Top 15 Sailing Trips in Sicily

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

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

Join Sciatumia for a 7-hour yacht trip from Via Alessandro Volta. Gianfranco and the crew guide you around Lampedusa’s coves, caves, wreck site, and Rabbit Island, with several swims and a generous fish lunch served at the table.

“L’escursione è stata fantastica, Gianfranco e Francesco due guide simpatiche e disponibili, compagnia gradevolissima e pranzo che non ha nulla da invidiare ad un pasto completo al ristorante, primo, secondo (crudi di scampi e gamberi a volontà), contorni vari, frutta e dolce, Acqua vino e pure il limoncello a metà pomeriggio. Bellissimi i luoghi dove abbiamo effettuato le soste per i vari bagni, con tanto di spiegazione di quello che devi vedere sott’acqua per non perderti proprio nulla. È anche durata più del previsto! Assolutamente da fare e rifare!”

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2.Half Day Sailing Tour Taormina Bay

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

Sail from Giardini Naxos along Taormina Bay with a maximum of nine people. Your English-speaking skipper may be Emilio, Alessandro, Lulu, or Lucrezia. Expect coastal views, swim and snorkel stops, sailing tips, Sicilian cheese and salami, bread, and local white wine.

“Lulu was an amazing captain...we had a great morning with her exploring the bay in Taormina. Nice to be with a small group.”

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3.Full Day Sailing Tour Catania-Acitrezza

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

Spend about eight hours sailing from Catania along Sicily’s volcanic coast. Your crew may include Andrea, Anna, Alfredo, Giovanni, Carlos, or Gloria. See Acicastello and the Cyclopean Islands, swim with provided gear, explore Acitrezza, and enjoy fish, fruit, water, and DOC white wine aboard a small boat.

“Wonderfull tour with Nice and kind people. Good service. Good food. Funny to be allowed to sail yourself. Good stories during the sailing.”

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4.Mini Yacht with Snorkel Stops, Caves and Aperitif

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

Captain Alex takes you along Cefalù’s coast aboard the mini yacht Étolie, with views of the old fishing village, swims at Mazzaforno and Kalura, snorkeling gear, music, games, and a fresh Sicilian aperitivo with prosecco.

“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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5.Coastline Sailing Trip with Aperitif and Prosecco

★★★★★★★★★★4.9 · 87 reviews

Spend three hours on a private sailboat off Catania with English or Italian-speaking crew, coastal views, a swim stop, Sicilian appetizers, and Prosecco. The route can include views toward Aci Trezza and the Cyclops rocks. Meet at Club Nautico, with free parking nearby.

“Beautiful sailboat with a friendly skipper and his friend. The only thing that was not acceptable was the area we anchored to swim. It was far from the coast, in strong currents, and caused our group to drift far from the boat. The skipper had to actually move the boat closer to us because of the strong currents taking us away. It was scary for several of us in our group, which included children. In addition, the water was very dark, so snorkeling was not even an option. It would be great if swimming was offered somewhere less dangerous, in a location that is more ideal for leisure swimming and…”

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6.Sailing to Cyclops Islands Group Tour

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

Set sail from Catania’s port with a crew of up to 10 people. Cruise past Aci Trezza, Aci Castello, Mount Etna, and Ognina, with lunch, drinks, sailing instruction, and time for swimming. Bring a towel, swimsuit, sunglasses, and sunblock.

“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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7.Dolphin Catamaran Sunset Tour with Aperetif

★★★★★★★★★★4.2 · 75 reviews · from $56

Sail from Giardini Naxos aboard Catamaran Venere, used in The White Lotus II, The Little Mermaid, and Indiana Jones 5. You’ll see Taormina’s caves and bays, stop for a swim, taste Sicilian foods with prosecco, and search for dolphins with an English, Italian, or Spanish-speaking guide.

“Amazing experience, great people and created an amazing atmosphere with authentic food and music, dolphins were elegant as well as a beautiful sunset couldn’t recommend this more if you want to experiment the east coast of Taormina and Naxos couldn’t be happier.”

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8.Guided Sunset Sailing Trip with Aperitif & Prosecco

★★★★★★★★★★4.7 · 67 reviews

Meet your skipper at Catania Nautical Club for a three-hour sunset sail along Etna’s coast to the Ulysses Caves. Sip prosecco, enjoy local appetizers, and choose a short swim or a quiet seat onboard. Guides may include Giulia, Sergio, Carlo, Benjamin, or Ivan.

“The other passengers energy! Everyone was incredible and lovely I met some wonderful people”

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9.Discovering Cefalù’s Coastline Activity on a Mini Catamaran

★★★★★★★★★★5.0 · 66 reviews · from $47Best value

Spend about three hours aboard a motorized mini catamaran with Sophy and Giovanni, exploring Cefalù’s coast with swim stops, snacks, drinks, and sea views. The boat carries up to 12 people. Stand-up paddleboards are available, while snorkeling equipment costs extra.

“I went with my parents and myself, it was a beautiful tour. Sophi is a sweetheart, she really takes care of you. Shows you some beautiful places. Thank you again for the trip.”

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10.Coastline Sailing Trip 6hr with Aperitif and Lunch

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

Spend six hours aboard a 43 to 49 foot sailing boat with skippers such as Ivan, Benjamin, Gianluca, or Petri. Swim by Ulysses’ Caves, Aci Castello, and the Cyclops Islands, then enjoy prosecco, aperitif, and pasta cooked aboard by the hostess.

“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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11.Full Day Sailing Boat Tour to the Egadi Islands

★★★★★★★★★★5.0 · 58 reviews · from $104

Join Gabriele and Maria Teresa for an eight-hour sailing trip from Trapani to Favignana and Levanzo. With up to seven people aboard, you can swim in secluded coves, use the provided snorkel gear, learn basic sailing, and let wind and sea conditions shape the route.

“Exceptional day and experience! Passionated people who are going to bring you to fantastic places where no one can go. Our best day of our trip in Sicily! Grazie per tutto!”

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12.Private Sailing Tour to Cyclops Islands from Catania

★★★★★★★★★★5.0 · 45 reviews

Set sail from Catania’s Club Nautico for a six-hour private outing along Sicily’s volcanic coast. Your crew handles the sailing while you swim at Ulysses’ Caves, see Aci Castello and the Cyclops Islands, and enjoy a Sicilian lunch, snacks, water, and prosecco. Snorkel equipment should be confirmed before booking.

“This was a really great experience. You stop for a couple of swims, have an apperitivo and a light lunch on board, and can enjoy cood prosecco while sailing near Catania coast. Sailing boat was good and clean. Crew were very nice guys, didn’t hestitate to share a lot of cool stories about Sicily, Etna and sailing in general.”

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13.7-Hour Private Yacht Tour on the Island of Pantelleria

★★★★★★★★★★4.5 · 37 reviews · from $80

Set out from Lungomare Paolo Borsellino at 10:00 a.m. for about seven hours on a private yacht around Pantelleria. You’ll see Arco dell’Elefante, stop at scenic coves chosen by the captain, and enjoy attentive crew service and onboard cuisine.

“Make sure it exists, you allowed me book and pay for it but it was closed and doesn’t go till later in the season”

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14.My sailing tour in Catania

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

Set sail from Catania at 10 a.m. with skipper Bruno on a small-group coastal trip limited to eight people. You’ll see Etna, Aci Trezza’s Cyclops Islands, and Acicastello, then swim, snorkel, fish, and enjoy a Sicilian lunch with drinks on board.

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

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15.Catamaran Excursion to Zingaro and Scopello

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

You’ll ride from Cefalù to Castellammare del Golfo, then spend four hours aboard a catamaran near Zingaro, Scopello, and the Faraglioni. Expect swimming stops, caves, fruit, drinks, an onboard guide, and free time for lunch in the old town.

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