15 Sailing Trips in Sicily Worth Booking Early

1.Lampedusa: Yacht excursion, swimming stops and typical lunch

★★★★★★★★★★5.0 · 195 reviews · 7 hours · from $101Our pick

Sciatumia’s seven-hour yacht trip circles Lampedusa, with stops for swimming and snorkeling at places such as Tabaccara and Rabbit Island. Captains Gianfranco and Francesco share island stories and guide you near sea caves. Lunch is a full fish-based meal, with vegetarian and gluten-free options available on request.

“Bellissima gita in Barca con l’equipaggio della Sciatumia, il comandante ci ha fatto sentire fin da subito a nostro agio e ha sempre coinvolto tutti i partecipanti dell,escursione. Il mangiare é stato strepitoso e oltre le aspettative. Gita e equipaggio consigliatissimo.”

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2.Spritz and Sunset Sailing Tour

★★★★★★★★★★4.8 · 141 reviews · 3 hours · from $77

Set sail from Catania with skipper Bruno along the coast toward Aci Trezza, passing the Ulysses’ Grottoes and Aci Castello. Expect time for swimming or snorkeling, stories about local history and mythology, and Sicilian snacks with drinks, including Aperol Spritz. The group is limited to eight, and dolphins are a possible bonus, not a promise.

“Bruno was an amazing guide - very knowledgeable. We had a great trip - part of our honeymoon. Thank you 🙏”

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3.Half Day Sailing Tour Taormina Bay

★★★★★★★★★★4.5 · 134 reviews · 3 to 4 hours (approx.) · from $95

Spend three to four hours sailing from Giardini Naxos along the Taormina coast with a skipper and no more than eight other passengers. Expect swim and snorkel stops, views near Isola Bella, and a rustic Sicilian appetizer with local white wine. Skippers such as Lulu, Alessandro, and Emilio have led trips, and you may get a chance to help with the sails.

“Had a great time sailing around the bays, saw some lovely coloured fish while snorkelling, and all topped off with a lovely Italian buffet with wine. Was with my 12 year old son, who helped put the sails up and had a go steering to he boat. Would highly recommended”

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4.Full Day Sailing Tour Catania-Acitrezza

★★★★★★★★★★5.0 · 114 reviews · 8 hours (approx.) · from $119

Spend about eight hours sailing from Catania toward Acicastello and Acitrezza, with views of lava cliffs and the Cyclopean Islands. The group is capped at eight, and lunch, white wine, water, and snorkeling equipment are provided. You’ll have an hour in Acitrezza, with skippers such as Alfredo, Andrea, and Anna leading trips.

“It was a beautiful day Since it wasnt the touristic period it was only me and my girlfriend on board We had an amazing guide who knows alot about sicily An excellent cook We took the 8 hour ride and for the price its so much worth it Highly recommend for anyone who would like a nice sailing tour with a wonderful guide 10/10”

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5.Mini Yacht with Snorkel Stops, Caves and Aperitif

★★★★★★★★★★4.9 · 99 reviews · 2.5 hours · from $52Best value

Sail aboard Étolie from Cefalù’s port with Captain Alex, passing the old town and stopping at Mazzaforno and Kalura for swims and snorkeling. The 2.5-hour trip includes gear, prosecco, soft drinks and a freshly prepared Sicilian aperitivo. Choose a morning, afternoon or sunset departure.

“Was so amazing being on the boat, learning about Cefalu, and soaking in the sun. Definitely was the highlight of our trip and I would HIGHLY recommend to anyone wanting a relaxing beautiful adventure. We got to jump off deck and sunbathe as well.”

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6.Coastline Sailing Trip with Aperitif and Prosecco

★★★★★★★★★★4.9 · 87 reviews

Meet your skipper and hostess at Club Nautico for a private three-hour sail along Catania’s volcanic coast, with views of Mount Etna and a swim stop in the Ionian Sea. Sicilian appetizers and Prosecco are served onboard. English and Italian are spoken; crew members named Ivan and Giulia have helped lead trips, though staffing may vary.

“Everything was great, the guides were really nice and they responded to all our questions and even gave us some recommendations for places to eat or where we can have a good time. Overall a very nice experience and it was worth the money.”

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7.Pantelleria Island: Isola Tour in Yacht with Simone & Luck

★★★★★★★★★★4.8 · 83 reviews · 1 day · from $88

Spend a full day circling Pantelleria aboard the 14-meter Simone yacht, with an Italian-speaking crew, swim stops at coves and caves, and aperitif, lunch, drinks, fruit and dessert on board. The route usually runs counterclockwise from the port, but the captain may alter stops to suit the weather.

“Esperienza meravigliosa! Yacht molto curato e perfetto per l’escursione. Aperitivo e pranzo buonissimi ed abbondanti. L’equipaggio davvero professionale e gentilissimo ci ha coccolati durante la fantastica giornata trascorsa insieme. Da non sottovalutare, lo spazio a bordo a sufficienza per tutti. Grazie ancora al capitano e a Barbara per la magica giornata che ci avete regalato”

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8.Sailing to Cyclops Islands Group Tour

★★★★★★★★★★5.0 · 77 reviews · from $138

Set sail from Catania with a captain and first mate for a six-hour cruise past the Cyclops Islands, Aci Castello, Etna’s volcanic coast, and Ognina. There’s time to swim or sunbathe, plus sailing pointers, refreshments, and an onboard meal. The group is limited to 10 people.

“A wonderful crew, beautiful day, delicious meal, and gorgeous water. The captain and first mate made us feel so comfortable and were very accommodating.”

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9.Dolphin Catamaran Sunset Tour with Aperetif

★★★★★★★★★★4.2 · 75 reviews · from $56

From Giardini Naxos, the Catamaran Venere follows Taormina’s coast past sea caves, Isola Bella and bays near Mazzarò and Spisone. You’ll have time for a swim, a tasting of Sicilian food with prosecco or wine, and a guided search for dolphins. The 2.5- to 3-hour trip includes music, parking and English, Italian or Spanish commentary.

“Amazing! The day was beautiful, the music was good, very polite guides and we saw the dolphins!!!!”

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10.Guided Sunset Sailing Trip with Aperitif & Prosecco

★★★★★★★★★★4.7 · 67 reviews

Meet your skipper at the Catania Nautical Club for a three-hour sailing trip along the Etna Coast to the Caves of Ulysses. You’ll get a safety briefing, a swimming stop, local appetizers, and prosecco as the sky changes color. English- and Italian-speaking crew members, including Giulia, Sergio, Carlo, and Ivan, have helped make the outing welcoming and relaxed.

“Ivan the Captain took amazing care of us! So relaxing!”

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11.Favignana e Levanzo: tour condiviso Yacht Shalimar IV

★★★★★★★★★★4.6 · 65 reviews

Spend a full day aboard the shared Yacht Shalimar IV, sailing from Trapani to Levanzo and Favignana. Swim and snorkel at three stops with masks and snorkels provided, eat pasta with tuna and sides on board, then enjoy two hours of free time in Favignana. The crew speaks English and Italian.

“magnifiques endroits de baignade repas excellent à bord personnel aux petits soins parfait”

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12.Coastline Sailing Trip 6hr with Aperitif and Lunch

★★★★★★★★★★4.8 · 60 reviews · from $134

Set out from Club Nautico Catania for six hours along Sicily’s volcanic coast, with stops for swimming near the Caves of Ulysses, Aci Castello, and the Cyclops Islands. Skippers such as Ivan, Benjamin, Gianluca, or Petri lead the sailing and explain the sights. A hostess serves an aperitif with prosecco and pasta cooked aboard.

“What a great experience! Gianluca was an informative skipper, explained the sights and took us to some great swimming spots. Julia was the absolute best host engaging all guests on the trip. The hospitality and experience was the best. 100% recommend!”

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13.My sailing tour in Catania

★★★★★★★★★★5.0 · 25 reviews · from $185

Join skipper Bruno for a roughly seven-hour sailing trip from Catania, with views of Mount Etna, the Aci Trezza reefs, and Aci Castello. The small-group outing includes snorkeling gear, swimming and fishing stops, plus a Sicilian lunch and drinks on board. The route depends on conditions, so plan for a day at sea rather than a fixed list of stops.

“Bruno and the crew are wonderful hosts, the boat is clean and comfortable. A wonderful trip, will do it again!”

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14.Catamaran Excursion to Zingaro and Scopello

★★★★★★★★★★4.7 · 24 reviews · from $124

Set out from a Cefalù-area pickup by bus for Castellammare del Golfo, then spend about four hours aboard a catamaran along the Scopello and Zingaro coast. Expect stops for swimming and snorkeling, views of caves and coves, fruit and drinks, and free time in town for lunch. Onboard guidance is offered in French, English, and Italian.

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15.Yacht Excursion to Levanzo and Favignana with Lunch

★★★★★★★★★★4.4 · 20 reviews · from $73

Leave Trapani at 9:30 am for a small-group yacht trip to Levanzo and Favignana. Expect three swim stops, mask-and-snorkel use, lunch with water and wine, and two hours of free time on Favignana. The crew speaks English, Italian, Polish and Spanish. The meeting point is the Egadi Explorer Box 4 ticket office, where Mrs. Giovanna is listed as the contact.

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