed of learning to scuba dive and exploring the wonders of the underwater world? There’s no better place to become the diver you’ve always wanted to be than here in Grand Cayman! First, our island home is a Caribbean paradise with picturesque scenery and azure ocean waters with startling visibility. Second, we have some of the Caribbean’s and the world’s most famous underwater attractions, from shipwrecks to teeming coral reefs to plunging walls.
Ready to learn to dive in the best possible destination? If you’re looking for an initial taster, check out our Grand Cayman Resort Scuba Course. This includes a theory and pool session, followed by a boat dive. To jump straight into attaining your certification, look no further than our PADI Open Water Diver courses in Grand Cayman.
You can also hit the water in another thrilling way by renting a waverunner. Grand Cayman’s waters are perfect for skimming the waves, and there’s no better way to explore the coastline at your own pace. Waverunner rental in Grand Cayman is the perfect mix of speed and freedom, both of which combine to create an unforgettable experience.
Day One: Learn to Scuba Dive on a PADI Course & Take a Waverunner Adventure
Have you always dreamed of learning to scuba dive and exploring the wonders of the underwater world? There’s no better place to become the diver you’ve always wanted to be than here in Grand Cayman! First, our island home is a Caribbean paradise with picturesque scenery and azure ocean waters with startling visibility. Second, we have some of the Caribbean’s and the world’s most famous underwater attractions, from shipwrecks to teeming coral reefs to plunging walls.
Ready to learn to dive in the best possible destination? If you’re looking for an initial taster, check out our Grand Cayman Resort Scuba Course. This includes a theory and pool session, followed by a boat dive. To jump straight into attaining your certification, look no further than our PADI Open Water Diver courses in Grand Cayman.
You can also hit the water in another thrilling way by renting a waverunner. Grand Cayman’s waters are perfect for skimming the waves, and there’s no better way to explore the coastline at your own pace. Waverunner rental in Grand Cayman is the perfect mix of speed and freedom, both of which combine to create an unforgettable experience.
Dinner recommendation: After a day full of excitement, wind down with a relaxing dinner at Casanova by the Sea. Located in George Town, this Italian and seafood restaurant offers stunning ocean views and lovingly created dishes.
Day Two: Enjoy Watersports, Relax on the Beach, & Take a Ferry to Rum Point Backyard BBQ
The dazzling beauty of our oceans will call your name again, so don’t try to resist! Head back into the water and enjoy the watersports we have on offer. We provide stand-up paddleboard and kayak rental at Seven Mile Beach, so you can explore the stunning coastline in a way that suits you best!
All the excitement and energy of the first day and second morning may start catching up with you, so take it easy in the afternoon. You could spend some time at one of the best beaches in Grand Cayman or make a start on gift and souvenir shopping.
In the evening, head to Safehaven Marina and take a ferry to Rum Point for the famous Backyard BBQ at Rum Point Club. The journey across the North Sound is part of the fun, with incredible views of our island from the water. Once you arrive, you’ll be treated to an authentic Caribbean feast, complete with grilled meats, fresh seafood, and all the island-inspired sides you can imagine.
Lunch recommendation: With dinner taken care of, let’s provide a lunch recommendation instead. Head to Agua in Camana Bay and enjoy some delectable seafood. And because you’re in the Camana Bay complex, you can enjoy some of our island’s best shopping before or after… or both!
Day Three: Kittiwake Grand Cayman Snorkel Tour & Banana Boat Ride
It’s a new day, so let’s turn our attention back to some underwater adventure! You simply can’t miss a visit to the USS Kittiwake when you’re in Grand Cayman. This iconic wreck was a former US Navy submarine rescue vessel, but now it rests peacefully on the sandy ocean floor a short distance off Seven Mile Beach. Our USS Kittiwake and Reef Snorkeling Trip in the Cayman Islands is the perfect introductory experience! Swim above the wreck, peer down at its eerie presence, and keep your eyes peeled for the colourful array of marine life that has taken up residence.
In the afternoon, take to the water again — this time above the surface — with a fun-filled Banana Boat Ride at Seven Mile Beach. Grab family or friends, hold on tight, and skim over the waves. This thrilling, fast-paced ride is perfect for families or groups looking for a bit of fun in the sun. And when it’s over, you can spend some leisure time on the renowned Seven Mile Beach. After all, holidays are about relaxing too!
Dinner recommendation: For an authentic Caribbean experience, head to Cayman Cabana in George Town. Perched right on the water, this spot is one of the best places to get a sense of Caymanian cuisine and indulge in farm-fresh local fare.
Day Four: Grand Cayman North Wall Dive & Dinner Sail
Your morning begins with a 2-Tank AM North Wall Dive, where you’ll explore the breathtaking vertical drop of Grand Cayman’s North Wall. Prepare for awe-inspiring views and the potential to encounter a remarkable range of pelagic creatures large and small! This experience involves two dives with a surface interval in between.
On the first dive, one of our guides will show you around a famous North Wall site, exploring at a maximum depth of 100 feet for up to 35 minutes. The second is a buddy team dive, meaning you team up with a chosen partner. This dive lasts for up to 50 minutes and takes place at either a shallow dive site or the top of the wall.
In the evening, unwind aboard our Dinner Cruise departing from the Westin and Seafire Beach. There’s no better way to cap off a day of diving than eating a mouthwatering three-course feast cooked to perfection on our onboard BBQ grill by an expert chef. The calming breeze and gentle sway of the boat set the perfect mood as you enjoy an evening of relaxation and luxury.
Lunch recommendation: Head to the Grand Old House, a true icon of Grand Cayman, for an oceanside lunch with outstanding views of the Caribbean Sea. With its equally impressive wine list and varied menu (including dishes in “Land” and “Sea” categories), this is the perfect spot for a long, indulgent meal.
Day Five: North Sound Eco-Safari & Snorkel Adventures
For your final day in Grand Cayman, get closer to nature with a North Sound Eco-Safari. This incredible excursion stops at three of Grand Cayman’s best and most popular attractions in one convenient tour: the world-famous Stingray City Sandbar, the fascinating Starfish Point, and a teeming coral reef for snorkelling.
If you want to enjoy some more snorkelling, we provide snorkel equipment rental in Grand Cayman! Simply visit us at the Westin on Seven Mile Beach (or Rum Point or Tortuga Divers at Morritt’s if you’re elsewhere) and hire your gear for the day. We also offer weekly rental, so keep this in mind if you’re a keen snorkeller. Check out our guide to the best places to snorkel in the Cayman Islands and head to the spots that interest you the most!
Dinner recommendation: For one final taste of Cayman cuisine, head to Heritage Kitchen in West Bay at the northern end of Seven Mile Beach. Grab some local comfort seafood or some Sunday BBQ, sit on the sea wall, and soak up the friendly, authentic Caribbean atmosphere.
Browse Our Full Range of Grand Cayman Dive Trips and Activities
We hope our picks for what to do and eat on Grand Cayman for 5 days have inspired you to start planning your trip! You can find even more ideas by looking through our complete range of Grand Cayman scuba diving trips, boat excursions, and beach activities.
Looking for more foodie inspiration too? You’ll love our Grand Cayman Culinary Guide and our recommendations for the best local Caribbean restaurants in Grand Cayman.
And remember, if you have any questions for the Red Sail Sports team, please just contact us. We’re here to help however we can.
