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All listings in Italy

Awesome sailboat rentals in Italy.

4.9(Average of 78 reviews in this area)
1 - 24 of 1,336 listings
Sunseeker 75’ Power Mega Yacht. Visit Balandra beach and Espíritu Santo Island!
Events in Monte Carlo · 12 guests

Sunseeker 75’ Power Mega Yacht. Visit Balandra beach and Espíritu Santo Island!

New
Superowner
Best of 2022
$6,700day
Charter the 66ft DOLCE VITA Gulet in South of France
Sailing in Monaco-Ville · 6 guests

Charter the 66ft DOLCE VITA Gulet in South of France

New
Superowner
$2,706day
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
$87hour
Meteor 20ft Sailing Cruiser for Rent in Italy
Sailing in Lake Como · 5 guests

Meteor 20ft Sailing Cruiser for Rent in Italy

4.8
$38hour
Day Sailing Boat In Malta
Sailing in Saint Paul's Bay · 6 guests

Day Sailing Boat In Malta

5.0
$487day
Bavaria 44 Cruising Monohull Charter with Captain Chris in Pietà, Malta
Sailing in Ta' Xbiex · 9 guests

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

5.0
$433day
16' Self Drive Speed Boat In Il-Mellieħa
Powerboats in Mellieha · 6 guests

16' Self Drive Speed Boat In Il-Mellieħa

New
$49hour
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
$89hour
Comet 800 Sailing Cabin Cruiser (25 ft)
Sailing in Lake Como · 5 guests

Comet 800 Sailing Cabin Cruiser (25 ft)

New
$227day
La Dolce Vita on a 50' classy sailing yacht around Capri, Ischia, Procida and Naples
Sailing in Ischia · 12 guests

La Dolce Vita on a 50' classy sailing yacht around Capri, Ischia, Procida and Naples

New
$217hour
A bordo del veliero navigando in Costiera Amalfitana-Penisola Sorrentina-Golfo di Napoli
Sailing in Sorrento · 18 guests

A bordo del veliero navigando in Costiera Amalfitana-Penisola Sorrentina-Golfo di Napoli

5.0
$379hour
Excursion 36 Private Boat Tour in Kotor Montenegro
Kotor · 25 guests

Excursion 36 Private Boat Tour in Kotor Montenegro

New
$249hour
Depeche Boat, Bavaria 44 sailing yacht
Sailing in Cagliari · 10 guests

Depeche Boat, Bavaria 44 sailing yacht

5.0
$271day
Catamaran Lagoon 39 for Charter in France
Sailing in Monopoli · 12 guests

Catamaran Lagoon 39 for Charter in France

5.0
$1,299day
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
$411day
Explore Porto Rotondo, porto cervo, or isla tavolara Sardegna on a Beautiful Motor Yacht
Powerboats in Porto Rotondo · 12 guests

Explore Porto Rotondo, porto cervo, or isla tavolara Sardegna on a Beautiful Motor Yacht

5.0
$1,299day
Captained Charter on 39' Sailing Sloop in Punta Sabbioni, Italy
Sailing in Venezia-Murano-Burano · 6 guests

Captained Charter on 39' Sailing Sloop in Punta Sabbioni, Italy

5.0
$87hour
BRAND NEW CATAMARAN AVENTURA 34 YEAR 2023
Sailing in Monopoli · 10 guests

BRAND NEW CATAMARAN AVENTURA 34 YEAR 2023

New
$920day
Rent a Bavaria 36 Sailboat in Kotor
Sailing in Kotor · 7 guests

Rent a Bavaria 36 Sailboat in Kotor

5.0
$595day
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
$103day
V65' Open Princess Motor Yacht / Cannes, St Tropez , Monaco .
Events in Golfe-Juan · 12 guests

V65' Open Princess Motor Yacht / Cannes, St Tropez , Monaco .

5.0
$4,005day
Sailing Charter On 31ft Rizzardi Avallone Duck Cruising Monohull In Sorrento, Italy
Sailing in Sorrento · 8 guests

Sailing Charter On 31ft Rizzardi Avallone Duck Cruising Monohull In Sorrento, Italy

4.0
$108night
Cruising Monohull Rental in Pula
Sailing in Pula · 10 guests

Cruising Monohull Rental in Pula

5.0
$325day
Book the Sailboat Tours in Vibo Marina, Calabria
Sailing in Vibo Marina · 4 guests

Book the Sailboat Tours in Vibo Marina, Calabria

5.0
$43person

Sailing Reviews in Italy

  1. 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!

  2. 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!!

  3. 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!

  4. 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!”

  5. 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.

  6. Jason
    Jason
    A bordo del veliero navigando in Costiera Amalfitana-Penisola Sorrentina-Golfo di Napoli

    Captain Alessandro did an amazing job, we were a large group of 15 total (3 families), it was such a great day out on the coast of Amalfi. Captain Alessandro took us to a beautiful spot where we anchored, enjoyed swimming and snorkeling in the most spectacular water I have seen, I cannot recall staying in the water for such a long time in my life, it was just perfect. Then when we tired of swimming, we came back on board the vessel to a beautifully prepared lunch for us all, including Piccadilly tomatoes from his family’s orchard. There was plenty of drinks too and everyone agreed that this was one of the greatest days we could have ever imagined possible, so thanks to Captain Alessandro, his lovely wife Elisa & Nino for insuring we had such a fantastic trip with our family! It was such a great day and we will always remember it! It was the highlight of our 2 week trip to Italy! Grazi Mille!!!!