A cabin charter offers the opportunity to reserve a cabin on a larger sized sail catamaran whilst enjoying the luxury of a crewed charter and sharing your experience with like-minded people and making friends along the way. Previous sailing experience is not required to charter by the cabin as you will be accompanied by your professional captain and chef onboard. Whilst on a cabin charter, you can expect to experience a carefully curated sailing itinerary which packs adventure and fun-filled activities, as well as enjoying a taste bud tantalizing menu which is prepared by your chef. Enquire with Caribbean Sailing Vacations now for more details.

A crewed charter offers a luxury experience on a private yacht. Including your crew; captain and chef, no previous sailing experience necessary as your professional crew will take care of all aspects of your charter. Boasting full exclusivity of a tailor-made food menu that is customised to your preferences and prepared by your chef, a personalised sailing itinerary which is designed to suit any plans that you may have and your likes and dislikes, as well as, full use of any water sports equipment onboard. Enquire with Caribbean Sailing Vacations now for more details.

A bareboat charter is simply the rental of a private yacht with initially, no crew onboard – no hired captain, chef or stewardess. Meaning guests will have full control over the yacht from all things sailing to provisioning and itineraries etc. A bareboat charter requires the charterer to have sufficient previous sailing experience and in some regions, formal certification. The charterer does have the option to add on additional extras such as members of crew to their bareboat charter. Enquire with Caribbean Sailing Vacations now for more details.

Congratulations! You have arrived to the point where you are not just sitting on a dream of sailing the ocean whilst exploring a picturesque and tropical sailing destination with friends and family, you are now on the path to making your dream a reality! We know how difficult it can be to manage the expectations of a group of friends or family so here at Caribbean Sailing Vacations, we set out to ensure that this process is as ‘plain sailing’ as possible for you and your fellow travellers.

You can start off by giving us a call or dropping us an email to provide the opportunity for us to get to know you and what you have in mind for your sailing charter vacation but fear not if you are unsure of exactly what type of charter you are looking for. We’re here to guide you through the process and explain all available sailing charter options to you, as well as advise you on the most suitable option for your group so as you can make a well informed decision based on expert advice.

Simply choose your sailing destination, dates, yacht and then book! We’re here to guide you through the entire process and we’ll be sure to provide you with an unforgettable sailing vacation that you definitely won’t forget! We hope to hear from you soon – Make your sailing dream a dream come true!

If you are looking for more of a luxurious, spacious, relaxing and comfortable charter vacation experience, then a catamaran would be the perfect yacht charter choice for you and your group. A catamaran yacht charter is the most suitable option if you are traveling with children or if a member of your fellow travellers will be embarking on their first ever sailing experience – the multi-hull structure ensures stability with an even distribution of weight which provides a more comfortable cruise across the ocean for those first-timers.

In stronger winds and higher seas, a catamaran would be better suited to those who suffer from seasickness as monohulls and motorboats can have the tendency to lean to one side or rock from side to side. You have the choice to charter a sail catamaran, combining the sail with engines onboard or you can charter a power catamaran which solely cruises with power from the engines. Why should I charter a Monohull? Are you looking for a real sailing adventure whilst on your charter vacation? If so, a monohull sailing charter might just be the right choice for you. 

A monohull can be difficult to manage if you do not have enough experience behind you. If you are embarking on a bareboat charter, either make sure you are equipped with enough previous sailing experience on a monohull or alternatively you can hire a captain for the duration of your charter. If you are looking for a crewed monohull sailing charter, previous sailing experience will not be necessary as your crew will be taking care of the sailing duties. Monohull charters are also the most cost-effective type of charter vacation for those groups who are aiming to stick within a certain budget for their vacation. Why should I charter a motoryacht? Motoryachts are powered solely by the engine with no sail onboard. Larger motoryacht charter options are managed by experienced crew who know exactly how the yacht works which allows you and your fellow travellers to sit back, relax and lap up the ultimate luxury of your charter holiday. If you want to ensure that you travel from island to island with speed and don’t want to waste any time, then a motoryacht charter vacation is the perfect option for you. You can travel greater distances quickly and easily.

Are you looking for a real sailing adventure whilst on your charter vacation? If so, a monohull sailing charter might just be the right choice for you. A monohull can be difficult to manage if you do not have enough experience behind you. If you are embarking on a bareboat charter, either make sure you are equipped with enough previous sailing experience on a monohull or alternatively you can hire a captain for the duration of your charter. If you are looking for a crewed monohull sailing charter, previous sailing experience will not be necessary as your crew will be taking care of the sailing duties. Monohull charters are also the most cost-effective type of charter vacation for those groups who are aiming to stick within a certain budget for their vacation.

Motoryachts are powered solely by the engine with no sail onboard. Larger motoryacht charter options are managed by experienced crew who know exactly how the yacht works which allows you and your fellow travellers to sit back, relax and lap up the ultimate luxury of your charter holiday. If you want to ensure that you travel from island to island with speed and don’t want to waste any time, then a motoryacht charter vacation is the perfect option for you. You can travel greater distances quickly and easily.

Are you seeking the ultimate luxury, comfort and style from your charter vacation? Mega yacht and super yacht charters provide three very important elements; total luxury, absolute privacy and complete security. The interiors are designed to ensure that you are at your most comfortable state and they are luxuriously spacious and equipped with a highly professional team on board who are ready to provide concierge and high class service to their guests. If you choose to charter a mega yacht or super yacht, you will indulge in the finest gourmet food, have access to a large variety of water sports toys onboard and the yachts boast the very latest in entertainment, safety and security technology.

Tips and gratuities usually constitute a major part of your crews working capital. The industry’s standard gratuity rate is between 15-20% of the total charter fee – although the decision is of course, up to you, and the gratuity rate will depend on the quality of service that you have received throughout your sailing charter vacation.

If you come to think of your crew as close friends, which you probably will, tiping may seem awkward at the charters end. Putting your gratuity in an envelope with a thank you note is a nice way to avoid any awkwardness and if you’ve enjoyed your crew’s efforts, this is a nice way of letting them know.

All sailing charter destinations require a passport for entry unless of course you are a US citizen traveling within the US territory.

This will depend on your cell phone provider. We suggest that you contact your provider prior tosetting off for your sailing charter vacation to arrange and activate an international calling plan that will allow you to make and receive calls in international waters whilst avoiding any roaming charges that normally would be applied. Keep in mind that if you venture too far from land, you will be venturing away from cell phone service range.

If you are embarking on a crewed yacht charter you have a few options in regards to how you approach your sailing itinerary. You have the option to take each day as it comes and ‘go with the flow’ by discussing your day to day sailing itinerary with your captain and of course if there are any spots that you would particularly like to visit whilst on charter, make sure you mention this to your captain at the beginning of your charter vacation when you embark. Alternatively, you can sit down with your crew at the beginning of your charter on day one to create and discuss your entire itinerary before you set sail.
Besure to utilise your captains knowledge of the local area and suggested hot spots to visit! If you are embarking on a bareboat sailing charter, we can provide you with a number of suggested sailing itineraries for your chosen charter destination before you set sail. You can either stick to one of the suggested sailing itineraries that we provide, or you can use this as a basis to customise and create your own itinerary for your sailing charter vacation.

Yes! If you are embarking on a crewed yacht charter vacation, we will provide you and your group with a preference sheet to complete prior to your charter start date. Your preference sheet provides you with an opportunity to let your crew know about any special dietary requirements that you have and you can also request anything in particular that you would like to have onboard for your charter so as your crew can prepare accordingly.

Be sure to provide your crew with as much information as possible when completing your provisioning sheet. If you are embarking on a bareboat charter vacation, you can pre-order your charter provisions online up to two weeks before your charter commences in most charter destinations. Most provisioning houses offer a delivery service to the marina that you will embark from and will deliver to your yacht on your charter start date. A selection of provisioning houses provide a free delivery service to the marina and others charge a small delivery fee.

Yes. Once you have defined the yacht that you would like to charter on and chosen your dates for charter, we will send you a charter contract which will be signed by both the client and the boat owner to confirm your charter reservation.

For more information regarding the Caribbean sailing destinations, please refer to the information provided on our homepage. If you have something else in mind and would like to explore further sailing destinations, please give us a call and we will be happy to talk through other destinations that would suit your group.

We are more than happy to recommend, advise and help you research your flight options for your charter holiday, however, you will need to confirm the booking of your flights.

No. Children of all ages, heights and sizes are welcome onboard a charter yacht.

We provide snorkelling equipment onboard for the duration of your charter.

If you are embarking on a crewed yacht charter, you will also have access to a further selection water-sports equipment – please check with us and we will provide you with a full list of water-sports equipment available on your yacht.

If you are embarking on a bareboat charter vacation, please ask us for further information regarding water-sports rental options.

Usually 12pm if your chartering in the Caribbean. However this could differ depending on whether you have arranged a sleepaboard or if you are chartering in the Mediterranean – please double check with us to confirm.

No. The minimum charter duration is usually 5 days and there is no maximum amount of days that you can book your yacht for. In the Mediterranean, your charter will usually start and finish on a Saturday, however, chartering in the Caribbean is a little more flexible and there are generally no set days to start and finish your sailing charter.

As many as you wish! The maximum capacity for a charter yacht is generally 12 passengers. For those groups that are larger than 12 we recommend chartering more than one yacht to accommodate your group.

The APA stands for an advanced provisioning allowance which usually ranges between 20-25% for sailing yachts and 30-35% for motor yacht charters. Generally, this percentage will be added on to the base charter fee. Your APA will be given to your crew before your charter starts and essentially creates a bank account for your captain to take care of expenses on your behalf so you can completely relax whilst on charter. APA charter expenses include: fuel, food and drinks provisioning and port fees. You can check the expenditure during any point of your charter. The captain is obligated to keep a record of accounts for the duration of your charter by providing a full expenses breakdown at the end of your charter with tickets and receipts and any funds which are not used, will be reimbursed.

If you would like to charter a yacht but do not have any previous sailing experience, you have the option to charter a bareboat yacht and add a captain to your charter. This is a great introduction to sailing and you also have the added advantage of making use of your captains knowledge of the local area and all of the hotspots to visit.

Captains are independently allocated and are not tied to one boat in particular. Captains provide great great knowledge of the local area, culture and can usually recommend local restaurants, bars and great locations to visit.

Yes. The captain will always sleep onboard. It is important to accommodate your captain, if you require one, when considering the sleeping arrangements on your charter yacht. Sail catamarans usually provide one or two single cabins where the captain and/or hostess will sleep for the duration of your charter.

Yes. When provisioning your boat with food and drinks for your charter, please consider your captain/hostess. These are the only expenses that you will cover for your captain/hostess for the duration of your charter.

British Virgin Islands

The sailing season in the British Virgin Islands lasts from November to June. With high season between December and March. During the months of late-November to early December and April/May are ideal times to sail for those who wish to avoid the crowded bays and marinas.

Windward Islands

The Windward islands (Martinique to Grenada) are blessed with perfect sailing conditions all year round and less susceptible to storms between June and November which makes for a great alternative sailing destination if you wish to charter during these months.

Mediterannean (Croatia, Greece, Turkey, Italy, Spain)

The sailing season in the Mediterannean begins in April and runs through to mid-November. With high season between June and August. The months of May and September are ideal times to sail for those that wish to avoid the crowds and still enjoy great weather conditions. Sailing charter prices vary depending on your charter dates with charter rates increasing during high season months.

The minimum charter length for a crewed charter vacation is 5 days and the minimum charter duration for a bareboat charter is usually between 3-5 days. All with an exception to New Years Eve, spring break etc where you can charter for 7 days or more.

Some charter options will accept sleepaboard requests. Please check with us to confirm whether your chosen charter option will permit a sleepaboard.

Bareboat charters: If you are booking a bareboat charter, we will send you a full cost breakdown including any mandatory or non mandatory extras for your booking including cruising tax, National park permit, VISAR, fuel and security deposit as well as any additional extras that you have chosen to include with your charter such as a captain, water toys etc. Please note, gratuity and food/drinks for your captain/hostess will not be included in your charter fee.


Crewed charters: As per bareboat bookings, we will send you a full cost breakdown of your charter costs so you can rest assured that there are no hidden surprises along the way. All inclusive charters: the services of your charter crew, meals, standard ships bar, fuel and all expenses related to running the vessel and use of any water toys onboard are all included in the price of your charter. Your crew’s gratuity is not included in your charter costs.

Yes! If you are happy to take care of the preparation of your meals yourselves, you certainly can hire a captain only for the duration of your charter vacation.

Yes! You have the option to hire a check-out captain for the first few days of your charter. Your check-out captain will join you onboard and run through any exercises with you that you feel you need to brush-up on and ensure that you feel comfortable and competent to sail away on your own and enjoy the rest of your charter holiday.

Certainly! We will be more than happy to recommend a sailing itinerary for your charter and we’ll be sure to include all of the hotspots and places not to miss!

The currency in the British Virgin Islands is US dollars. You will find that most bars, restaurants and supermarkets accept Visa and Mastercard. However, American Express is not currently widely accepted on the island. We recommend that you always carry some cash with you for those smaller bars and restaurants should they not accept any card payments.