Under sail · ITALY SAILING TOURS

Italy Sailing Tours: Our 15 Favourites

31 sailing trips  ·  seats from $56 each

Sunset runs, swim stops and full days at anchor. These 15 are the sails in Italy worth the booking, compared on the details that matter once you are aboard.

Sailboat tour from PALAU to the Maddalena Archipelago. - La Maddalena National Park and the natural swimming pool
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Sailboat tour from PALAU to the Maddalena Archipelago.

1.Sailboat tour from PALAU to the Maddalena Archipelago.

★★★★★★★★★★5.0 · 952 reviews · 7 to 8 hours (approx.) · from $107Top of the fleet

Set out from Palau at 9:30 a.m. for a 7 to 8 hour sailing day through La Maddalena National Park. With a maximum of 12 people, your crew, which may include Giuseppe, Simone, Claudia, Alberto, or other Sardinia Sailing Tour skippers, serves Sardinian snacks, pasta, wine, and drinks between swimming stops. The route changes with the weather.

“Sailing with Gaetano and Max was fun. I enjoyed watching them work to get sails up. Water and beaches were beautiful. Lunch was delicious. Safety was of great importance to them. My friend's first time on a boat. She was very nervous and hesitant about going. By the end of the trip, she was relaxed with a big smile. Forget the big crowded boats. Spend a little more and do this. Thanks for a memorable day!”

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From Palau or La Maddalena: Archipelago Sailing Ship Tour - From Palau or La Maddalena: choosing your starting point
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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

Join a multilingual crew, often led by Letizia, for a seven-hour motorsailer trip from Palau or La Maddalena. See Budelli’s pink beach from the water, swim near Santa Maria, and visit Cala Corsara on Spargi. Bring lunch or buy pasta and drinks aboard. Expect limited shade, boat transfers, and some climbing.

“Loved it! Amazing islands! Leticia was super nice and making sure everyone was Ok”

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Sailing boat from Santa Teresa di Gallura to the Maddalena Archipelago - Pink Beach, seen without stepping onto it
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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

Set out at 9:30 a.m. from Santa Teresa di Gallura aboard a small sailing boat for a full day around La Maddalena. With up to 12 people, you’ll visit protected Pink Beach, Port Madonna, Spargi, and Cala Santa Maria, with swimming, snorkeling, lunch, wine, coffee, and soft drinks included. The crew may include Carlo, Andrea, Marco, Lorenzo, or other Sardinia Sailing Tour staff.

“Marco and Lorenzo were great hosts, lots of drinks available, food was great and the boat in good shape. The itinerary is too much for sailing most of the time however if that is what you are looking for. We did get of engine with the sails up for a little bit which was appreciated as two of us are keen sailors.”

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Catania: Sail Tour of Cyclops Coast with Sicilian Aperitif - The volcanic coast toward Aci Trezza
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Catania: Sail Tour of Cyclops Coast with Sicilian Aperitif

4.Catania: Sail Tour of Cyclops Coast with Sicilian Aperitif

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

Sail from Catania to Aci Trezza with an English or Italian speaking skipper and guide. You’ll see Aci Castello, swim and snorkel near the Cyclopean Isles, try a SUP, and enjoy Prosecco with Sicilian bites. Guides such as Sergio, Jennifer, Lulu, and Gabriele are known for warm hosting and clear local explanations.

“Sergio and Jennifer made our trip special. They were both super helpful, and great in explaining all aspects of our sailing trip up the coastline. They were kind and helpful and we couldn’t have asked for a better sailing experience. We would thoroughly recommend a sailing experience with these two lovely people. Gordon & Rachel Potter”

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Cagliari Sailing Boat Tour with Snorkeling and Drink - Starting at Marina Piccola beside Poetto Beach
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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 $56Lowest fare aboard

Join skipper Maurizio for a three-hour sailing trip from Marina Piccola beside Poetto Beach. With no more than eight people aboard, you’ll cruise past Devil’s Saddle, swim in clear coves, snorkel among small fish, and enjoy a soft drink. The route changes with the wind, so expect a real sailing experience rather than a fixed boat ride.

“This was an excellent boat trip! The captain was informative, interactive and funny. The stops we made along the way were beautiful and amazing places to swim. The boat was great and he makes sure it is not overcrowded. I would highly recommend this tour!”

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Alghero: Sunset Sailing Aperitif Experience - Sailing toward Maddalenetta
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Alghero: Sunset Sailing Aperitif Experience

6.Alghero: Sunset Sailing Aperitif Experience

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

Join Andrea aboard a small sailboat from Alghero Port for a two-hour sunset cruise. Sail across the bay, stop near Maddalenetta for swimming and snorkeling, then enjoy Sardinian snacks, wine, beer, soft drinks, and Andrea’s homemade spritz with music and views of Capo Caccia.

“It would be great if smoking wasn’t allowed but I suppose that’s a cultural thing.”

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Sailing day trip on Tall Ship Andrea Jensen with Lunch and Wine - Cruising along Sardinia’s Coral Riviera
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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

Spend about seven hours sailing from Alghero with Colin and Rachel aboard the traditional wooden Andrea Jensen. See Capo Caccia’s cliffs, swim and snorkel in a secluded bay, enjoy a freshly prepared two-course lunch with wine and beer, then sail back beneath the ship’s red sails.

“We spent a absolutely superb day on this very lovable boat. The crew were a pleasure to be with and as English speaking owners made the day that little easier. The food and drink which was excellent were offered without hesitation. The company of limited numbers on board added to the free spirit of the day. Colin, Rachel and Constance their little helper. Thank you for a wonderful day. David & Amanda 27 Aug 2020”

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Cagliari: Sailing Tour with 4 Stops, Snorkeling and Prosecco - Cala Mosca is your first chance to get in the water
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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

Join Alma Sailing Charter for a three-hour sail from Cagliari toward the Devil’s Saddle. Swim and snorkel at Cala Mosca, Cala Fighera, and Sella del Diavolo, with gear, floats, a bathroom, and a fresh-water shower provided. Alma, Patrick, Paolo, Laura, or other crew members may share local stories in English, Italian, or French.

“It’s a short but absolutely lovely excursion. Alma and Patrick were amazing guides, Alma is so knowledgeable with the whole area and is very funny. The swimming spots were very nice and they can provide you with a mask and noodles for free. Beer and snacks can be bought on board too! If you’re looking for a quick adventure out on the waters of Cagliari I’d recommend them very highly!! Thank you both!”

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Tour Sailboat 15 mt. BOARDING FROM LA MADDALENA islands Archipelago - Pink Beach is a protected spectacle
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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

Spend about eight hours aboard a 15-meter sailboat from La Maddalena, visiting Spargi, Pink Beach, Port Madonna, and Cala Santa Maria. The English-language crew, often including Giuseppe, Salvatore, Max, Denny, or Ettore, serves Sardinian food, wine, mirto, and drinks while you swim and snorkel. The group is limited to 12 people.

“Max was an incredible skipper! Very knowledgeable, best service with food and drinks. Always made sure everyone on board was happy and getting anything they needed. The weather wasn’t the best but it was still an incredible sail!”

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Sailing ship from Porto San Paolo (S.Teodoro-Olbia) to Tavolara, Molara - Tavolara, lunch, and a longer swim
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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

Set sail from Porto San Paolo at 9:30 a.m. for Isola Piana, Tavolara, Molara, and the Tavolara-Punta Coda Cavallo marine area. Expect swimming, snorkeling gear, Sardinian snacks, a pasta lunch, Vermentino, coffee, and a small group of up to 14 people. Crew members may include Luigi, Mateo, Alessio, Fabio, or Agustino.

“Ho passato una bellissima giornata ☀️ Luigi è stato fenomenale in tutto. La barca comodissima mangiare ottimo”

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La Maddalena: Full-Day Sailing Trip - Budelli’s Piscine: The First Big Swim
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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

Spend seven hours sailing from Porto Pollo through La Maddalena’s islands with a skipper and up to 12 participants. Your route may include Budelli, Santa Maria, Spargi, Caprera, or even Corsican islands, depending on weather and group wishes. Swim, snorkel with onboard masks, visit beaches by tender, and eat a fresh Sardinian lunch.

“High relaxation - probably this is a best description of the tour. We spend nice time on board and on the beaches of La Madallena archipelago. Lunch on board was good in size and teasty”

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Sailing boat tour in the Maddalena Archipelago - Starting from La Maddalena or Palau
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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

Spend about seven hours sailing from La Maddalena or Palau through Sardinia’s island chain. With a skipper and crew such as Samuel, Yuri, Ines, or Antonella, you’ll stop near Budelli and Spargi for swimming, snorkeling, and SUP, then eat a generous onboard lunch with wine, beer, spritz, coffee, and local snacks. The boat holds up to 14 people.

“Sebastian and Antonella were fabulous hosts. We really enjoyed this trip. Comfortable boat with 12 people, plenty of food - we had to pass on the last course because we ate so much. Option to go to beaches or swim off boat . If you have the opportunity, spend the extra $ and do this tour. We loved it!”

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Egadi Sail Boat Tour to Favignana and Levanzo from Trapani - Cala Azzurra and Bue Marino: two very different coastal views
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Egadi Sail Boat Tour to Favignana and Levanzo from Trapani

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

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

Spend about eight hours sailing from Trapani to Favignana and Levanzo with a maximum of 12 people. Swim and snorkel at Cala Rossa, Cala Azzurra, Bue Marino, Cala Fredda, and Cala Minnola, then visit Favignana and Levanzo. Skippers such as Francesco, Ricardo, Marcello, and Giuseppe provide sailing, local sights, fruit, wine, water, and snorkeling gear.

“great tour, very helpful crew. awesome swimming spots and locations. you may need to ask for drinks rather than have them offered”

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From Salerno: Amalfi Coast Full-Day Sailboat Trip with Lunch - Hotel pickup and the start at Salerno’s marina
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From Salerno: Amalfi Coast Full-Day Sailboat Trip with Lunch

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

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

Spend seven hours sailing from Salerno with a skipper and hostess, stopping to swim and snorkel along the coast before visiting Amalfi village. Expect a small group of up to eight, hotel pickup, prosecco, fresh pasta, dessert, and limoncello. Guides such as Rosa, Francesco, Charlie, and Martina may lead the trip.

“It was a wonderful day spent at sea. Rosa and Charlie were such amazing hosts that we felt we were sailing with old friends. Great vibe! Would most certainly do it again.”

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La Maddalena Archipelago Sailing Tour with Lunch from Palau - Cala di Santa Maria: the first swim in turquoise water
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La Maddalena Archipelago Sailing Tour with Lunch from Palau

15.La Maddalena Archipelago Sailing Tour with Lunch from Palau

★★★★★★★★★★5.0 · 121 reviews · 7 hours (approx.) · from $108

Spend about seven hours sailing from Palau with a crew such as Yuri, Ines, Andre, or Samuel. Swim at Cala di Santa Maria and Cala Granara, visit Budelli and Spiaggia Rosa by dinghy, and enjoy aperitivo, a pasta lunch, wine, beer, coffee, and dessert aboard a boat limited to 14 people.

“Day trip very well organized, amazing food, amazing personnel, amazing places being visited, sail boat well spacious and with all the amenities (toilet, parasol, etc...)”

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