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Holidays, Cruises, and Catamaran Trips in Italy

The unique experience of sailing on a catamaran, with its spacious layout and exceptional comfort, combined with the chance to explore Italian coasts accessible only by sea and share moments with new friends, makes every holiday unforgettable. Treat yourself to a vacation where you wake up in a bay and enjoy breakfast surrounded by the beauty of the sea.

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4.6

Premium

Catamaran cruise in Sardinia & Corsica with chef - full board (per cabin)

Italy: Northern Sardinia

7 days - 7 nights

10 departures available

August - November

Starting from

€1,640

€1,558

Per person - min 2 pax

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4.9

The magic of the Egadi Islands aboard a brand new catamaran

Italy: Aegadian islands

7 days - 7 nights

3 departures available

August - October

Starting from

€950

Per person

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4.8

Super!

Fabulous Egadi Islands by catamaran - Stewardess on board

Italy: Aegadian islands

6 days - 7 nights

2 departures available

September

Starting from

€1,050

Per person

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4.8

Super!

Elba, Tuscan archipelago or Corsica aboard a full opt catamaran.

Italy: Tuscany

7 days - 7 nights

4 departures available

August - September

Starting from

€850

Per person

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4.6

North Sardinia and South Corsica by catamaran with flybridge

Italy: Northern Sardinia

7 days - 7 nights

2 departures available

August - September

Starting from

€1,290

€1,190

Per person

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4.8

Super!

Cous Cous Festival tra le Egadi e San Vito Lo Capo in Catamarano

Italy: Aegadian islands

7 days - 7 nights

One departure available

September

€850

Per person

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4.9

Aeolian Islands on a catamaran, professional skipper/hostess, what else?

Italy: Aeolian Islands

6 days - 7 nights

2 departures available

August - September

Starting from

€945

Per person

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4.5

Premium

CAPRI Paradise - Catamaran cruise with hostess FULL BOARD

Italy: Naples & Amalfi Coast

6 days - 7 nights

4 departures available

October

Starting from

€1,320

€1,188

Per person - min 2 pax

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4.9

Egadi Islands by catamaran

Italy: Aegadian islands

7 days - 7 nights

2 departures available

September

€1,100

Per person

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4.8

Sail to the Aeolian Islands with an experienced crew on a catamaran!

Italy: Aeolian Islands

6 days - 7 nights

3 departures available

August - September

Starting from

€1,000

Per person

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New

Slow sailing in Portoferraio - daily trimaran trip

Italy: Tuscany

1 day - 0 nights

One departure available

August

€80

Per person

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4.9

Aeolian Islands in a big and new catamaran: sea, sun, relaxation

Italy: Aeolian Islands

7 days - 7 nights

3 departures available

August - October

Starting from

€1,180

Per person

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Get onboard solo, with your family or your friends

Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.

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Reviews - Holidays, Cruises, and Catamaran Trips in Italy

899 reviews

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Flotilla Different: Party and new friends in the Aeolian Islands - SAILOR CABIN ONLY

08/9/2026

Jacopo L.

-

IT

I thought it could be beautiful, but it was really beautiful From the skippers (great Marco and Massimo), to our travel companions, to all the guys involved in the saildifferent organization I can only say positive things and thank you for the time spent together Not a holiday but an indelible memory.
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From Lipari to Palermo: magical week on a catamaran with a hostess

08/9/2026

Guido T.

-

IT

All positive. The participants were very demanding but the crew handled the situation professionally taking care to avoid unnecessary discussions. The only suggestions: 1) no longer lack water as happened on the last day at sea 2) wash the deck and cockpit every day, which was not done. (hair and traces of food everywhere on the deck). For the rest fantastic experience, thank you

Flotilla Different: Party and new friends in the Aeolian Islands - SAILOR CABIN ONLY

08/9/2026

Chiara P.

-

IT

Sailing holidays are what I would like to do every summer, doing it with the people that Different has allowed me to meet has made it an unforgettable experience!

Flotilla Different: Party and new friends in the Aeolian Islands - SAILOR CABIN ONLY

08/9/2026

Miriam D.

-

IT

Beautiful experience in great company. Marco T., the skipper, and Massimo G., the co-skipper, were professional but at the same time nice and easy-going. We had a really good time and spent a beautiful week in incredible places.

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