Private Boat Charters

Private Boat Charters in Grand Cayman

Getting out on a boat in Grand Cayman is a must-do whilst you're here, and having the luxury of hiring a private charter makes it all the more special.

Joanna boxall
By
Last updated 10 December, 2025

Snorkelling and diving Cayman’s crystalline waters are one thing, but if you really want to experience Cayman living at its truest – a day spent out on the water is a must! Every chance they get locals find themselves on their boats, and a private boat charter is the cherry on top of a visit to Grand Cayman, and a family-friendly activity suitable for all ages to enjoy!

Whether you’re after fishing for your dinner, or a private sailing charter sounds more your style, there is a boat tour to suit everyone’s tastes. Prices vary according to the size of the charter, and the additional services expected, but on average rates per hour begin around KYD$250. Read on for some of the stand-out charter options available in Grand Cayman.

Helpful Tip

Protect Cayman’s coral and marine life by using a reef-friendly sunscreen when spending time on the beach and in the water. Sunscreens that contain oxybenzone are toxic for coral reefs. Reef-friendly suncream can be bought at Kirk Market, Le Visage in Camana Bay and Waterman.

If you have a bigger group, Cayman Islands Sailing Charters is a great option. Their boat can host up to 20 people for anything from 2 to 8 hours. You also have a range of experiences to choose from: a full day, half day, sunset sail, sunset dinner cruise or Bio Bay tour.

Free video
Cayman Islands Sailing Charter - Half Day
Cayman Islands Sailing Charters

Half Day Sailing Charter

Recommended for all ages

Up to 4 hours
From US$750
Free video
Dji fly 20230312 130442 274 1678660651287 photo
Cayman Islands Sailing Charters

Full Day Sailing Charter

Recommended for all ages

Up to 8 hours
From US$1250

Mainstay Sailing offers personalised private charters aboard their two luxury catamarans. Options include day sails and sunset cruises. Their mission is to be “the best day of your vacation”.

5% off
Mainstay Sailing people snorkelling boat in background
Mainstay Sailing
5.0
16 Google reviews

Half Day Sailing Charter

Recommended for all ages

Up to 4 hours
From US$1520 $1600 5% off
5% off
Mainstay Sailing Starfish Point
Mainstay Sailing
5.0
16 Google reviews

Full Day Sailing Charter

Recommended for all ages

Up to 7 hours
From US$2660 $2800 5% off

There's lots to choose from at White Sand Water Sports! Book their Stingray City tour and their experienced team will cater to you every need. Not to mention, their slip 'n' slide snorkel tour includes a waterslide onboard!

5% off
New boat Lightened
White Sand Water Sports
5.0
288 Google reviews

Private Charters with White Sand Water Sports

Recommended for all ages

3 hours
From US$664.05 $699 5% off
5% off
White sand watersports boat
White Sand Water Sports
5.0
288 Google reviews

Stingray City Snorkel Tours

Recommended for all ages

2.5 -3 hours
From US$71.25 $75 5% off

Another private charter with an exciting onboard water slide is Paradise Pontoons. Their team can collect you along Seven Mile Beach, making your journey from all the main hotels super easy. They are the one-stop-shop for exploring the waters off Grand Cayman's famous Seven Mile Beach.

Paradise Pontoons
5.0
15 Google reviews

Private Charter Along SMB with Paradise Pontoons

Recommended for all ages

3-4 hours
From CI$400

Cayman Kind Watersports offers fully customised charters from 2-8 hours that are tailored to your preferences. While their standard stops include the island’s main attractions, you have the flexibility to choose your desired stops and allocate time accordingly on the
day of your charter.

10% off
Cayman Kind Watersports boat 3
Cayman Kind Watersports
5.0
13 Google reviews

Private Boat Charter

Recommended for all ages

2-8 hours

Ray Dayz invite you to experience the majesty of Cayman's waters whether it's to enjoy Stingray City and other snorkelling spots, a simple cruise around the North Sound or a day deep sea fishing. All their private charters are completely customisable.

Free beer
Ray Dayz Charters photo 2
Ray Dayz Charters

Daily Private Boat Charters with Ray Dayz

Recommended for all ages

2 hours, 3 hours, 4 hours or 7 hours
From US$450
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