All-Inclusive Sailing Trips

Discover a New Way to Travel by Sea

Join a sailing trip with a professional skipper and host and experience a different way to explore the world. Wake up to open horizons, gentle waves, and the aroma of fresh coffee on deck. Spend your days discovering hidden bays, beautiful beaches, and charming coastal villages across some of the world’s most stunning sailing destinations.

With a fully hosted sailing trip, everything is taken care of — from route planning and navigation to meals on board — allowing you to relax, unwind, and enjoy every moment of your journey at sea.

Sail with a Skipper and Host

A sailing trip is about more than just the destination — it’s about the experience along the way. From the moment you step on board, a relaxed yet adventure-filled journey begins, with sun-soaked days, swimming in clear waters, great food, and unforgettable moments at sea. With a professional skipper and welcoming host on board, everything from sailing and route planning to meals is taken care of, allowing you to fully unwind.

Sailing with an experienced crew gives you access to places that are often difficult to reach by land. Each day brings new destinations, from secluded bays and quiet anchorages to charming coastal villages and beautiful beaches. Whether you are new to sailing or already familiar with life at sea, these small-group sailing trips are designed to suit your pace — you can be as active or as relaxed as you wish throughout the journey.

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.

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.

Staying on a yacht during a sailing trip is a comfortable and unique experience. While life on board offers many of the conveniences of home, yachts operate with limited space, water, and electricity, so guests are encouraged to use resources thoughtfully — for example by keeping showers shorter when the yacht is anchored or moored.

Guests stay in a private cabin aboard a sailing yacht or catamaran, depending on the trip. Each cabin accommodates two people, so solo travelers typically share a cabin with another guest. Depending on the yacht model, cabins may feature either double beds or bunk beds.

All yachts are equipped with comfortable sleeping areas, a kitchen (galley), bathrooms with showers and toilets, and several spaces to relax and socialize, including the cockpit, the foredeck, and the interior saloon.

While sailing, phones and small devices can be charged through 12V power outlets. When the yacht is docked in a marina with shore power, 220V outlets are also available. Some yachts are equipped with generators, allowing the use of 220V power even when not connected to shore electricity.

In many destinations, marina facilities also provide additional showers and toilets that guests can use during the trip.

We sail with these yachts

Excess 15

If you are a large group who still wants a quick-sailing catamaran, the Excess 15 is the perfect choice.

Dufour 530

Dufour 530 is a classic monohull boat perfect for larger groups who want to enjoy good sailing and pleasant spaces.

Excess 11

Excess 11 is a modern, smooth-sailing catamaran with ample space for a comfortable sailing holiday.

Dufour 48

Dufour 48 is a modern monohull boat which sails well – for a safe and pleasant holiday in the Mediterranean.

Fountaine Pajot 44

For those looking for that little extra – maximum comfort paired with optimal performance.

What our clients say

"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.

All-Inclusive Sailing Trips

Choose Your Trip

Discover a New Way to Travel by Sea

Qualified Skippers & Professional Hosts

Transparent, All-Inclusive Packages

15+ Years of Yachting Expertise

Sail with a Skipper and Host