Sailing in Italy: The 15 Best Trips

Sailboat tour from PALAU to the Maddalena Archipelago. - Leaving Palau at 9:30 in the morning

★★★★★★★★★★5.0 · 952 reviews · 7 to 8 hours (approx.) · from $107Our pick

Review of a small-group sailing tour from Palau to La Maddalena, with Sardinian food, wine, swimming, snorkeling, and pink beach views.

“We had a wonderful experience with the best captains, Alberto and Augustine. They really made our trip fun and memorable. The food was delicious and the views were gorgeous even on a cloudy day. All four of us left very happy and we would go again in a heartbeat. Thank you!!”

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From Palau or La Maddalena: Archipelago Sailing Ship Tour

2.From Palau or La Maddalena: Archipelago Sailing Ship Tour

★★★★★★★★★★4.4 · 903 reviews · 7 hours · from $77

Sail La Maddalena’s turquoise waters from Palau or Maddalena, with Budelli, Santa Maria, Spargi, beach time, swimming, and a vintage boat.

“Really enjoyed our day on this tour! It was one of the only tours we could find that started from La Maddalena island at a reasonable price. The boat is not too big which meant we didn’t have too many people on board. I liked that we could bring our own food on board but the food they served looked delicious too. All the destinations we went to were unbelievable, such stunning water and landscape. We had 3 swim spots, 2 beaches and one dive spot. I would recommend bringing a sun umbrella for the last beach as we spent 2 hours there and there was little shade. Also bring…”

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Sailing boat from Santa Teresa di Gallura to the Maddalena Archipelago

3.Sailing boat from Santa Teresa di Gallura to the Maddalena Archipelago

★★★★★★★★★★5.0 · 628 reviews · 7 to 8 hours (approx.) · from $119

Review of the Santa Teresa sailing trip to La Maddalena, with swimming stops, lunch, snorkeling, practical tips, and honest drawbacks.

“Fantastic cruise to the islands of the Maddalena archipelago. WhatsApp messages the night before giving clear directions of where to park at the marina and how to find the pier. Marco and Lorenzo our crew were brilliant. Such lovely guys with a great attitude making sure everyone had the best time. Stopped at 3 beautiful bays for swimming. Were served food and drink several times between stops. Such a great day out. Highly recommend this excursion!”

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Catania: Sail Tour of Cyclops Coast with Sicilian Aperitif

4.Sail Tour of Cyclops Coast with Sicilian Aperitif

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

Sail from Catania to Aci Trezza for lava-rock views, swimming, snorkeling, SUP, Prosecco, and a Sicilian aperitif.

“Jennifer was so amazing! My only regret is that the boat trip wasn't another 4 hours longer!”

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Cagliari Sailing Boat Tour with Snorkeling and Drink

5.Cagliari Sailing Boat Tour with Snorkeling and Drink

★★★★★★★★★★4.9 · 454 reviews · 3 hours · from $56Best value

Review of Cagliari’s small-group sailing tour to Devil’s Saddle, with snorkeling, swimming, sea views, a drink, and practical booking tips.

“This bout tour was incredible, we stopped at Devil's Saddle, we were swimming and snorkeling, there were also drinks. Overall was amazing experience. Recommend to everyone!”

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Alghero: Sunset Sailing Aperitif Experience

6.Sunset Sailing Aperitif Experience

★★★★★★★★★★4.9 · 367 reviews · 2 hours · from $65

Review the Alghero sunset sailing aperitif, with swimming, Sardinian snacks, drinks, music, and sunset views of Capo Caccia.

“Andrea provided us with everything we needed. His secret spritz….delicious, snacks, great music, a swim in the sea of Sardinia & a magic sunset. Do yourself a favour & don’t miss this activity. We highly recommend it. Nothing to fault.”

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Sailing day trip on Tall Ship Andrea Jensen with Lunch and Wine

7.Sailing day trip on Tall Ship Andrea Jensen with Lunch and Wine

★★★★★★★★★★5.0 · 360 reviews · 7 hours (approx.) · from $169

Sail Sardinia’s Coral Riviera aboard the wooden Andrea Jensen, with swimming, snorkeling, lunch, wine, and views of Capo Caccia.

“Magnifique journée à bord de ce voilier ! Le repas, l’accueil, le temps de baignade avec la possibilité d’observer pleins de poissons, tout était parfait ! Merciiiii”

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Cagliari: Sailing Tour with 4 Stops, Snorkeling and Prosecco

8.Cagliari: Sailing Tour with 4 Stops, Snorkeling and Prosecco

★★★★★★★★★★4.8 · 341 reviews · from $61

Sail from Cagliari to Devil’s Saddle with four scenic stops, snorkeling, swimming, local stories, and Prosecco for $61.49.

“Such a fun experience! Highly recommend to book with them! The sailing was smooth, we stopped at amazing locations for a dip in the sea and were provided with goggles to see the fish. Amazing vibe on board as well - our guide Alma was so much fun and so friendly and caring. Great music on board as well. Also They took pictures of our group without fuzz ;)”

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Tour Sailboat 15 mt. BOARDING FROM LA MADDALENA islands Archipelago

9.Tour Sailboat 15 mt. BOARDING FROM LA MADDALENA islands Archipelago

★★★★★★★★★★5.0 · 306 reviews · 8 hours (approx.) · from $119

Sail from La Maddalena through Spargi, Budelli, Razzoli, and Santa Maria with Sardinian food, snorkeling, wine, and a small crew.

“We had the most amazing day out, our crew were great. Lots of nice other couples on board either us.”

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Sailing ship from Porto San Paolo (S.Teodoro-Olbia) to Tavolara, Molara

10.Sailing ship from Porto San Paolo (S.Teodoro-Olbia) to Tavolara, Molara

★★★★★★★★★★5.0 · 293 reviews · 7 to 8 hours (approx.) · from $119

Sail from Porto San Paolo to Tavolara and Molara for clear-water swims, Sardinian food, Vermentino, snorkeling, and dolphin watching.

“If I could leave ten stars I would. This was the highlight of the trip and one of the best days on the water”

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La Maddalena: Full-Day Sailing Trip

11.La Maddalena: Full-Day Sailing Trip

★★★★★★★★★★4.7 · 256 reviews · 7 hours · from $117

Review of La Maddalena’s 7-hour sailing trip from Porto Pollo, with small groups, swimming stops, local lunch, and practical booking advice.

“We had an unforgettable boat tour with our amazing and adventurous skipper Eddie and captain Enzo who radiated so much calmness. Both are incredibly professional. They took us to the three famous islands around La Maddalena, where we discovered the most stunning beach—without any rush. It felt like we had all the time in the world to soak it in. The whole tour was an adventure but also super calm, as we actually sailed without motor half of the time. Eddie also made us a delicious homemade lunch on board and gave us plenty of drinks to keep us refreshed. The entire team and all passengers were incredibly friendly and…”

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Sailing boat tour in the Maddalena Archipelago

12.Sailing boat tour in the Maddalena Archipelago

★★★★★★★★★★5.0 · 217 reviews · 7 hours (approx.) · from $145

Sail Sardinia’s Maddalena Archipelago with swim stops, Budelli’s pink beach, Spargi, onboard lunch, drinks, and a small group.

“Great trip and really experienced crew with Bruno as the captain. Felt safe throughout the trip. A relaxing trip where we got to see some of the most beautiful places close to Sardinia.”

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Catamaran tour stops bathing and snorkeling toast with prosecco

13.Catamaran tour stops bathing and snorkeling toast with prosecco

★★★★★★★★★★5.0 · 214 reviews · 3 hours (approx.) · from $73

Review of Cagliari’s 3-hour sailing tour with coastal sightseeing, swimming, snorkeling, Sardinian snacks, and a prosecco toast.

“Alma and her crew were warm and welcoming and had a clear love of the sea and where they live. Would highly recommend!”

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Tour of the island of Ischia in schooner

14.Tour of the island of Ischia in schooner

★★★★★★★★★★5.0 · 208 reviews · 7 hours (approx.) · from $82

Sail around Ischia on a renovated schooner, swim at five bays, enjoy island dishes, and see castles, villages, and cliffs from the sea.

“wonderful day trip. great crew and food and great swimming opportunities and a great way to see the island”

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Egadi Sail Boat Tour to Favignana and Levanzo from Trapani

15.Egadi Sail Boat Tour to Favignana and Levanzo from Trapani

★★★★★★★★★★5.0 · 194 reviews · 8 hours (approx.) · from $139

Sail from Trapani to Favignana and Levanzo for clear-water swims, snorkeling, island walks, lunch, wine, and a small-group Sicilian day.

“This was a great excursion that exceeded our expectations. Our guide Francesco was friendly and knowledgeable. The boat was very new and spacious with lots of shade. We really enjoyed the sailing, the swimming stops and the time on the island. The wine and fruit provided were also delicious. I highly recommend!”

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