The Most Exclusive Yachts in the Caribbean
Gorgeous beaches, tropical sunshine, and steady trade winds – it’s easy to see why the Caribbean is a popular destination for a yacht charter.
Published August 25, 2020
Updated January 15, 2025

Gorgeous beaches, tropical sunshine, and steady trade winds – it’s easy to see why the Caribbean is a popular destination for a yacht charter.
With temperatures hovering in the mid to high 20s all year across the island chain, the Caribbean provides a beautiful backdrop to your yachting getaway.
There’s no better way to explore the Caribbean than aboard a fully crewed yacht charter, with a skipper, chef and crew looking after your every need.
Here’s our guide to the finest crewed yachts available in the Caribbean, from sumptuous Benettis to electric supercats.
Caribbean Crewed Yachts




$18,000 - $22,000
BODHISATTVA
- Length: 65 Feet
- Sleeps: 6 Guests in 1 King, 2 Queens
This large sailing yacht is immaculately finished throughout, and provides a brilliant sailing experience. A spinnaker is included for those after the thrills of a yachting holiday.
Below deck, the very large master cabin is great for relaxing, and the dedicated crew of 3 handle all of the sailing and catering, allowing you to enjoy a blissful week on the water.
Now also available for charters in Greece in the summer season.




€33,000 - €40,000
S/Y LADY 8
- Length: 95 Feet
- Sleeps: 8 Guests in 3 Queens, 1 Twin
Built by renowned French yard CNB in 2008, Lady 8 is a 95ft sailing yacht that oozes sophistication. This aluminium sloop was comprehensively refitted in 2019, and offers impressive speed and an interesting layout.
A true bluewater cruiser, she comfortably accomodates up to 8 charter guests in 4 beautifully appointed ensuite cabins.
The full-width master stateroom offers a walk-around queen bed, settee, desk and large hanging lockers.
Lady 8 is also well stocked with water toys, including a Novurania tender with 40HP, 2 x inflatable paddleboards, a wakeboard and full diving gear.




$37,000 - $40,000
E Supercat
- Length: 60 Feet
- Sleeps: 8 Guests in 4 Queens
Innovative in the extreme, this 60ft super catamaran is one of the most impressive charter yachts in the world, not just the Caribbean.
Using only natural power, she is equipped with electric engines and solar panels for the greenest charter holiday imaginable. You'll glide effortlessly through the water, content in the peaceful elegance of sailing in style.
Her striking lines combine with a bold design approach and bespoke interior to really make E stand out from the crowd. Inside, the metallic and dark blue palette is complimented by Burmese teak flooring, Carrara marbles and Missoni fabrics.
Available in the Caribbean during the winter, she also enjoys summer charters in the Mediterranean.




$75,000 - $85,000
LULU
- Length: 108 Feet
- Sleeps: 10 Guests in 1 King, 2 Queens, 2 Twins
This incredible Benetti, built in 2015, features glorious flowing lines and a beautifully fitted interior. The large aft deck is ideal for alfresco dining, while the master cabin features unrivalled views across the water.
The 5 fantastic crew are ably led by Captain Felix, a multi-talented sportsman and musician with 15 years of yachting experience, and super chef Amber-Rose, who has a real flair for food.
M/Y Lulu also benefits from an extensive collection of water toys.


Paradise awaits!
We hope these yachts have given you a flavour of the amazing crewed yachts available to charter across the Caribbean.
Get in touch with your HELM broker and we will tailor everything from yacht design to menu style to help you find your perfect yacht and crew!
Need some help?
If you are unsure about charter or boat selection, contact us at HELM to help you decide.
We only choose boats that are in excellent condition, and we are here to help you every step of the way and to make sure the whole process is as easy as possible.