SICILY · SAILING

The 15 Best Sailing Trips in Sicily

21 tours  ·  ★★★★★★★★★★ 4.8 average  ·  from $52

Lampedusa: Yacht excursion, swimming stops and typical lunch - Tabaccara: the swim and snorkel stop built for solitude
Cruises & Boat Tours, Lampedusa Boat Trips, Lunch Experiences, Sailing, Tour Reviews, Tours

Lampedusa: Yacht excursion, swimming stops and typical lunch

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

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

Sciatumia’s Lampedusa yacht day brings guided swims at Tabaccara and Rabbit Island plus a sit down fish lunch on board for about 7 hours.

“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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Cefalù: Mini Yacht with Snorkel Stops, Caves and Aperitif - Spiaggia di Cefalù: Your First Sea-Facing Look at the Town
Boat Tours in Cefalù, Cefalù Tours, Cruises & Boat Tours, Sailing, Snorkeling Tours, Tour Reviews

Cefalù: Mini Yacht with Snorkel Stops, Caves and Aperitif

3.Mini Yacht with Snorkel Stops, Caves and Aperitif

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

Cefalù mini yacht tour with snorkel stops at Mazzaforno and Kalura, plus on-board aperitivo and sea views from Presidiana.

“Amazing experience, the guide and her daughter were the loveliest hosts you could ask for. Highly recommend for anyone coming to cefalu and wanting a boat trip, prosecco and aperitif served, also amazing!! Thank you for a great tour.”

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Catania: Coastline Sailing Trip with Aperitif and Prosecco - What the 3-hour “half-day” format really gives you
Boat Tours in Catania, Catania Tours, Cruises & Boat Tours, Sailing, Tour Reviews

Catania: Coastline Sailing Trip with Aperitif and Prosecco

4.Coastline Sailing Trip with Aperitif and Prosecco

★★★★★★★★★★4.9 · 87 reviews · from $767

Sail Catania’s volcanic coastline on a 3-hour private trip with a pro crew, appetizers, Prosecco, and a swim in Ionian Sea waters.

“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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Pantelleria Island: Isola Tour in Yacht with Simone & Luck - The Simone yacht setup, where you will actually spend your day
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Pantelleria Island: Isola Tour in Yacht with Simone & Luck

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

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

Full-day yacht tour around Pantelleria with aperitif, lunch onboard, fruit and dessert, plus swims at coves and a hot-water sea cave.

“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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Giardini Naxos: Dolphin Catamaran Sunset Tour with Aperetif - The Isola Bella pause: aperitif, cheese tasting, and time to breathe
Boat Tours in Taormina, Cruises & Boat Tours, Dolphin Watching, Evening Experiences, Sailing, Taormina Tours, Tour Reviews, Tours

Giardini Naxos: Dolphin Catamaran Sunset Tour with Aperetif

6.Giardini Naxos: Dolphin Catamaran Sunset Tour with Aperetif

★★★★★★★★★★4.2 · 75 reviews · from $56

Sunset catamaran from Giardini Naxos to Taormina to hunt dolphins, tour caves and Isola Bella, with prosecco aperitif and swimming stop.

“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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Catania: Guided Sunset Sailing Trip with Aperitif & Prosecco - Meeting at Catania Nautical Club, then straight onto the sea
Boat Tours in Catania, Catania Tours, Cruises & Boat Tours, Evening Experiences, Guided, Sailing, Tour Reviews

Catania: Guided Sunset Sailing Trip with Aperitif & Prosecco

Favignana e Levanzo: tour condiviso Yacht Shalimar IV - Getting to the meeting point in Trapani without stress
Boat Tours in Trapani, Cruises & Boat Tours, Egadi Islands Tours, Sailing, Tour Reviews, Tours, Trapani Tours

Favignana e Levanzo: tour condiviso Yacht Shalimar IV

Catania: Coastline Sailing Trip 6hr with Aperitif and Lunch - Getting on board at Club Nautico Catania, then learning the rhythm
Boat Tours in Catania, Catania Tours, Cruises & Boat Tours, Lunch Experiences, Sailing, Tour Reviews

Catania: Coastline Sailing Trip 6hr with Aperitif and Lunch

9.Coastline Sailing Trip 6hr with Aperitif and Lunch

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

A 6-hour Catania sailing trip along the Etna coast with onboard prosecco, pasta lunch, and swims near Ulysses caves and the Cyclops Islands.

“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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7-Hour Private Yacht Tour on the Island of Pantelleria - Coves and Route Flexibility: Weather-First Cruising on Pantelleria
Cruises & Boat Tours, Private, Sailing, Tour Reviews, Tours

7-Hour Private Yacht Tour on the Island of Pantelleria

4 Hours Catamaran Tour to the Scala dei Turchi - Capo Rossello Lighthouse and the Madonnina Statue From Sea Level
Cruises & Boat Tours, Sailing, Scala dei Turchi Tours, Tour Reviews, Tours

4 Hours Catamaran Tour to the Scala dei Turchi

13.4 Hours Catamaran Tour to the Scala dei Turchi

★★★★★★★★★★5.0 · 24 reviews · 4 hours (approx.) · from $90

4-hour catamaran from Porto Empedocle to Scala dei Turchi and Le Pergole, with SUP, swim stops, snacks, and a small group at sea.

“My husband and I were the only ones to book the afternoon trip and Giuseppe still took us out when many other tours would cancel. We had such a wonderful time, highly recommend. We got to swim as often as we liked and he has goggles and a SUP, which we got to use to paddle into one of the loveliest beaches we’ve ever seen. When we returned he had cold Prosecco and snacks waiting for us. Absolute hero. I would have loved to sail (rather than motor) but sadly there wasn’t much wind. Next time!”

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From Trapani: Full-Day Sailboat Trip to Favignana & Levanzo - Getting On Board at Mare and More in Trapani
Boat Tours in Trapani, Cruises & Boat Tours, Egadi Islands Tours, Full-Day, Sailing, Tour Reviews, Trapani Tours

From Trapani: Full-Day Sailboat Trip to Favignana & Levanzo

14.Full-Day Sailboat Trip to Favignana & Levanzo

★★★★★★★★★★4.9 · 15 reviews · from $164

Full-day sailboat from Trapani to Favignana and Levanzo with snorkel stops at Cala Rossa and Cala Fredda, small group, water included.

“Our sea voyage on the yacht left amazing impressions! Captain Marcello is a true virtuoso of his craft, he sailed the yacht superbly, creating a feeling of complete safety and comfort. The group of 7 people felt very cozy on board. Treats in the form of fresh fruit and an aperitif added pleasant bright accents to the trip. We stopped in incredibly beautiful bays, where swimming was a real pleasure - the sea was clean, transparent, and even with the naked eye you could see schools of fish. It was an unforgettable trip, full of natural beauty and relaxation!”

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