Cayman Islands Yacht Charter

Cayman Islands Yacht Charter Guide

Nestled between Cuba and Jamaica in the Caribbean Sea, the Cayman Islands, with their pristine waters, coral-fringed coastlines, and rich marine life, stand as an ideal destination for private yacht charter holidays, offering a maritime paradise like no other.

A land of aquatic lore, the archipelago comprises three islands: Grand Cayman Island, Cayman Brac, and Little Cayman, beckoning yachting enthusiasts with its unique blend of natural wonders and upscale amenities.

Think sailing through sweet breezes and days spent swimming alongside Cayman Island stingrays, diving to sunken ships, and dropping anchor to access world-class beaches that boast miles upon miles of sugar white sands.

From the raucous fun of Georgetown in the Grand Cayman to the seductive slips of Little Cayman and the otherworldly visions down on Brac Island, here’s your yacht charter guide to the Cayman Islands.

Yachts in the Cayman Islands

Motor yachts
Sailing yachts

Book Your Dream Yacht Charter Today

The Cayman Islands stand out as an iconic sailing destination, captivating maritime enthusiasts with an unbeatable menu of natural beauty, favorable sailing conditions, and a rich array of experiences. Picture dreamy Caribbean evenings on Cayman yachts lined at the charming local marinas, breathtaking sunsets, and silky white sands.

While the focus is on sailing and those shimmering blue waters, the Cayman Islands provide a range of onshore activities, from exploring nature reserves and caves to enjoying high-end dining and cultural experiences. The Cayman Islands exude an exclusive and upscale atmosphere, attracting those seeking a sophisticated yachting experience.

Explore the best Cayman yachts on offer and book your dream sailing vacation today.


A diver explores the cracks, crevices and holes in a coral reef on the island of Grand Cayman
View of the Caribbean Sea from wooden colored tables on the beach at Rum Point
Stroll on Seven Mile Beach by the Caribbean sea at sunset, Grand Cayman, Cayman Islands

Reasons To Charter A Yacht In The Cayman Islands

Private boat charters in the Cayman Islands offer sailing trips against a backdrop of crystal-clear waters. The expansive coral reefs, including the famous Cayman Trench, provide a captivating underwater realm for snorkelers and divers. The islands' strategic location outside the hurricane belt ensures favorable sailing conditions year-round, making it an enticing destination for maritime adventurers.

Beyond the azure seas, the Cayman Islands boast a sophisticated atmosphere.

Grand Cayman, with its cosmopolitan vibe, offers upscale dining, luxury shopping, and cultural experiences in George Town. The smaller islands retain a tranquil charm, inviting relaxation and seclusion. Whether basking in the sun on Seven Mile Beach, diving into the colorful marine world, or exploring hidden coves accessible only by yacht, the Cayman Islands promise a yacht charter holiday where every horizon unveils a new facet of Caribbean allure.

Here are our favorite colorful reasons to consider Cayman yacht charters:

Seven Mile Beach

Evocative sands are one of the major sweeping draws of taking a yacht charter to the Cayman Islands. Following the main road out of Georgetown on Grand Cayman Island, this silky ribbon of paradise is constantly hailed as being one of the best beaches in the world.

Beautifully maintained, brimming with vendors selling cold beer around the clock, and fringed by coconut palms – you are cordially invited to chill.

Delectable Diving

Yacht charter guests heading into the Cayman Islands will be blown away by the endless array of diving sites.

Along with snorkeling around Eden’s Rock and the Devil's Grotto, be sure to visit the Bloody Bay Wall on Little Cayman, where the sheer drops into the abyss will have your heart racing. A Stingray City snorkel adventure and exploring the barrier reef are once-in-a-lifetime experiences.

Beneath the waters all around the Cayman Islands, you will find sunken Soviet battleships, plunging coral walls, and extraordinary visions of life.

Otherworldly Visions

A yacht charter to the Cayman Islands will showcase more than just white sands. Skull caves, rocky bluffs, and the wonder of the Crystal Caves are sure to take your breath away. The Crystal Cave, in particular, is a riveting sight, with underground lakes and shimmering stalagmites that seem to be plucked from some fantasy land.

Wildlife Encounters

Swimming with stingrays, turtle centers, and islands of iguanas – the Cayman Islands delivers more than her fair share of wildlife wonders.

Nature lovers will be in their element watching sharks glide through the predator reef at the conservation center, and on Cayman Brac, you can catch sight and sound of rare birds, including the call of the Cayman Brac parrot.

Cultural Flair

The Caymans may boast incredible scenery perfect for romantic getaways, but the locals know how to party, too. In November, the famed "Pirates Week" turns the islands into a lively and spirited buccaneer-themed extravaganza.

Throughout the festival, various locations across the islands transform into pirate encampments. The highlight of Pirates Week is the loud and colorful parades that wind through the streets of Georgetown and other major locations. Participants dress in pirate attire, and the parades feature elaborate floats, music, dancing, and wild street parties.

One of the most anticipated events is the mock pirate landing, where costumed pirates "invade" the shores of Georgetown from old-fashioned sailing vessels. This reenactment adds a theatrical touch to the celebration.

Pirates Week concludes with spectacular fireworks displays over the Caribbean Sea, lighting up the night sky and adding a grand finale to the festivities.

Famous island with little colorful buildings and various shops attracting thousands of tourists every day.
waterfront shopping aread, geroge town, cayman
Starfish Point, Grand Cayman

Where To Visit In The Cayman Islands

The Cayman Islands, with their pristine waters and diverse landscapes, offer several enchanting destinations for a yacht charter.

Here are some of the best Cayman yacht charter destinations to visit, each with its own unique charm:

Grand Cayman

All yacht charters to the Cayman Islands will kick off their Caribbean love affair on Grand Cayman. Home of glitzy shopping in colorful Georgetown, the famed spot of the iconic Seven Mile Beach, and the land of the north side's soaked Rum Point, Grand Cayman is pure vacation delight: you can abandon your yacht for days of snorkeling, dining at world-class eateries like Blue by Eric Ripet, and hitting up the vibes of Georgetown.

North Sound Region

The North Sound on Grand Cayman is a vast marine playground with shallow, protected waters. It's perfect for water sports, and attractions like Starfish Point and the vibrant coral gardens of Coral Gardens Reef are all within easy reach.

Starfish Point

The famous Starfish Point is a pristine stretch of coastline where ivory-white sands meet the crystal-clear waters of the Caribbean Sea.

As the name suggests, Starfish Point is renowned for its abundance of radiant red cushion sea stars. The shallow, warm waters provide a natural habitat for these captivating creatures, and visitors have the rare opportunity to interact with them gently.

One of the charms of Starfish Point is its accessibility by private charter boat: yacht charters in the Cayman Islands often include Starfish Point as a delightful stop, allowing guests to disembark directly onto the secluded beach and enjoy the beauty of this coastal gem.

Coral Gardens Reef

Coral Gardens Reef is a spectacular underwater paradise renowned for its awe-inspiring marine life and stunning coral formations. Snorkelers and divers have the opportunity to encounter colorful coral species, reef fish, and other curious sea creatures.

The reef features intricate coral formations that create a visually captivating underwater landscape. Hard and soft corals provide a habitat for marine organisms, and the vivid colors of the coral add to the allure of the underwater scenery.

The waters surrounding Coral Gardens Reef are known for their exceptional clarity, allowing for excellent visibility.

Crystal Caves

The Cayman Crystal Caves, located on Grand Cayman, offer a mesmerizing underground adventure. The Crystal Caves are a network of spectacular underground caves and tunnels formed by nature's slow and patient hand over millions of years. These stunning caves showcase intricate crystal formations, stalactites, and stalagmites.

As you venture deeper into the caves, crystal-clear pools come into view, reflecting the dazzling formations above. The water within these pools adds an ethereal quality to the surroundings.

Rum Point and Cayman Kai

Rum Point, located on the quieter Grand Cayman's north side, is famous for its serene atmosphere, shallow waters, and iconic beach bar. It's an excellent spot for water sports, including kayaking and paddleboarding.

For those seeking a more low-key, relaxed atmosphere, Cayman Kai is a peaceful residential area known for its tranquil beaches and proximity to the famous Bio Bay, where the water glows with bioluminescence at night.

Stingray City

A highlight of any yacht charter to the Cayman Islands is a short boat ride from the Grand Cayman to experience the thrill of Stingray City. This shallow stingray sandbar is as translucent as sea glass and is filled with drifting angelic sting rays that glide around your feet without a care in the world.

This is a unique chance to pet these gentle creatures, pose for photos, and generally get hands-on with nature. Sting Ray City is a major attraction to nature lovers, and the renowned sandbar is a must-see for travelers fascinated with marine life.

Little Cayman Island

Lovely Little Cayman is a picture of paradise. The smallest in the archipelago, the island emerges as the perfect holiday getaway for charter yacht guests, offering a harmonious blend of untouched natural beauty and serene seclusion.

This intimate island, surrounded by pristine turquoise waters, beckons yachting enthusiasts with its unspoiled landscapes, beautiful coral reefs, and tranquil atmosphere.

The allure lies in the chance to explore hidden coves, anchor in secluded bays, and discover the wonders of the underwater realm, including the renowned Bloody Bay Wall Marine Park.

Little Cayman's intimate size ensures an escape from the crowds, allowing yacht charter guests to savor the tranquility of its beaches, witness diverse birdlife, and relish the unmatched sense of privacy. With its laid-back charm and pristine surroundings, Little Cayman promises an idyllic retreat for those seeking a yacht charter experience immersed in nature's unfiltered splendor.

Cayman Brac Island

The rocky bluffs of Cayman Brac invite intrepid travelers to take a walk on the wild side. Another diver's delight and a popular snorkeling region, Cayman Brac, is home to the underwater sculptures from Foot. Based on the Lost City of Atlantis, you can dive down into the reef, where a magical sunken world has been lovingly created. Buccaneer tales can also be unraveled at Skull Cave, where strange rock formations, secret chambers, and graves provide a fascinating insight into the past.

Cayman Brac's charm lies in its authentic Caribbean atmosphere, coupled with opportunities for hiking, bird watching, and discovering historical sites. As a less frequented destination, yacht charter guests can indulge in the island's peaceful ambience, ensuring an immersive and off-the-beaten-path Caribbean experience on the waters surrounding Cayman Brac.

When To Charter A Yacht In The Cayman Islands

Steady, warm weather marks the Cayman Islands out as being an idyllic yacht charter getaway for those seeking Caribbean bliss.

Between the months of March and June can be one of the best times to set sail for these islands, as the crowds are fewer and the vibe is languidly laid back.

May through November is the rainy season, although as the rain doesn't last all day, it does little to dampen spirits. Thanks to the location of the Cayman Islands in the Caribbean, they are better protected from the fury of hurricanes.

Find Cayman Islands Yacht Charters That Offer the Right Features

Discover the perfect yacht charter experience in the Cayman Islands with features tailored to your desires.

Exploring this breathtaking corner of the world is best done through private charters, a personalized journey where your preferences take center stage: selecting the right vessel involves considering your individual tastes for an unparalleled Caribbean yachting holiday.

For the spirited souls seeking the thrill of wind against sails, sailing yachts provide the ideal option. If comfort and luxury are paramount, large motor boats with expansive, well-appointed cabins and onboard amenities like swimming pools or Jacuzzis offer a more lavish alternative. A generous swimming deck and water toys such as jet skis or paddleboards become crucial for those anticipating engaging in water sports during their vacation.

Consider these key private charter yacht features before setting sail on your Cayman Islands adventure:

Spacious Swimming Deck

Immerse yourself in the allure of the Cayman Islands' azure-blue waters with a large and accessible swimming deck. Most luxury yachts in the Cayman Islands offer spacious decks equipped with snorkeling or scuba diving gear, ensuring seamless underwater exploration.

Jacuzzi Hot Tub

Elevate your private boat charter experience to the epitome of luxury with a Jacuzzi on the deck. Savor the beautiful sunsets and starry skies of the Caribbean while sipping a cocktail immersed in the relaxing hot tub of your private yacht.

Gym and SPA

Prioritize your wellness journey amid the beauty of the Cayman Islands.

Luxury yachts with features like a SPA treatment room or an open-air gym invite you to stay fit and healthy while surrounded by the stunning landscapes of this Caribbean paradise.

Water Toys

Indulge your active side with the array of water toys available on most luxury yachts. From a jet ski set to paddleboards, kayaks, and snorkeling gear, choose a Cayman Islands yacht charter that complements your love for water sports, promising dynamic and engaging adventures on the stunning seascape surrounding the islands.

Embarking on a Cayman Islands yacht charter is not just a vacation; it's a tailored odyssey that seamlessly combines adventure, luxury, and the breathtaking beauty of this Caribbean gem.

The Cost of Private Boat Charters in the Caymans

The cost of private boat charters in the Cayman Islands can vary widely depending on several factors. These include the type and size of the yacht, the duration of the charter, the amenities and services provided, the time of year, and the specific charter company chosen.

For private charters of a smaller vessel accommodating 6-8 people, the price ranges from $32,000 to $70,000 per week. If you desire a more expansive and opulent experience, be prepared to invest between $100,000 and $300,000 per week. For those seeking the epitome of maritime luxury, a superyacht charter might be in the cards, with costs starting at $500,000 and reaching even loftier heights of $1 million and up.

Traditionally, sailing yachts offer a more economical choice compared to their larger luxury motor counterparts. On average, Cayman yacht charters tend to hover around $35,000 per week, providing a balanced blend of comfort and affordability.

Cayman Islands FAQ's

How much is a yacht charter in the Caribbean?

A yacht charter in the Caribbean costs anywhere between $30,000 and $50,000 per week, with some of the larger luxury yachts costing $100,000 - $150,000 per week and upward.

Generally, the boating regulations and rules in the Cayman Islands are subject to change, and it's best to check with the Maritime Authority of the Cayman Islands for information. However, when chartering crewed yachts, these details are taken care of by the skipper and the experienced crew who oversee everything from itinerary to navigation.