Create an account

Start your adventure today.

    0

    Already a member? Login

    Sailing Tours

    It doesn’t get much better than watching the sunset from the deck of a boat while on a sailing tour! Sailing tours are perfect for the ocean lovers, the adventurous spirits who don’t mind the possibility of sleeping on a boat rocking through a storm because they know the rewards are worth it.

    On a sailing tour, you can explore remote islands in the Aegean Sea, the dramatic coastline along Hawaii’s volcanic coast, or picturesque islands in the South Pacific. Enjoying a tour like this will allow you to experience views and harbors that you wouldn’t have access to on any other kind of tour, all by harnessing the power of the wind!

    Take the first step towards a private travel experience, customized just for you.

    Filter Results

    Displaying 9 of 9 tours

      US $0US $12,000
      🔥 See how we rate difficulty

      Displaying 9 of 9 tours

      Open details for 5-day Sailing Adventure in Croatia Tour

      Croatia

      5-day Sailing Adventure in Croatia Tour

      What better way to enjoy a holiday than sailing in the Adriatic Sea. This guided sailing tour allows you to book a private sailboat for your group. The boat comes with a skipper, so you do not need to pilot the boat, just enjoy the incredible Croatian coast, spending days exploring islands, towns, coves and swimming in the Sea.

      Sailing
      Partially Guided
      Apr-Oct
      5 days from $575USDDetails
      Open details for 3-day Sailing Adventure in Croatia Tour

      Croatia

      3-day Sailing Adventure in Croatia Tour

      Have you ever thought about a sailing tour, where you get to explore the bays and Islands of the Adriatic? Then this 3-day Croatian sailing tour is for you.

      Sailing
      Partially Guided
      Apr-Oct
      3 days from $650USDDetails
      Open details for Sailing from Split to Dubrovnik Tour

      Croatia

      Sailing from Split to Dubrovnik Tour

      How does a week aboard a private sailboat in the Adriatic Sea? This incredible sailing tour comes with your own private skipper, who will take you on a week-long journey off the coast of Croatia, exploring the Adriatic and wonderful islands that Croatia is well-known for.

      Sailing
      Partially Guided
      Apr-Oct
      7 days from $1,125USDDetails
      Open details for North Macedonia Multisport Tour

      North Macedonia

      North Macedonia Multisport Tour

      Truly experience the wilderness of North Macedonia on this 7-day multisport adventure tour. Get acquainted with this unique country through its hiking trails, lakes, cuisine, and stories from your local guide. And the most magical part: spend two nights camping in a private, remote lakeside location.

      Multisport
      Guided
      Apr-Sep
      7 days from $1,295USDDetails
      Open details for Sailing and Hiking in the Aeolian Islands

      Sicily

      Sailing and Hiking in the Aeolian Islands

      Discover the magic of the Aeolian Islands in one of the best ways possible: sailing onboard a gulet! The gulet, a wooden sailing vessel, and its captain will transport you around the Tyrrhenian Sea, stopping at 5 of the 7 islands that comprise the Aeolian archipelago.

      Sailing
      Guided
      Apr-Oct
      8 days from $1,325USDDetails
      Open details for Cyclades Islands Sailing Adventure

      Greek Islands

      Cyclades Islands Sailing Adventure

      The shining sapphire waters of the Aegean sea invite you to come and explore on the exciting Cyclades Islands Sailing Adventure. Board the sailing yacht that you’ll call home for the week and discover the freedom of boat life!

      Sailing
      Partially Guided
      Jun-Jul, Sep
      8 days from $1,595USDDetails
      Open details for Saronic Sailing Adventure

      Greek Islands

      Saronic Sailing Adventure

      The Sailing the Saronic Islands tour is an island adventure for all water lovers, with or without sailing experience. Discover the beautiful island of the Saronic Gulf where you’ll spend a week exploring and enjoying the pristine water.

      Sailing
      Partially Guided
      May-Aug, Oct
      8 days from $1,995USDDetails
      Open details for Greek Sailing Adventure

      Greek Islands

      Greek Sailing Adventure

      Set sail for adventure in the Aegean Sea on this Western Cyclades sailing adventure! Imagine waking up on your sailboat, with the sunshine on the sparkling water greeting you each morning. Best of all, you don’t need any experience, as each boat comes with an experienced skipper, who will also be your tour guide as you explore the best of Greece.

      Sailing
      Partially Guided
      May-Oct
      8 days from $2,095USDDetails
      Open details for Best of Croatia Multisport Tour

      Croatia

      Best of Croatia Multisport Tour

      Croatia has something for every type of adventurer, and this guided multisport adventure tour gives a sample of the highlights of Croatia. If you’re a traveler who likes variety, this tour will appease your sensibilities—you’ll walk, hike, e-bike, kayak, and sail your way around Croatia. Oh, and eat!

      Multisport
      Partially Guided
      Apr-Oct
      8 days from $3,525USDDetails

      1-9 of 9 tours

      Why book with 10 Adventures?

      Your trip. Your way.

      Make lifelong memories with the people you care about most. We specialize in custom & private active travel experiences.

      Travel made easy.

      Spend your time making memories, not planning them. Enjoy a stress-free vacation and leave the trip logistics to us.

      You matter to us.

      No bots here. A real human is always a click or a call away to ensure you get the adventure of your dreams.

      Travel authentically.

      Immerse yourself in the destination with highly-vetted, local tour operators who love to showcase where they live.

      As Seen On

      Tours

      Routes

      Blogs

      Get travel inspiration and discounts

      Join our weekly travel newsletter