Shaggy’s specializes in making your vacation in the Cayman Islands, whether your snorkeling at starfish point, playing at Stingray city or Diving the beautiful Cayman wall,  an unforgettable experience.

We tailor charter trips to you and find some of the most unspoiled and dramatic dive locations in the world.

Stingray City and Starfish Point

Take a beautiful half day tour across the North Sound stopping at stunning snorkel spots where you can play with the stingrays and relax at starfish point. We’ll have an optional stops at one of the beautiful restaurants on the the east side of Cayman Island for some snacks and drinks at Kaibo or Rum Point.

Stingray City is a shallow sand bar where stingrays gather. Decades ago fisherman cleaned their fish in the calm water of the shallows and sandbar area, which attracted them to the boats. Today it is one of the most popular areas in the Caymans as you can get in the shallow water to interact or snorkel amongst the stingrays.

Starfish Point is a shallow beach area with brilliantly coloured starfish strewn across the sand on the East side of Grand Cayman. The sea stars frequent the sand looking for food, which gives snorkelers a great chance to see them in the crystal clear waters.Relax and let us take you across turquoise waters to recharge. You’re welcome to bring on board anything you want to drink or eat we can also pre-order and have beverages pre arranged on the boat.

Cost: $650USD for up to 10 people

Bioluminescent Night Snorkelling

One of the most spectacular and often overlooked features in the Cayman Islands is the bioluminescence in th Bio bay. Marvel as the tens of thousands of microbes spring to life as you brush past them in the warm, shallow sandy bay.

Our staff will give you a background on this spectacular phenomenon and the most eco-friendly way to immerse yourself in the experience. The trip is approximately 2-3 hours and includes snorkeling equipment. Why not can add on a dinner stop to make the afternoon one to remember.

Cost: $90USD per person min 4 persons.

Cost: $30USD per person for the dinner stop.

Shark Diving

The east end of Grand Cayman is more exposed, rougher and has steep underwater cliffs. This unique day out is a three-tank dive day with two deep dives and one reef dive. There are four common species of sharks in the Cayman Islands: Nurse sharks, Lemon sharks, Caribbean Reef sharks and Blacktip sharks. On these dives you’re most likely to see the Reef and Blacktip sharks.

This day out is weather dependent, starts around 8am and returns around 5pm or later if you’d like to stop in for drinks/dinner at either Kaibo or Rum Point on our way back.

Cost: $1500 plus gear for up to 6 people


Is there a better way to spend a day than a magnificent flight, sight-seeing and diving Cayman’s Sister Islands? Explore these remote beauties with a stunning 50 minute helicopter trip to the virtually uninhabited Sister Islands – Little Cayman and Cayman Brac.

Highlights of the day include:

  • Diving Bloody Bay Wall, Little Cayman, which is considered one of the most amazing vertical drop offs in the Caribbean. Sport Diver’s Geri Murphy wrote an article on this dive site saying, “This remarkable formation begins at a shallow depth of 22 to 30 feet, and falls away to the abyssal depth of 1,000 feet. This wall is so vertical that you feel like a skydiver hanging in space. The visibility is so clear that you can see the wall 200 feet to the left, to right and directly below. It is the most amazing undersea panorama that you can imagine. You feel so small in the vastness of this towering cliff face.”
  • Visiting the Booby Pond Nature Reserve,Little Cayman home to 20,000 or 1/3 of the world’s remaining red-footed booby birds, 200+ breeding pairs of magnificent frigate birds and more than 200 other species of resident and migratory birds. This Nature Reserve makes you feel like you’re sitting amidst a National Geographic documentary.
  • Choose a half (two tanks, one island) or full day (three tanks, both islands) and we’ll take you on a magnificent flight by private helicopter then drop in for some amazing boat dives (includes helicopter flight, equipment, boats and DPVs). This adventure offers some of the most unspoiled and dramatic diving in the world, check out the Cuban Wreck of the Russian Tibbets.

Cost: $6999 USD including all equipment (private helicopter, boat and guided dives) for up to five people.

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