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More than 100 races, ocean passages, luxury cruises and expeditions to choose from.

Discover the world by sea with Ocean Sailing Expeditions. From the tropical waters of Fiji and Vanuatu to the wild coastlines of Tasmania and New Zealand, our sailing adventures take you far beyond the typical tourist path. Each destination offers something unique—vibrant marine life, remote anchorages, cultural encounters, and unforgettable sunsets. Whether you're chasing warm island breezes or epic offshore challenges, our voyages are designed for sailors of all experience levels. Explore our destinations to find the journey that speaks to you, then join us for an adventure you’ll never forget. Your next sailing story starts here. Manual trip booking form and custom payment plan options available here. View Trip Reviews.

6 - 23 day Trips starting from $1,290pp all inclusive