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Skippered Yacht Charters & Sailing Vacations

Want to sit back, relax and unwind as you set sail around turquoise waters? With a Skippered yacht charter, you can focus on admiring the breathtaking views while your experienced Skipper navigates the open waters.

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Are you new to sailing, and unsure on where to start when it comes to planning a sailing vacation? We have made it easy for you with our two skippered charter options.

Skippered Packages

Who is a skipper?

A skipper is a fully qualified and professional captain. They will have hundreds of hours of experience in sailing many different types and sizes of yachts. 

They are often local to your chosen destination and come with a wealth of knowledge to make your skippered sailing vacation truly special both off and on the water. 

What is a skippered charter?

Considering a skippered yacht charter? A professional skipper manages the sailing, and provides experts tips and advice on must-see stops, allowing you to enjoy a stress-free vacation.

On a skippered yacht charter, your skipper will stay on board the yacht, and assumes responsibility for the safety, operation and navigation of the yacht.

Your skipper provides added security and comfort for new sailors or beginners. Experienced sailors may also hire a skipper to take advantage of the local knowledge or to allow them to relax knowing everything is taken care of.

If you want to experience the thrill of navigating the open waters of the Mediterranean, Caribbean or beyond, you can book a bareboat skippered charter and hire a skipper for only part of your journey.

Benefits of Skippered Sailing Vacations

Bareboat, crewed and skippered charters each have their own unique benefits, depending on who you are and what you look for in a vacation. 

If you value relaxation and insider knowledge, a skippered charter might just be your perfect match.

Some of the benefits of booking a skippered yacht charter include:

The best part? You can hire a skipper on one of our Sailing yachts or Power yachts. Find out more about Sailing VS Power catamarans.

Who Should Book a Skippered Yacht Charter?

Whether you’re a sailing novice eager to learn or simply wish to unwind fully, skippered charters provide an exceptional way to experience stunning destinations without any stress.

Choose between our ‘Skippered Charter Package’ or  ‘Bareboat Skippered Charter’

Our Skippered Charter Package is currently available in the British Virgin Islands only, and includes the skipper, skipper provisioning and Wi-Fi.

Bareboat Skippered Charters offer more flexibility and are available in all our stunning destinations on any yacht in our fleet. This is also available in the destinations where we offer our skippered charter packages.

Differences and inclusions of a Skippered Charter Package and a Bareboat Skippered Charter are set out below .

Skippered Charters FAQ’s | Contact Us

Skippered Charter Package – Exclusively in BVI

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Bareboat Skippered Charter – Worldwide

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*You can pre-pay this whilst booking online, or a Vacation Planner can add provisioning if you are booking over the phone. If you choose not to do this, you will need to provide your crew with food and drink throughout your charter.

Interested in the Skippered Charter Package? 

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To build a quote online, please click on the link below.

Interested in a Bareboat Skippered Charter?

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Choose from over 20 destinations to charter your own yacht.

Meet some of our skippers

What makes our skippered yacht charters so idyllic is, of course, our fantastic skippers. With impeccable local knowledge, years of sailing experience and friendly personalities, our skippers make the perfect companions.

Let us introduce you to some of our experienced skippers who are ready and waiting to help you explore the open waters.

What our Customers Think About our Skippered Yacht Charters

When you book a skippered yacht charter with The Moorings, you’ll have the opportunity to explore the open waters like never before. With your dedicated skipper sharing local knowledge and expertise, you can enjoy a bespoke, one-of-a-kind sailing vacation, no matter where you set sail.

Don’t just take our word for it, find out more about what our customers have to say about our skippered charters:

Sailing The British Virgin Islands

What Guests are Saying

Z8743VPronaldk Agana

We had an awesome week! Our Captain (Maryanna) was exceptional – she had the complete week planned to the last detail. Each stop we made on the trip was great – each offering a special experience of Croatia. We would recommend the trip to anyone interested in a relaxing, effortless week, that will leave you with memories that you will cherish.

deborahmE8529OE Agana

Best trip ever! Very knowledgeable Captain who was fun too. The chef was great and her food was fabulous! Took us to some places we would never have known about through the guide books.

glenncJ1513QE BVI

The boat was fantastic!!!!
It was clean and spacious; it is very well designed to maximize space.
The staff was fantastic, both when checking in and checking out. They answered all of our questions and made sure we had everything we needed.

It was a vacation we will always remember. Hope to do it again real soon!!!!!!

MomT04 BVI

Our crew – Richard aka Captain YumYum and Shelley aka Chief Birdie were outstanding. The food and drinks were wonderful! Each morning with their help we set our itinerary and it was great. Changes always allowed and encouraged. I would ask for them again. Of course the BVI is beautiful

LauraG61 BVI

This was truly one of the best vacations we have ever had! It was our first experience with the Moorings and we took a one-week crewed charter with our two adult children to the BVIs during Christmas week 2023. Our skipper and chef, Luca and Georgia, were amazing! Everything was top-notch: the itinerary, our activities, the food and beverages, the catamaran. We are foodies, and the quality and creativeness of the food exceeded our expectations. The service was excellent, the team was fun and professional, and the boat was immaculate. There were so many fun water activities and things to do on shore. The BVIs are beautiful and the water is so clear. We snorkeled most days, and Luca and Georgia took us to some amazing spots. They always took the extra step to ensure we were enjoying ourselves and we became fast friends with them. We will definitely be taking another crewed charter with the Moorings!

UPDATE: We went again to the BVIs in March 2025 and this time we had Calvin and Katie. Amazing trip! They were fantastic and made our trip so enjoyable. The food was excellent, and Calvin and Katie did a super job to ensure we had a memorable, special trip. Highly recommend this crew team! What’s so cool is that we’ve maintained contact with both teams from our two trips.

Skippered Charter FAQs

How does a skippered charter work?

You choose the pace you want to set and your own itinerary with the help of the skipper’s sailing expertise and knowledge of the cruising grounds. You can get as involved as you would like with the sailing or if you would rather relax and take in the stunning surroundings – it’s completely up to you.

All you need to do is provide your skipper with their own cabin and ensure there are food and drink provisions on board for both you and your skipper. You can choose to invite your skipper to join you at mealtimes or enjoy quality time with your friends and family on board. In some locations you can also pre-pay for the skippers provisioning.

What are the skippers responsible for?

Navigation – Your skipper can take you almost anywhere within your cruising ground, weather permitting . In addition to navigating the yacht, your skipper will handle all related duties including charting your course, monitoring weather conditions, and ensuring the safety of all guests during the voyage.  

Dinghy Transport – On occasions when your yacht’s dinghy is needed to travel ashore, your skipper can operate this small vessel to ensure a safe journey to land. 

Safety & Maintenance – Skippers are responsible for always maintaining a safe and orderly deck. This means keeping the lines tidy and out of harm’s way and stowing gear that isn’t in use. Your skipper will also refill gas and water tanks, but guests are responsible for paying any fees required for these.  

Providing a safety briefing to all customers – this is in addition to the health and safety videos that must be watched in advance of your charter. 

Briefing  – Briefing of the boat’s systems including, gas, toilets, water, and safety equipment.

What is your skipper not responsible for?

Cooking for the charter group  

Cleaning for the charter group – skippers will of course tidy up after themselves if they have used the kitchen and will dispose of their litter.  

Emptying bins

Childcare

Organizing land and water-based excursions including diving and taxis  

How much does a skippered yacht charter cost?

The cost of your skippered yacht charter will depend on a number of factors, including:

  • Whether you’re booking our Skippered Charter Package in the BVI or a bareboat skippered charter elsewhere.
  • Your chosen sailing destination
  • The duration of your skippered yacht vacation
  • How many people you’re setting sail with
  • How many days you want to hire a skipper for
  • The type, model and size of the yacht
  • Whether you want to add any charter extras

Once you have chosen which destination you want to explore, you can head to the ‘build a quote’ tab for your specific base and work out a more accurate cost.

Gratuity and industry expectations?

For a skippered charter package, a gratuity is expected, per week. The amount is at your discretion and is appreciated. For excellent service please feel free to tip a percentage of the total charter cost.

For a bareboat skippered charter, a gratuity of 15-20% of the skipper fee is appreciated for excellent service. However, some customers feel it appropriate to tip at a percentage of the overall charter price for outstanding service. 

This is entirely at your discretion.

Your ideal destination doesn’t offer the skippered charter package, or it is unavailable?

Not to worry, you can still enjoy a skippered charter with us. You can hire a skipper through adding this on to your bareboat charter. Although you won’t receive the inclusions of the skippered charter package, you can add these on to your booking too.  

What if I only want a skipper for the day?

Bareboat skippered charters are fully flexible and enable you to add a skipper for the duration of your choosing depending on your needs. You can hire them for the day or for the duration of your charter, speak to your vacation planner to ensure you have the support you need.

Please note: If you are booking the skippered charter package, the skipper will be with you for the whole of your charter. Hiring a skipper for a shorter duration may not be possible in all destinations, please confirm this with your vacation planner.

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