All deals Last minute 25%+ off Under €2,000

All destinations Mediterranean 🇭🇷 Croatia 🇬🇷 Greece 🇮🇹 Italy 🇹🇷 Turkey 🇪🇸 Spain 🇫🇷 France 🇲🇪 Montenegro

🇮🇹 Italy sailing deals

2,550 charter deals with discounts up to 65%

2,550 Deals

65% Max discount

€3,595 Avg price/week

250 Last minute

Best time to sail:

Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec

All Italy Sailing yacht (1794) Catamaran (528) Motor yacht (167) Motorboat (37) Gulet (19) Last minute (250)

Sardinia 1496 Sicily 489 Campania 290 Calabria 140 Tuscany 63 Lombardy 21 Lazio 19 Liguria 16 Apulia 11 Veneto 5

Showing 24 of 2,550 deals Sort by discount →

Dufour 530 | Gringott

-61% Deal of the day

Oct 10 – Oct 17 STEAL

Dufour 530 | Gringott

🇮🇹 Porto Rotondo, Italy

Sailing yacht 5 cab 9 guests 2021

Bali Catspace | Tursiops

-53% Deal of the day

Oct 10 – Oct 17 STEAL

Bali Catspace | Tursiops

🇮🇹 Porto Rotondo, Italy

Catamaran 4 cab 8 guests 2022

Dufour 470 | Alyss

-45% Deal of the day

Oct 10 – Oct 17 STEAL

Dufour 470 | Alyss

🇮🇹 Porto Rotondo, Italy

Sailing yacht 5 cab 9 guests 2025

Dufour 430 | Thymus

-43% Deal of the day

Oct 10 – Oct 17 GREAT DEAL

Dufour 430 | Thymus

🇮🇹 Porto Rotondo, Italy

Sailing yacht 4 cab 8 guests 2023

Dufour 530 | Gringott

-57% Deal of the day

Oct 3 – Oct 10 STEAL

Dufour 530 | Gringott

🇮🇹 Porto Rotondo, Italy

Sailing yacht 5 cab 9 guests 2021

Bali Catspace | Tursiops

-50% Deal of the day

Oct 3 – Oct 10 STEAL

Bali Catspace | Tursiops

🇮🇹 Porto Rotondo, Italy

Catamaran 4 cab 8 guests 2022

Dufour 470 | Alyss

-43% Deal of the day

Oct 3 – Oct 10 GREAT DEAL

Dufour 470 | Alyss

🇮🇹 Porto Rotondo, Italy

Sailing yacht 5 cab 9 guests 2025

C Cat 37 | Amuni

Aug 29 – Sep 5 GOOD DEAL

C Cat 37 | Amuni

🇮🇹 Capo d'Orlando, Italy

Catamaran 3 cab 8 guests 2024

Dufour 56 | Nakupenda

-58% Deal of the day

Oct 24 – Oct 31 STEAL

Dufour 56 | Nakupenda

🇮🇹 Porto Rotondo, Italy

Sailing yacht 6 cab 11 guests 2019

Dufour 48 | Delphinus

-58% Deal of the day

Oct 24 – Oct 31 STEAL

Dufour 48 | Delphinus

🇮🇹 Porto Rotondo, Italy

Catamaran 6 cab 11 guests 2023

Bali 4.4 | Stenella

-55% Deal of the day

Oct 24 – Oct 31 STEAL

Bali 4.4 | Stenella

🇮🇹 Porto Rotondo, Italy

Catamaran 5 cab 9 guests 2022

Dufour 56 | Nakupenda

-57% Deal of the day

Oct 31 – Nov 7 STEAL

Dufour 56 | Nakupenda

🇮🇹 Porto Rotondo, Italy

Sailing yacht 6 cab 11 guests 2019

Dufour 48 | Delphinus

-57% Deal of the day

Oct 31 – Nov 7 STEAL

Dufour 48 | Delphinus

🇮🇹 Porto Rotondo, Italy

Catamaran 6 cab 11 guests 2023

Bali 4.4 | Stenella

-54% Deal of the day

Oct 31 – Nov 7 STEAL

Bali 4.4 | Stenella

🇮🇹 Porto Rotondo, Italy

Catamaran 5 cab 9 guests 2022

Dufour 56 | Nakupenda

-59% Deal of the day

Oct 17 – Oct 24 STEAL

Dufour 56 | Nakupenda

🇮🇹 Porto Rotondo, Italy

Sailing yacht 6 cab 11 guests 2019

Dufour 48 | Delphinus

-58% Deal of the day

Oct 17 – Oct 24 STEAL

Dufour 48 | Delphinus

🇮🇹 Porto Rotondo, Italy

Catamaran 6 cab 11 guests 2023

Bali 4.4 | Stenella

-53% Deal of the day

Oct 17 – Oct 24 STEAL

Bali 4.4 | Stenella

🇮🇹 Porto Rotondo, Italy

Catamaran 5 cab 9 guests 2022

Dufour 56 | Nakupenda

-62% Deal of the day

Oct 10 – Oct 17 STEAL

Dufour 56 | Nakupenda

🇮🇹 Porto Rotondo, Italy

Sailing yacht 6 cab 11 guests 2019

Dufour 48 | Delphinus

-57% Deal of the day

Oct 10 – Oct 17 STEAL

Dufour 48 | Delphinus

🇮🇹 Porto Rotondo, Italy

Catamaran 6 cab 11 guests 2023

Bali 4.4 | Stenella

-54% Deal of the day

Oct 10 – Oct 17 STEAL

Bali 4.4 | Stenella

🇮🇹 Porto Rotondo, Italy

Catamaran 5 cab 9 guests 2022

Jeanneau Sun Odyssey 410 | Teti

May 23 – May 30 GREAT DEAL

Jeanneau Sun Odyssey 410 | Teti

🇮🇹 Vibo Marina, Italy

Sailing yacht 3 cab 8 guests 2021

Dufour 430 | Thymus

-33% Deal of the day

May 30 – Jun 6 GREAT DEAL

Dufour 430 | Thymus

🇮🇹 Porto Rotondo, Italy

Sailing yacht 4 cab 8 guests 2023

Dufour 56 | Nakupenda

-58% Deal of the day

Oct 3 – Oct 10 STEAL

Dufour 56 | Nakupenda

🇮🇹 Porto Rotondo, Italy

Sailing yacht 6 cab 11 guests 2019

Dufour 48 | Delphinus

-56% Deal of the day

Oct 3 – Oct 10 STEAL

Dufour 48 | Delphinus

🇮🇹 Porto Rotondo, Italy

Catamaran 6 cab 11 guests 2023

Get Italy deal alerts

Be first to know when new deals drop for Italy.

Other destinations

Croatia

2550 deals · up to 83% off

Greece

2550 deals · up to 80% off

Turkey

2550 deals · up to 68% off

Spain

2550 deals · up to 59% off

Montenegro

1018 deals · up to 41% off

France

2399 deals · up to 61% off