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All listings in Italy

Awesome sailboat rentals in Italy.

4.8
(90 Reviews)

Page 1 of 20476 listings

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
$87/hour
Instant Book
Romantic Sunset on Amazing Sailing Yacht
Sailing in Floriana · 12 guests

Romantic Sunset on Amazing Sailing Yacht

New
$140/hour
Instant Book
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
$1,456/day
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
$314/day
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
New Catamaran Lagoon 43 for unforgettable journey!
Sailing in Ta' Xbiex · 18 guests

New Catamaran Lagoon 43 for unforgettable journey!

5.0
$227/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
$93/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
$342/hour
Vd Ingenito Gozzo Open 8,30
Events in Positano · 6 guests

Vd Ingenito Gozzo Open 8,30

5.0
$175+/hour
LA DOLCE VITA II 46 FLY BRIDGE IN PORTO CESAREO
Events in Porto Cesareo · 10 guests

LA DOLCE VITA II 46 FLY BRIDGE IN PORTO CESAREO

5.0
$2,271/day
Sail the Adriatic with a World-Traveled Skipper –Beneteau Cyclades 50.5 from Krk
Sailing in Njivice · 11 guests

Sail the Adriatic with a World-Traveled Skipper –Beneteau Cyclades 50.5 from Krk

New
$291/day
Bali 4.5 catamaran from Naples to Sorrento, Positano Amalfi coast
Sailing in Naples · 8 guests

Bali 4.5 catamaran from Naples to Sorrento, Positano Amalfi coast

New
$291/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
$93/hour
Dubrovnik: Luxury Sailboat Tours (1-7 days)
Sailing in Dubrovnik · 6 guests

Dubrovnik: Luxury Sailboat Tours (1-7 days)

5.0
$128/hour
Luxury Yacht Tour on Tornado Eleven 38 - FJ
Events in Amalfi · 6 guests

Luxury Yacht Tour on Tornado Eleven 38 - FJ

4.9
$314/hour
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
Private Charter aboard Gulet KelSea
Sailing in Sliema · 25 guests

Private Charter aboard Gulet KelSea

5.0
$1,048/day
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
$1,496/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
$265+/day
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
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
$233/hour
Rent a Bavaria 36 Sailboat in Kotor
Sailing in Kotor · 7 guests

Rent a Bavaria 36 Sailboat in Kotor

5.0
$640/day
Motor Yachts Sessa C 43
Sailing in Cannes · 15 guests

Motor Yachts Sessa C 43

1.0
$250/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
$582/day

Sailing Reviews in Italy

  1. DB

    Daniela

    LA DOLCE VITA II 46 FLY BRIDGE IN PORTO CESAREO

    Piergiuseppe was incredible. When the weather was not in our favor he communicated and suggested to change the date to the best day possible. The boat we had rented was not available that date but he had already lined up another bigger boat at the same price. His communication throughout the process was very much appreciated and led to an amazing and unforgettable experience for my family. My dad said it was his favorite part of his Italy trip. Thank you!

  2. AT

    Ana

    Private Boat Tour in Capri with expert qualified Skipper

    We had such an amazing time! The boat was pristine, and the attention from Emilia and Crescenzo was outstanding. Crescenzo is an excellent captain — he took us everywhere we wanted to go and made us feel safe the entire time. They explained everything clearly and made the whole experience unforgettable. Highly recommended!

  3. 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!

  4. 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.

  5. 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!

  6. 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!