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Sailboat Tours & Trips in Italy

Find a Sailboat trip that explores Italy. There are 5 tours to choose from, that range in length from 4 days up to 8 days. The most popular month for these tours is July, which has the most tour departures. For more inspiration, discover our Italy vacation deals.

5 Sailboat trips through Italy with 38 reviews

  1. Amalfi Coast Sailing Adventure Tour
    7 days
     • 7 Cities
     • Sailing

    Amalfi Coast Sailing Adventure

    4.4 (6 reviews)
    "Great guide who couldn’t do enough for us. We arrived as strangers and left as..."
    Visiting 
    Italy
    Country Region: 
    Amalfi Coast, South Italy, Campania +1 more
    Group Size: 
    Max 8
    Tour Operator: 
    Intrepid Travel
    Age Range: 
    15 to 99 year olds
    Travel Style: 
    Adventure, Sailboat, Discovery +1 more
    From
    US $1,870
    • +$88 local payments
    View Tour
  2. Sail Italy: Amalfi to Procida Tour
    4 days
     • 3 Cities
     • Sailing

    Sail Italy: Amalfi to Procida

    4.7 (12 reviews)Excellent Guides
    "The boat was in great condition. The Bavaria 51 was a delight to sail. Very stable,..."
    Visiting 
    Italy
    Country Region: 
    Amalfi Coast, South Italy, Campania +1 more
    Group Size: 
    Max 8
    Tour Operator: 
    Intrepid Travel
    Age Range: 
    15 to 99 year olds
    Travel Style: 
    Sailboat, In-depth Cultural +1 more
    From $ 965
    US $917
    -5% OFF
    You save: $48
    • +$44 local payments
    View Tour
  3. Italy Explorer: Superior Catamaran From Portorosa Tour
    8 days
     • 7 Cities
     • Sailing

    Italy Explorer: Superior Catamaran From Portorosa

    Visiting 
    Italy
    Country Region: 
    South Italy
    Group Size: 
    Max 8
    Tour Operator: 
    Yacht Getaways
    Age Range: 
    18 to 65 year olds
    Travel Style: 
    Sailboat, Discovery
    From
    US $1,192
    View Tour
  4. Sail Italy: Procida to Amalfi Tour
    4 days
     • 6 Cities
     • Sailing

    Sail Italy: Procida to Amalfi

    4.7 (11 reviews)Great Accommodation
    Visiting 
    Italy
    Country Region: 
    Amalfi Coast, South Italy, Campania +1 more
    Group Size: 
    Max 8
    Tour Operator: 
    Intrepid Travel
    Age Range: 
    15 to 99 year olds
    Travel Style: 
    Adventure, Sailboat, Discovery +1 more
    From $ 965
    US $917
    -5% OFF
    You save: $48
    • +$44 local payments
    View Tour
  5. Sardinia & Corsica Sailing Adventure Tour
    8 days
     • 6 Cities
     • Sailing

    Sardinia & Corsica Sailing Adventure

    4.7 (9 reviews)
    "This thril was fantastic, I would highly recommend it. Our skipper Noon was brilliant..."
    Visiting 
    Italy, France
    Islands: 
    Sardinia
    Group Size: 
    Max 9
    Tour Operator: 
    Intrepid Travel
    Age Range: 
    15 to 99 year olds
    Travel Style: 
    Adventure, Sailboat
    From $ 1,540
    US $1,463
    -5% OFF
    You save: $77
    • +$110 local payments
    View Tour

Sailboat Tours & Trips in Italy Reviews

  • "It was fabulous and would do it again. I didn't want to leave!"
    Amalfi Coast Sailing Adventure
  • "Had a Great time sailing along the Beautiful Amalfi Coast & Islands with a Fun Bunch..."
    Sail Italy: Amalfi to Procida
  • "Seriously amazing trip of a lifetime. We did this to celebrate my husband’s big..."
    Sardinia & Corsica Sailing Adventure