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Cayman Islands
Cayman Islands · 106 trips reviewed

Everything here starts offshore.

Stingrays at the sandbar, cushion stars at Starfish Point, water that glows blue after dark and reef within swimming distance of Seven Mile Beach. What each trip is actually like, what it costs, and where to book it.

The shortlist

This is what people fly in for.

If you only get on the water once, get on it here. The sandbar run that fills every morning boat, the three-stop loop that adds Coral Gardens and Starfish Point, and the charters that reach all of it before the fleet does.

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★ 5.0 · 577 reviews · the most booked trip on the island

Stingray City Experience Plus One Snorkeling Stop

Swim with wild stingrays at Stingray City, then snorkel Coral Gardens or the Barrier Reef on a guided Grand Cayman cabin cruiser.

From $75 per person

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The sandbar

You can stand up in the middle of the sea.

Twenty-five minutes out across the North Sound the water shallows to waist deep over white sand, and southern stingrays that have met these boats for forty years come straight to the swim ladder. Go on the first departure, before a dozen hulls raft up alongside.

After dark

The bay lights up when you touch it.

Bio Bay is a mangrove-fringed pocket off the north coast holding one of the brightest concentrations of dinoflagellates anywhere. Drag a hand through the water on a moonless night and it flares electric blue behind your fingers. Watch the moon calendar; a full one washes the whole thing out.

What the island eats

Rum, cake and a cold Caybrew.

Cayman eats better than a tax island has any right to. Seven Fathoms rum is distilled and aged in the sea off George Town, the patties are Jamaican, the heavy cake is nobody else’s, and the conch comes out of the sound in front of you.

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Your boat, your route

Boats with nobody else aboard.

Chartering the whole hull costs less here than it sounds, and it buys the only thing that matters at the sandbar: arriving first. Set your own route, stay at Coral Gardens as long as the kids want, come back when the light goes gold.

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When the wind turns

The island keeps a few dry hours.

Under the North Side forest there is a limestone cave system hung with stalactites and lit like a stage set. Twenty minutes away at Pedro St. James, a restored 1780s great house is where Cayman voted itself free in 1831. Between them sit blowholes, a turtle centre and the old wooden houses of East End.

Where the boats go

The island works in stops.

Every boat day is a string of them, and each one is a different thing to look at. The sandbar for the rays. Coral Gardens for the fish. Starfish Point for ankle-deep water and cushion stars. Bio Bay once the sun is fully down.

What to do

Know how you want to get wet?

Twelve ways off the beach, from a mask and fins to a hull of your own. Pick the one that sounds like your kind of morning; everything behind it is already priced.

Past the last beach bar

The rest of the island is 22 miles long.

Grand Cayman ends well past the last beach bar. Caves under the North Side forest, blowholes at East End, the turtle centre and black ironshore at West Bay, distilleries and a coast road flat enough to ride all day.

106Cayman trips reviewed
15stops and districts covered
3islands in the Cayman group