location_onGrand Cayman Call Us keyboard_arrow_right Book Now keyboard_arrow_right Join Our Crew keyboard_arrow_right

Luxury, Comfort & Style

An experience like no other on a Five Star exclusive private boat charter

Learn More

free yourself

Learn More

Eat, Drink & Play

Enjoy gourmet hors d’oeuvres and homemade rum punch as you experience the beauty of Grand Cayman

Learn More

Five Star Barbecue

A gourmet surf-and-turf barbecue prepared just for you on the boat or the beach

Learn More

Champagne Sunset Cruise

Gaze upon a Grand Cayman sunset as you sip champagne and enjoy delicious hors d'oeuvres

Learn More

Celebrate with Five Star

Make your special occasions – from engagements to birthdays to anniversaries – unforgettable

Learn More

A Grand Cayman Private Charter with Five Star Charters Is the Perfect Way to Set Your Spirit Free

Five Star Charters’ Grand Cayman luxury private charter is ideal for couples, families and friends seeking a magical, first-class experience on the glorious crystal clear blue waters in The Cayman Islands. Our professional team will greet you with champagne as you board our luxurious 48’ Sea Ray Sundancer cruiser.

This pristine yacht provides all of the comforts of home including an air-conditioned cabin for when you want a break from the sun. All you need is a bathing suit - we’ve got the rest covered: beach towels, sunscreen, sun gear, snorkeling gear, jet ski, light snacks, and cold drinks.

Learn More keyboard_arrow_right

Five Star Packages

We offer four time-based packages (breakfast, sunset, half-day and full-day) for you to customize with the perfect blend of activity and relaxation. Welcome-aboard champagne, rum punch, bottled water, soft drinks and delicious hors d'oeuvres are included with every cruise. Learn More >



Be the first to greet the stingrays at Stingray City Sandbar with this private breakfast cruise.
Book Now >

Cayman private charters on our 48' Sea Ray Sundancer are available now from Five Star Charters. Book yours today – reservations are filling fast!


A half-day cruise customized with just the right levels of activity and relaxation.
Book Now >

Cayman private charters on our 48' Sea Ray Sundancer are available now from Five Star Charters. Book yours today – reservations are filling fast!

Let go

A full-day cruise tailored to be your perfect Five Star day on the water.
Book Now >

The Five Star Experience

What People Think

The day was truly incredible, from swimming with stingrays, to snorkeling in beautiful reefs. Our guides even took amazing pictures for us to take home. I couldn’t imagine a better way to experience all that Grand Cayman has to offer!

The Jebavy Family

Five Star Charters provides an incredibly luxurious way to experience the best of the Cayman Islands — Stingray City, Starfish Point and beautiful snorkeling — all topped off with cocktails at sunset!

Steve & Nancy

There is no better way to experience the Cayman Islands – in fact, if you don't spend a day with Five Star Charters, you have not experienced the best that the islands have to offer!

Marc & Kathy, Annapolis

Our day with Five Star Charters is hands down one of our most wonderful vacation memories .

The Mitchell Family

I just wanted to say a huge thank you for the efforts made during our very nice, private charter ride. I could not fault anything, from the food to the decor to the route taken. We had an amazing time!

B. F.

Fantastic experience with wonderful staff! 100% recommend!

Anne D.

Amazing. Just an incredible day! Thanks so much. Staff was really amazing.

Patti R.

Everyone is so amazing and helpful! I can't thank you guys enough for being so amazing and helping us out. The staff is unreal. My husband's surprise was perfect because of you guys!

Peggy H.