Sicily · SAILING
12 reviewed
Good sailing trips fill up fast in Sicily and the best ones fill up first. Below are the 12 to book, with current prices and what makes each one different, so you can lock it in before the calendar does.
Watch Taormina’s sunset on a catamaran, hunt dolphins with hydrophone tech, swim near Isola Bella, and enjoy a Sicilian aperitif with Prosecco.
“Had a very nice sunset tour on the catamaran. Staff was very friendly and we spotted very nice active Dolphins! Also went to several capes and went swimming in the beautiful sea!”
7-hour Sciatumia yacht tour of Lampedusa with snorkeling stops, quiet coves, and a full fresh-fish lunch onboard for $101.
“Esperienza da fare se si viene a Lampedusa, Gianfranco e Francesco raccontano l’isola come nessuno e sono molto preparati oltre a farti sentire a casa su Sciatu Mia. Il giro a differenza di tanti altri tour è regolato in base alla giornata. Assolutamente consigliato e il ragù di triglie spettacolare”
Sail Taormina’s coast on a small boat with swimming and snorkeling stops, plus Sicilian snacks and local white wine for $95.54.
“Great tour. Snorkeling was beautiful and intimate group made it fabulous. Guide was so nice and really made us feel welcome”
8-hour small-group sail along eastern Sicily with Acicastello, Aci Trezza, lava caves, plus lunch, wine, snorkeling gear, and pedalo time.
“Wonderfull tour with Nice and kind people. Good service. Good food. Funny to be allowed to sail yourself. Good stories during the sailing.”
Palermo catamaran day with swimming stops, snorkeling, and onboard lunch. Small group, English-speaking hosts, and plenty of food.
“Great crew, beautiful stops and food they made was great! They went out of their way to make you feel welcome and happy.”
A 2.5-hour mini yacht cruise off Cefalù with snorkeling stops, cavey coastline scenery, and a fresh on-board aperitivo.
“Great skipper and boat. Small tour with excellent snorkelling at the first spot and great views of the coast. Our guide was friendly, kind and fun.”
Sail Catania’s volcanic coast for 3 hours, enjoy aperitif with Prosecco, and swim in the Ionian Sea with a friendly crew.
“Was a bit unlucky with the weather but the trip was decent and the guides Ben an gulia were excellent with us and made the trip well worth it”
Sail a small-group yacht cruise off Catania to the Cyclops Islands, with lunch, drinks, and time to swim and learn sailing basics.
“A wonderful crew, beautiful day, delicious meal, and gorgeous water. The captain and first mate made us feel so comfortable and were very accommodating.”
An 8-hour small-group sailing day from Trapani to Favignana and Levanzo, with snorkeling gear, weather-flex coves, and local crew.
“Journée extraordinaire sur le beau voilier de Teresa et Gabriele!! Nous avons passé un moment incroyable, Teresa et Gabriele ont adapté le parcours à nos besoins et envies, un grand merci !!! Terminer un voyage de 3 semaines en Sicile par cette croisière dans des eaux cristallines ...on ne peut rêver mieux !! Grazie mille a tutt' i due!!! Charlotte, Margaux, Pierre et Peggy”
A 3-hour sunset sail from Catania to the Ulysses Caves with prosecco, local appetizers, and a swim stop in Sicily.
“Great trip made special in the hands of the fantastic crew Benjamin and Julia. Warm and caring with very professional service. Good explanation of sights on the trip ending with a gorgeous romantic sunset. Lovely food and Prosecco to top it off. Thanks guys that was a great experience ❤️”
3-hour mini catamaran tour from Cefalù with drinks and snacks, swim stops, and optional snorkeling or SUP. Small, relaxed, and scenic.
“Amazing trip and soooo sweet Captain. Really a trip to recommend! Amazing to be able to swim from the boat and dive around!”
Shared yacht tour from Trapani to Favignana and Levanzo with snorkel kit, swims in protected coves, and lunch onboard.
“magnifiques endroits de baignade repas excellent à bord personnel aux petits soins parfait”
Sail Catania’s volcanic coast on a 43–49 ft yacht with prosecco, onboard pasta lunch, and time to swim near the Cyclops sights.
“Julia and Ivan made my birthday unforgettable! Great people! Thank you for everything!”
