A Caribbean yacht charter is one of the most sought-after luxury travel experiences for European travellers looking to escape winter and explore warm, turquoise waters. The Caribbean offers reliable sunshine, short island-hopping distances and a level of privacy that traditional resorts simply cannot match.
For clients based in Malta and across Europe, the Caribbean has become a natural extension of the Mediterranean yachting season. When the Med cools down, the Caribbean comes alive, making it the perfect destination for a winter sailing escape, family holiday or special celebration at sea.
A private yacht charter Caribbean experience gives you complete freedom to explore hidden bays, vibrant beach clubs and world-class snorkelling spots at your own pace, with a professional crew taking care of every detail.
Our expert team will guide you through every step of the process. From finding the perfect yacht to curating a personalised itinerary that caters to your unique interests and preferences, in addition, the Caribbean offers a diverse range of experiences to satisfy every taste. Whether you’re drawn to its rich history, breathtaking natural landscapes, or vibrant culinary scene, there’s truly something for everyone.
Indulge in world-class cuisine prepared by talented chefs, unwind with a rejuvenating spa treatment, or explore the vibrant culture and history of the region. With Von der Heyden Yachting, your Caribbean yacht charter will be an unforgettable journey of discovery and luxury.
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Why Malta-Based Travellers Choose Caribbean Yacht Charters
Many of our clients who enjoy a summer Malta yacht charter choose to continue their yachting lifestyle in the Caribbean during the winter season. The transition feels natural, the same level of service, privacy and comfort, but in a tropical setting.
Von der Heyden Yachting operates in both Malta and the Caribbean, allowing you to plan your charter seamlessly from Europe. You can begin your journey with our concierge team in Malta, who will assist with yacht selection, flights, provisioning preferences and itinerary planning long before you arrive in the islands.
Winter Caribbean charters are particularly popular with Maltese clients looking for guaranteed sunshine, calm sailing conditions and easy access from major European airports. Many guests choose festive season charters, February half-term holidays or early spring escapes.
According to Von der Heyden Yachting’s charter consultants, winter Caribbean yacht charters remain the most in-demand option for Malta-based clients seeking sun-drenched island escapes.
Best Caribbean Yacht Charter Destinations
The Caribbean is home to some of the world’s most iconic sailing grounds. With steady trade winds, warm temperatures year-round, and countless islands to explore, it’s the perfect yacht charter paradise.
British Virgin Islands Yacht Charter
The BVI is one of the top destinations for a Caribbean yacht charter, offering calm waters, short sailing distances, and vibrant island culture.
The Grenadines & St Lucia Sailing Routes
For travelers seeking untouched beauty, the Grenadines provide secluded anchorages and breathtaking snorkeling spots.
Antigua & St Martin Luxury Yacht Escapes
These islands are ideal for upscale marina experiences, gourmet dining, and luxury crewed yacht vacations.
If you’re travelling with children, you may also enjoy reading our guide to family itineraries:
https://vonderheydenyachting.com/family-friendly-yacht-charters-in-the-caribbean-what-to-know/
Types of Caribbean Yacht Charters (Bareboat, Crewed & Skippered)
Did you know that the Caribbean is home to over 7,000 islands and cays, each of which has its own unique charm and offers visitors a different experience?
A yacht charter is like a beach holiday where you may wake up in a different location every morning and go to bed with a different view every evening. This is the beauty of a holiday on a yacht!
In the Caribbean, where crystal-clear waters meet powdery white sands, each island offers its own vibrant culture. Choosing the right yacht charter is essential, as it shapes the unique experience you’ll have.
The type of charter and boat you select shapes your whole experience. In truth, whether you’re looking for luxury, affordability, or both, choosing wisely ensures your trip meets your expectations.
Bareboat Charter
A bareboat Caribbean yacht charter is ideal if you have sailing experience and want complete privacy. No crew is included, so you must hold the appropriate licence and feel confident navigating the yacht yourself.
This is typically the most affordable yacht charter Caribbean option. Yachts range from RIBs and sailing yachts to motorboats and smaller motor yachts, and can be booked for a day or a full week.
Skippered Charter
A skippered yacht charter Caribbean includes a professional captain who handles navigation and local planning. You enjoy the freedom of a private yacht while relaxing completely on board.
This is a popular choice for families and groups seeking a stress-free Caribbean sailing vacation. Charters are available from half-day trips to full-week itineraries.
Crewed Charter
A crewed Caribbean yacht charter offers the full luxury experience with a dedicated onboard team. Your crew may include a captain, chef, stewardesses and deckhands who manage every detail of the journey.
This option delivers the highest level of comfort, service and safety, allowing you to focus entirely on enjoying your Caribbean yacht holiday.
These types of charters are usually week-long charters, calculated by 7 nights onboard. They usually start from mid-day on day 1 and end mid-day on day 8.
Most Popular Types of Yacht Charters in the Caribbean
The Caribbean offers a wide range of yachts for charter to suit your style and budget: From sailing boats and Rigid Inflatable Boats, that can be rented as bareboat or skippered charters to Super yachts and Mega yachts that are fully crewed.
- RIB’s: Sometimes called Rubber Ducks are Rigid Inflatable Boats with outboard engines varying in size from 6m to 20m. A very popular bareboat rental, these are great for exploring hidden coves and beaches on day charter trips. They are great for landing on beaches to enjoy a picnic or to explore the nearby towns or secluded cays.
- Catamarans: Known for their stability and expansive interior and deck space, these motor or sailing yachts are perfect for families or groups who prefer space and comfort over hard-core sailing. They can range anywhere from 30 to 90 feet in size and come in a variety of trim levels and layouts.
- Sailing Yachts: A classic choice for those who want a hands-on sailing experience and don’t mind the smaller spaces. These are also sometimes rented out as bareboat charters if the renter has an applicable license. Larger sailing yachts are also available as crewed luxury yacht charters and can be just as popular as motor yachts. Typically, these range from 35 – 135 feet in length.
- Motor Yachts: Powered by larger engines, these motor-driven yachts are ideal for the discerning guest looking for speed and luxury. They allow the charterer to cover more ground. These types of yachts are typically either skippered or fully crewed, depending on their size.
- Mega Yachts: The pinnacle of luxury, these yachts often seen on anchor feature top-tier amenities and highly trained crews to take care of your every need.
Our Caribbean Charter Yachts
Caribbean Luxury Yacht Charter
For those seeking opulence and ultimate comfort, a luxury yacht charter in the Caribbean has a lot to offer, from world-class amenities, professional crews, and gourmet cuisine to experiences and excursions that are carefully planned according to your preferences.
These yachts are typically privately owned and used by their owners for a few weeks each season. During the remaining weeks, they are rented out through brokers. Kind of like a luxury Airbnb.
These yachts often include a full-time crew to meticulously take care of the yacht and it’s equipment. They have expansive, well-equipped decks and interior areas, including hot tubs, outdoor cinemas, and a wide selection of water toys to keep the whole family entertained. Inside, they have SPA facilities, gym equipment and above all else, a private chef, to ensure a truly indulgent experience from beginning to end.
These private luxury yacht charters are the pinnacle of luxury and make for an intimate and personalised experience. Whether for a family vacation or a romantic getaway, private luxury charters provide exclusivity and privacy. Additionally, they offer bespoke itineraries tailored to your preferences, ensuring a truly unique experience
Speak to our team today to enquire about the perfect yacht charter holiday in the Caribbean!
How Much Does a Caribbean Yacht Charter Cost?
Charter prices depend on yacht type, season and group size. Most Caribbean charters are quoted in USD, although many European clients prefer estimates in euros.
Typical weekly price ranges for 2026:
- Catamarans: €18,000–€28,000 per week
- Motor Yachts: €30,000–€100,000+ per week
In addition to the base charter fee, most charters include an APA (Advance Provisioning Allowance) of 20–30%, which covers fuel, food, drinks, marina fees and special requests during your trip.
For guests who enjoy combining destinations, many choose to start with a Malta yacht charter before heading to the Caribbean: https://vonderheydenyachting.com/malta-yacht-charter/
For guests interested in specialised experiences, explore our https://vonderheydenyachting.com/luxury-fishing-charter/
Our Charter Itineraries in the Caribbean
At Von der Heyden Yachting, we craft bespoke itineraries to suit your interests. Here’s an example of a 7-day Caribbean yacht charter itinerary, exploring the stunning British Virgin Islands (BVI):
Arrive at the marina, meet your captain and crew, and settle into your yacht. After a short safety briefing, enjoy a gentle afternoon sail along the coast. Your first evening is all about unwinding — sunset cocktails on deck followed by a freshly prepared dinner under the stars.
Cruise to Anguilla’s famous white-sand beaches and calm turquoise bays. Spend the day swimming, paddleboarding or enjoying a beach barbecue arranged by your crew. The shallow, crystal-clear waters make this stop perfect for relaxed exploration.
Arrive in glamorous St. Barths, known for its chic beach clubs and stylish atmosphere. Enjoy a long lunch by the sea, browse designer boutiques or simply relax on deck with panoramic views.
Wake up in the harbour of Gustavia and explore its charming streets, cafés and restaurants. This is a great day for shopping, sightseeing and experiencing the lively Caribbean lifestyle in the evening.
- Sail to Antigua, famous for its 365 beaches. Anchor in a secluded bay, enjoy water sports and explore historic harbours such as English Harbour if you wish to go ashore.
- Discover one of the Caribbean’s most iconic natural wonders. Swim and snorkel through giant granite rock formations and hidden caves before relaxing in a quiet anchorage.
Enjoy a final morning swim and breakfast on deck before returning to port. Many guests choose to extend their trip and continue south to the Grenadines for an even more remote island experience.
This is just a sample itinerary and can be customised to suit your preferred yachting destinations, interests and preferences. Von der Heyden Yachting can help you create a bespoke itinerary that includes your favourite activities and destinations.
Additional Tips for a luxury yacht charter in the Caribbean:
- Are you looking for an affordable yacht charter Caribbean? Book your charter well in advance, especially during the Caribbean yachting season.
- Consider the size of your group and your budget when choosing a yacht.
- Pack accordingly for the climate and activities you plan to do.
- Be sure to have travel insurance that covers medical emergencies and trip cancellations.
- Relax and enjoy the beauty of the Caribbean!
North Caribbean Yacht Charter Itinerary
Upon arrival in St. Martin, after boarding the yacht, spend the day sailing around to the island’s beautiful beaches and exploring the vibrant cultural towns or strolling through the colourful streets of Marigot, the French capital of the island. This is also a perfect place to indulge in some delicious French cuisine at one of the special restaurants on this lovely island.
Next up is Anguilla, a small island known for its crystal-clear waters and pristine beaches. Spend the day snorkelling at Shoal Bay or Meads Bay, or take a walk along Rendezvous Bay Beach before having a long lunch onboard your yacht. In the late afternoon, enjoy learning to wakeboard or flite-board with the crew from the private beach club on the yacht.
Set sail for St. Barths, a chic and glamorous island known for its luxury shopping and stunning beaches. Spend the day lounging on the white sand beaches of Saline or Gouverneur, or explore the charming town of Gustavia with its many boutique designer shops. Alternatively, you can spend the day on anchor near one of the many wonderful beach clubs doing water sports, having lunch onboard, and heading out to Niki Beach for sunset aperitivos before heading back onboard for a sumptuous dinner prepared by your chef.
On day four, head to St. Kitts and explore its lush rainforests and stunning coastline. Take a hike up to Brimstone Hill Fortress National Park for breathtaking views of the island, or relax on one of its many beautiful beaches.
Nevis is just a short boat ride away from St. Kitts and is known for its charming colonial architecture and laid-back vibe. Spend the day exploring historic Charlestown or lounging on Pinney’s Beach with a beach picnic and BBQ set up by the crew.
On day six, return to St. Barths for another day of relaxation and exploration. Visit Colombier Beach for some excellent snorkeling or take a hike up to Fort Gustave for panoramic views of the island. There are many top restaurants to visit for Michelin-star dining on this tiny jet-set island.
On your final day, return to St. Martin, and enjoy a farewell breakfast as you cruise back to port on board your yacht before departing at lunchtime.
South Caribbean Yacht Charter Itinerary
Arrive in Grenada and board your luxury yacht. Spend the day exploring the island’s stunning beaches. In the evening, dine at one of Grenada’s top restaurants, such as The Beach House or Rhodes Restaurant.
Sail to Tobago Cays, a group of small uninhabited islands known for their pristine beaches and crystal-clear waters. Snorkel or scuba dive among colourful coral reefs and tropical fish. Enjoy a beach barbecue lunch on one of the islands before sailing to Union Island for the night.
Explore Union Island’s charming villages and local markets. Visit Chatham Bay, a secluded beach with calm waters perfect for swimming and snorkelling. In the evening, head to Happy Island, a man-made bar made entirely from conch shells, for drinks and sunset views.
Sail to Bequia, a charming island known for its relaxed atmosphere and beautiful beaches. Visit Princess Margaret Beach, named after the British royal who once visited the island. Enjoy a seafood lunch at Jack’s Bar before exploring the island’s quaint shops and art galleries.
Sail to Mustique, a private island known for its luxurious villas and celebrity residents. Take a tour of the island’s stunning coastline on horseback or visit Macaroni Beach, one of the most beautiful beaches in the Caribbean. In the evening, dine at one of Mustique’s top restaurants, such as The Veranda or Firefly.
Sail to St. Lucia, a lush island known for its dramatic landscapes and beautiful beaches. Visit the famous Pitons, two volcanic peaks that rise out of the sea, and hike to the top for stunning views of the island. In the evening, dine at one of St. Lucia’s top restaurants, such as the iconic Ladera Restaurant.
Sail to St. Vincent and the Grenadines, a collection of islands known for their stunning beaches and lush rainforests. Visit the island’s natural highlights, including the Diamond Falls Botanical Gardens and the Black Water River.
Sail back to Grenada, a volcanic island known for its pristine beaches and waterfalls. Visit Grand Anse Beach, one of the most beautiful beaches in the Caribbean, and enjoy a swim in its crystal-clear waters
Why Choose a Caribbean Yacht Charter Instead of a Resort?
The Caribbean offers something for everyone, from tranquil bays to vibrant nightlife. Chartering a yacht allows you to:
- Access and enjoy secluded beaches and cays all to yourself.
- Enjoy water sport activities like snorkelling, scuba diving, fishing, canoeing, Seabob(ing), Flite Boarding, wakeboarding, tubing and paddleboarding.
- Experience diverse and rich cultures across islands like St. Lucia, Grenada, Antigua and Barbuda, the BVI’s, USVI’s and the Bahamas.
- Avoid the crowds and explore at your own leisurely pace. By chartering a yacht in the Caribbean, you choose to move and sail between islands as you wish and are not bound to one resort where you have to return every night. Many clients board in one location and disembark and fly home from another location after their week onboard.
FAQs about Luxury Yacht Charters in Caribbean
How Much Does a Caribbean Yacht Charter Cost?
Charter prices depend on yacht type, season and group size. Most Caribbean charters are quoted in USD, although many European clients prefer estimates in euros.
Typical weekly price ranges for 2026:
- Catamarans: €18,000–€28,000 per week
- Motor Yachts: €30,000–€100,000+ per week
In addition to the base charter fee, most charters include an APA (Advance Provisioning Allowance) of 20–30%, which covers fuel, food, drinks, marina fees and special requests during your trip.
For guests who enjoy combining destinations, many choose to start with a Malta yacht charter before heading to the Caribbean:
https://vonderheydenyachting.com/malta-yacht-charter/
For guests interested in specialised experiences, explore our https://vonderheydenyachting.com/luxury-fishing-charter/
When to Charter a Yacht in the Caribbean
The Caribbean yachting season typically runs from December to June, coinciding with dry and warm weather. The Christmas and New Year period is particularly popular, making early booking essential for prime dates. For more affordable options, consider chartering in the off-season (July to November). It’s important to monitor weather conditions during hurricane season, nicknamed J.A.S.O.N. Which stands for July, August, September, October and November.
How to Book a Caribbean Yacht Charter (Step by Step)
With Von der Heyden Yachting, the perfect yacht awaits. Whether you envision a sleek catamaran for island-hopping adventures or a luxurious superyacht for unparalleled comfort on a crewed charter, our curated fleet caters to your every desire.
Size and Amenities:
Consider the number of guests you’ll be travelling with, the desired level of luxury, and the amenities that will enhance your experience. From private jacuzzis and watersport equipment to onboard cinemas and wellness facilities, the options are limitless.
Let our expert team guide you through the selection process, ensuring every detail aligns with your dream Caribbean yachting experience!
How to Book Your Dream Caribbean Yacht Charter
Booking your bespoke Caribbean adventure is effortless with Von der Heyden Yachting.
- Contact our dedicated team: Share your vision, desired destinations, preferred yacht size, and any special requests.
- Yacht Selection and Crew Matching: We pair you with the ideal yacht and a highly experienced, discreet crew who meet and understand your needs and preferences.
- Tailored Itinerary Creation: Our expert yacht charter planners in tandem with the yacht captain, curate a highly personalised itinerary. The key is incorporating your must-see destinations and allowing ample time for relaxation and exploration.
Relax, knowing that every detail, from provisioning the yacht to pre-arranging shore excursions, is meticulously handled by our team.
Eco-Friendly Practices for Yachting in the Caribbean
We recognise the importance of preserving the delicate beauty of the Caribbean. Von der Heyden Yachting is committed to sustainable practices and can help you charter an eco- friendly yacht. Such as water filtration systems, energy-efficient appliances and eco-friendly cleaning products and guest amenities. Additionally, we can connect you with eco-conscious activities, such as reef restoration projects and visits to marine conservation centres.
To minimize the environmental impact of your yacht charter, Von der Heyden Yachting offers a carbon offset program. We partner with Yacht Carbon Offset to calculate the carbon footprint of each charter and provide options to offset emissions through investments in carbon reduction projects. In 2022 alone, we offset 2/3 (126 MTCO2e) of our total emissions by supporting the development of the Soubré Hydroelectric Power project in Côte d’Ivoire.
How to Plan Your Caribbean Yacht Charter Itinerary
Here are some key considerations for shaping your overall trip and itinerary:
- Interests and Preferences: Whether you’re a diving enthusiast, a water sport boffin, a gourmet foodie, or a culture aficionado. We tailor your itinerary to your passions and interests.
- Length of Charter: A longer charter allows for a more leisurely pace, with ample time to explore each destination. A week onboard is usually the most popular choice but longer terms are always encouraged to make the most of your time in this idyllic paradise.
- Weather Patterns: Plan your trip in the dryest months if possible and outside of the hurricane season JASON.
Other Yacht Charter Destinations Von der Heyden Yachting Offers
In addition to the Caribbean, Von der Heyden Yachting provides luxury charters in multiple yachting destinations worldwide!
- Mediterranean: From the West Mediterranean like the Balearics, French Riviera, down to Sardinia, past the Amalfi Coast, Sicily, Malta and on to the Eastern Mediterranean like the Greek Isles and the newest yachting hotspot, Croatia.
- Indian Ocean: Explore the Seychelles or the Maldives in style. We have a great selection of liveaboard diving holidays or luxury private yacht charters. Whether you’re looking to dive into the vibrant coral reefs or simply relax on a secluded beach, the Indian Ocean offers the perfect backdrop for your next unforgettable adventure
- Pacific: Unparalleled adventure awaits in Bali, Fiji or French Polynesia.
- USA and Canada: Explore the East coast of New England and all the way up to the great wilderness of Canada. We have some incredible heli-skiing holiday packages available with trusted adventure partners.
A private yacht hire Caribbean experience is more than a holiday, it’s a personalised journey shaped entirely around you.
Whether you’re in Malta or anywhere in Europe, let Von der Heyden Yachting help you plan a Caribbean yacht holiday that exceeds expectations.
