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All listings in Italy

Awesome sailboat rentals in Italy.

4.8
(96 Reviews)

Page 2 of 21504 listings

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
$305/hour
Sailing to Comino on 48ft Beneteau Sailboat
Sailing in Floriana · 11 guests

Sailing to Comino on 48ft Beneteau Sailboat

5.0
$564/day
Captained Charter on Luxury Sailing Boat from Palau
Sailing in Palau · 12 guests

Captained Charter on Luxury Sailing Boat from Palau

5.0
$2,114/day
Valentina S - Lagoon 410 Sailing Catamaran
Sailing in Gzira · 15 guests

Valentina S - Lagoon 410 Sailing Catamaran

5.0
$1,145+/day
Dubrovnik: Luxury Sailboat Tours (1-7 days)
Sailing in Dubrovnik · 6 guests

Dubrovnik: Luxury Sailboat Tours (1-7 days)

5.0
$129/hour
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
$763/day
Sailing Tour from Tivat Marina – Discover Montenegro by Sea aboard Oceanis 50
Sailing in Tivat Municipality · 11 guests

Sailing Tour from Tivat Marina – Discover Montenegro by Sea aboard Oceanis 50

New
$176/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
$352/hour
Motor Yachts Sessa C 43
Sailing in Cannes · 15 guests

Motor Yachts Sessa C 43

1.0
$253/hour
Exclusive Sailing Tour: La Maddalena Archipelago | Dufour 500 GL
Sailing in La Maddalena · 10 guests

Exclusive Sailing Tour: La Maddalena Archipelago | Dufour 500 GL

New
$305/hour
Captained 30ft Motorsailor From Herceg Novi, Montenegro
Sailing in Herceg Novi · 8 guests

Captained 30ft Motorsailor From Herceg Novi, Montenegro

5.0
$59/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
$570+/day
Dolce Vita Classic Yacht in Venice , Italy
Events in Venice · 19 guests

Dolce Vita Classic Yacht in Venice , Italy

New
$294/hour
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
$674+/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
$112+/day
Ferretti Altura 47 Open
Tours in Porto Santo Stefano · 8 guests

Ferretti Altura 47 Open

New
$235/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
$571/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
$235/day
Private Sailing Trips onboard Elan 450 Sailboat | 1-7 Days Flexible Trips
Sailing in Split · 8 guests

Private Sailing Trips onboard Elan 450 Sailboat | 1-7 Days Flexible Trips

New
$129/hour
Apreamare 10 Luxury Boat Tour – Amalfi Coast & Capri
Events in Amalfi · 12 guests

Apreamare 10 Luxury Boat Tour – Amalfi Coast & Capri

New
$223/hour
Instant Book
29' Aquamar Motor Yacht Rental in Palermo, Sicilia
Sailing in Sicily · 8 guests

29' Aquamar Motor Yacht Rental in Palermo, Sicilia

New
$70/hour
Luxury Adventure all inclusive Dolce Vita Venezia
Events in Venice · 12 guests

Luxury Adventure all inclusive Dolce Vita Venezia

New
$211/hour
Elan Impression 45 Mirakul in Vodice, Croatia
Sailing in Vodice · 10 guests

Elan Impression 45 Mirakul in Vodice, Croatia

New
$881/day
Four Winns 230H • Bowrider rental in Zadar
Powerboats in Zadar · 8 guests

Four Winns 230H • Bowrider rental in Zadar

4.0
$470/day

Sailing Reviews in Italy

  1. FB

    Filipe

    Sailing to Comino on 48ft Beneteau Sailboat

    It was a pleasure and privilege to be part of Jacques' sea home for that beautiful sunny day! It was a perfectly balanced experience, with equal parts lightness and depth. Jacques provided us with understanding, humor, knowledge, patience, kindness, experience, care and love. It was noticed and appreciated by the other 9 souls on the boat. I wish him a heartfelt rest of life on this earth! May we cross paths again in this life or the next! Genuinely, Fil

  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. Elizabeth

    Elizabeth

    Dubrovnik: Luxury Sailboat Tours (1-7 days)

    We absolutely loved the personal and flexible experience of spending more time in certain places. The group was impressed by the attention to detail and captain’s effort to make everyone’s day perfect. We would highly recommend this experience to anyone looking to enjoy a beautiful day on the water in Croatia.

  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!