PRIVATE SAILING CHARTERS IN ITALY

The 7 Private Sailing Charters in Italy We Would Step Aboard

7 sailings  ·  from $119 a head

The good boats go first and the cheap seats go fastest of all. Below: 7 private sailing charters in Italy worth booking ahead, what each includes and where they differ once you are aboard.

7-Day Private Sailing Retreat in Sardinia and Corsica - What a typical day feels like aboard
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7-Day Private Sailing Retreat in Sardinia and Corsica

1.7-Day Private Sailing Retreat in Sardinia and Corsica

★★★★★★★★★★5.0 · 50 reviews · from $3,851Our pick

Spend seven days aboard a catamaran with Captain Vincent Braakman, sailing from Olbia through Costa Smeralda, the Maddalena Islands, and Corsica. Expect fresh breakfasts and lunches, yoga, swimming, snorkeling, paddle boarding, hikes, and a special spa day. The route adapts to weather, sea conditions, and your group’s preferred pace.

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Private Sailing Tour to Cyclops Islands from Catania - Ognina and the old sulfur oven
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Private Sailing Tour to Cyclops Islands from Catania

2.Private Sailing Tour to Cyclops Islands from Catania

★★★★★★★★★★5.0 · 45 reviews · from $1,034 whole boat, up to 10

From Club Nautico Catania, your private crew sails along the volcanic coast toward Aci Castello, Ulysses’ Caves, and the Cyclops Islands. Expect Etna views, swimming stops, Sicilian aperitivo, lunch, and prosecco. Crews may include Giulia, Ivan, Carlo, Benjamin, or other team members, and the route can adapt to your group.

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Maddalena Archipelago Private Sailboat Tour from PALAU - Starting from Palau at 9:30 a.m.
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Maddalena Archipelago Private Sailboat Tour from PALAU

3.Maddalena Archipelago Private Sailboat Tour from PALAU

★★★★★★★★★★5.0 · 24 reviews · 7 hours (approx.) · from $1,193 whole boat, up to 12

From Palau, you spend about seven hours aboard a private sailboat with your own group, guided by Sardinia Sailing Tour. Alberto and Olivia may host your day, with stops near Rosa Beach, the natural pools, Spargi, Santa Maria, and Budelli. Lunch, wine, snacks, and snorkeling gear are included.

“Everything about this trip was amazing. The hosts/crew (Alberto and Olivia) were so accommodating. The food was fantastic and the tour was wonderful. We would do it all over again. Worth every penny.”

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Private Boat Tour with Skipper Sailing the Lagoon of Venice Italy - Murano and the working glass furnace
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Private Boat Tour with Skipper Sailing the Lagoon of Venice Italy

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

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

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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Private Sailing Boat Tour Classic Lake Como with Aperitif - Leaving Bellagio and Pescallo
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Private Sailing Boat Tour Classic Lake Como with Aperitif

5.Private Sailing Boat Tour Classic Lake Como with Aperitif

★★★★★★★★★★5.0 · 8 reviews · 2 to 7 hours (approx.) · from $391

Set out from Bellagio on a private sailing boat with an English-speaking skipper such as Carlo or Elia. Depending on your chosen length, you may pass Bellagio, Varenna, Menaggio, Villa Carlotta, Villa Melzi, Piona, and more. The relaxed cruise includes an aperitif, with private group space and pickup available.

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Stintino: Asinara & La Pelosa Sunset Private Sailing Tour - Leaving the harbor and heading toward La Pelosa
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Stintino: Asinara & La Pelosa Sunset Private Sailing Tour

6.Asinara & La Pelosa Sunset Private Sailing Tour

★★★★★★★★★★4.5 · 6 reviews · from $357 whole boat, up to 4

Sail from Stintino with skipper Maurizio or another Italian- or English-speaking skipper, stopping at La Pelosa and the Asinara marine reserve. Swim in clear water, enjoy Sardinian cold cuts, cheeses, bruschette, salmon, and Akenta wine, then return about an hour after sunset. The small group is limited to four people.

“The peace, jump into the water, sunset with enough to eat and drink on the sailing ship, Italian speaking, friendly, sporty 😉skipper”

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La Spezia : Private Sailboat tour of cinque terre with lunch - Leaving La Spezia for Porto Venere
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La Spezia : Private Sailboat tour of cinque terre with lunch

7.La Spezia : Private Sailboat tour of cinque terre with lunch

★★★★★★★★★★4.8 · 5 reviews

Spend seven hours on a private sailboat from La Spezia, cruising past Porto Venere, Palmaria, and the Cinque Terre villages. Swim near Guvano Beach, eat Ligurian specialties and Genoese focaccia, and try the helm if conditions allow. English and Italian are offered, with guides including Giorgia and Lorenzo.

“We had a wonderful day on the sailboat. The weather was a little chilly and the sea was choppy so we couldn’t go to cinque terra. We went to another town. The treats and lunch on the sailboat were delicious. The staff was very friendly.”

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Pick a coast

Sunset, snorkel, or the whole boat.