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Experience Our Grand Cayman Boat Tours

Grand Cayman boat excursions with Red Sail Sports offer endless opportunities for memorable moments. Take a relaxing sunset sail or have fun interacting with the stingrays at Stingray City.

At Red Sail Sports, we have Grand Cayman boat tours for everyone! Our Rum Point Excursions in Grand Cayman depart from the North Side, and we have regular Grand Cayman sailing trips departing from the Seven Mile Beach area, so you can join us no matter what part of the island you’re staying in.

Browse our range of Grand Cayman sailing trips below and find the perfect fit for you! Also our powered and sailing catamarans have licensed cash bars on board, and we provide snorkel equipment on all tours with in-water activities. And remember, we are here to help, so if you have any questions about our Grand Cayman boat excursions, please contact us.

Plan even more fun-filled days with our Watersports and Beach Activities in Grand Cayman and Grand Cayman Scuba Diving Trips.

Grand Cayman Boat Excursions to Stingray City

From early morning to late afternoon and some in between, there is something for everyone on our list of Stingray City, Grand Cayman sailing trips.

View all our Stingray City Sandbar & Snorkelling Excursions
A Red Sail Sports catamaran floats on the surface of an azure sea with crystal-clear visibility during a Grand Cayman boat tour. The camera is on the waterline, so you can see the vessel above the surface and the water below the surface. The sun shining on the bright, blue-skied day creates a beautiful shimmering effect in the water.

Stingray Sandbar and Reef – Grand Cayman Stingray City Excursion

FromCI$95
Hop aboard our 65' catamaran and see the stingrays up close. Swim, pet and play with the loveable "puppies of the sea".
A man and a woman in swimwear and snorkels swim in the beautiful azure waters at Stingray City, Grand Cayman. The woman is lying on her front on the sandy seabed, watching as the man interacts with two stingrays. Numerous silver fish swim around the man and the stingrays, too. The interaction has kicked up a little sand from the seabed, adding a dusty quality to the water beneath the man.

Breakfast with the Rays – Morning Stingray City Tour

FromCI$120
Enjoy an early morning breakfast aboard our 65' sailing catamaran and be among the first to see the rays at the Stingray City Sandbar.
Two Red Sail Sports catamarans anchored at Stingray City in Grand Cayman. The clear azure water stretches out to the horizon. The high angle of the shot shows the catamarans from above, and we can see a group of people in the water interacting with the stingrays.

Rum Point & Stingray City Sail in Grand Cayman

FromCI$110
Get ready for the ultimate island adventure! Dive into two of our top attractions in a single tour that's double the fun.

Grand Cayman Boat Tours
in the Evening

Enjoy a memorable evening upon tranquil waters under the Caribbean stars with these Grand Cayman sailing trips.

View all our Evening Excursions

Grand Cayman Bioluminescent Night Boat Tour

FromCI$95
Experience one of the most unforgettable marine adventures on Grand Cayman with our Bioluminescence Night Boat Tour, a magical 2‑hour journey into the heart of nature’s own light show.
A close-up shot showing three champagne flutes held by people celebrating New Year's Eve. A hand visible above the glasses pours champagne into them from a bottle, the drink foaming and fizzing in all three. A lady's party dress glistens in the background, and sparklers let off bright sparks. It's a fun, effervescent atmosphere that encapsulates Red Sail Sports' Seven Mile Beach New Year's Eve Fireworks Sail in Grand Cayman.

7 Mile Beach New Year’s Eve Fireworks Sail in Grand Cayman

FromCI$90
Join our luxurious catamaran for an epic New Year's Eve! Cruise along 7-Mile Beach, enjoy fireworks, and toast new beginnings amidst stunning views.
A Red Sail Sports catamaran sails on the open ocean during golden hour. The sea is calm, and the sun rests just above the horizon, turning the sky around it orange. The catamaran’s large sail catches the light as it extends into the higher reaches of the pale blue sky. Guests on the Sunset Sail in Grand Cayman are visible on the deck, watching the beauty of the sunset. Beams of orange light pass between them.

Sunset Sailing on Seven Mile Beach, Cayman Islands

FromCI$65
Catch a beautiful Cayman sunset as you sail along 7 Mile. Enjoy complimentary nibbles served onboard

Grand Cayman Boat Excursions with Seven Mile Beach Snorkelling

Find the perfect snorkelling experience in Seven Mile Beach with these Grand Cayman sailing trips.

View all our Seven Mile Beach Snorkelling Excursions
A man in a white chef's top and navy blue shorts tends to a flaming BBQ grill aboard a Red Sail Sports catamaran. Meat cooks on the grill, sending up smoke and flames. Beyond the BBQ, a beautiful azure sea surrounds the boat, and the coastline is visible in the distance. This scene is typical on Red Sail Sports’ Swimmin’, Chillin’, and Grillin’ excursion in Grand Cayman.

Grand Cayman Island Tours — Swimmin’, Chillin’, and Grillin’

FromCI$120
Sail along Seven Mile Beach on a our 65’ catamaran, snorkel among Cayman's vibrant marine life and be served a delicious BBQ lunch from onboard chef.
A low-angle shot of coral reefs in Grand Cayman. The coral growths extend upward, reaching toward the surface of the azure ocean. The water's clarity is incredible, showcasing why so many people visit Grand Cayman for diving and snorkelling.

USS Kittiwake and Reef Snorkelling in the Cayman Islands

FromCI$95
Snorkel the famous wreck of the USS Kittiwake, a 251-foot ex-submarine rescue vessel that offers plenty to explore.

Grand Cayman Sailing Trips —
Private Snorkel Charters

Looking for something more personal or customized? Consider our private snorkel charters for the ultimate in bespoke Grand Cayman sailing trips.

View our Private Snorkel Charters
An aerial shot of a luxury Axopar boat speeding across beautiful azure ocean water in Grand Cayman. The sky-blue and white vessel leaves a powerful wake behind it, demonstrating the speed at which it is moving. Five guests sit on the front of the boat, enjoying their private boat charter in Grand Cayman.

Luxury Axopar Boat Charters in Grand Cayman – Star Spirit & Sky Spirit

FromCI$1,300
Discover Grand Cayman in style aboard our luxury 37’ Axopar boats. Perfect for up to 12 guests, these private charters offer a sleek, upscale way to explore the island.
A Red Sail Sports Boston Whaler Vantage floating on crystal-clear ocean water in Grand Cayman. The photo is taken on the water line, so we can see above and below the surface. Above is the boat, white in colour, with its navy blue motor pulled out of the water. Below the water, we see three of the famous starfish at Starfish Point, resting on the white sand seabed.

Private Snorkeling Tours in Grand Cayman

FromCI$1,080
Charter our 27′ Boston Whaler Vantage and enjoy a personalised half- or full-day adventure with your own crew, exploring the North Sound at your pace.

Grand Cayman Sailing Trips
from Rum Point

Staying on the East End or North Sound? We depart straight from the Rum Point Dock for Stingray City and Sunset Sail excursions.

View all our Excursions from Rum Point
The Red Sail Sports boat 'Sapphire' floats on stunning, crystal-clear ocean water in Grand Cayman. Its anchor rope is pulled tight and disappears out of shot. The boat has a supported roof that covers most of the vessel, but not the front section. The photo was taken on the waterline, so we can also see below the surface. A dark southern stingray glides through the glimmering azure water. This sight is a highlight of Stingray City Grand Cayman tours.

Rays & Reef Experience from Rum Point, Grand Cayman

FromCI$65
Join Rays and Reef excursions from Rum Point! Snorkel vibrant coral reefs, meet stingrays at Stingray City, and cruise the Caribbean aboard our 22-passenger catamaran.
A woman in a tank top and shorts walks along the pier at Rum Point Dock in Grand Cayman, her back to us, heading toward a boat moored up at the far end. Several birds gather on the dock as well. The water surrounding the pier is crystal-clear and transitions into a deep azure closer to the horizon. Two other catamarans are visible out at sea.

Stingray City Tour from Rum Point, Grand Cayman

FromCI$60
Departing from the North side of the island. Embark on an unforgettable adventure with us to Stingray City Sandbar , the crown jewel of the Cayman Islands!
A view of the Rum Point Dock in Grand Cayman from the shore end. It's twilight, and the sun has just dipped below the horizon. Parts of the sky are still blue, while others are yellow and orange. The clouds are also a variety of shades, with some light grey and others orange and gold. The dock's walkway extends out into the ocean, which is calm and dark. A catamaran is moored at the far end of the dock.

Sunset Sailing Trip in Rum Point, the Cayman Islands

FromCI$55
Catch the gorgeous colors of a Cayman sunset while sailing the North Sound on a 65' catamaran.

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