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    All listings in Italy

    Awesome sailboat rentals in Italy.

    4.9
    (97 Reviews)

    Page 5 of 20 • 470 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Alchimia Bali 4.1 - Taormina Luxury Experience
    Sailing in Naxos · 14 guests

    Alchimia Bali 4.1 - Taormina Luxury Experience

    New
    $465+/hour
    Taormina Cruise party on a 60-ft Boat
    Powerboats in Riposto · 14 guests

    Taormina Cruise party on a 60-ft Boat

    New
    $233/hour
    By Antonio Alma 36 - 2025
    Sailing in Capri · 10 guests

    By Antonio Alma 36 - 2025

    New
    $145/hour
    Lagoon 560 Luxury Sailing Catamaran Charter to the Aeolian Islands
    Sailing in San Gregorio-bagnoli · 8 guests

    Lagoon 560 Luxury Sailing Catamaran Charter to the Aeolian Islands

    New
    $349/hour
    Full day charter with swimming and snorkeling stops | Bavaria 40 Ocean Sailboat
    Sailing in Mellieha · 9 guests

    Full day charter with swimming and snorkeling stops | Bavaria 40 Ocean Sailboat

    New
    $116/hour
    Princess Riviera 46 Motor Yacht In Naples and the Amalfi Coast
    Sailing in Amalfi · 12 guests

    Princess Riviera 46 Motor Yacht In Naples and the Amalfi Coast

    New
    $436/hour
    Vacation to the Aeolian Islands on a sailing boat
    Sailing in Milazzo · 6 guests

    Vacation to the Aeolian Islands on a sailing boat

    New
    $814/day
    Charter Oceanis Beneteau 55 Sense in Catania, Sicilia
    Sailing in Catania · 12 guests

    Charter Oceanis Beneteau 55 Sense in Catania, Sicilia

    New
    $2,069/day
    2003 Bavaria 44ft Cruiser Sail Boat for Charter in Rijeka
    Sailing in Rijeka · 12 guests

    2003 Bavaria 44ft Cruiser Sail Boat for Charter in Rijeka

    New
    $349+/day
    Choose our 7, 5-hour Alghero Sailing Tour with authentic Sardinian Cuisine
    Sailing in Alghero · 10 guests

    Choose our 7, 5-hour Alghero Sailing Tour with authentic Sardinian Cuisine

    New
    $174/day
    Sail • Swim • Chill – Premium Catamaran in Cagliari
    Sailing in Cagliari · 10 guests

    Sail • Swim • Chill – Premium Catamaran in Cagliari

    New
    $337/hour
    Cruise Croatia on this beautiful Bavaria 46 Sailing Yacht!
    Sailing in Trogir · 9 guests

    Cruise Croatia on this beautiful Bavaria 46 Sailing Yacht!

    New
    $600/night
    “Peter Pan” Racing Line Elan 40 Cruising Monohull for Rent in Genova, Liguria
    Sailing in Genoa · 8 guests

    “Peter Pan” Racing Line Elan 40 Cruising Monohull for Rent in Genova, Liguria

    New
    $482/day
    Beneteau Oceanis 46.1 Luxury Sailboat Tours in Split/ Dubrovnik
    Sailing in Split · 10 guests

    Beneteau Oceanis 46.1 Luxury Sailboat Tours in Split/ Dubrovnik

    New
    $99/hour
    Guided tours and rentals on Sailboat Beneteau Oceanis 321
    Sailing in Andora · 9 guests

    Guided tours and rentals on Sailboat Beneteau Oceanis 321

    New
    $174/hour
    “Ronik” Jeanneau Sun Odyssey 52.2 Sailing Yacht for Rent in Marina di Andora, Liguria
    Sailing in Andora · 6 guests

    “Ronik” Jeanneau Sun Odyssey 52.2 Sailing Yacht for Rent in Marina di Andora, Liguria

    New
    $1,064/day
    Private Sailing Cruise in Malta with Captain: Half Day, Full Day or Sunset
    Sailing in Gzira · 10 guests

    Private Sailing Cruise in Malta with Captain: Half Day, Full Day or Sunset

    New
    $138/hour
    Ičići Half-Day Sailing Tour with Swimming & Coastal Exploration
    Sailing in Ičići · 5 guests

    Ičići Half-Day Sailing Tour with Swimming & Coastal Exploration

    New
    $74/hour
    Princess V55 ft Motor Yacht Rental in Sorrento, Italy
    Events in Sorrento · 12 guests

    Princess V55 ft Motor Yacht Rental in Sorrento, Italy

    New
    $2,907/day
    "Tecno Sail” Beneteau Cyclades 43.3 Cruising Monohull Charter in Genova, Liguria
    Sailing in Genoa · 6 guests

    "Tecno Sail” Beneteau Cyclades 43.3 Cruising Monohull Charter in Genova, Liguria

    New
    $565/day
    “Quiet” Gib Sea 352 Cruising Monohull for Rent in Genova, Liguria
    Sailing in Genoa · 8 guests

    “Quiet” Gib Sea 352 Cruising Monohull for Rent in Genova, Liguria

    New
    $349/day
    Luxury Cruising ''Dufour 425 Mammamia'' Charter in Italy
    Sailing in Marina di Ragusa · 8 guests

    Luxury Cruising ''Dufour 425 Mammamia'' Charter in Italy

    New
    $532/day
    Sailing Catamaran Lagoon 46 In Trogir with 2 SUP & Snorkeling Gear
    Sailing in Trogir · 12 guests

    Sailing Catamaran Lagoon 46 In Trogir with 2 SUP & Snorkeling Gear

    New
    $2,300/day
    New 38ft Italyure Motor Yacht for Trip in Positano
    Events in Positano · 12 guests

    New 38ft Italyure Motor Yacht for Trip in Positano

    New
    $2,500/day

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