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South Italy Sailing Tours & Trips

South Italy Sailing Tours & Trips

Explore a wide diversity of tours through South Italy tailored to suit your taste and thirst for adventure. We have 12 tours that vary from 4 days to 8 days. With the greatest number of departures in September, this is also the most popular time of the year.

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ends on 24 Jan 2019
12 trips through South Italy
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12 trips through South Italy

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  • Amalfi Coast Sailing Adventure

    "It was fabulous and would do it again. I didn't want to leave!"
    Instant Booking
    destinations
    Procida, Ischia, Sorrento, Pompei, Naples, Amalfi, Capri+5 more
    starts/ ends in
    Procida / Procida
    age range
    15 to 99 year olds
    accommodation
    Berth / Cabin
    transport
    Boat
    Country Region
    Amalfi Coast, South Italy, Campania+1 more
    Travel style
    Adventure, Sailboat, Discovery+1 more
    operator
    Intrepid Travel
    Duration
    7 days
    Price per day
    $252
    From
    US$1,764
    • +$91 local payments
    You save $36
    4 May 2019
    7 spaces left
    11 May 2019
    4 spaces left
    View tour
    More information
  • Sail Italy: Amalfi to Procida

    "This was a fabulous trip. We went to splendid places, and our skipper took us to..."
    Instant Booking
    destinations
    Amalfi, Capri, Procida+1 more
    starts/ ends in
    Amalfi / Procida
    age range
    15 to 99 year olds
    accommodation
    Berth / Cabin
    transport
    Boat
    Country Region
    Amalfi Coast, South Italy, Campania+1 more
    Travel style
    Sailboat, In-depth Cultural+1 more
    operator
    Intrepid Travel
    Duration
    4 days
    Price per day
    $200
    From
    US$799
    • +$45 local payments
    You save $16
    7 May 2019
    7 spaces left
    14 May 2019
    5 spaces left
    View tour
    More information
  • Sail the Bay of Naples

    8 day sailing tour through Naples, Marina di Stabia, Sorrento and 5 other destinations in Italy

    destinations
    Naples, Marina di Stabia, Sorrento, Pozzuoli, Procida, Ischia, Isola di Ventotene, Ponza+7 more
    starts/ ends in
    Naples / Naples
    age range
    13 to 80 year olds
    Country Region
    South Italy, Campania
    Travel style
    Gulet, Discovery, In-depth Cultural+1 more
    operator
    Back-Roads Touring
    -9%
    Duration
    8 days
    Price per day
    $522
    From
    $4,579
    US$4,176
    You save $403
    18 May 2019
    8 spaces left
    1 Jun 2019
    6 spaces left
    View tour
    More information
  • Magnificent Italy from whole new angle with Lady Christa

    8 day sailing tour through Milazzo, Lipari, Isola Filicudi and 4 other destinations in Italy

    destinations
    Milazzo, Lipari, Isola Filicudi, Salina, Panarea Island, Stromboli, Vulcano+5 more
    starts/ ends in
    Milazzo / Vulcano
    age range
    1 to 100 year olds
    accommodation
    Houseboat
    transport
    Ship, Boat
    Country Region
    South Italy
    operator
    Global Yacht Rentals
    Duration
    8 days
    Price per day
    $170
    From
    US$1,364
    You save $57
    6 Apr 2019
    10+ spaces left
    13 Apr 2019
    10+ spaces left
    View tour
    More information
  • Delicious Amalfi Coast

    7 day sailing tour through Castellammare di Stabia, Procida, Ischia and 5 other destinations in Italy

    destinations
    Castellammare di Stabia, Procida, Ischia, Capri, Positano, Amalfi, Sorrento, Pompeii+7 more
    starts/ ends in
    Castellammare di Stabia / Castellammare di Stabia
    age range
    3 to 70 year olds
    accommodation
    Berth / Cabin
    transport
    Boat
    Country Region
    Amalfi Coast, South Italy, Campania+1 more
    operator
    Sail And Experience
    Duration
    7 days
    Price per day
    $187
    From
    US$1,309
    • +$91 local payments
    You save $55
    11 May 2019
    8 spaces left
    18 May 2019
    8 spaces left
    View tour
    More information
  • Gulet Cruise among Aeolian Islands, Sicily

    8 day sailing tour through Milazzo, Panarea Island, Stromboli and 3 other destinations in Italy

    destinations
    Milazzo, Panarea Island, Stromboli, Salina, Lipari, Vulcano+5 more
    starts/ ends in
    Milazzo / Milazzo
    age range
    18 to 90 year olds
    accommodation
    Berth / Cabin
    transport
    Ship, Boat
    Country Region
    South Italy
    Travel style
    Adventure, Gulet, Discovery+1 more
    operator
    Soleto Travel
    Duration
    8 days
    Price per day
    $184
    From
    US$1,474
    You save $61
    25 May 2019
    8 spaces left
    1 Jun 2019
    8 spaces left
    View tour
    More information
  • Sea and Wellness

    5 day sailing tour through Castellammare di Stabia, Procida, Ischia and 3 other destinations in Italy

    destinations
    Castellammare di Stabia, Procida, Ischia, Capri, Sorrento, Pompei+5 more
    starts/ ends in
    Castellammare di Stabia / Castellammare di Stabia
    age range
    3 to 70 year olds
    accommodation
    Berth / Cabin
    transport
    Boat
    Country Region
    Amalfi Coast, South Italy, Campania+1 more
    operator
    Sail And Experience
    Duration
    5 days
    Price per day
    $185
    From
    US$927
    • +$45 local payments
    You save $39
    29 Apr 2019
    8 spaces left
    13 May 2019
    8 spaces left
    View tour
    More information
  • Italy 7 Days Sailing (Premier Plus)

    7 day sailing tour through Portorosa, Lipari, Panarea Island and 3 other destinations in Italy

    destinations
    Portorosa, Lipari, Panarea Island, Salina, Stromboli, Vulcano+4 more
    starts/ ends in
    Portorosa / Portorosa
    age range
    18 to 35 year olds
    accommodation
    Berth / Cabin
    transport
    Boat
    Country Region
    South Italy
    Travel style
    Discovery
    operator
    MedSailors
    -9%
    Duration
    7 days
    Price per day
    $126
    From
    $964
    US$879
    • +$97 local payments
    You save $85
    7 Sep 2019
    8 spaces left
    14 Sep 2019
    8 spaces left
    View tour
    More information
  • Italy - Catamarans

    7 day sailing tour through Portorosa, Lipari, Panarea Island and 3 other destinations in Italy

    destinations
    Portorosa, Lipari, Panarea Island, Salina, Stromboli, Vulcano+4 more
    starts/ ends in
    Portorosa / Portorosa
    age range
    18 to 50 year olds
    accommodation
    Berth / Cabin
    transport
    Boat
    Country Region
    South Italy
    operator
    MedSailors
    -9%
    Duration
    7 days
    Price per day
    $141
    From
    $1,080
    US$985
    • +$109 local payments
    You save $95
    7 Sep 2019
    8 spaces left
    21 Sep 2019
    8 spaces left
    View tour
    More information
  • Sail Italy: Procida to Amalfi

    4 day sailing tour through Procida, Ischia, Sorrento and 3 other destinations in Italy

    Instant Booking
    destinations
    Procida, Ischia, Sorrento, Pompei, Naples, Amalfi+4 more
    starts/ ends in
    Procida / Amalfi
    age range
    15 to 99 year olds
    accommodation
    Berth / Cabin
    transport
    Boat
    Country Region
    Amalfi Coast, South Italy, Campania+1 more
    Travel style
    Adventure, Sailboat, Discovery+1 more
    operator
    Intrepid Travel
    Duration
    4 days
    Price per day
    $227
    From
    US$906
    • +$45 local payments
    You save $19
    4 May 2019
    8 spaces left
    11 May 2019
    4 spaces left
    View tour
    More information
  • Walking with the Gods

    5 day sailing tour through Castellammare di Stabia, Capri, Amalfi and 3 other destinations in Italy

    destinations
    Castellammare di Stabia, Capri, Amalfi, Positano, Sorrento, Pompei+5 more
    starts/ ends in
    Castellammare di Stabia / Castellammare di Stabia
    age range
    3 to 70 year olds
    accommodation
    Berth / Cabin
    transport
    Boat
    Country Region
    Amalfi Coast, South Italy, Campania+1 more
    operator
    Sail And Experience
    Duration
    5 days
    Price per day
    $185
    From
    US$927
    • +$45 local payments
    You save $39
    6 May 2019
    8 spaces left
    20 May 2019
    8 spaces left
    View tour
    More information
  • Italy 7 Days Sailing (Premier)

    7 day sailing tour through Portorosa, Lipari, Panarea Island and 3 other destinations in Italy

    destinations
    Portorosa, Lipari, Panarea Island, Salina, Stromboli, Vulcano+4 more
    starts/ ends in
    Portorosa / Portorosa
    age range
    18 to 50 year olds
    accommodation
    Berth / Cabin
    transport
    Boat
    Country Region
    South Italy
    Travel style
    Sailboat, Discovery
    operator
    MedSailors
    -9%
    Duration
    7 days
    Price per day
    $102
    From
    $782
    US$713
    • +$97 local payments
    You save $69
    7 Sep 2019
    8 spaces left
    14 Sep 2019
    8 spaces left
    View tour
    More information

South Italy Sailing Tour 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