Stress-free bareboat yacht charters and personalised sailing holidays, matched to you by a sailor who knows these waters inside out.
Sailing Around was created for sailors who want a more personal, more dependable way to plan their yacht charter.
Instead of navigating thousands of boats alone, you get expert, personal guidance from a sailor who has spent decades sailing the same waters you want to explore.
Ronen, your personal advisor, brings 24 years of sailing across Greece, Croatia, Turkey and the Mediterranean. He knows which fleets truly look after their yachts and which bases provide the support you hope you never need.
It’s the difference between hoping you’ve chosen well and knowing you have.
An experienced skipper or licensed sailor helping you choose the right yacht for your crew and your plans.
We only work with reputable, reliable operators with consistent maintenance standards — no surprises, no tired old boats arriving at check-in.
From yacht selection to licence checks, marina logistics, transfers and provisioning, everything is explained clearly.
If anything comes up, you have continued support. You’re never on your own.
No jargon. No upsell. Just clear, honest direction so you know exactly what you’re booking.
Route planning, marina tips, local quirks, weather patterns — you get the kind of insight that normally only comes from years on the water.
A sailing holiday should feel effortless — from the moment you enquire to the moment you set sail.
We help you enjoy smooth, reliable, easy bareboat adventures where everything feels prepared, calm and exactly as it should.
Wherever you choose to explore, our goal is simple: a holiday that begins beautifully and stays that way.
Beautiful sailing grounds chosen with real local insight. We help you pick the right area, the right marina, and the right season — based on your crew, experience and the kind of week you want.
Who’s coming, your experience, destination ideas and comfort levels.
A thoughtful shortlist — not an overwhelming list of everything available.
From paperwork to transfers, you’ll feel supported and informed.
Clear pricing, transparent terms and expert advice at every step.
Arrive to a clean, reliable boat and enjoy the freedom you came for.
Let us help you find the perfect sailing holiday
For sailors who want a reliable, well-maintained yacht and a smooth charter experience from start to finish.
Comfortable boats, trusted operators and clear guidance — with the option of a professional skipper or licensed sailor.
Friendly, confidence-boosting advice on routes, licence validity, marinas and choosing the right yacht.
EXCELLENT Based on 16 reviews Posted on ron frilingTrustindex verifies that the original source of the review is Google. We returned from a magical sailing vacation in the Lefkada area of Greece. With the help of Ronen's, the perfect service from Sailing Around, we received a perfect boat, "Bali CATSPACE" from the rental company "istion yachting group". We received excellent service from Ronen and especially from the rental company's team who were available at all hours of the day for any problem. Which gives you a quiet calm and really frees you to enjoy all the good that exists in the Lefkada area. Dear Ronen!! This is not the first time we have been with you, and there is no doubt that your service and your recommendations make the trip. Thank you very much for everything and see you next yearPosted on Naama ShebaTrustindex verifies that the original source of the review is Google. We recently returned from an incredible week-long sailing holiday in the Greek Saronic Gulf. We booked our catamaran through Sailing Around, and from the very beginning, Ronen was exceptionally attentive to our needs. He helped us find the perfect boat and provided excellent guidance throughout the entire booking process and beyond. We also found Sailing Around's website to be an invaluable resource, offering a wealth of detailed information that helped us plan our trip. Our heartfelt thanks to Ronen for making our sailing holiday such a memorable success!Posted on Shay GolanTrustindex verifies that the original source of the review is Google. תודה רבה רונן על כל השירות והתמיכה לאוכל כל הדרך בהפלגה שלנו השנה בים האדריאטי בחופי קרואטיה היה מיוחד במיוחד עם אחלה שירות.Posted on שי רבאניTrustindex verifies that the original source of the review is Google. We are a group of sailors who have been sailing in Greece and Croatia for several years. This is our second year with Ronen and Sailing Around, and it's simply a pleasure! It all starts with the company's website, which contains a wealth of information, from itineraries, travel logs, recorded lectures, links to insurance and transportation, links to supermarkets in relevant areas, and other useful information for skippers. Beyond the extensive information on the company's website, we receive close guidance from Ronen throughout the entire process: from choosing the yacht, finalizing all transaction details, dealing with the yacht company, handling any issues that might arise during the cruise, and even after returning the yacht. Everything is covered with Ronen's professional and pleasant guidance, giving us peace of mind to focus on the sailing itself. We just returned from the Sporades and are already starting to plan our next trip!Posted on זיו דוידובTrustindex verifies that the original source of the review is Google. We just came back from a sailing trip in the Saronic Gulf. This is the second time we rented a yacht through Ronen from *Sailing Around*, and once again, we enjoyed the professional service and Ronen’s care before, during, and after the trip. He always made sure everything was fine and that there were no problems — and if there were, he was always there to help and support us. Highly recommended! Thank you very muchPosted on Tom ShachamTrustindex verifies that the original source of the review is Google. I highly recommend the Sailing Around group. They provide personal attention, professional guidance, and our week would not have been the same without them. Ronen, one of the Sailing Around representatives, helped us build a route and find a suitable boat for us, both in price and quality.Posted on tomer shaulovTrustindex verifies that the original source of the review is Google. We've recently returned from a week-long sailing trip in the Saronic Gulf. We arranged the whole process through Sailing Around. We received an excellent offer for a yacht from Ronen, and we used the Sailing Around website for everything we needed for the voyage - from planning the route, through professional guidance, to administrative matters such as supermarket shopping and booking transport from the airport. About a month before the trip, the yacht company informed us that our yacht wouldn't be available for the sailing, which was quite worrying, but Ronen turned lemons into lemonade and took the opportunity to upgrade our catamaran, of course at no additional cost to us. Every question was answered with endless patience, and even during the trip we were in touch and received online advice. Many thanks to Ronen and the brilliant Sailing Around for producing an amazing sailing holiday. We're already planning our next one!Posted on Ingrid MoutiTrustindex verifies that the original source of the review is Google. We recently (July 2024) went on a STUNNING sailing cruise on the beautiful waters of Greece and Mr. Ronnen was kind enough to get us the best 50Ft Catamaran 😍, well maintained, good facilities and with the most amazing crew (Capt. Suzanna and hostesss Katerina) Ronnen ensured we got everything we asked for and in good time, the sea bob was also such a fantastic idea and the kids really enjoyed it. The food, vibes, energy wow wow wow! The trip definitely exceeded our expectations and we had such a great time😘 and as we have been saying ever since…Mamma Mia! We cannot wait to go again! 🛥️ We are so grateful for the excellent service and hospitality arranged by Mr. Ronnen. Asante sana sana sana You are a STAR RonnenPosted on Eran FeinsteinTrustindex verifies that the original source of the review is Google. What a life changing experience…! Ronen organized for us an amazing 50ft catamaran with a highly professional crew, he went into all the fine details, food, drinks, snacks for the kids, activities, route and much much more. The ship was stunning, it was perfectly ready for us and as promised we were introduced to a top notch team (skipper and hostess, Suzanne and Catharina). We loved the ship, we enjoyed the whole trip and we would like to share a big big thank you to Ronen and the team.
Practical, sailor-written resources to help you prepare for your trip — from route planning to anchoring and wind reading.

Smart structure, daily distances, and insider marina tips.

Clear, step-by-step techniques for stress-free anchoring.

The navigation and weather tools every skipper should use.

Essential for safe, smarter decision-making at sea.

Expert discussions and Q&As for sailors of all levels.