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    All listings in Italy

    Awesome sailboat rentals in Italy.

    4.9
    (92 Reviews)

    Page 4 of 20 • 470 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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
    $125/hour
    44ft Hanse | Private Multi-Day Sailing Cruise | Egadi Islands & Western Sicily
    Sailing in Trapani · 6 guests

    44ft Hanse | Private Multi-Day Sailing Cruise | Egadi Islands & Western Sicily

    New
    $1,479/day
    TI-ZEF | Private Full-Day Sailing Cruise | Egadi Islands
    Sailing in Trapani · 6 guests

    TI-ZEF | Private Full-Day Sailing Cruise | Egadi Islands

    New
    $148/hour
    Sunset Sailing Tour on the Adriatic onboard 30' Cossutti Yacht Design Sailboat
    Sailing in Ičići · 5 guests

    Sunset Sailing Tour on the Adriatic onboard 30' Cossutti Yacht Design Sailboat

    New
    $88/hour
    9 Hours Island Hopping Adventure around Krk and Cres
    Tours in Ičići · 5 guests

    9 Hours Island Hopping Adventure around Krk and Cres

    New
    $64/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
    $114/hour
    4 days - Mljet trip - Dubrovnik Luxury Sailing
    Sailing in Dubrovnik · 6 guests

    4 days - Mljet trip - Dubrovnik Luxury Sailing

    New
    $910/day
    Charter MAESTRALE 28 Man Rigid Inflatable Boat in Tropea, Italy
    Powerboats in Tropea · 18 guests

    Charter MAESTRALE 28 Man Rigid Inflatable Boat in Tropea, Italy

    New
    $90/hour
    Weekly rent to the Aeolian Island on board of a Sailing Boat
    Sailing in San Gregorio-bagnoli · 6 guests

    Weekly rent to the Aeolian Island on board of a Sailing Boat

    New
    $796/day
    Bavaria 46 for rent in Kotor
    Sailing in Kotor · 9 guests

    Bavaria 46 for rent in Kotor

    New
    $739/day
    Boat trip to the La Maddalena Archipelago in a BWA 33 GTO dinghy
    Powerboats in La Maddalena · 12 guests

    Boat trip to the La Maddalena Archipelago in a BWA 33 GTO dinghy

    New
    $180/hour
    Private Daily Sailing in Catania on Bavaria 44 Sailing Yacht
    Sailing in Catania · 10 guests

    Private Daily Sailing in Catania on Bavaria 44 Sailing Yacht

    New
    $773/day
    By Antonio Alma 36 - 2025
    Sailing in Capri · 10 guests

    By Antonio Alma 36 - 2025

    New
    $142/hour
    Enjoy an unforgettable experience aboard our exceptional privatized sailboat
    Sailing in Beaulieu-sur-Mer · 10 guests

    Enjoy an unforgettable experience aboard our exceptional privatized sailboat

    New
    $301/hour
    Catamaran up to 20 guests – French Riviera | Skipper included
    Sailing in Mandelieu-La Napoule · 20 guests

    Catamaran up to 20 guests – French Riviera | Skipper included

    New
    $341/hour
    Lancia EASY600 in 6m wood for 2.20 for 6 people, Venice, Veneto
    Powerboats in Venice · 6 guests

    Lancia EASY600 in 6m wood for 2.20 for 6 people, Venice, Veneto

    New
    $171/hour
    Day trip sailing from Riposto and Taormina
    Sailing in Riposto · 8 guests

    Day trip sailing from Riposto and Taormina

    New
    $910+/day
    Elan 33 Sailboat in Bocca di Magra, Liguria
    Sailing in Bocca di Magra · 6 guests

    Elan 33 Sailboat in Bocca di Magra, Liguria

    New
    $80/hour
    TI-ZEF | Private Sunset Experience for Groups | Trapani & Egadi Islands
    Sailing in Trapani · 6 guests

    TI-ZEF | Private Sunset Experience for Groups | Trapani & Egadi Islands

    New
    $341/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
    $73/hour
    Elan Impression 45 Mirakul in Vodice, Croatia
    Sailing in Vodice · 10 guests

    Elan Impression 45 Mirakul in Vodice, Croatia

    New
    $853/day
    Fountain Pajot Saba 50 Sailing Catamaran In Trogir with 2 SUP, Snorkeling Gear
    Sailing in Trogir · 12 guests

    Fountain Pajot Saba 50 Sailing Catamaran In Trogir with 2 SUP, Snorkeling Gear

    New
    $2,900/day
    Croatia: Fountaine Pajot 51' Sailing Catamaran-2 Sup & Snorkeling Gear Included
    Sailing in Seget Donji · 12 guests

    Croatia: Fountaine Pajot 51' Sailing Catamaran-2 Sup & Snorkeling Gear Included

    New
    $3,300/day
    Sailing Catamaran 51' Fountaine Pajot In Trogir
    Sailing in Seget Donji · 12 guests

    Sailing Catamaran 51' Fountaine Pajot In Trogir

    New
    $3,300/day

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