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All listings in Italy

Awesome sailboat rentals in Italy.

4.9
(117 Reviews)

Page 1 of 27648 listings

Discover the premium Aquamax B 23 F, your gateway to island adventures!
Powerboats in Hvar · 10 guests

Discover the premium Aquamax B 23 F, your gateway to island adventures!

5.0
$360/day
The Ultimate Sailing Yacht Charter Hanse 385 in Pula
Sailing in Pula · 7 guests

The Ultimate Sailing Yacht Charter Hanse 385 in Pula

5.0
$82/hour
Alchimia Bali 4.1 - Taormina Luxury Experience
Sailing in Naxos · 18 guests

Alchimia Bali 4.1 - Taormina Luxury Experience

New
$437+/hour
Sailing Catamaran Bali 4.1 in Giardini Naxos, Sicilia
Sailing in Naxos · 18 guests

Sailing Catamaran Bali 4.1 in Giardini Naxos, Sicilia

New
$617/hour
Private Tour On Board A Magnificent Gozzo, Capri, Sorrento, Amalfi, Positano
Events in Sorrento · 6 guests

Private Tour On Board A Magnificent Gozzo, Capri, Sorrento, Amalfi, Positano

5.0
$273/hour
Instant Book
Dubrovnik: Luxury Sailboat Tours (1-7 days)
Sailing in Dubrovnik · 6 guests

Dubrovnik: Luxury Sailboat Tours (1-7 days)

5.0
$113/hour
Self driving boats on Lake Como - Eden 18 Evolution 40Cv
Powerboats in Como · 7 guests

Self driving boats on Lake Como - Eden 18 Evolution 40Cv

5.0
$67+/hour
Day and overnight Sailing Trip to Islands Near Dubrovnik, Croatia
Sailing in Dubrovnik · 10 guests

Day and overnight Sailing Trip to Islands Near Dubrovnik, Croatia

5.0
$72+/hour
Bavaria 44 Cruising Monohull Charter with Captain Chris in Pietà, Malta
Sailing in Pieta · 9 guests

Bavaria 44 Cruising Monohull Charter with Captain Chris in Pietà, Malta

5.0
$514/day
Day Sailing Trip to Elafiti Islands Near Dubrovnik, Croatia
Sailing in Dubrovnik · 8 guests

Day Sailing Trip to Elafiti Islands Near Dubrovnik, Croatia

5.0
$82/hour
Meteor 20ft Sailing Cruiser for Rent in Italy
Sailing in Lombardy · 5 guests

Meteor 20ft Sailing Cruiser for Rent in Italy

4.9
$28+/hour
Comet 800 Sailing Cabin Cruiser (25 ft)
Sailing in Lombardy · 5 guests

Comet 800 Sailing Cabin Cruiser (25 ft)

5.0
$195+/night
Book the Sailboat Tours in Vibo Marina, Calabria
Sailing in Vibo Marina · 5 guests

Book the Sailboat Tours in Vibo Marina, Calabria

5.0
$26/hour
Historical Vessel "Siora Veronica 1926"
Events in Malcesine · 45 guests

Historical Vessel "Siora Veronica 1926"

New
$669/hour
Bavaria 46 Sailing Charter in Syracuse, Sicily with Skipper Carlo and Federica
Sailing in Syracuse · 10 guests

Bavaria 46 Sailing Charter in Syracuse, Sicily with Skipper Carlo and Federica

5.0
$301/hour
Instant Book
Hanse 385 Magnificent Sailboat Rental in Cote d'Azur, France
Sailing in Saint-Tropez · 12 guests

Hanse 385 Magnificent Sailboat Rental in Cote d'Azur, France

New
$164/hour
Sailing Catamaran Lagoon 46 on Bay of Kotor
Sailing in Tivat · 12 guests

Sailing Catamaran Lagoon 46 on Bay of Kotor

New
$257/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
$500/day
Private Day Charter on Amazing Mowgli a 45FT Elan Impression (Year 2020)
Sailing in Floriana · 13 guests

Private Day Charter on Amazing Mowgli a 45FT Elan Impression (Year 2020)

5.0
$669/day
Instant Book
Skippered Sailing Yacht Charter Sun Odyssey 32 in Dubrovnik, Croatia!
Sailing in Dubrovnik · 6 guests

Skippered Sailing Yacht Charter Sun Odyssey 32 in Dubrovnik, Croatia!

5.0
$67/hour
Luxury Yacht Tour on Tornado Eleven 38
Events in Amalfi · 10 guests

Luxury Yacht Tour on Tornado Eleven 38

4.9
$309/hour
Bali 5.4 Sikelia for Charter in Aeolian Islands, Sicily (2020)
Sailing in San Gregorio-bagnoli · 8 guests

Bali 5.4 Sikelia for Charter in Aeolian Islands, Sicily (2020)

New
$1,903/night
Bali 5.4 Elena for Charter in Amalfi Coast, Capri, Ischia, Procida and Positano
Sailing in Salerno · 8 guests

Bali 5.4 Elena for Charter in Amalfi Coast, Capri, Ischia, Procida and Positano

New
$1,903/night
28' Dehler cruise sailsyacht for rent in Lake Balaton Hungary!
Sailing in Veszprém · 8 guests

28' Dehler cruise sailsyacht for rent in Lake Balaton Hungary!

5.0
$133+/day

Sailing Reviews in Italy

  1. 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.

  2. Nerijus

    Nerijus

    Self driving boats on Lake Como - Eden 18 Evolution 40Cv

    We had an 8h bareboat tour. It was enough to make it from Laglio to Santa Maria Rezzonico. With multiple stops for swimming and some cliff jumping near Varenna. Boat was as listed, looked almost new and felt easy to handle even for a first-timer. Docking was more challenging, but ended up without a scratch. The only part I missed on the add - fuel price and how much would it cost on top. Totally recommend.

  3. MM

    Melisa

    Self driving boats on Lake Como - Eden 18 Evolution 40Cv

    Communication was quick and efficient. Boat was clean and spacious. Great starting location, right next to como lago station. Great experience and a great boat, could also connect music via Bluetooth which was nice. Didn’t use a lot of fuel, thought that was a bit expensive, apart from that would definitely recommend! Thank you

  4. AT

    Anaïs

    Bavaria 44 Cruising Monohull Charter with Captain Chris in Pietà, Malta

    We spent a very good afternoon. We were a group of 8 friends and Chris was charming with everybody. The boat has everything you need to spend an unforgettable moment. Chris is a good skipper and does everything to make your journey easier. Thank you for everything!

  5. Andrea

    Andrea

    Bavaria 44 Cruising Monohull Charter with Captain Chris in Pietà, Malta

    We were contemplating purchasing a ticket on one the charter boats with a ton of other people. After reading reviews about how cramped it was, and how if you didn’t get to the line early in the morning for your pick of seats, then you ended up in an uncomfortable seat with not the best views for most of the trip. We started looking for a more private option. We found Chirs’ posting and saw that he was very experienced in sailing in this type water, and we would have more freedom to go where we wanted to. Yes, it’s a bit more money, but it was reasonable, and we feel like we had a far better experience. He told us the history about the places and buildings we passed, we stopped in a few harbors, and I got to snorkel in one of the harbors, which was so amazing! We did have to go on our trip earlier in the day, versus a sunset trip, but no one can predict Mother Nature. The winds were picking up and would only get stronger for the next 3 days. Chirs made sure to get in touch the night before and the morning of the trip to let us know that wind conditions were getting worse. All I have to say is, “Book with Chirs. You won’t regret it!”

  6. Dominic

    Dominic

    Bavaria 44 Cruising Monohull Charter with Captain Chris in Pietà, Malta

    this will be the best thing you'll do all year. Chris is an extremely experienced and talented skipper and knows loads about Malta and all those lovely spots that you might only be able to reach by boat. Skip those mass tourism boats if you can and invest in this because it'll be your moneys worth the first minute you step on that boat.