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Enjoy the Perfect Holiday: a Private Yacht Charter in the Caribbean

There’s no better way to relax and try a new experience than by booking a private yacht charter in the Caribbean. This unique holiday opportunity gives you the convenience of a cruise with the privacy of your very own boat. Let Med Sailing Holidays take care of all the details as you and your favourite people enjoy seven days on the most transparent waters and most beautiful islands in the world.

How to Customise Your Private Boat Charter in the Caribbean

Let us help you make your private yacht truly your own. Each voyage is unique, so while you’re taking a trip through the same islands as our other guests, your experience will be unlike any other.

  • When you charter your private Caribbean yacht, you can bring your choice of alcoholic beverages. Relax with your friends and loved ones as our crew keeps the boat moving safely from port to port.

  • You can make the most of each location, as our private sailing charter in the Caribbean travels through several of the most popular and beautiful islands in the region. Spend time at Cane Garden Bay, Sandy Cay, Norman Island, Peter Island, and Cooper Island, among others. 

Why Private Charters in the Caribbean Are Cost-Effective

We’ve assembled our charter experiences to deliver the greatest possible experience for your investment. Consider several key ways that you’ll get more value than you could otherwise get from a Caribbean cruise:

  • Our charters are all-inclusive and remove many of the logistical difficulties that you’d encounter when planning your own trip, down to the details. Enjoy the boat and beautiful surroundings during your stay with us as our crew ensures you have everything you need.

  • We offer comprehensive Caribbean private charters. Unwind in the quiet, calm, and refreshing sea breeze as we travel from island to island. Our sailing holidays are all seven days and seven nights, but you can extend it to two weeks by doing back to back holiday packages.

  • Our crew is highly dedicated, knowledgeable, and passionate about providing the best possible experience for you and your guests. The team is not just a group of part-time contractors, but a cohesive team that works together to create a welcoming and relaxing atmosphere for everyone who boards one of our private yachts.


Make memories that will last a lifetime aboard one of the Med Sailing Holidays yachts, which we’ve designed to have everything you’ll need at a better value than pay-as-you-go holidays. Read the testimonials of our satisfied clients, and you will see why many visitors prefer our experiences.

About Med Sailing Holidays

We’re a privately-owned sailing holiday company that creates experiences catered to each guest. Our team has scoured the world and located the greatest sailing opportunities in places such as the Caribbean, Greek Islands, and Croatia. Join us as we take you to beautiful locations on secluded islands and get a taste of paradise on Earth. Contact us to book your private charter today. 

Private Charter

Private Charter



I went on the trip alone last year and liked it so much that I brought my best friend to the trip this year! They made it feel exclusive and private with a lot of activities options we can choose based on own interest and own pace - no rush whatsoever. Food on board was fabulous! I would highly recommend it to anyone who fancy a proper break with a five star service!



Loved our recent sailing trip from Split to Dubrovnik. Awesome skipper Joe took us to amazing places such as Vis and Brac, finishing in stunning national park of Miljet. Great food throughout the trip by our host Olivia. Both made our trip as a group special and very easy. We will be back!



An incredible week sailing in beautiful Croatia aboard Sea Princess. Everything was so well organised and we couldn't have wished for a better group and crew to share this amazing journey. It's impossible to find words to describe the beauty of Croatia and sailing is by far the best way to explore it. Can't recommend it enough and will definitely be coming back for some more. Next destination the Greek islands


The primary boats we run for our sailing holidays in Croatia are Beneteau Oceanis 48, which run full time and can be booked for a private charter.  We operate a full-time skipper and hostess on our Croatian sailing holidays and the boat can be booked on a Split to Dubrovnik one-way itinerary (or vice versa) for the ultimate 'tasting plate of Croatia' private charter.


The Oceanis 48 is an exceptional boat for a private charter in Croatia, as she has 4 x double cabins available, allowing up to 8 guests in cabins and an additional 2 in the saloon.  There are 2 master aft cabins and 2 forward cabins. The cockpit boasts the largest seating area on sailing boats in her class, giving you more room and comfort while sailing the Dalmatian coast, lounging and dining alfresco. The Oceanis 48 is spacious and a beautiful cruiser, perfect for your Croatian sailing holiday.

We operate a Lagoon 42 catamaran for our Greek Island private charter out of Lefkada in the Ionian Sea.  Our Greece sailing holidays are in the Ionian Sea for the calmest weather and for the most authentic Greek sailing holiday experience.

If you'd like a catamaran or luxury boat in Greece or Croatia, we can offer you a base-to-base itinerary (either Split to Split, or Lefkas to Lefkas) and will find the best boat available for your dates and budget.

If your group has special occasion, just as a honeymoon, birthday, anniversary or 'just because' let us know and we'll go to work to put on the best island hopping private charter in Croatia or Greece for you.




LAGOON 42 (2017)




Premier boats
Our Boats


When you book a private charter, whether that be in Croatia, Greece, Caribbean or any other location you are booking the private and exclusive usage of the yacht for you and your group. You may want a private celebration for your friends, family or just for a special getaway with your special someone.


By booking a private charter you are giving yourself more freedom, flexibility with the itinerary, port selection (within reason) and the amount of time you spend in beautiful bays relaxing or arriving in port early to make the most of the islands.


Advantages of booking a private charter is already knowing who will be on the boat, as it’d be your group and you can remove any anxiety about what the other guests will be like. You know that you’d have restful mornings and can conduct yourselves how you want in the evenings, whether that be civilized conversation over a wine, relaxing on the deck watching the shooting stars or turning the music up and having a little dance.


If you have any other special requests on your private charter, be sure to let us know in advance so we’re able to plan accordingly for any birthday surprises, meal requests or additional water toys.

  • What's covered in the price?
    If you want an all inclusive package: The price includes your boat, on board meals (breakfast & lunch), your crew, *fuel, marina fees, water, taxes, final cleaning fee and insurance. *There is a fuel allowance You just need to cover your restaurant dinner, taxis, excursions, BYO alcohol/mixes and crew gratuities. If you want to manage the expenses yourself, we can arrange that also.
  • What's not covered in the price?
    Your expenses off the boat are not covered, such as flights, hotels, alcohol, transfers, restaurant meals and generally anything off the boat, such as water taxis etc.
  • What is the fuel allowance?
    Yes, if you request an all inclusive page, there is a fuel allowance in the price. It allows €150 on a mono hull and up to €200 on a catamaran. If you go over the fuel allowance, you will need to make up the difference alternatively if you're opting to manage the expenses yourself you can pay the fuel at the end of the week (price at the pump).
  • Do I need to pay a security deposit?
    Yes, you will need to block an amount on your credit card (between €1,500-€3,000 and higher for the large catamarans) to allow for any damages to the boat or outboard that is cause by yourself or any of your guests. The amount is released from your card on 'check out' of the boat with no damages or loses.
  • Can I hire a SUP (Stand up Paddleboard)?
    Yes. Please let us know at the time of booking and we can book one for you at €150 per week.
  • Can I book a private charter without a hostess?
    Yes, you can. If you prefer this option, you will be resonsible for your provisioning, cleaning the gallery, taking out the trash and preparing your meals, just don't forget you have to feed your captain also!
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