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.

Updated July 15, 2026Written by James Foot

lulu exterior shot of boat

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

From $18,000 + expenses

BODHISATTVA

  • Guests: 6
  • Cabins: 3
  • Crew: 3
  • Length: 20m / 65’
  • Built: 2018
  • From $18,000 + expenses

BODHISATTVA is a 20m (65ft) Jeanneau sailing yacht designed by the renowned Andrew Winch, with elegant interiors and accommodation for up to six guests across three ensuite cabins, including a full-beam master suite.

The spacious layout features a bright salon, a separate cockpit sailing area, and an aft swim platform that's perfect for swimming, sunbathing, or relaxing at anchor.

Guests can enjoy a range of onboard comforts including air conditioning, Wi-Fi, a BBQ, while cruising comfortably at 8 knots with a top speed of 12 knots.

For adventure on the water, BODHISATTVA comes equipped with two RIB tenders, and wide range of watertoys including stand-up paddleboards, sea scooters, water skis, a wakeboard, and a kayak.

From $52,000 + expenses

LADY 8

  • Guests: 6
  • Cabins: 4
  • Crew: 4
  • Length: 29m / 95’2
  • Built: 2008
  • From $52,000 + expenses

LADY 8 is an elegant 29m (95ft) CNB sailing yacht with sophisticated interiors, accommodating up to six guests across four luxurious cabins, including a master suite, two doubles, and a twin.

It’s the perfect yacht for sailors and those guests seeking a refined charter experience. Guest privacy is enhanced with a separate crew passageway.

LADY 8 cruises comfortably at 9 knots, reaches a top speed of 11 knots, and has an impressive range of up to 2,000 nautical miles.

Guests can make the most of a selection of water toys, including wakeboards, dive gear with a compressor, and a Novurania tender.

From $37,000 + expenses

E SUPERCAT

  • Guests: 8
  • Cabins: 4
  • Crew: 3
  • Length: 21m / 71’
  • Built: 2019
  • From $37,000 + expenses

E SUPERCAT is a striking Sunreef 70, featuring elegant interiors and accommodating up to eight guests in four luxurious cabins, including a master suite, VIP cabin, and two double cabins.

Designed for effortless socialising and relaxation, it offers spacious living areas, Wi-Fi connectivity, air conditioning, and a dedicated crew of three to ensure a seamless charter experience.

Cruising comfortably at 8 knots with a shallow 1.6m draft, E SUPERCAT can anchor close to secluded coves and pristine bays that are often inaccessible to larger yachts.

From $75,000 + expenses

LULU

  • Guests: 10
  • Cabins: 5
  • Crew: 6
  • Length: 33m / 108’
  • Built: 2015
  • From $75,000 + expenses

LULU is a stunning 33m (108ft) Benetti launched in 2015, accommodates up to 10 guests in five cabins, with a professional crew of six, and can also host up to 30 guests for unforgettable day charters.

The large aft deck is ideal for alfresco dining, while the master cabin features unrivalled views across the water.

Designed with contemporary elegance throughout, LULU offers spacious living areas, refined comfort, and exceptional attention to detail, creating the perfect setting for relaxation and entertaining.

M/Y LULU also benefits from an extensive collection of water toys.

From $120,000 + expenses

SABAI

  • Guests: 8
  • Cabins: 5
  • Crew: 6
  • Length: 34m / 111’
  • Built: 2019
  • From $120,000 + expenses

SABAI is an award-winning 34m (111ft) Cantiere delle Marche explorer yacht, accommodating up to eight guests in five versatile cabins with a dedicated crew of six.

It’s designed for long-range cruising, with exceptional comfort, from the spacious living areas, to the deck jacuzzi, air-conditioning, and impressive range of 4,600 nautical miles while cruising comfortably at 10 knots.

Adventure is at the heart of the experience, with an extensive collection of water toys including a Jet Ski, Seabob, kayaks, paddleboards, water skis, towables, snorkelling equipment, bikes, and a 6.5m Extender SRL tender.

From $120,000 + expenses

KING OF FUN

  • Guests: 10
  • Cabins: 5
  • Crew: 8
  • Length: 40m / 130’
  • Built: 2005
  • From $120,000 + expenses

KING OF FUN is a 40m (130ft) Northern Marine motor yacht, accommodating up to 10 guests in five luxurious cabins, including a full-beam master suite, with a professional crew of eight.

Designed for exceptional comfort and entertainment, it features a private spa, fully equipped gym, deck jacuzzi, spacious social areas, Wi-Fi, and air conditioning, creating the perfect setting for families and groups.

Cruising comfortably at 10 knots with a top speed of 17 knots and a range of up to 3,000 nautical miles, it delivers outstanding performance for exploring the Caribbean in style.

Guests can enjoy an incredible selection of water toys, including waterslides, Jet Skis, Seabobs, wakeboards, wakesurf boards, fishing gear, beach games, and two tenders, ensuring an unforgettably fun charter experience.

From $130,000 + expenses

HAZE II

  • Guests: 12
  • Cabins: 5
  • Crew: 6
  • Length: 31m / 101’
  • Built: 2025
  • From $130,000 + expenses

HAZE II is an award-winning 31m (101ft) Cantiere delle Marche expedition yacht, launched in 2025, accommodating up to 12 guests across five luxurious cabins with a dedicated crew of six.

It's purpose-built for adventure, combining long-range cruising capability with exceptional comfort, spacious living areas, a deck jacuzzi, Wi-Fi, air conditioning, and a cruising range of nearly 4,000 nautical miles.

HAZE II cruises comfortably at 10 knots and is equally at home exploring the Mediterranean in summer or the Caribbean in winter.

Guests can enjoy an exciting selection of water toys, including water skis, wakeboards, windsurfers, paddleboards, bikes, snorkelling equipment, and a 6.32m Williams Jet Tender, making every charter an unforgettable blend of luxury and exploration.

From $165,000 + expenses

CAPTAIN MORGAN III

  • Guests: 10
  • Cabins: 5
  • Crew: 8
  • Length: 40m / 131’
  • Built: 2020
  • From $165,000 + expenses

CAPTAIN MORGAN III is a spectacular 40m (131ft) Sunseeker motor yacht, launched in 2020, accommodating up to 10 guests in five luxurious cabins, supported by a professional crew of eight.

It features expansive social spaces, with a stylish beach club, deck jacuzzi, air conditioning, with additional staff accommodation that makes it ideal for larger groups seeking privacy and comfort.

Guests can enjoy an outstanding selection of water toys, including Jet Skis, Seabobs, wakeboards, and more, making it the perfect choice for luxury charters in the Mediterranean during summer and the Caribbean in winter.

From $195,000 + expenses

WHITE STAR

  • Guests: 10
  • Cabins: 5
  • Crew: 7
  • Length: 39m / 128’7
  • Built: 2026
  • From $195,000 + expenses

WHITE STAR is a 39m (129ft) Mangusta motor yacht, launched in 2026, accommodating up to 10 guests in five luxurious cabins with a dedicated crew of seven.

It’s designed for seamless outdoor and indoor living, with expansive deck spaces, a deck jacuzzi, wif-fi, air conditioning, and social areas that make every charter feel effortless.

Based year-round in the Caribbean, it comes equipped with Jet Skis, twin Seabobs, paddleboards, inflatable water toys, and an impressive 11.58m Skipper Chase Tender, making it the perfect yacht for an unforgettable tropical escape.

From 275,000 + expenses

LADY B

  • Guests: 11
  • Cabins: 6
  • Crew: 13
  • Length: 52m / 170’
  • Built: 2008
  • From 275,000 + expenses

LADY B is 52m (170ft) Benetti motor yacht with elegant Italian-designed interiors, accommodating up to 11 guests in six cabins and attended by a professional crew of 13.

It is the perfect family charter yacht, with expansive indoor and outdoor living spaces, a beach club, gym, deck jacuzzi, and elevator! It’s also equip with advanced stabilisers for outstanding comfort both underway and at anchor.

Based year-round in the Caribbean, it features an exciting collection of water toys including Jet Skis, four Seabobs, scuba and snorkelling equipment, paddleboards, kayaks, fishing gear, towables, delivering an unforgettable superyacht experience.

From $308,000 + expenses

ASANI

  • Guests: 10
  • Cabins: 5
  • Crew: 12
  • Length: 50m / 164’
  • Built: 2024
  • From $308,000 + expenses

ASANI is an award-winning 50m (164ft) Benetti superyacht, launched in 2024, accommodating up to 10 guests in five luxurious cabins with a professional crew of 12.

ASANI is ready for entertaining and exceptional comfort, with expansive deck spaces, a swimming pool, beach club, deck jacuzzi, and at-anchor stabilisers.

Every day on the water is unforgettable, with an outstanding collection of water toys, from jet skis, to sea bobs, there is something for everyone.

From $350,000 + expenses

ORION

  • Guests: 12
  • Cabins: 6
  • Crew: 9
  • Length: 50m / 163’5
  • Built: 2025
  • From $350,000 + expenses

ORION is an award-winning 50m (164ft) Heesen superyacht, launched in 2025, accommodating up to 12 guests in six luxurious cabins with a dedicated crew of nine.

ORION has an effortless outdoor-indoor living design, with expansive deck spaces, a beach club, gym, and deck jacuzzi. Its shallow draft allows access to secluded bays and coves.

Guests can enjoy the array of water toys perfect for unforgettable adventures in the Caribbean, Mediterranean, and Bermuda.

From $740,000 + expenses

AMOR A VIDA

  • Guests: 12
  • Cabins: 7
  • Crew: 17
  • Length: 67m / 221’
  • Built: 2025
  • From $740,000 + expenses

AMOR A VIDA is a 67m (221ft) CRN superyacht, offering luxurious accommodation for up to 14 guests in seven beautifully appointed suites with a dedicated crew of 17.

As CRN's first hybrid-propulsion superyacht, it delivers an exceptionally quiet and refined experience, complemented by world-class amenities including a beach club gym, spa with sauna and steam room, massage suite with sea terrace, spa pool, teppanyaki grill, pizza oven, open-air cinema, and private owner's deck with twin fire pits.

Every detail has been crafted for effortless luxury, from the panoramic full-beam owner's suite and Michelin-trained chef to seamless shore transfers aboard the private limo tender.

Available for charter in the Mediterranean during summer and the Caribbean in winter, AMOR A VIDA offers an extraordinary superyacht experience that blends cutting-edge innovation with elegant Italian craftsmanship.

From $210,000 + expenses

SPIRIT OF THE C'S

  • Guests: 12
  • Cabins: 5
  • Crew: 13
  • Length: 64m / 210’
  • Built: 2003
  • From $210,000 + expenses

SPIRIT OF THE C'S is the world's largest aluminium sailing yacht, a magnificent 64m (210') Perini Navi with award-winning interiors by Nuvolari Lenard, accommodating up to 12 guests in five luxurious cabins with a professional crew of 13.

Recently refitted, it combines timeless elegance with modern comforts, including expansive outdoor living spaces, a large master suite, deck jacuzzi, hydraulic crow's nest elevator, spacious swim platform, Wi-Fi, and air conditioning.

Guests can enjoy an outstanding selection of water toys, including a Jet Ski, Seabob, water skis, scuba diving equipment, making it the perfect choice for unforgettable charters in the Mediterranean during summer and the Caribbean in winter.

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.

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