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All listings in Italy

Awesome sailboat rentals in Italy.

4.9
(88 Reviews)

Page 1 of 22518 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
$391/day
New Catamaran Lagoon 43 for unforgettable journey!
Sailing in Ta' Xbiex · 18 guests

New Catamaran Lagoon 43 for unforgettable journey!

New
$279/hour
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
$89/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
$558/day
Dubrovnik: Luxury Sailboat Tours (1-7 days)
Sailing in Dubrovnik · 6 guests

Dubrovnik: Luxury Sailboat Tours (1-7 days)

5.0
$123/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
$78+/hour
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
$89/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
$1,115/day
Instant Book
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
$328/hour
Instant Book
Luxury 51' Jeanneau Sailboat Charter in Beautiful Fezzano, Italy
Sailing in Fezzano · 6 guests

Luxury 51' Jeanneau Sailboat Charter in Beautiful Fezzano, Italy

New
$1,116/day
Bénéteau Oceanis 34.1 First line Sailboat - 3 cab.
Sailing in Šimuni · 8 guests

Bénéteau Oceanis 34.1 First line Sailboat - 3 cab.

New
$502/night
Comet 800 to Pianello del Lario - Sailing Cabin Cruiser (25 ft)
Sailing in Lombardy · 6 guests

Comet 800 to Pianello del Lario - Sailing Cabin Cruiser (25 ft)

5.0
$246+/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
$726/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
$73/hour
Luxury Yacht Tour on Tornado Eleven 38 - FJ
Events in Amalfi · 6 guests

Luxury Yacht Tour on Tornado Eleven 38 - FJ

4.9
$301/hour
DAILY SAILING CRUISE Benetau CLIPPER 411 Sailboat in Tuscany
Sailing in Marina di Pisa · 10 guests

DAILY SAILING CRUISE Benetau CLIPPER 411 Sailboat in Tuscany

New
$1,005/day
Captained 30ft Motorsailor From Herceg Novi, Montenegro
Sailing in Herceg Novi · 8 guests

Captained 30ft Motorsailor From Herceg Novi, Montenegro

5.0
$56/hour
Instant Book
Ferretti Altura 47 Open
Tours in Porto Santo Stefano · 8 guests

Ferretti Altura 47 Open

New
$212/hour
Instant Book
Supereva Bavaria Cruiser 42 Cruising Monohull Rental in San Vincenzo, Toscana
Sailing in San Vincenzo · 6 guests

Supereva Bavaria Cruiser 42 Cruising Monohull Rental in San Vincenzo, Toscana

New
$718/day
Alchimia Bali 4.1 - Taormina Luxury Experience
Sailing in Naxos · 18 guests

Alchimia Bali 4.1 - Taormina Luxury Experience

New
$474+/hour
Elan 333 Sailing Yacht Charter and Private Tour in Dubrovnik, Croatia!
Sailing in Dubrovnik · 6 guests

Elan 333 Sailing Yacht Charter and Private Tour in Dubrovnik, Croatia!

5.0
$73+/hour
Rent a Bavaria 36 Sailboat in Kotor
Sailing in Kotor · 7 guests

Rent a Bavaria 36 Sailboat in Kotor

5.0
$614/day
Instant Book
“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
$543/day
Maistral Venezia Sailboat for 5 people in Venezia, Veneto
Sailing in Venezia-Murano-Burano · 5 guests

Maistral Venezia Sailboat for 5 people in Venezia, Veneto

5.0
$89/hour

Sailing Reviews in Italy

  1. 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!

  2. 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!”

  3. 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.

  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. Irena

    Irena

    Day Sailing Trip to Elafiti Islands Near Dubrovnik, Croatia

    One word: FANTASTIC! Srdan abd his dad made sure that we have the time of our lives. They have great ebergy and very positive vibes. We visited the islands and enjoyed the sailing with 4 dolphins swimming around us! We stopped after an hour for a swim in a private bay. After that we visited Lopud and explored the island. Hidden gem - botanic garden. Next stop - Sipan. Srdan helped us abd made a reservation in a restaurant with excellent homemade food! After that - swimming in a private bay and a nice sailing back to Dubrovnik. We will definitely come back and repeat this. My family had the best time!

  6. AC

    Ashley

    Day Sailing Trip to Elafiti Islands Near Dubrovnik, Croatia

    My partner and I had a dream of sailing in Croatia. We found Srdan and his crew at the last minute. They were excellent to work with. So knowledgeable and personable!! We had an amazing sail around the Elaphiti islands in a racing boat. It was so smooth and they even taught us some of the basics! Thank you so much for the perfect day!!