A power yacht charter gets you to each destination faster. But crewed sailing charters let you slow down, enjoy the wind, and truly experience the Caribbean Sea. Additionally, powered mainly by the wind and uses an engine when conditions call for it.
If you’d like to learn the ropes or steer the yacht, most captains are happy to involve you. Just let your crew know your preferences.
At BVISAIL, we believe sailing should be about pure relaxation and adventure, not stress. That’s why crewed sailing charters are the perfect choice for your Caribbean escape. With a professional crew handling the sailing, cooking, and everything in between, you can focus on making more memories.
A crewed sailing charter means a private yacht with a full crew dedicated to your comfort and safety. No sailing experience needed — just sit back and enjoy!
Your crew may include:
Discover how to select the right crew to make your sailing vacation seamless and enjoyable.
Why choose crewed? It’s like choosing between driving yourself and riding in a limo with a driver. Both will get you to your destination, but one lets you relax and enjoy the journey.
One of the best parts of a crewed charter is the amazing food you can enjoy onboard. Start your day with mango-lime chia parfaits and coconut croissants. Savor grilled mahi mahi for lunch, then finish the day with lobster bisque and chocolate soufflé at sunset. Note that every meal is delicious and specially made just for you.
Discover what it’s like to enjoy a yacht charter with a chef.
Catamarans are a great choice for families or groups. With two hulls and a wide deck, they offer plenty of space to relax, both inside and out. They’re very stable, so you won’t feel much rocking. Their shallow draft also lets you get closer to shore and explore hidden coves.
We had a great time, we loved it. One thing we loved was the places we visited. Another thing is the food and the water toys. Another thing I liked was doing the bubble maker.
We highly recommend the Aeolus 77, and five other luxury crewed sailing catamarans, for an amazing Caribbean getaway.
If you prefer classic sailing with that authentic heel and wind-in-your-hair feeling, monohulls are perfect. They are great for couples or smaller groups looking for a traditional experience.
We have chartered Kai since 2021 and never regretted one trip. Justin is an amazing captain and takes you to the best, non-tourist-filled spots. The food is top notch!
Book Kai or one of the other beautiful crewed monohulls in the Caribbean now!
Explore the best sailing charters in the Caribbean today.
Set sail through some of the most beautiful places in the Caribbean with a crewed sailing charter. The British Virgin Islands are a top choice, offering calm waters, steady trade winds, and easy island-hopping. Highlights include Virgin Gorda’s Baths, Jost Van Dyke’s beach bars, and Norman Island’s pirate lore. Find the best BVI sailing charters.
Head farther south to the Grenadines, a quieter, more untouched chain of islands. So, explore Bequia’s charm, Mustique’s luxury, and Tobago Cays’ clear waters for snorkeling.
To the north, St. Martin and its nearby islands offer a mix of European flair and Caribbean warmth. Sail between the French and Dutch sides of St. Martin, relax on Anguilla’s secluded cove, or hike the dramatic hills of Saba.
While not technically part of the Caribbean, the Bahamas is still a fantastic option. Shallow waters, soft sandbars, and stunning marine life make these islands famous. Swim with pigs at Big Major Cay, explore the famous Thunderball Grotto, or just unwind.
With a crewed charter, your trip is made just for you—no strict schedules like on cruise ships.
Best time to sail: December to April offers ideal weather. During hurricane season (June–November), plans may shift, but BVISAIL works closely with your captain to keep you safe and happy.
Expect to pay between $15,000 to $50,000+ per week, depending on yacht size, luxury, and season. Most charters include:
Additional expenses may include dockage fees, local taxes, and premium alcoholic beverages. Crew gratuities are typically 15–20% of the charter fee. Larger yachts often require provisioning, which can cost about 30–40% of the charter fee.
Most crewed charters include the yacht, crew, meals, snacks, an open bar, and water toys.
Your chef prepares customized meals based on your preferences. Before the charter, you’ll fill out a preference sheet covering dietary restrictions, favorite foods, drink choices, and allergies.
Pack light! Bring swimsuits, cover-ups, casual wear, reef-safe sunscreen, flip-flops, sunglasses, and a sun hat. However, most yachts provide towels, snorkel gear, and toiletries.
Cordial, respectful, thorough, and responsive.
Service was above and beyond.
Very impressed with all aspects of the experience – communication, planning, travel, and follow through!
If you’d like to sail the Caribbean on your own, a bareboat charter is a great option. But if you want a more relaxing experience, hiring a captain and a chef can enhance your sailing vacation.
Ready to plan your perfect yacht trip?
Contact us at 1-321-777-1707 or complete this form to discuss your vacation plans.
