Sail Racing Academy: The Royal Ocean Racing Club’s Caribbean 600 is one of the great ‘600 mile’ ocean race challenges, along with epics such as the Rolex Fastnet Race and the Rolex Sydney Hobart Race. Its tropical setting might make it more inviting but the Caribbean 600 ...

Sail Racing Academy: Set in the crystal-clear waters of the Caribbean, powered by the cooling northeast trade winds and run by an experienced, innovative and friendly race team, the St. Maarten Heineken Regatta is four days of world-class racing in idyllic conditions appealing to ...

Sail Racing Academy: Whether you’ve just finished the ARC transatlantic crossing, are meeting up with friends or family at the finish line, or simply craving some tropical holiday cruising, we invite you to embark on our Post-ARC Caribbean cruising adventure. This is a perfect o...

Sail Racing Academy: The very beginning of the Caribbean racing season starts from mid January with the Round Barbados Sailing Week. There is an electric party vibe throughout the island as the regatta coincides with the celebration of the birthday of Barbados’ first Prime Minis...

Sail Racing Academy: Sail Racing Academy offers tailor-made GAP year programs to meet all appetites and open to all irrespective of where they live. From 1 month to 1 year; cruising to racing; the UK, Med or Caribbean; we have it all. Our experienced skippers are happy to work alo...

Sail Racing Academy: *SUBJECT TO CHANGE* *** Please be aware that the dates listed are subject to change. Our schedule is subject to change if bad weather forces us to delay departures, pull in to wait out a storm, we have to make any last-minute changes due to any unforeseen cir...

Sail Racing Academy: *SUBJECT TO CHANGE* *** Please be aware that the dates listed are subject to change. Our schedule is subject to change if bad weather forces us to delay departures, pull in to wait out a storm, we have to make any last-minute changes due to any unforeseen cir...

Sailing Together : Join SY Seafinn, a 56ft Formosa ketch, for a hands-on sailing experience through the Caribbean, North Atlantic, and Arctic. We're a team-oriented boat run by a full-time sailing couple with over 15 years of ocean experience. This is not a charter – it's a co...

ryanjuk: Hey there! I'm back on my boat cruising around the Ionian. I've had some good experiences meeting people on here so far and I'm looking forward to more. I'm looking for people that are laid back and easy going. I don't mind what sailing experience you ha...

ScubaTyke: This advert was updated October 2025 and is currently a work in progress as I figure out exactly what I want to say. Feel free to ask questions..... :-) Current plans. 2026 Central Med - Tunisia, Malta, Sicily, Sardinia, Elba, Sicily, Malta, Tunisia. Sc...

taku dave: Set Sail on an Extraordinary Journey with us. Are you ready to step beyond the ordinary and embrace a life-changing adventure? We’re inviting a handful of passionate individuals to join us aboard the traditional wooden sailing ship, Labora This is not yo...

skipper2017: Relaxed and experienced skipper with a strong quality ocean yacht from Sweden. Several Atlantic crossing experience. Mixed crew ideal. From Florida northbound along US East coast in spring. And later across atlantic west to east, enroute Bermuda, Azores to...

ComeSail: This will be a great offshore sailing experience. We have one cabin still availble for up to two crew members. The passage to New Zealand is around 1000nm and will normally be 1-2 weeks, depending on the conditions. Our crew contribute 50USD per person pe...

ComeSail: Do you want to join for a month of summer sailing in New Zealand? We invite to come for a holiday and/or to expand your sailing experience. We have no specific sailing plan, just follow the weather and find some nice places to anchor. We primarily take booking...

ComeSail: We are sailing around the world, and invite you to join us for a full season from April to December 2026. 8 months aboard a 65 foot classic world cruising sailboat. You don't need any previous experience, but you must of course be ready to learn and build your...