Why a Sailing Charter Is the Best Family Vacation You Have Not Taken Yet
A sailing charter with children might sound ambitious, even daunting. The reality is that family charters consistently rank among the most rewarding vacations parents can plan. Children on boats disconnect from screens, engage with nature, learn practical skills, and spend uninterrupted time with family in a way that resort holidays rarely achieve. The confines of a yacht, far from feeling restrictive, create a focused environment where families reconnect.
That said, sailing with kids requires different planning than an adults-only charter. The right boat, the right destination, appropriate safety measures, and a realistic daily rhythm make the difference between a trip your children talk about for years and one that leaves everyone exhausted.
Choosing the Right Boat for Families
Catamarans: The Family-Friendly Default
For families with children, a catamaran is almost always the better choice over a monohull. The reasons are practical:
- Stability. Catamarans sit flat on the water, with minimal heeling under sail. Children can move around the boat freely without clinging to handholds. Younger kids can nap in their cabins while underway without rolling out of their bunks.
- Space. A 42-foot catamaran offers roughly twice the living space of a 42-foot monohull. The wide cockpit, spacious salon, and two separate hulls give families room to spread out. Parents can relax in the cockpit while kids play in the forward netting area or the salon.
- Access to the water. The low freeboard and wide swim platforms on catamarans make it easy for children to get in and out of the water. Most catamarans have boarding ladders at the stern that even young swimmers can manage independently.
- Separate cabins. Four-cabin catamarans allow parents and children to have their own sleeping spaces, which matters enormously for family harmony on a week-long charter.
Size Considerations
For a family of four (two adults, two children), a 38- to 42-foot catamaran provides comfortable space. If you are sailing with extended family or another family, move up to 45 to 50 feet. The additional cost is modest relative to the significant improvement in livability.
Skippered vs. Bareboat
If both parents are experienced sailors, bareboat chartering gives maximum flexibility. But if sailing experience is limited, or if you want both parents free to focus on the children, hiring a skipper is money well spent. A professional skipper handles all the sailing decisions, knows the best anchorages, and can teach older children the basics of helming and sail trim. Expect to pay EUR 150 to 250 per day for a skipper, plus their meals.
Safety Essentials for Kids Aboard
Life Jackets
Every child aboard must have a properly fitted life jacket available at all times and must wear it whenever they are on deck while underway. Charter companies provide adult life jackets, but children's sizes are not always available or may not fit properly. For children under 30 kilograms, bring your own automatic inflatable or foam life jacket that you know fits correctly.
For toddlers and non-swimmers, a crotch strap is essential to prevent the jacket riding up over the child's head in the water. Test the jacket in a swimming pool before the trip so your child is familiar with wearing it.
Jacklines and Harnesses
For passages in open water or rough conditions, children should be clipped to the boat with a harness and tether attached to jacklines. This is standard offshore safety practice, and it applies to children even in moderate conditions. A child overboard situation is every parent's worst nightmare and one of the most difficult emergencies to manage on a sailing yacht.
Netting
Most charter catamarans have netting around the forward trampolines, but check the condition at check-in. If the netting has gaps or is sagging, request replacement before departure. For boats with open lifelines (wire rails around the deck), consider bringing extra netting material or asking the charter company to install temporary netting at the appropriate height for your children.
Sun Protection
Children's skin burns faster than adults', and the reflected UV off the water intensifies exposure. Establish a non-negotiable sun protection routine: reef-safe sunscreen applied every 2 hours, UV-protective rash guards and hats worn whenever on deck, and a shaded area in the cockpit using a bimini or additional shade cloth.
The Safety Briefing
Before departure, conduct a family safety briefing appropriate to your children's ages. Cover these essentials:
- Where life jackets are stored and how to put them on
- The rule about always wearing a life jacket on deck while sailing
- What to do if they fall in the water (float on your back, shout, do not try to swim to the boat)
- Which areas of the boat are off-limits while sailing
- The importance of one hand for themselves and one hand for the boat when moving around
Keeping Kids Engaged: Activities Aboard and Ashore
On the Boat
Helming. Children as young as 6 can steer a catamaran in calm conditions with supervision. The sense of responsibility and accomplishment is enormous. Let them take the helm in sheltered waters and watch their confidence grow.
Knot tying. Teach bowlines, cleat hitches, and figure-eights. Make it a game with rewards for mastering each knot. These are practical skills they will use throughout the charter and remember long after.
Fishing. Trailing a hand line while sailing is endlessly exciting for kids. Even if you catch nothing, the anticipation keeps them engaged for hours. If you do catch something, cleaning and cooking the fish together turns a sailing day into a genuine adventure.
Navigation. Older children can help with chart reading, identifying landmarks, taking bearings, and calculating distances. Give them a paper chart and let them track the day's route with a pencil.
Snorkeling. This is the single best activity for family charters. Most children take to snorkeling quickly, and the underwater world of a tropical anchorage provides entertainment that no screen can match. Start in shallow, calm water and build confidence gradually.
On Shore
- Beach exploration. Beachcombing, rock pools, shell collecting, and building sand structures never get old for younger children.
- Hiking. Many charter destinations offer short hikes with rewarding views. Research family-friendly trails at your planned stops.
- Wildlife encounters. Swimming with turtles in the BVI, feeding stingrays at Compass Cay in the Bahamas, or watching iguanas on the shore keeps children mesmerized.
- Local culture. Visit a local market, try regional foods, and let children interact with local kids when the opportunity arises.
Best Destinations for Family Charters
British Virgin Islands
The BVI is the premier family charter destination worldwide. Short sailing distances (rarely more than 10 nautical miles between stops), sheltered waters, well-established anchorages, and a wealth of snorkeling sites make it ideal for families with children of any age. The Baths at Virgin Gorda provide a natural playground of massive granite boulders and tidal pools. White Bay on Jost Van Dyke offers a perfect beach day.
Bahamas Exumas
The Exumas offer a wilder, more adventurous family experience. The swimming pigs at Big Major Cay are a guaranteed highlight for children. The nurse sharks at Compass Cay can be safely fed by hand. The water clarity often 25 meters or more makes snorkeling accessible even for young or nervous swimmers because they can see everything clearly from the surface.
Greece
The Ionian Islands (Lefkada, Kefalonia, Ithaca, Zakynthos) provide calm waters, short passages, and a welcoming culture for families. Greek tavernas are inherently family-friendly, and the pace of island life suits children well. The water is slightly cooler than the Caribbean but still comfortable from June through September.
Daily Rhythm: What a Family Charter Day Looks Like
A realistic daily schedule for a family charter might look like this:
Morning: Leisurely breakfast at anchor. Kids swim off the boat while parents drink coffee. Prepare a cold lunch and stow it in the cooler.
Late morning: Weigh anchor and sail to the next destination. Older kids help with sail handling. Younger kids play in the cockpit or salon.
Early afternoon: Arrive at the new anchorage. Lunch in the cockpit. Afternoon snorkeling, dinghy exploration, or beach time.
Late afternoon: Return to the boat. Showers, reading, quiet time. Kids are often exhausted by this point, which is exactly what you want.
Evening: Dinner aboard or ashore. Stargazing from the cockpit before bed.
The key insight for family sailing is to resist the urge to sail long distances or visit every possible stop. Children do not need variety -- they need time. Give them an afternoon at a single anchorage with a snorkel and a dinghy, and they will be happier than if you sailed to three different islands in a day.
The Lasting Impact
Children who sail remember it differently from other vacations. They remember steering the boat through a narrow channel, catching their first fish, seeing a sea turtle up close, and falling asleep to the sound of water lapping against the hull. These are not manufactured experiences -- they are real, physical, earned moments that build confidence and independence. A family sailing charter is not just a holiday. For many families, it becomes a tradition.
Ready to sail British Virgin Islands?
Compare live charter availability and pricing.
This article may contain affiliate links to charter partners. RiteSail may earn a commission if you book through them, at no extra cost to you. See our affiliate disclosure for details.