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All listings in Italy

Awesome sailboat rentals in Italy.

4.9
(87 Reviews)

Page 1 of 22513 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
$317/day
New Catamaran Lagoon 43 for unforgettable journey!
Sailing in Ta' Xbiex · 18 guests

New Catamaran Lagoon 43 for unforgettable journey!

5.0
$294/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
$82+/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
$94/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
$94/hour
Private Boat Tour in Capri with expert qualified Skipper
Tours in Capri · 6 guests

Private Boat Tour in Capri with expert qualified Skipper

5.0
$1,057/day
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
$345/hour
Instant Book
Private Day Charter on Amazing Mowgli a 45FT Elan Impression
Sailing in Floriana · 12 guests

Private Day Charter on Amazing Mowgli a 45FT Elan Impression

5.0
$88/hour
Instant Book
Dubrovnik: Luxury Sailboat Tours (1-7 days)
Sailing in Dubrovnik · 6 guests

Dubrovnik: Luxury Sailboat Tours (1-7 days)

5.0
$129/hour
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
$258+/day
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
$76/hour
Luxury Yacht Tour on Tornado Eleven 38 - FJ
Events in Amalfi · 6 guests

Luxury Yacht Tour on Tornado Eleven 38 - FJ

4.9
$317/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
$1,057/day
Instant Book
Private Charter aboard Gulet KelSea
Sailing in Sliema · 25 guests

Private Charter aboard Gulet KelSea

5.0
$1,057/day
Cruising Monohull rental in Navene - Malcesine Garda Lake ITALY
Sailing in Veneto · 6 guests

Cruising Monohull rental in Navene - Malcesine Garda Lake ITALY

5.0
$268+/day
Motor Yachts Sessa C 43
Sailing in Cannes · 15 guests

Motor Yachts Sessa C 43

New
$253/hour
43ft Trawler of elegance and relax, for rent in La Spezia, IT
Powerboats in La Spezia · 8 guests

43ft Trawler of elegance and relax, for rent in La Spezia, IT

5.0
$176/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
$76+/hour
Rent a Bavaria 36 Sailboat in Kotor
Sailing in Kotor · 7 guests

Rent a Bavaria 36 Sailboat in Kotor

5.0
$646/day
Ferretti Altura 47 Open
Tours in Porto Santo Stefano · 8 guests

Ferretti Altura 47 Open

New
$235/hour
Instant Book
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
$470/day
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
$94/hour
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
$294/day
“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

Sailing Reviews in Italy

  1. Korie

    Korie

    Private Boat Tour in Capri with expert qualified Skipper

    A Perfect Day on the Water In Amalfi – Unforgettable Experience! Our day on the boat was absolutely epic from start to finish. The crew went above and beyond—so well-informed, attentive, and genuinely warm. They struck the perfect balance between being expert tour guides and gracious hosts, making us feel welcome and cared for every moment of the trip. The boat itself was beautifully maintained and thoughtfully equipped. They even had an incredible anti-nausea remedy on board that worked within minutes—seriously, I wish I could bring it back to the States! From the curated playlist that set the perfect vibe to the plush towels and super-comfy pillows tucked in every lounging spot, every detail was designed for comfort and enjoyment. We loved being able to visit all the locations we were most excited to see, and the crew was happy to tailor the route to our preferences. A special highlight was our stop for lunch in Nerano—absolutely delicious food in a stunning coastal party setting. Truly one of the best experiences we’ve had while traveling. Highly, highly recommend!

  2. DP

    Dawn

    Private Day Charter on Amazing Mowgli a 45FT Elan Impression

    ⭐️⭐️⭐️⭐️⭐️ We had the most incredible day aboard the Mowgli with Graziella as our skipper! The whole experience was the perfect blend of relaxation, sunshine, and a touch of Maltese history. Graziella was there to guide and support us at every step, and her warmth and authenticity made it feel like we were sailing with a friend. We truly connected with her and got a deeper insight into the local way of life in Malta. The boat itself was beautiful and well-kept, but what made the trip unforgettable was Graziella. She’s not only an exceptional skipper — she’s also the only female skipper at the Valletta Marina, which made the experience even more special and inspiring. Highly recommend this experience to anyone looking for a meaningful, fun, and unforgettable day on the water. Thank you, Graziella — you’re a gem!

  3. Travis

    Travis

    43ft Trawler of elegance and relax, for rent in La Spezia, IT

    Rocco and Victoria hosted us on a lovely day trip to Cinque Terre. Rocco is an experienced captain and knowledgeable host. Pachiro II provided the perfect Italian setting for a day at sea. Lunch was served with fresh, local ingredients. By the end of the trip, we were exchanging contact information for the next time we might see our new friends. 6 out of 5 stars!

  4. 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!

  5. 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!!

  6. CS

    Chris

    Private Day Charter on Amazing Mowgli a 45FT Elan Impression

    5 Star We were a group of 12 and everyone was impressed. The vessel is clean and spacious. Eugenio and Mari Claire were remarkable. friendly, knowledgeable and professional. We will happily use this team again and in fact are planning a nighttime harbor cruise in a month.