Crewed Yacht Vacation - Charter the Caribbean

What Does Your Dream Caribbean Vacation Look Like?

Explore the possibilities aboard a luxury crewed yacht.

Why Charter the Caribbean?

Indulge in the ultimate Caribbean escape with a crewed yacht charter. Charter the Caribbean and you will expereince crystal-clear waters lapping against your private yacht, a professional captain navigating hidden coves, and a personal chef whipping up gourmet meals.

With more than half a century of sailing expertise, extensive captaincy experience spanning over a decade, and nearly 30 years crafting personalized yacht charters, we offer unparalleled service to guide you towards the perfect Caribbean adventure.

Our Destinations

Charter the Caribbean on a luxurious crewed yacht. Explore breathtaking destinations at your own pace.

Charter the Caribbean

Specializing in unique cruising vacations that you’ll remember for the rest of your life.


Attentive, first-class service provided by your dedicated captain and crew.


Input into the planning of the itinerary, menu, and onshore activities.


Delicious, gourmet meals prepared by your personal chef.


Open bar for beer, wine, and spirits with our all-inclusive charters.


Sailing, snorkeling, windsurfing, and kayaking instruction on many of our crewed yachts.


Ability to make your crew selection the priority when choosing a yacht.


Access to pristine beaches and secluded coves that large cruise ships can’t reach.


Complete privacy


Highest safety standards.


Expert assistance with all aspects of planning your cruising vacation.

New To Yachting?

If you’re new to yachting, our First Time Yacht Charter Guide is the perfect resource to help you navigate the world of luxury yacht charters.

Caribbean Yacht Charter

Whether you’re a seasoned charterer or new to luxury yacht charters, our comprehensive First Time Yacht Charter Guide is designed to assist you every step of the way.

Filled with frequently asked questions, a detailed boat comparison guide, real-life experiences, and visually engaging infographics, this resource is the perfect tool to educate yourself on the world of yacht chartering.

What Our Customers Say

Dive into the stories of our satisfied customers and discover why “Charter the Caribbean” translates to an unforgettable yachting adventure.

  • I’d give them 10 stars if it existed!!!

    How could a trip like this, with a crew like Grant and Ulrika, be anything other than 5 Stars? I’d give them 10 stars if it existed!!! Every morning we were greeted with a fabulous array of beautifully cut fresh fruit and then day 1, the tastiest eggs benedict I’ve ever had. Day 2, pancakes, day 3, waffles! Day 4 breakfast tacos!!! All hand made. Gluten free options available too. Our party had a myriad of food intolerances and allergies, but Ulrika catered to us all without compromising quality or taste! She really should have a Michelin Star! Lunches and…

    Read More: I’d give them 10 stars if it existed!!!
    I’d give them 10 stars if it existed!!!
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Contact us to start a conversation about your dream vacation, and let us show you how we can help bring your vision to life through our exceptional yacht charter services.

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