Sailing Trips in Italy

Sailing Trips in Italy with a Professional Skipper and Host

Joining a sailing trip in Italy is a wonderful way to explore one of the Mediterranean’s most beautiful island regions. With an experienced skipper on board, no sailing experience is required — you can simply relax while the crew takes care of navigation, daily planning, and life on board.

These small-group sailing trips take you through the breathtaking waters of the La Maddalena Archipelago, a protected marine paradise known for its turquoise bays, granite islands, and secluded beaches. Guided by a knowledgeable skipper and welcoming host, your sailing trip in Italy blends relaxation, island exploration, and the unforgettable atmosphere of life at sea.

Discover Italy on a Small-Group Sailing Trip

now this - Off northern Sardinia’s Costa Smeralda lies Italy’s sailing paradise – the Maddalena archipelago. Here you can snorkel in crystalline waters, enjoy Italian cuisine, discover hidden beaches and quaint ports, but most of all, experience the joys of sailing. A week-long holiday in Italy that’s unlike any other.

On a sailing trip with a skipper and a host, you can enjoy every minute of your sailing holiday, without having to worry about doing any sailing, cooking or planning. An all-inclusive holiday includes breakfast and lunch, a drinks package, accommodation aboard the boat, port fees and other sailing costs. On top of this, every day you will be given a guided tour of new destinations and islands off northern Sardinia and as far as southern Corsica.

What does a typical day on board look like?

MORNING

Waking up on a yacht during a sailing trip in Greece is a peaceful way to begin the day. Start with a refreshing morning swim in the clear Mediterranean water or enjoy a quiet cup of coffee on deck as the harbor slowly comes to life. Soon after, a generous breakfast is served on board and shared together in the cockpit — the perfect start before another day of sailing and island exploration.

MID-MORNING

After breakfast, the skipper gathers everyone briefly to outline the day’s sailing route and highlights along the way. Then it’s time to set sail. If you’re curious about sailing, you’re welcome to get involved — from helping raise the sails to learning a bit about navigation — while those who prefer can simply relax on deck and enjoy the sunshine. As the yacht glides between islands, there’s plenty of time to unwind and take in the beauty of the Greek sea.

LUNCHTIME

As lunch approaches, we stop in a quiet, peaceful bay where we put down anchor for a few hours and enjoy a lunch prepared with local ingredients. There will also be plenty of time for sunbathing, swimming and enjoying your surroundings. Perhaps you’ll take the dinghy out to explore the nearest beach?

AFTERNOON

After lunch, we sail on to one of Greece’s beautiful harbours, towns or villages, where you will spend the night. Some light snacks are served on arrival and the skipper will tell you more about the day’s destination.

Our Destinations

Join our sailing trips in some of the world’s most beautiful cruising regions. During the summer season, explore iconic Mediterranean and Baltic destinations such as Croatia, Greece, Italy, and Sweden. When autumn and winter arrive in Europe, our sailing journeys continue in the warm waters of the Caribbean.

Whichever destination you choose, the experience remains the same — a carefully designed, all-inclusive sailing trip where the crew takes care of the sailing, planning, and onboard hospitality. All you need to do is relax, enjoy the journey, and discover new places at sea.

Your questions answered

Our sailing trips are designed to be simple and mostly all-inclusive, allowing you to relax and fully enjoy the experience at sea. Each sailing trip with a professional skipper and host includes:

A qualified and certified skipper with strong local knowledge and extensive sailing experience
A dedicated host who prepares breakfast and lunch on board, along with a drinks package during the trip
Accommodation in a double cabin on the yacht
Bed linen and towels
Boat-related costs such as port fees, LPG, and diesel

The only additional costs during the trip are typically evening meals ashore and any personal spending for shopping or other purchases during the journey.

Staying on a boat isn’t so different from being at home – the main difference is that there is limited space, water and electricity on board. That’s why it’s a good idea to think about saving water and take shorter showers, especially when you are moored to a buoy or at anchor.

You will stay in a private cabin aboard a catamaran or yacht, depending on which trip you book. Each cabin sleeps two people, so if you’re travelling alone, you will share a cabin with another guest. Depending on the boat model, guests will sleep in either double beds or bunk beds.

All our boats have comfortable beds, a kitchen (galley), showers and toilets, as well as areas for socialising including the cockpit, parts of the foredeck and the saloon inside the boat.

Whilst sailing, you can charge your phone via a 12V power socket. When moored in a marina with access to shore-side electricity, you can charge via a 220V power socket.
Some of our boats have generators – when the generator is running you can use the 220V power socket without being connected to shore-side electricity.
Harbours often have showers and toilets you can use, depending on the destination.

During your sailing trip, the crew ensures everything runs smoothly so you can fully relax and enjoy the experience at sea. The host takes care of meals on board, preparing and serving breakfast and lunch while creating a welcoming and social atmosphere for everyone on board.

Our sailing trips include breakfast, lunch, and a drinks package with water, soft drinks, and wine or beer served with meals. In the evenings, the yacht typically docks in a harbor town or island village where guests enjoy dinner ashore and explore the local restaurants and cafés.

Your host and skipper are always happy to share their favorite recommendations, helping you discover the best places to dine and experience authentic local cuisine along the way.

A sailing trip with a skipper is the perfect holiday if you want to relax and enjoy, but also take an active part in sailing and other fun experiences. The skipper steers the boat, is responsible for safety, and helps to plan the route. Our skippers are not only professionals, they also know where to find the best islands, restaurants and bays for swimming. The skipper sleeps on board the boat but always has their own cabin, and is available whenever needed.

In addition to extensive sailing experience, our skippers hold certifications such as the Coastal Skipper Examination, Boat Skipper licence C and Short Range Certificate (SRC) licence. All our staff undergo thorough training arranged by More Sailing in Sweden and Croatia.

When Is the Best Time to Go Sailing in Italy?

The sailing season for our sailing trips in Italy runs from June to September. During this time, we explore the stunning waters of the La Maddalena Archipelago in northern Sardinia — a spectacular sailing region known for its sheltered bays, steady winds, and beautiful island landscapes. We typically pause trips during the busiest Italian holiday period from mid-July to mid-August, when boat traffic and prices reach their peak.

June is ideal for travelers who prefer warm but comfortable temperatures around 25–30°C, lush Mediterranean scenery, and calmer sailing conditions. The sea is refreshing and the islands are still relatively peaceful.

July and August bring the height of the Mediterranean summer, with temperatures often exceeding 30°C. Harbors and island villages are lively during this period, especially around the famous Italian holiday Ferragosto in mid-August.

In September, the atmosphere becomes more relaxed again. The sea remains warm, the weather is pleasant, and both visitor numbers and prices begin to ease — making it a wonderful time to enjoy sailing trips in Italy at a more tranquil pace.

We sail with these yachts

Lagoon 42

Experience the Italian archipelagoes in the most enjoyable way. The catamaran Lagoon 42 is a favourite for those who love large sundecks and smooth sailing. The air con and generator make for a more comfortable stay during even the hottest summer months.

Number of guests
Four large and spacious cabins with double beds and also a private toilet. Room for 8 guests and 2 crew members

Highlights
Most sociable option if you’re more into mingling than sailing.

Which routes do we sail in Italy?

Our sailing trips in Italy depart from Cala dei Sardi, located on the northeast coast of Sardinia, just north of Olbia. From this beautiful marina, the journey begins into one of the Mediterranean’s most breathtaking sailing regions.

Throughout the week, the skipper plans the sailing route based on wind and weather conditions while also taking the group’s preferences into account. On a typical sailing trip, there is time to explore several islands and coastal towns, often including highlights such as La Maddalena, Caprera, and Spargi within the stunning La Maddalena Archipelago. If conditions allow, the itinerary may even include a scenic sail across the strait to southern Corsica, adding another beautiful destination to the adventure.

5-star experiences

"Boon was incredible to work with. I used them to broker a yacht in the Philippines and it was one of the best trips of my life….and I am a frequent traveler with high expectations. Polina is a seasoned professional and responded to all of my requests and questions in lightning speed. The contracting process was painless. It’s rare to receive this level of concierge service these days. HIGHLY RECOMMEND!"

Amber Z.

"Kaarel and Polina were incredibly helpful throughout the whole process. I would definitely book a charter yacht through them again."

Sophie D.

"We had the most amazing experience! Everything went perfectly smoothly from start to finish. The team was incredibly helpful, kind, and genuinely on our side — something that’s rare to find, especially when dealing with the often tricky world of boat rentals. Thanks to Boon Yacht OÜ, we enjoyed the most beautiful trip on a yacht in Croatia, completely stress-free. Their professionalism and personal touch made all the difference. We can’t wait to book our next adventure through them again — highly recommended! ⛵✨"

Epp S.

"We had an amazing experience with Kaarel and Polina providing great ideas and support for our charter"

Meelis K.

"A fantastic sailing trip in Greece with knowledgeable and caring staff. We visited both quiet bays and picturesque small towns. The food on board was very good and varied."

Anna A.

"We just got back from a fantastic week in Croatia with Noah as skipper and Filippa as host.
A truly wonderful experience with fantastic food and beautiful islands.
We have already booked next summer to Croatia again.
"

Niklas T.

"What a fantastic week on the beautiful sailing boat Astrid in Greece.
A trip where we were all completely new to each other but that changed quickly, we have had so much fun and cozy the whole week and Filippa our host and our skipper Håkan contributed with safe sailing, fantastic good food and lots of fun to it. THANK YOU for this super wonderful experience!
"

Astrid T.

"Experienced a wonderful week in the Greek islands with a great crew and great experiences. 😎"

Thomas P.

"The trip to Greece was very successful. Fantastic crew who did everything they could to make sure we had a great time."

James K.

"We are seven friends who had a fantastic trip with a catamaran Excess 11 in Croatia in September 2025. Professional and pleasant Olivia and Emil made sure to exceed our expectations every day. Top-class meals both in terms of flavors and beautiful arrangements. Fantastic views and changing nature, shore excursions. Every day was a new adventure and we could just follow the journey and enjoy. The fact that the weather was also perfect was an extra bonus. A memory for life!"

Margareth T.

"We sailed around the Croatian archipelago on Do-Re-Mi. Sailing interspersed with incredibly good food, drinks, swimming stops, jumps and play. Old and new acquaintances framed the journey to perfection. Last but not least our hosts, Captain Gösta and Linus raised the experience to world class. 5 sails out of 5 possible."

Carl S.

Sailing Trips in Italy

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