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Captain
All listings in Italy

Awesome sailboat rentals in Italy.

4.9
(93 Reviews)

Page 1 of 34813 listings

Bavaria 44 sailing yacht
Sailing in Cagliari · 10 guests

Bavaria 44 sailing yacht

5.0
$267day
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
$374day
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
$53-$88hour
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
$86hour
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
$534day
Book the Sailboat Tours in Vibo Marina, Calabria
Sailing in Vibo Marina · 5 guests

Book the Sailboat Tours in Vibo Marina, Calabria

5.0
$27hour
Alchimia Bali 4.1 - Taormina Luxury Experience
Sailing in Naxos · 18 guests

Alchimia Bali 4.1 - Taormina Luxury Experience

New
$454-$802hour
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
$138-$161day
Luxury Yacht Tour on Tornado Eleven 38
Events in Amalfi · 10 guests

Luxury Yacht Tour on Tornado Eleven 38

4.9
$1,283day
Invictus 270FX Center Console Daily Rental in Cannes
Powerboats in Cannes · 8 guests

Invictus 270FX Center Console Daily Rental in Cannes

New
$855day
Day Excursions And Short Cruise In Siracusa And Marzamemi
Sailing in Syracuse · 12 guests

Day Excursions And Short Cruise In Siracusa And Marzamemi

New
$192hour
Grand Soleil 39 sailboat tours in Golfo dei Poeti and Cinque Terre
Sailing in La Spezia · 7 guests

Grand Soleil 39 sailboat tours in Golfo dei Poeti and Cinque Terre

New
$43hour
Rent a Bavaria 36 Sailboat in Kotor
Sailing in Kotor · 7 guests

Rent a Bavaria 36 Sailboat in Kotor

5.0
$588day
Sadri Usta I, beautiful 8 cabins Gulet in Montenegro
Sailing in Tivat · 16 guests

Sadri Usta I, beautiful 8 cabins Gulet in Montenegro

New
$4,642night
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
$406day
Exclusive Catamaran Charter
Events in Floriana · 14 guests

Exclusive Catamaran Charter

New
$1,176day
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
$86hour
“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
$519day
Sailing to Comino on 48ft Beneteau Sailboat
Sailing in Floriana · 11 guests

Sailing to Comino on 48ft Beneteau Sailboat

5.0
$513day
Bareboat Luna 49 Cruising Catamaran in Split, Croatia
Sailing in Split · 10 guests

Bareboat Luna 49 Cruising Catamaran in Split, Croatia

New
$2,672day
Aprea 32 Motor Yacht Rental in Santa Maria di Leuca, Puglia
Events in Leuca · 8 guests

Aprea 32 Motor Yacht Rental in Santa Maria di Leuca, Puglia

New
$214hour
Escursione e Snorkeling tour tra Levanzo e Favignana in un giorno
Tours in Trapani · 30 guests

Escursione e Snorkeling tour tra Levanzo e Favignana in un giorno

New
$75day
Valentina S - Lagoon 410 Sailing Catamaran
Sailing in Gzira · 15 guests

Valentina S - Lagoon 410 Sailing Catamaran

5.0
$1,042-$1,146day
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
$428-$534day

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. EQ

    Erika

    Luxury Yacht Tour on Tornado Eleven 38

    Seamless experience from start to finish. Our other boat plans got cancelled due to weather and we were able to book last minute and had a fabulous time. Our captain even took us to our requested lunch location and made the reservation for us. It was a perfect day!