12 Coastal Sailing Tours in Italy for the Logbook

1.Sail Tour of Cyclops Coast with Sicilian Aperitif

★★★★★★★★★★4.7 · 548 reviews · 4 hours · from $69Our pick

Spend four hours sailing from Catania to Aci Trezza aboard a small boat with up to 10 people. Your English or Italian guide points out lava rocks and Aci Castello, then gives you time to swim, snorkel, or use the SUP. Finish with sparkling wine, local cheese, tomatoes, cold cuts, bread, and pesto.

“Fantastic guide! The trip was really nice with plenty of time to swimm, eat and relax! Also we had enough space for each of us. The tour guide was so friendly and nice, explaining us about the sights”

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2.From Salerno: Amalfi Coast Full-Day Sailboat Trip with Lunch

★★★★★★★★★★5.0 · 163 reviews · from $157Top rated

Spend seven hours sailing from Salerno toward Amalfi in a small group of up to eight. Hosts such as Rosa, Francesco, Charlie, and Martina share local stories, serve prosecco, fresh pasta, dessert, and limoncello, and stop at clear coves for swimming and snorkeling. You also get about 1.5 hours to explore Amalfi.

“We had a wonderful time with Francesco and Alissa. They were kind, fun and gave us an amazing day! We love the ocean and swimming and this was a perfect way to see Amalfi!!!”

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3.Small Group Sailing Tour in Amalfi Coast with Aperitif

★★★★★★★★★★5.0 · 93 reviews · 3 hours to 3 hours 30 minutes (approx.) · from $272

Spend 3 to 3.5 hours aboard a 47-foot sailboat with Fabio Sorrentino and his crew, cruising from Amalfi toward Maiori, Positano, and nearby villages. Swim near Pandora’s Cave, enjoy prosecco, fruit, cheese, and snacks, and add a seafood lunch at a beach restaurant reachable only by boat. Departures may run longer when conditions and schedules allow.

“We had a wonderful, relaxing time on this trip. Lorenzo and Italo made everyone feel welcome. They pointed out famous landscapes and served a delicious aperitif with fruit, cheese and wine. The winds were not such that we could u fuel the sails but regardless, we enjoyed the trip immensely. The directions of where to meet the boat were timely and clear. I would highly recommend this excursion.”

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4.Coastline Sailing Trip with Aperitif and Prosecco

★★★★★★★★★★4.9 · 87 reviews · from $768 whole boat, up to 10

Join a private three-hour sailing trip from Club Nautico with an English- or Italian-speaking skipper and hostess. You’ll see Catania’s coast and Mount Etna, swim in the Ionian Sea, and share Sicilian appetizers with Prosecco. Crew members including Ivan, Giulia, Sergio, and Julia have been praised for friendly help and local tips.

“We’ve had a great afternoon on the boat on the Sicilian coast. The crew was very friendly and informative. Would definitely recommend Ivan and his team.”

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5.From Tropea: Sailing tour along the coast of the Gods

★★★★★★★★★★4.6 · 71 reviews · 3.5 hours · from $65Best value

Set out from Tropea on a 3.5-hour sailing trip along Calabria’s Coast of the Gods. You’ll visit the White Cave, Formicoli, Riaci, and Capo Vaticano, with three swim or snorkel stops. An English or Italian guide, masks, fresh fruit, and an aperitif are included. The boat may set its sails when conditions allow.

“Tolle Segeltour (Segel konnten auch gesetzt werden) mit kleiner Gruppe entlang der Küste, mit Stops zum schnorcheln u schwimmen!”

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6.Coastline Sailing Trip 6hr with Aperitif and Lunch

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

Spend six hours sailing from Club Nautico Catania along Sicily’s volcanic coast. Your skipper may be Ivan, Benjamin, Gianluca, or Petri, with a hostess serving prosecco, aperitifs, and pasta cooked aboard. Swim near the Caves of Ulysses, Acicastello, and the Cyclops Islands on a 43 to 49-foot yacht.

“Both the captain and first mate were very nice. It was relaxing to be on the ocean.”

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7.Coastline Sailing Tour with Aperitif

★★★★★★★★★★3.8 · 34 reviews · 3 hours · from $68

Spend three hours sailing from Blu Marina in Catania along the Ognina coast, past Aci Castello and the Ulysses Caves. Your Italian or English-speaking skipper explains local stories, helps you try basic sailing maneuvers, and stops for swimming and snorkeling near lava rocks and the Cyclops Islands. Prosecco and a typical aperitif are served onboard.

“Ralph as a super cool captain. Nice to talk to. The sea was a bit rough but he managed everything perfectly fine.”

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8.Sailboat excursion in Porto Conte bay w/ Lunch

★★★★★★★★★★4.8 · 21 reviews · from $155

Spend eight hours sailing from Alghero to Porto Conte with an Italian-speaking skipper, swimming and snorkeling at Capo Galera and Dragunara Cove. The small 10-meter boat carries up to nine participants, with shade, a freshwater shower, SUP, masks, and a Sardinian lunch of antipasti and pasta with bottarga. Fabio may lead your outing.

“Thanks to Fabio for this great experience. Lots of fun and relaxed at the same time! highly recommended!”

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9.Private Boat Tour with Skipper Sailing the Lagoon of Venice Italy

★★★★★★★★★★5.0 · 15 reviews · 3 hours 30 minutes (approx.) · from $118

You’ll cruise Venice’s lagoon in a private open boat with a skipper or tour leader, visiting a working Murano glass factory, colorful Burano, and historic Torcello. The roughly 3 to 3.5-hour trip returns to S. Giobbe. Riccardo has guided some departures, and the boat is reserved for your group.

“A spectacular way to see the lagoon and a few of the islands around Venice! Would definitely recommend!”

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10.Sailing tour on Salento coast

★★★★★★★★★★4.3 · 8 reviews · from $135

Spend seven hours sailing from Marina Yachting Portolano along Salento’s Ionian coast. Your skipper chooses the route, visiting Lido Pizzo, Torre Pizzo, Rivabella, Padula Bianca, or the island of Sant’Andrea according to sea conditions. The boat carries a SUP, drinks, and an onboard aperitif. Groups are limited to six.

“Gina, Miguel and Alma Libre.. simply unique! Thanks for the wonderful day! Due to adverse weather we had to change the date of the excursion with full availability of the organizers.. absolutely recommended ❤️”

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11.Sailing the Cilento coast: adventure, and serenity

★★★★★★★★★★4.3 · 7 reviews · 4 hours · from $77

Set out from Agropoli with Pasquale and Domenico for a four-hour cruise along the Cilento Coast. You’ll see San Francesco Rock, Trentova Rock, and Scoglio del Sale, then stop at Sauco Bay for swimming, snorkeling, or beach time. Bring your own mask and snorkel, water, sunscreen, and a change of clothes.

“Bellissima esperienza! Bravi e simpatici ragazzi che ci hanno accompagnato con la barca per la mini crociera sulla costa del Cilento! Consigliatissima!”

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12.Sailing Amalfi Coast Therapy

★★★★★★★★★★5.0 · 3 reviews · 6 hours (approx.) · from $163

Set sail from Maiori at 10:30 a.m. for a private six-hour trip toward Positano and Amalfi. You will swim in a sea-only cove, eat fresh lunch with drinks aboard, and sail under wind power when conditions allow. Captain Jian Luca knows the coast well, and local pickup may be arranged on request.

“My son and I were specifically in the are to visit Pompeii and booked this day a bit later. It was a wildly hot August day. This experience exceeded our expectations. Our boat captain, Jian Luca, was a fantastic boat captain & knew the area so well. He kept water flowing & stopped for us to have a fantastic swim while he made lunch for us. Lunch was a wonderful caprese salad, pasta, wine & beer. The sailing lasted almost 7 hours & was just beautiful. This experience was more than worth the value - just fantastic!”

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