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All listings in Italy

Awesome sailboat rentals in Italy.

4.8
(93 Reviews)

Page 2 of 22527 listings

Experience Luxury Afloat on the 2025 Kavi 9 Yacht
Events in Split · 9 guests

Experience Luxury Afloat on the 2025 Kavi 9 Yacht

5.0
$583/day
Elegance Afloat with Bellavita 40 PJ Luxury Motor Yacht in Praiano, Campania
Events in Praiano · 10 guests

Elegance Afloat with Bellavita 40 PJ Luxury Motor Yacht in Praiano, Campania

5.0
$315/hour
Maistral Venezia Sailboat for 5 people in Venezia, Veneto
Sailing in Venice · 5 guests

Maistral Venezia Sailboat for 5 people in Venezia, Veneto

5.0
$93/hour
Ferretti Altura 47 Open
Tours in Porto Santo Stefano · 8 guests

Ferretti Altura 47 Open

New
$233/hour
Instant Book
Valentina S - Lagoon 410 Sailing Catamaran
Sailing in Gzira · 15 guests

Valentina S - Lagoon 410 Sailing Catamaran

5.0
$1,137+/day
Elaphite Islands: Speedboat Tours - Jeanneau Leader 8
Sailing in Dubrovnik · 8 guests

Elaphite Islands: Speedboat Tours - Jeanneau Leader 8

5.0
$233/hour
“Tintaro” Catalina 42 Economy Line" Cruising Monohull Rental in Genova, Liguria
Sailing in Genoa · 8 guests

“Tintaro” Catalina 42 Economy Line" Cruising Monohull Rental in Genova, Liguria

New
$567/day
Sailboat rental in Split, Croatia - Beneteau Oceanis 38.1 (Anima Maris 1)
Sailing in Split · 8 guests

Sailboat rental in Split, Croatia - Beneteau Oceanis 38.1 (Anima Maris 1)

5.0
$292/day
Rent a daysailer in Ta' Xbiex, Malta
Sailing in Ta' Xbiex · 10 guests

Rent a daysailer in Ta' Xbiex, Malta

5.0
$642/day
Captained 30ft Motorsailor From Herceg Novi, Montenegro
Sailing in Herceg Novi · 8 guests

Captained 30ft Motorsailor From Herceg Novi, Montenegro

5.0
$58/hour
Day sail or Full Week Experience With Professional Skipper
Sailing in Split · 6 guests

Day sail or Full Week Experience With Professional Skipper

5.0
$566+/day
Private Sailing Yacht - Day Charter - Bavaria 42 Cruiser
Sailing in Floriana · 10 guests

Private Sailing Yacht - Day Charter - Bavaria 42 Cruiser

New
$758/day
Instant Book
Three Days/3 Nights Sailing Trips in Croatia (from Split - Visit 5 Islands!)
Sailing in Split · 8 guests

Three Days/3 Nights Sailing Trips in Croatia (from Split - Visit 5 Islands!)

5.0
$670+/day
Classic Mahogany Yacht in Venice, Italy
Events in Venice · 19 guests

Classic Mahogany Yacht in Venice, Italy

New
$233/hour
Lagoon 39 - Varela S by Suncat Malta Charters
Sailing in Ta' Xbiex · 19 guests

Lagoon 39 - Varela S by Suncat Malta Charters

New
$1,312/day
Sailing to Comino on 48ft Beneteau Sailboat
Sailing in Floriana · 11 guests

Sailing to Comino on 48ft Beneteau Sailboat

5.0
$560/day
Two days Trip w 42 foot Sailing Boat from Split
Sailing in Split · 8 guests

Two days Trip w 42 foot Sailing Boat from Split

5.0
$111+/day
Gommone Prestige 007 Center Console Boat Rental in Sicilia, Italy
Powerboats in Castellammare del Golfo · 7 guests

Gommone Prestige 007 Center Console Boat Rental in Sicilia, Italy

New
$233/day
Four Winns 230H • Bowrider rental in Zadar
Powerboats in Zadar · 8 guests

Four Winns 230H • Bowrider rental in Zadar

4.0
$467/day
Captained Charter on 39' Hanse Sailing Sloop in Punta Sabbioni, Italy
Sailing in Punta Sabbioni · 6 guests

Captained Charter on 39' Hanse Sailing Sloop in Punta Sabbioni, Italy

5.0
$467/day
 Bellavita 40 PJ - Sumptuous Journeys with Motor Yacht in Maiori, Campania
Events in Maiori · 10 guests

Bellavita 40 PJ - Sumptuous Journeys with Motor Yacht in Maiori, Campania

New
$315/hour
Grand Soleil 39 sailboat tours in Golfo dei Poeti and Cinque Terre
Sailing in La Spezia · 6 guests

Grand Soleil 39 sailboat tours in Golfo dei Poeti and Cinque Terre

New
$47/hour
Sailing Charter On 31ft Rizzardi Avallone Duck Cruising Monohull In Sorrento, Italy
Sailing in Sorrento · 8 guests

Sailing Charter On 31ft Rizzardi Avallone Duck Cruising Monohull In Sorrento, Italy

4.0
$66/hour
29' Aquamar Motor Yacht Rental in Palermo, Sicilia
Sailing in Palermo · 8 guests

29' Aquamar Motor Yacht Rental in Palermo, Sicilia

New
$70/hour

Sailing Reviews in Italy

  1. DM

    David

    Maistral Venezia Sailboat for 5 people in Venezia, Veneto

    We are a family of 3 (one child) from the USA who spent half a day sailing with Fabio and we had a wonderful time. If someone wants to experience sailing a traditional Venetian sailboat on a beautiful boat with someone who is highly knowledgeable, safe, pleasant, and good at teaching you how to sail the boat based on your skill level and interest, then we highly recommend going out in this Topo chioggiotto with Fabio. When we booked the sail we were not sure what to expect. It was easily the best part of our trip to Venice.

  2. AT

    Alexander

    Valentina S - Lagoon 410 Sailing Catamaran

    My family and I had a great experience with the catamaran charter. Keith was very responsive to my messages and accommodating. The captain of the charter had a great personality and accommodated us all with when and where we wanted to go on the island. Will definitely look into booking another charter if I am back in the area! Thanks!

  3. AD

    Alexander

    Valentina S - Lagoon 410 Sailing Catamaran

    We had the most amazing time The crew was super accommodating, the boat had everything we needed and the all bays we visited where terrific! The boat is ideal for large groups and our kids also had a super time onboard. We will definitely recommend you to any of our friends and family looking to charter a boat while they’re in malta. Thank you for all your assistance in the booking process as well - you made it very easy.

  4. JU

    Jonathan

    Elaphite Islands: Speedboat Tours - Jeanneau Leader 8

    Our experience with an afternoon charter in the amazing waters off Dubrovnik was made special and memorable by the lovely crew handling a wonderful boat that was both well-appointed and in fantastic condition. It was absolutely tranquil for our party of two, but just as easily could host a party up to 6 without trouble. Crew accommodated a unique pick-up/drop-off request and created a special itinerary based off that which maximized our opportunity to sight-see, swim, and sail when the winds and waters allowed. A highlight of our three weeks in the Mediterranean!

  5. RR

    Rebecca

    Day sail or Full Week Experience With Professional Skipper

    Our time on the sailboat Marinas will be a highlight of our trip to Croatia. Neven was very easy to deal with, a great communicator and was very flexible to meet our needs. The boat is well appointed and large, and captain luka is a skilled and capable skipper. Croatia offers so many beautiful places to go, and we can’t imagine enjoying 4 days more than we did on the boat. Highly recommend to anyone visiting Croatia.

  6. AN

    Ann

    Three Days/3 Nights Sailing Trips in Croatia (from Split - Visit 5 Islands!)

    Sailing with a skipper who knows the area and his boat like the back of his hand is worth every penny of this sailing charter. The boat and equipment are gently worn, but the value for the experience cannot be beat. Neno is a sailor and educator. He also dove for mussels one evening and prepared an exquisite meal! Neno is well-connected, calling ahead to friends for deals on moorings and meals. A real authentic Croatian experience!