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Day trips yacht sailing holidays & tours in Italy

Discover more than 11 opportunities to get on board a Day trips adventure in Italy. A unique experience with a local skipper, starting at €350 a week.

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4.9

Sailing excursion to Capri / Positano

Italy: Naples & Amalfi Coast

1 day - 0 nights

4 departures available

August

€150

Per person

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New

Between the Ionian and the Adriatic where the seas meet

Italy: Puglia

1 day - 0 nights

8 departures available

August

€130

Per person

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Bachelorette Party

Italy: Liguria

1 day - 0 nights

7 departures available

September

Starting from

€145

€138

Per person

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New

Gulf of Poets & Cinque Terre by catamaran

Italy: Liguria

1 day - 0 nights

28 departures available

August - September

Starting from

€170

Per person

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5.0

New

Sailing in a trimaran to the rhythm of the wind

Italy: Tuscany

1 day - 0 nights

2 departures available

August

€100

Per person

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5.0

From the sun to the moon - Afternoon All inclusive on Lake Garda

Italy: Lake Garda

1 day - 0 nights

One departure available

August

€149

Per person

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5.0

Sailing, swimming and aperitif at sunset ... What else?

Italy: Lake Garda

1 day - 0 nights

15 departures available

August - October

Starting from

€59

Per person

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New

Gulf of Poets: Shared Sunset Tour by Catamaran

Italy: Liguria

1 day - 0 nights

30 departures available

August - September

Starting from

€140

Per person

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4.9

Aperitif Trip to the Gulf of Tigullio - All inclusive!

Italy: Liguria

1 day - 0 nights

One departure available

August

€85

Per person

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4.9

Day at the Gulf of Tigullio on a Sailing Boat - All inclusive!

Italy: Liguria

1 day - 0 nights

One departure available

August

€150

Per person

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5.0

A wonderful day.... sul Garda - ALL INCLUSIVE

Italy: Lake Garda

1 day - 0 nights

11 departures available

August - October

Starting from

€99

Per person

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Reviews - Day trips yacht sailing holidays & tours in Italy

636 reviews

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Aeolian Islands in the name of sailing, fishing and relaxation

08/20/2026

Eleonora M.

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IT

Antonio is a skipper and a very prepared and helpful person, he handled every situation with promptness and control making us feel safe and comfortable. The boat and organization were comfortable. The itinerary, although short, offers several possibilities for all tastes and splendid landscapes. Recommended experience

Slow sailing in Portoferraio - daily trimaran trip

08/19/2026

Susanne A.

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DE

We were super happy with our sailing experience! The skipper is super nice & open and made sure we had a great time. He spoke fluent Italian, English and a little bit German which made the communication absolutely flawless. We were able to help with the boat (but obviously didn’t have to) which made the experience even cooler. The journey was an adventure we really enjoyed and we highly recommend booking with this skipper during your vacation. Elba is a very nice island which we got to experience and explore a little bit. Next time we will book a longer trip.

Day at the Gulf of Tigullio on a Sailing Boat - All inclusive!

08/10/2026

Paola P.

Excellent organization! Very nice skipper and prepared. Experience to be redone!!

A full day on a sailing boat in the Gulf of ALASSIO

08/10/2026

Christian B.

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IT

Great experience in the company of Daniele! We took a ride offshore with the sail which was a lot of fun. After this we made a stop at the gallinara with sup, lunch and relaxation on the boat and ended the day with a panoramic tour of the coast up to Capo Mele! Daniele is a very interesting person and the day flew by in his company! I absolutely recommend the tour!

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