Senior Sailing Trips

Enjoy a Relaxed, Stress-Free Holiday

Our sailing trips for adults are designed for travellers who want a calm, comfortable, and well-organised experience at sea. With a professional skipper and host on board, everything from route planning and sailing to meals is taken care of — allowing you to fully relax and enjoy the journey.

Explore beautiful coastlines, charming harbour towns, and peaceful bays at a relaxed pace, with no sailing experience required. These trips often take place in the shoulder seasons, when destinations are quieter, temperatures are more comfortable, and the overall atmosphere is more tranquil — creating the perfect setting for a refined and enjoyable sailing holiday.

What Are Senior Sailing Trips?

Senior sailing trips are designed for mature travellers who want to explore the sea in great company, at a relaxed pace. These small-group sailing experiences bring together like-minded people who enjoy beautiful surroundings, meaningful connections, and the rhythm of life on board a yacht.

Each trip offers a comfortable, all-inclusive experience with a professional skipper and host taking care of sailing, route planning, and meals on board. You’ll enjoy freshly prepared breakfasts and lunches, a welcoming atmosphere, and carefully planned itineraries — allowing you to simply relax and enjoy the journey. Evenings are typically spent ashore, where you can explore local restaurants and destinations at your own pace.

These trips are ideal for travellers who are open, sociable, and enjoy meeting new people. No sailing experience is required, but if you’re curious, you’re always welcome to get involved and learn more from the crew. Whether travelling solo, as a couple, or with friends, you’ll find a relaxed and friendly environment on board — designed specifically for adult travellers.

What does a typical day on board look like?

MORNING

The day begins with a generous breakfast served on board, enjoyed together in a relaxed setting. You might start with a refreshing morning swim, a quiet coffee on deck, or a visit to a nearby café. As the sun rises, there’s time to unwind and enjoy the calm, peaceful atmosphere before the day’s sailing begins.

MID-MORNING

After breakfast, the skipper gathers everyone to outline the day’s route before setting sail. You’re welcome to get involved — learn the basics of sailing, help raise the sails, or discover how navigation works at sea. Or simply relax on deck, enjoy the views, read in the shade, or spend time chatting in the cockpit as the yacht glides along the coast.

LUNCHTIME

By lunchtime, the aromas from the galley signal that a freshly prepared meal is ready to be enjoyed. The yacht anchors in a quiet, scenic bay — the perfect setting for a relaxed lunch on board. Afterwards, there’s plenty of time to swim, unwind on deck, and enjoy the peaceful surroundings before continuing the day’s journey.

AFTERNOON

In the afternoon, we sail on to a charming harbour or peaceful bay where we will spend the night. Along the way, keep an eye out for dolphins or porpoises, take in the changing coastal scenery, and enjoy the warm afternoon sun. As you arrive, there’s time to explore ashore or simply relax and enjoy the calm atmosphere of the evening.

Sailing Trip 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.

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.

Senior Sailing Trips

Choose Your Trip

Enjoy a Relaxed, Stress-Free Holiday

Qualified Skippers & Professional Hosts

Transparent, All-Inclusive Packages

15+ Years of Yachting Expertise

What Are Senior Sailing Trips?