As passionate sailors, we want to look after the beautiful destinations that our customers visit. Being conscious of the impact we can have on local communities; the ocean and wildlife is key to ensuring we…

Overview The Most Popular Weekend Racing Series in the United States. The Helly Hansen Sailing World Regatta Series, features an exciting multi-city sailboat racing circuit held in the United States. ENQUIRE TODAY Sail with us…

At Sunsail, we are committed to sustainable travel to ensure our customers are able to experience authentic sailing vacations in the most responsible way. To protect the natural world, people, culture, and heritage of our…

Rewarding Your Loyalty We appreciate you choosing Sunsail for your sailing vacation and with gratitude, we welcome you to the Sunsail Loyalty Rewards Program. You will automatically be enrolled following your first booking with us,…

Romantic Retreats in Glamorous Destinations Ah, the peaceful, easy feeling of making steady progress through calm seas, as your genoa gently strain in the mild winds of the warm Ionian. You reach your destination, anchor…

Level 2 Sunsail’s Level 2 Sailing Courses are designed for sailors with a reasonable amount of previous sailing experience who wish to bring their skills up to a recognised intermediate standard. With a Level 2…

Noble Coastal Cities and Island Empires Plot a course for the historical Mediterranean and delve into thousands of years of human development in the ‘cradle of civilization’. Follow in the wake of ancient Greek and…

As the world reopens to a new and safe way of travelling, we want to make sure you have an easy, stress-free holiday, to ensure you have more time on the water to see the…

Test Your Mettle in Challenging Waters A taste for adventure, a need to explore. If easy coastal cruising leaves you wanting more, our holidays for experienced sailors offer a greater challenge for intrepid thrillseekers. Stronger…

Unless otherwise credited, all images used on this Website are the intellectual property of Sunsail photographers. We also use images from Flickr under the Creative Commons licence. Photography credits: Dean Alexander, Rama Knight, Randy Lincks, Tony…

Global team, local expertise Our global team members are passionate about sailing and have first-hand experience in our 25 worldwide destinations. From the Bahamas to Port Solent, the Seychelles to Sardinia, our 400 team members…

Great Food and Wine on Deck and on Shore Unique cultures, fresh ingredients, and fine wines create a sailing vacation with a sensory twist. Try something new and explore family-owned vineyards, traditional ristoranti, and distinct…