Contigo Yachts logo representing luxury yacht charters, yacht brokerage, and personalized boating experiences worldwide.
Destinations

Caribbean Yacht Charters

Private crewed yacht charters through the Virgin Islands, Grenadines, Leeward Islands, and beyond.

The Experience

Island Hopping, Warm Trade Winds, and a Charter Built Around You

A Caribbean yacht charter gives you the freedom to experience the islands from the water, with each day shaped around your pace, your group, and the kind of escape you want most.

Contigo Yachts helps you choose the right yacht, crew, and route so your trip feels effortless from the start. Whether you want quiet anchorages, lively beach bars, clear-water snorkeling, or a milestone celebration with family and friends, we help you plan beyond the brochure.

The Caribbean Was Made for Private Yacht Charters

Short passages, clear water, reliable trade winds, and endless island variety make the Caribbean one of the world’s most loved charter regions.

The Caribbean offers a rare mix of ease, energy, and variety. You can spend one day tucked into a quiet cove, the next exploring a beach club or island village, and the next snorkeling over coral gardens before dinner under the stars.

With so many islands, yacht options, and charter styles to choose from, the right guidance matters. Contigo helps you find the region, route, yacht, and crew that fit your vision, whether your trip is relaxed, adventurous, social, romantic, or all of the above.

Marine conservation icon representing ocean stewardship, sustainable travel, and environmental responsibility at Contigo Yachts.

Clear Water & Reefs

Snorkeling, diving, paddleboarding, and quiet swims are part of the rhythm of a Caribbean charter.

Luxury yacht icon representing premium private yacht charters, personalized service, and unforgettable boating experiences.

Easy Island Hopping

Many Caribbean routes are built around short passages, making it easy to experience multiple islands without feeling rushed.

Marine surveying icon representing professional yacht inspections, vessel evaluations, and trusted marine expertise.

Lively Charter Culture

Beach bars, open-air dining, music, sailing towns, and iconic anchorages bring the islands to life.

Yacht buying consultation icon representing expert guidance, vessel selection, and confident yacht ownership decisions.

Flexible Experiences

The Caribbean can be relaxed, luxurious, adventurous, family-friendly, or celebration-focused depending on where you go.

Virgin Islands, Grenadines & Leewards

Find the Caribbean Route That Fits Your Trip

Each island group offers a different kind of charter experience.

Virgin Islands Yacht Charters

The Virgin Islands are a natural fit for first-time charter guests, families, and groups who want easy island hopping, protected anchorages, short cruising days, and a relaxed mix of beaches, snorkeling, and casual island stops.

Grenadines Yacht Charters

The Grenadines offer a more remote and authentic Caribbean experience, with quieter islands, reef-fringed anchorages, local charm, and a slower pace for travelers who want to feel farther from the crowd.

Leeward Islands Yacht Charters

The Leeward Islands bring together open-water passages, stylish ports, French and Dutch influence, fine dining, dramatic coastlines, and a more elevated mix of adventure and luxury.

Get Started

Start Planning Your Caribbean Yacht Charter

Tell us what kind of trip you want, and Contigo will help you understand the best yacht, crew, route, and timing for your Caribbean charter.

Our Curated List of Yachts

Serenity

2022 Dufour 

Serenity is a 48-foot Dufour catamaran with three queen cabins, one twin cabin, a two-person crew, and an easygoing setup for relaxed island-hopping.

$22,000/Week

Do More

2013 Lagoon

Do More is a 62-foot Lagoon catamaran with five queen cabins, a three-person crew, spacious lounge areas, and plenty of water toys for larger groups.

$45,000/Week

Liquid Sky

2024 Fountaine Pajot

Emysa is a 67-foot Fountaine Pajot catamaran with a king suite, three additional cabins, a deck jacuzzi, and a polished luxury charter feel.

55,000/Week

Ascension

2018 Lagoon

Ascension is a 62-foot Lagoon catamaran with four queen cabins, multiple outdoor lounges, a three-person crew, and adventure-ready toys for days on the water.

$42,000/Week

Neon Moon

2016 Lagoon

c is a 45-foot Lagoon catamaran with three queen cabins, a welcoming crew, Starlink, paddleboards, floats, and a fun, family-friendly charter feel.

$17,000/Week

Gypsy Princess

2012 Lagoon

Gypsy Princess is a 45-foot Lagoon catamaran with three queen cabins, private ensuite baths, a spacious flybridge, and a comfortable Caribbean cruising experience.

$23,000/Week

Aeolus 77

2024 Lagoon

Aeolus 77 is a 77-foot Lagoon luxury catamaran with four cabins, a four-person crew, refined interiors, and standout spaces for entertaining and relaxing.

$88,000/Week

On A Whim III

2024 Lagoon

On A Whim III is a 46-foot Lagoon catamaran with three queen cabins, onboard diving, thoughtful amenities, and a relaxed adventure-focused charter experience.

$24,000/Week

Bagheera L620

2018 Lagoon

Bagheera L620 is a 62-foot Lagoon catamaran with four queen cabins, expansive deck spaces, premium water toys, and a refined crewed charter experience.

$40,000/Week

Stella Mare

2025 Lagoon

Stella Mare is a 55-foot Lagoon catamaran with four queen cabins, a brand-new feel, spacious outdoor living, and a comfortable luxury charter setup.

$39,000/Week

Rhapsody II

2024 Lagoon

Rhapsody II is a 55-foot Lagoon catamaran with four queen cabins, panoramic interiors, modern design, and a smooth, stylish sailing experience.

$40,000/Week

Endless Horizon

2022 Sunreef Yachts

Endless Horizon is an 80-foot Sunreef catamaran with four elegant cabins, a four-person crew, expansive living areas, and a high-end luxury charter experience.

$98,000/Week
FAQ

Caribbean Yacht Charter Questions

Where can I charter a yacht in the Caribbean?

Popular Caribbean yacht charter regions include the Virgin Islands, Grenadines, Leeward Islands, and other Eastern Caribbean destinations. Contigo can help you choose the best route based on your group, timing, and preferred style of trip.

The Virgin Islands are often a strong fit for first-time charter guests because they offer short passages, protected anchorages, clear water, and an easy island-hopping experience. The Grenadines and Leewards may be better for travelers who want something more remote or varied.

Yes. Contigo helps match you with a yacht and crew based on your group size, occasion, budget, destination preferences, and the kind of experience you want on the water.

The most popular Caribbean charter season is typically December through May, when conditions are drier and trade winds are steady. Summer and fall can be quieter, but weather and route planning become more important.

Yes. The Caribbean is one of the most flexible charter regions for milestone trips because it can be romantic, social, relaxed, adventurous, or family-friendly depending on the route and yacht.

The Caribbean includes many islands, customs rules, currencies, and route styles. Yacht availability, weather, travel logistics, and the right crew fit should all be reviewed before you commit to a charter.