Bareboat Charter Guide: How to Charter a Sailboat on a Sailing Vacation

Perhaps you are a little intimidated by the process? Don’t worry, here are all the facts.

First off, you need to know that there is nothing more fun than a sailing vacation.  And, if you can think of something more fun, then you can probably do it on a sailing vacation. LOL.

Second off, it is relatively easy to do but you need to be a competent sailor and there are some things you need to know.

What is a Charter? And What is “Bareboat”?

A charter is just a fancy word for rent.  So when you charter, you’re renting a boat. Typically, chartering refers to renting the boat for a longer period of time such as a week or more. (Although the term “day charter” is also valid and means renting a boat for a day).

Bareboat is a strange word, but it means you captain the boat yourself. OR you can bareboat charter AND hire a professional captain if you are unsure of your abilities to safely captain yourself. A “Crewed” charter is a bit more of a luxury upgrade – you will have a professional captain plus chef and possibly other staff depending on the size of the vessel and the experience.

So going on a bareboat charter essentially means going to a sailing destination like the Caribbean, Mediterranean or the Pacific and renting a 35-foot to 55-foot sailboat for about a week or two. You can sail it with you as the captain (Bareboat) or you can hire a captain (and/or a cook). Often times hiring a captain is a good way to go even if you are experienced because the captain is a local and knows all the cool places to go. A cook is also a great idea to relieve yourself of cooking; plus, they are experienced at whipping up some culinary delights in a cramped galley (kitchen).

What comes with the Boat?

Pretty much everything you need comes with the boat – it is not “bare”.  That’s why above we said it was a strange word. You will be supplied with:

  • a dinghy,
  • a dinghy engine (except some places in the Mediterranean; you should double check that – sometimes there is a $100 extra fee),
  • fuel for the dinghy motor
  • towels, sheets, and pillows
  • sails (haa haa)
  • diesel
  • propane gas for the galley
  • cooler – usually
  • a couple of starter bags of ice (except the Med)
  •  a bottle of rum (Caribbean) – if you are lucky
  • topped up tanks of water (semi-drinkable at a pinch – best to provision for drinking water)
  • charts (maps)

The boat comes with a refrigerator and freezer, toilets, showers, hand basins, and cushions to sit on. Essentially everything except food and sundries.

Boat Age

This depends on your budget.

  • Newer boats that are less than 3 years old are really really nice (but are more expensive)
  • 5 years old start to show their age a bit
  • 8-10 are sometimes getting a bit ratty
  • 12 years old or more is really hit or miss depending on the charter company

Some charter companies really look after their boats and some don’t; you have to rely on their social reputation if you’re going after one older than say about 7 years.


Provisioning means buying all your groceries for the trip. Some yacht charter companies will provide this service for you (at a premium). Many times marina grocery stores have a website and are set up to deliver the groceries to your boat on the day of your arrival. in the BVI is a good example.

Here is a great article we wrote on provisioning.

Why Charter?

Even if you own a boat, chartering a boat is the ideal way to see other beautiful parts of our planet. The cost of about $5k on the outset might seem expensive. But that is your walk away cost. Once you are done – you’re done with cost. Everyone that owns a boat knows that the purchase price is just the start of the costs of a boat. With chartering, you wipe your hands clean when you step off the dock on to terra firma.

With Chartering, this year you can go to the Caribbean, and next year you can go to the Mediterranean, then the Pacific the following year. You’re not tied to a place.

With Chartering, your sleeping quarters and entertainment costs are inherently included and many times you eat on board so you’re not paying restaurant prices for food.

When you add it all up, it is a relatively inexpensive vacation. ESPECIALLY if you grab a bunch of friends and all split the cost. In that case, you can get it down to about $100 per day per person.

Qualifications to Bareboat Charter

Without a doubt, you will always be asked to give the yacht charter company your sailing resume. This will contain documentation of your past sailing experience, any sailing instructor on-the-water assessments, and any theory courses you have taken. For the Caribbean,  you don’t need a formal license to bareboat charter (captain your own boat). Don’t believe any sailing associations who say you must have one. What you do need, however, is a good sailing resume. Clear your resume with the yacht charter company at the time of making your booking; NOT when you arrive at the base.

For the Mediterranean, you will need a sailing license AND an acceptable resume. In general, Mediterranean countries accept your home country license as long as it is a government approved license. The NauticEd SLC™ is an acceptable sailing license.

For the resume, a good rule of thumb to go by is that yacht charter companies will require about 50 days of sailing experience, 25 of which as master of the vessel and some of that experience should be on a vessel within 10 feet of your regular experience. You should also have some formal sailing theory knowledge displayed on your resume. Again, the NauticEd SLC will take care of that.

Responsibility-wise, formal sailing theory knowledge is essential.  You should know these (and more):

  • All the rules of giveway for all situations for all vessels you might encounter
  • Colors and shapes of navigation marks including Cardinal marks
  • The IALA-A and IALA-B Lateral Mark system
  • Coastal Navigation
  • Electronic Navigation
  • Anchoring and Mooring techniques
  • Sail trim and reefing
  • Crew overboard retrieval
  • Maneuvering a large boat under power in tight marinas
  • Boat systems, including electricity system and water/wastewater systems
  • Storm management
  • Weather forecasting

NauticEd has an extensive Bareboat Charter Master bundle of courses for $175 that covers all this and more.

Additionally, NauticEd has a FREE electronic resume and logbook system that helps sailors build an acceptable resume for yacht charter companies. It produces a real-time window into the student’s competence which helps a yacht charter company make a decision whether or not to rent you their 1/2 million dollar yacht and/or whether you will need a captain on board the whole time or for at least a checkout ride.

Why use NauticEd as your Agent?

This is important.  When you use NauticEd as your charter agent, there is NO additional cost to you.  For full disclosure, the charter company does give us a small “finders fee” on the back end at their cost. Why do they do this? Because it releases them from a lot of administrative burdens which we do instead. We use this money to help fund NauticEd become the most advanced sailing education company on the planet. In this manner, you are helping create better sailors worldwide.  So thanks for that!

The benefits to you are many (learn more Yacht Chartering Guide):

(1) Price and boat: We spent considerable time searching all the available companies and databases for boats to meet your budget and boat needs. Because of this, we can usually save you money on your charter. But we do ask that if you find a better price – then you come back to us. We’d like the opportunity to talk to the charter company and find out why and rectify the difference.
(2) Destinations that suit you:  We can also advise on best destinations and also on ones that you might not think about. Some destinations are not conducive seasonally or to your experience. How to get there: additional flights needed and travel time from the airport to base.
(4) Licensing: We know the licensing requirements and work to get you qualified. The last thing you want is to show up and be told by the base that you don’t have the correct license.
(5) Provisioning Advice: Provisioning is dependent on location and since we’ve been there, we can tell you how to best plan.
(6) Itineraries: Chances are we’ve been there and so we can give you the inside scoop on the best places to visit while there and which ones to miss.
(7) We Know the Charter Company Reputation: We know which companies really take care of their boats, who has friendly staff, who charge hidden fees at the base, past client’s ratings, and more.
(8) Unbiased advice.
(9) Representation: We represent YOU and your interests, not the charter company’s.
(10) First time Chartering? We have the patience, time and process to ease any trepidation.

All these add up to benefiting your vacation experience overall. Simply said, we are the experts at this and coordinate all the details on your behalf.

Available Destinations

There are so many to list. Each of the countries below have multiple ports of sail (locations). You could literally take a sailing vacation every year for 100 years and not go to the same place ever. A favorite starter location is the British Virgin Islands where the sailing is easy, the water is warm, there are few hazards, the navigation is mostly by sight, and there is a great selection of yacht charter companies to choose from.

Some of the more well-known destinations include:

The Pacific

  • Australia
  • New Caledonia
  • Tahiti
  • Tonga
  • New Zealand


  • Thailand
  • Malasia

Indian Ocean

  • Seychelles

Chart Briefing

You don’t need to be intimidated by going to an unknown location. The charter company base there will give you a very good chart briefing before you go and tell you about lots of cool places and sometimes even their favorite restaurants.

NauticEd has developed a very good chart briefing for the British Virgin Islands.

If you are a bit rusty on Navigation by Charts or Electronic Navigation, built into the Bareboat Charter Master bundle of courses is a comprehensive Coastal Navigation course and an Electronic Navigation course.


Damage Insurance

Some companies carry insurance so that your max out of pocket is about $1000 or so. But some companies have a much higher deductible that can be as much as $5000. You can buy down this deductible to $1k or so by paying an extra $50 or so per day. It is a good idea to know this prior to chartering and making the reservation. When we quote our charter prices to clients we always display the buy down extra insurance cost. While 99.9% of the time there is no accident – it is still possible and paying a few extra hundred while on vacation for the piece of mind is just a good idea.

It is a good idea to discuss with your friends the “what if” scenario? It is a big burden on the Captain (you) if there was an unforeseen accident. Are you going to pay the $5000 deductible or are you going to surprise your friends? It is better to buy down the insurance and have everyone agree to split the lower deductible cost.

Travel Insurance

Some charter companies offer travel insurance. This is in case you have a last minute medical condition that forces you to abandon your charter. Your call on this, it usually costs about $250. Some credit card companies offer travel insurance but they have $ limits and lots of rules and sometimes months of payback time. Best you check out the rules before assuming your travel (especially the entire cost of the charter boat) is covered.

Catamaran vs monohull

As Captain, you are pretty excited to sail a nice big boat and feel her heel over, but if you want to do this again you’d better make sure your crew does not get sea sick.

Catamarans are fantastic for a sailing vacation and will help in reducing seasickness. The galley area is at the same level as the cockpit and so while under sail it is easy for crew members to go in and out of the galley without getting seasick. The boat does not heel over and this also reduces the likelihood of the crew getting seasick.

Catamarans are more expensive but you can also put more people on them to reduce the per person expense. True, Catamarans don’t point as high into the wind as monohull but it is only a few degrees off and besides, you’re on vacation.

Some people are intimidated by the size of a catamaran but as long as you are an experienced sailor, you should not have too much problem. NauticEd provides a great Catamaran Conversion Course to help understand the differences. Catamarans are actually more maneuverable under power than a monohull because of the two engines; one in each hull.

Don’t too quickly discount a Catamaran. You and your crew will have a lot of fun.

Captained vs bareboat

This is you hiring a captain (usually about $200 per day) or you doing the skippering yourself. If this is your first time ever, don’t be embarrassed that you hired a captain. You’ll actually have a better time, you’ll probably go to all the secret hideaway spots that only the locals know about, you’ll be able to helm the boat whenever you want and you will pick up a lot of extra sailing tips from a professional.

You will need to charter a boat with a separate cabin for the captain. They will not sleep on the main salon couch.


A kayak and or SUP (standup paddle board) is almost a must.

Length of Time

Many times you can book for the number of days you want with a minimum of 6. In the Mediterranean, you have to book in multiples of 1 week starting on Saturdays. Most other places you can start and finish when you want.

Hired Chef – Hostess

Sure, a luxury but the benefits are – a true vacation. If you are going to the Mediterranean, many evenings you will be dining in the local villages and soaking up the culture – however a hostess can still provide: coffee upon waking, snacks through out the day, delicious lunches, and the occasional dinner on board should decide to anchor under the stars.

General price range?

Week prices vary with location and size of boat and age of boat and season and … but here is a general idea for mid season costs (multiply by 1.5 or so for high season).

  • Monohull 37 feet (good for 4 crew) about $2500
  • Monohull 40 feet (good for 6 crew) about $3500
  • Monohull 45 feet (good for 8 crew) about $4500
  • Catamaran 38 feet (good for 6 – 8 crew) about $500
  • Catamaran 40 feet (good for 8 crew) about $6500
  • Catamaran 45 feet (good for 6 – 8 crew) about $7500

When should you book?

See this blog article – we created a really good infographic on when to book based on season and location.

What to take

On time on the way to charter a boat in the BVI, the airlines lost one of the crew members luggage. At the store at the marina he bought a new pair of swimming togs, a tooth brush and a couple of teeshirts. Since he was only staying with us for 4 days that sufficed him for the time.

Essentially, you need bring nothing. Here are a few items to think about bringing from home:

  • Little 12v dc to 110/220v AC inverter with USB outlets if you want to charge iPod, cell phone, camera battery etc that need 110/220 volts. (Some boats do have inverters or generators but do you really want the noise of a generator just to charge a cell phone?)
  • A 12-volt splitter and 12v USB plugs. This allows multiple 12-volt plugs to allow multiple devices to be charging at one time. Very important if you’re taking more than a few people on the trip. Everyone thinks their cell phone/iPod is more important than everyone else’s. You’re a hero when you pull one of these devices out of the bag.
  • European to American style plug adapter. (Many charter boats are made in Europe and thus have round style ac plugs. Check this but most of your chargers these days take 230 or 110 volts input so you’ll just need an adapter and not necessarily a transformer)
  • iPod and 3.5 mm to 3.5 mm audio jack cable
  • Tablet loaded with Navionics chart for your location. Many charter boats have a GPS. Some don’t and some will be broken when you arrive or will break sometime during the trip
  • Cruising Guide and Anchorage Guide (not really necessary because the charter company will provide)
  • A local area travel guide like Frommers etc.
  • Many times the charter co. will provide masks, snorkels and fins. However, if you bring your own you’re guaranteed to have a good set.
  • Digital camera with extra memory sticks.
  • Cheap little hand towels. The charter co. will give each person two towels for the whole week. So these little towels can serve as face and hand towels and then finally as floor wiping towels.
  • Book of knots and a short piece of line – for the entertainment of the crew.
  • Deck of cards.
  • Other Fun stuff – we really have fun on our charters and we get into the mood. One time we took a Grinch suit.

Who to Take

Being on a boat for a week is a personality magnifier. Choose your crew mates carefully.

  • Grumpy people get grumpier
  • Drama people create maximum drama
  • Drunks get drunker
  • Happy people create more happiness


We hope you enjoyed these chartering 101 tips. If this is your first time chartering, even if you’re accomplished sailor you can hire a captain with no shame and actually have a better time. But you don’t need to – it is relatively easy to do it yourself. You should just be an experienced sailor and know what you are doing in and around a boat and the ocean.

Consider the Bareboat Charter Master bundle of courses and consider gaining the NauticEd SLC License. With the SLC, you’ll not have any issues qualifying.

Experience wise, a good gauge is to have about 50 days of sailing experience; 25 of which as master of the vessel and some good skippering experience on a boat within 10 feet of what you are chartering. Anything less and the charter company will (should) turn you down as a competent skipper.

Good luck out there and have a ball.


NauticEd can find the best boats and the best prices across all the companies

NauticEd is an agent for all the yacht charter companies worldwide. We can find you the best prices and best boats. Chances are that we have been to that location so talk to us about which place is more fun and what not to miss when you are there. We don’t charge you a fee.

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My vision for NauticEd is to provide the highest quality sailing and boating education available - and deliver competence wherever sailors live and go.
Grant Headifen
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Last updated on October 16th, 2023