For those with a spirit of adventure, a love of the sea and a desire to drift off the beaten track, chartering a skippered private yacht can’t be beaten. These sailings are incredibly private and secluded – perfect for the world today – and they’re more affordable than you might think. By day, find secluded bays and beaches only accessible from the sea, take a leap into the shimmering Mediterranean or just get lost in the latest bestseller on the sun-kissed deck. Then, as the sun sets, moor up in a waterfront village and find a charming local taverna, pizzeria or brasserie for dinner. This is an exclusive and immersive experience that will bring you together as a group and allow you to really get to the heart of the region you’re exploring.
The award-winning Plain Sailing Yacht Charter are experts in Mediterranean yacht and catamaran chartering. They know how to pair guests with their perfect craft and only work with the most reputable yacht operators with the highest quality yachts which are no older than three years and catamarans no older than five years, and can accommodate between two and 12 guests. If you’re new to sailing and/or travelling as part a family or group of friends, we highly recommend chartering a catamaran. They’re more stable than monohull yachts and the interiors are more spacious. We love heading to the front of the catamaran and relaxing on the nets as you ride the waves. If this isn’t your first sailing holiday and you’re used to the smaller quarters of a monohull, Plain Sailing Yacht Charter can find you a suitable yacht.
Skipper and hostess
We’ve included the services of a qualified skipper who’s there to navigate, sail and look after the boat and crew. They have extensive knowledge of the area and they know all the best places to go. You can even help the skipper sail the boat and learn some sailing skills like hoisting the sails, using the ropes and pulleys to tack and gibe, taking the helm (steering the boat) and navigation. This is especially popular with older children and teenagers, so there’s little chance of anyone getting bored on holidays where there's a mix of ages in your group. Alternatively, just relax and take in the views. There will also be a hostess on board who will keep the boat clean and tidy and do the shopping with the budget and menu ideas provided by you four weeks before departure. They will also prepare breakfast and a light lunch each day.
Both the skipper and the hostess will have their own private cabin but they will become an integral part of your holiday thanks to the informal atmosphere on board; you may even end up socialising with them in the evenings. They are friendly but always professional, so you can choose how much time you spend with them.
Inclusions and optional extras
If you choose a holiday with Plain Sailing Yacht Charter and Kuoni, you’ll benefit from one of the most inclusive charter yacht packages available. Flights, VIP transfers, boat charter fees, a skipper, a hostess, mooring fees, fuel costs, insurance, and end-of-holiday cleaning fees are all included in the cost of your holiday. You’ll just need to pay for food and drink locally (the hostess will shop using a budget you’ve provided and cook two meals a day with the food you choose) and any local tourist taxes while you are there. Depending on the boat you charter, Wi-Fi may be free or subject to a weekly fee, while air-conditioning can be used at an extra charge if it’s available. For watersports lovers, we recommend hiring a stand-up paddleboard and a kayak for the week. These will be kept on board and can be used in pretty coves and bays when the boat is anchored or moored.
Life on board & itineraries
A typical day will consist of four to six hours of sailing, so there’ll be a good mix of sightseeing and travelling. Enjoy some time to explore your overnight stop in a bit more depth before departing and finding a hidden spot or two on the way to your next destination. The skipper will aim to get you to into the next night’s marina (or anchored just a short tender away from shore if there's limited space) before sunset.
Plain Sailing Yacht Charter offer yacht and catamaran charters across the Med from April to September, with bases in Greece, Croatia, Italy, France and Montenegro. We’ve teamed up to create a handful of itineraries that are suitable for first-time sailors. These itineraries are in regions where the waters tend to be calm and non-tidal, and where the wind is not too strong yet still reliable.
Good to know
- Some climbing between the boat and the tender or the jetty will be required
- Weather conditions may require slight changes to your itinerary; the skipper will discuss any changes with you at the time
- Charters run from Saturday to Saturday
- For families with younger children, safety nets can be added along the handrails.
Our suggested sailing holidays
cruises sorted by