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    All listings in Italy

    Awesome sailboat rentals in Italy.

    4.9
    (92 Reviews)

    Page 9 of 20 • 470 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Enjoy Sailing on 52' Sun Odyssey - Gaja Cruising Monohull in Sukošan, Croatia
    Sailing in Sukošan · 12 guests

    Enjoy Sailing on 52' Sun Odyssey - Gaja Cruising Monohull in Sukošan, Croatia

    New
    $294/day
    52ft Fountaine Pajot Catamaran Charter Cannes for 25 Guests
    Sailing in Cannes · 25 guests

    52ft Fountaine Pajot Catamaran Charter Cannes for 25 Guests

    New
    $541/hour
    Sail with our Luxury Bavaria Cruiser 40 Sailing Yacht in Tučepi Split-Dalmatia County
    Sailing in Split-Dalmatia County · 10 guests

    Sail with our Luxury Bavaria Cruiser 40 Sailing Yacht in Tučepi Split-Dalmatia County

    New
    $212+/day
    Hanse 575 Fast Cruiser with Williams Turbo Jet 100hp Tender
    Sailing in Sicily · 8 guests

    Hanse 575 Fast Cruiser with Williams Turbo Jet 100hp Tender

    New
    $1,367/day
    Oceanis 46 Charter in Bari — Sailing Boat Rental Without Skipper
    Sailing in Bari · 10 guests

    Oceanis 46 Charter in Bari — Sailing Boat Rental Without Skipper

    New
    $378/day
    Sadri Usta I, beautiful classic yacht in Montenegro
    Sailing in Tivat · 16 guests

    Sadri Usta I, beautiful classic yacht in Montenegro

    New
    $4,689/night
    Elan EXLUSIVE 431 Cruising Monohull in Split, Croatia
    Sailing in Split · 6 guests

    Elan EXLUSIVE 431 Cruising Monohull in Split, Croatia

    New
    $131/day
    Cruising Monohull Rental in Monfalcone
    Sailing in Monfalcone · 7 guests

    Cruising Monohull Rental in Monfalcone

    New
    $245+/night
    Charter 45 Elan yacht Cruirsing Monohull in south Sardinia, Italy
    Sailing in Sardinia · 8 guests

    Charter 45 Elan yacht Cruirsing Monohull in south Sardinia, Italy

    New
    $786+/day
    Bénéteau Oceanis 34.1 First line Sailboat - 3 cab.
    Sailing in Šimuni · 8 guests

    Bénéteau Oceanis 34.1 First line Sailboat - 3 cab.

    New
    $513/night
    ''Negroni'' Bali 4.1 Sailing Catamaran Charter for Aeolian Islands
    Sailing in Sicily · 10 guests

    ''Negroni'' Bali 4.1 Sailing Catamaran Charter for Aeolian Islands

    New
    $570/day
    Jeanneau Sun Odyssey 479 for Aeolian Islands from Capo D'Orlando Marina
    Sailing in San Gregorio-bagnoli · 10 guests

    Jeanneau Sun Odyssey 479 for Aeolian Islands from Capo D'Orlando Marina

    New
    $489/day
    Bavaria 44' Vacation on a sailboat with a skipper included!
    Sailing in Split · 8 guests

    Bavaria 44' Vacation on a sailboat with a skipper included!

    New
    $969/day
    Airon Marine 47 - Capri, Positano, Amalfi Tour
    Sailing in Sorrento · 10 guests

    Airon Marine 47 - Capri, Positano, Amalfi Tour

    New
    $262/hour
    Sail in Style with the 45ft Viking Yacht – Perfect for Parties or Relaxing Days
    Travel in Trapani · 30 guests

    Sail in Style with the 45ft Viking Yacht – Perfect for Parties or Relaxing Days

    New
    $359/hour
    Cigala e Bertinetti NITRO 50 Powerboat
    Powerboats in Hvar · 10 guests

    Cigala e Bertinetti NITRO 50 Powerboat

    New
    $251/hour
    Charter 55ft Bali 5.4 Cruising Catamaran for 8 people in Castellammare di Stabia Campania
    Sailing in Castellammare di Stabia · 10 guests

    Charter 55ft Bali 5.4 Cruising Catamaran for 8 people in Castellammare di Stabia Campania

    New
    $2,117/day
    Oceanis 35 Sailing Yacht in Portorosa, Sicily
    Sailing in Tonnarella · 8 guests

    Oceanis 35 Sailing Yacht in Portorosa, Sicily

    New
    $399/day
    Oceanis 38 Sailing Yacht in Portorosa, Sicily
    Sailing in Tonnarella · 8 guests

    Oceanis 38 Sailing Yacht in Portorosa, Sicily

    New
    $465/day
    Oceanis 323 Sailboat Charter in Italy
    Sailing in Furnari · 6 guests

    Oceanis 323 Sailboat Charter in Italy

    New
    $294/day
    Luxury Oceanis 46 Sailing Yacht Charter in Italy
    Sailing in Furnari · 8 guests

    Luxury Oceanis 46 Sailing Yacht Charter in Italy

    New
    $606/day
    Dufour 455 Grand Large Charter in Marina di Ragusa
    Sailing in Marina di Ragusa · 10 guests

    Dufour 455 Grand Large Charter in Marina di Ragusa

    New
    $1,026/day
    Olga Dufour 48 Sailing Catamaran Rental in Salerno, Campania
    Sailing in Salerno · 12 guests

    Olga Dufour 48 Sailing Catamaran Rental in Salerno, Campania

    New
    $2,475/day
    Bareboat and skippered charter in Split on Bavaria Cruiser 56 'Baby Blue 2'
    Sailing in Split · 12 guests

    Bareboat and skippered charter in Split on Bavaria Cruiser 56 'Baby Blue 2'

    New
    $1,124/day

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