Everything You Need to Know About Crewed Yacht Charters in the Caribbean

Chartering a yacht in the Caribbean transforms a simple getaway into a private voyage across the region’s most breathtaking islands. Many travelers who reach out to us are excited about the idea of crewed yacht charters in the Caribbean, but they still have a few important questions before committing. What’s included? Where can we go? How much does it cost?

In this post, we’ve answered the most common questions we hear from people planning a Caribbean yacht charter with crew - the same questions we help guests with every day, to make the next step in your planning process easier and clearer.

So, how does a crewed yacht charter actually work?

Once you’re onboard, you don’t have to think about anything. A professional crew, including a captain, chef, and additional crew members, handles everything from sailing and safety to meals and daily cleaning. You’re free to do what you came to do: relax, explore, and enjoy the experience with your group.

Can we choose our route on a Caribbean yacht charter with crew?

Definitely. You’re not locked into a preset tour. Whether you want to hop between lively islands or anchor in quiet bays, your itinerary is designed around what your group wants to see and do. Guests often explore places like the British Virgin Islands, the Grenadines, or St. Martin, but the route can be tailored to your group’s wishes.

What’s included in the price?

It depends on the yacht, but most charters include the crew, your accommodation on board, water toys like paddleboards and snorkel gear, and at least some or all meals. Some yachts are all-inclusive, while others use an APA (Advance Provisioning Allowance) to cover things like food, fuel, and docking. We always explain the pricing setup clearly before you confirm anything, so there’s no guesswork involved.

How much does it cost to charter a crewed yacht in the Caribbean?

There’s a wide range. For a one-week charter, most crewed yachts start around €60,000 for a mid-size vessel. Larger or more luxurious options can go up to €100,000 or more. The time of year, destination, and yacht size all affect the final cost, but we’ll help you find the best option based on your group’s size, preferences, and budget.

Is it family-friendly? And what about safety?

Yes on both counts. Many of our guests travel with kids, and crews are trained to accommodate all age groups. Some yachts are particularly well set up for families, with kid-safe deck layouts, calm anchorages, and a great selection of water toys. The crew is also trained in safety procedures and first aid, and you’re always in experienced hands.

Do I need sailing experience to book a charter?

Not at all. This is the best part of crewed yacht charters in the Caribbean - they handle every aspect of the sailing. Most guests don’t have sailing experience, and they don’t need it. If you're curious, the captain will often be happy to explain how things work. But if you'd rather lounge on the sun deck while your chef prepares lunch, that's just as welcome.

Will we spend all our time on the yacht?

Only if you want to. You can go ashore as often as you like to explore local villages, dine in a beachside restaurant, go shopping, or take a guided tour. Some guests love going ashore every day. Others prefer to enjoy the quiet of the water. It’s completely up to you, and your crew will help make it seamless either way.

When is the best time to go on a crewed yacht charter in the Caribbean?

The peak season runs from December to March, when the weather is warm, dry, and ideal for sailing. May, June, and November are also great months with fewer crowds and lower charter rates. July through October falls within hurricane season, though some southern areas still offer calm, beautiful conditions.

Where do most yacht charters start from?

That depends on your itinerary and chosen yacht, but many Caribbean crewed charters begin in places like St. Thomas, Tortola, Antigua, or Nassau. Once you’ve confirmed your booking, we’ll help coordinate the best starting point and arrange transfers to and from your yacht.

Our Role in Your Journey

We specialize in crewed luxury yacht charters for private groups - no strangers onboard, no fixed routes. Our role is to match you with the right yacht and handle every step of the process, from your inquiry until you get home. Whether you want to explore the Virgin Islands, the Grenadines, or the Bahamas, we help you plan a fully tailored Caribbean crewed yacht charter designed around your group.