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ITALY YACHT CHARTERS & BOAT RENTALS

An Italy yacht charter combines dramatic coastlines, beautiful islands, historic towns, incredible food, and some of Europe’s most memorable experiences ashore. From glamorous Mediterranean islands to ancient coastal villages, every region offers a distinctly Italian way to explore by yacht.

Italy offers an incredible variety of yacht charter regions, each with its own character. Campania brings the Amalfi Coast, Capri, Ischia, and colorful waterfront towns; Sardinia offers turquoise water, spectacular beaches, and the islands of La Maddalena; Sicily combines volcanic scenery, historic towns, and access to the Aeolian Islands; and Tuscany pairs the Tuscan Archipelago with classic Italian culture and coastline. Farther south, Apulia and Calabria offer beautiful beaches, historic ports, regional cuisine, and a less-traveled side of coastal Italy. Wherever you sail, incredible food, culture, scenery, and history are never far away.

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We've Been There

Real Experience. Real Advice.

We’ve sailed Italy - and choosing where to go may be the hardest part! From Sardinia and Sicily to Tuscany and the Amalfi Coast, every region brings a different mix of islands, scenery, history, food, and coastal culture. Not sure where to start? Ask us! We can help with firsthand insight, expert guidance, and personalized planning.

SEARCH ITALY YACHT CHARTERS & BOAT RENTALS

Compare live rates and availability for Italy yacht charters, bareboat rentals, sailing catamarans, monohulls, skippered yachts, and other charter options.

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Not all of our charter inventory appears online. Our experts can search additional yachts and trusted partner networks, plus provide personalized planning and expert guidance for your trip.

570 boats found | Page: 1 / 29

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-57%

Sailing yacht

DUFOUR 360 GL Else

Portisco, Marina di Portisco, Italy

Year

2018

Cabins

Persons

Heads

Length

35 ft

ID: 5887

Oct 24 - Oct 31, 2026

€ 662

€ 1,540

Available Details

-58%

Sailing yacht

BAVARIA 38 Tommy

Sardinia, Punta Nuraghe, Italy

Year

2004

Cabins

Persons

Heads

Length

39 ft

ID: 5889

Oct 10 - Oct 17, 2026

€ 647

€ 1,540

Available Details

-45%

Sailing yacht

SUN ODYSSEY 349 In The Mood

Golfo Aranci Marina Dell’Isola, Italy

Year

2019

Cabins

Persons

4 + 1

Heads

Length

34 ft

ID: 3051

Oct 10 - Oct 17, 2026

€ 853

€ 1,550

Available Details

-56%

Sailing yacht

DUFOUR 360 GL Karibu

Portisco, Marina di Portisco, Italy

Year

2018

Cabins

Persons

Heads

Length

35 ft

ID: 5888

Oct 17 - Oct 24, 2026

€ 700

€ 1,590

Available Details

-49%

Sailing yacht

DUFOUR 37 Polygala

Portisco, Marina di Portisco, Italy

Year

2023

Cabins

Persons

Heads

Length

35 ft

ID: 5886

Oct 10 - Oct 17, 2026

€ 1,071

€ 2,100

Available Details

-48%

Sailing yacht

DUFOUR 37 Viridis

Portisco, Marina di Portisco, Italy

Year

2024

Cabins

Persons

Heads

Length

35 ft

ID: 6354

Oct 10 - Oct 17, 2026

€ 1,232

€ 2,370

Available Details

-35%

Sailing yacht

DUFOUR 360 GL Happy Planet

Sicily, Portorosa, Italy

Year

2018

Cabins

Persons

4 + 2

Heads

Length

35 ft

ID: 473

Oct 10 - Oct 17, 2026

€ 910

€ 1,400

Available Details

-45%

Sailing yacht

DUFOUR 390 Pixie

Portisco, Marina di Portisco, Italy

Year

2019

Cabins

Persons

Heads

Length

39 ft

ID: 5872

Oct 17 - Oct 24, 2026

€ 1,139

€ 2,070

Available Details

-45%

Sailing yacht

OCEANIS 38.1 Illuminating

Golfo Aranci Marina Dell’Isola, Italy

Year

2021

Cabins

Persons

6 + 1

Heads

Length

38 ft

ID: 3075

Oct 24 - Oct 31, 2026

€ 820

€ 1,490

Available Details

-52%

Sailing yacht

DUFOUR 390 Rubens

Portisco, Marina di Portisco, Italy

Year

2024

Cabins

Persons

Heads

Length

39 ft

ID: 6353

Oct 17 - Oct 24, 2026

€ 1,219

€ 2,540

Available Details

-51%

Sailing yacht

DUFOUR 390 Yaya

Portisco, Marina di Portisco, Italy

Year

2023

Cabins

Persons

Heads

Length

39 ft

ID: 5871

Oct 10 - Oct 17, 2026

€ 1,308

€ 2,670

Available Details

-45%

Sailing yacht

DUFOUR 382 GL Something Stupid

Golfo Aranci Marina Dell’Isola, Italy

Year

2018

Cabins

Persons

6 + 1

Heads

Length

37 ft

ID: 3071

Oct 24 - Oct 31, 2026

€ 853

€ 1,550

Available Details

-45%

Sailing yacht

SUN ODYSSEY 419 Dark Eyes

Golfo Aranci Marina Dell’Isola, Italy

Year

2019

Cabins

Persons

6 + 1

Heads

Length

42 ft

ID: 3076

Oct 24 - Oct 31, 2026

€ 853

€ 1,550

Available Details

-20%

Sailing yacht

DUFOUR 360 GL Shakey Ground

Golfo Aranci Marina Dell’Isola, Italy

Year

2018

Cabins

Persons

Heads

Length

35 ft

ID: 3073

Oct 31 - Nov 07, 2026

€ 1,240

€ 1,550

Available Details

-45%

Sailing yacht

SUN ODYSSEY 349 Capraia

Golfo Aranci Marina Dell’Isola, Italy

Year

2023

Cabins

Persons

4 + 1

Heads

Length

34 ft

ID: 3704

Oct 10 - Oct 17, 2026

€ 1,073

€ 1,950

Available Details

-35%

Sailing yacht

SUN ODYSSEY 319 Hija del Viento

Palermo, Marina Si.Ti.mar, Italy

Year

2019

Cabins

Persons

4 + 2

Heads

Length

32 ft

ID: 1081

Oct 10 - Oct 17, 2026

€ 956

€ 1,470

Available Details

-45%

Sailing yacht

DUFOUR 382 GL Fever

Elba, Portoferraio, Italy

Year

2017

Cabins

Persons

6 + 1

Heads

Length

37 ft

ID: 3065

Oct 24 - Oct 31, 2026

€ 963

€ 1,750

Available Details

-35%

Sailing yacht

DUFOUR 360 GL Joy Planet

Marsala, Italy

Year

2020

Cabins

Persons

4 + 2

Heads

Length

35 ft

ID: 1625

Oct 31 - Nov 07, 2026

€ 975

€ 1,500

Available Details

-35%

Sailing yacht

DUFOUR 360 GL Smile Planet

Sicily, Portorosa, Italy

Year

2022

Cabins

Persons

4 + 2

Heads

Length

35 ft

ID: 2250

Oct 10 - Oct 17, 2026

€ 1,105

€ 1,700

Available Details

-74%

Sailing yacht

SUN ODYSSEY 509 Kaos

Sardinia, Punta Nuraghe, Italy

Year

2014

Cabins

Persons

Heads

Length

50 ft

ID: 7213

Oct 10 - Oct 17, 2026

€ 1,001

€ 3,850

Available Details

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Top Italy Sailing Regions

Discover Italy's Six Sailing Regions

Apulia

Calabria

Campania

Sardinia

Sicily

Tuscany

From the glamorous islands and dramatic coastlines of the Mediterranean to colorful fishing villages, secluded coves, historic ports, and some of the world's most celebrated food and wine, Italy offers an incredible variety of yacht charter experiences. Island-hop through Sardinia or Sicily, explore the Amalfi Coast and islands of Campania, cruise Tuscany's historic coast and archipelago, or discover the less-traveled shores of Apulia and Calabria. Wherever you sail, beautiful scenery, centuries of history, regional cuisine, and distinctly Italian coastal culture are never far away.

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Access to More Inventory

Not seeing the perfect yacht in the live search results? We have access to additional charter inventory and trusted partner networks, and can manually search for options that may not appear on our website.

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Our team is happy to answer questions about sailing or boating regions, suggested routes and itineraries, yacht types, charter style and types, and what to expect based on destination and region.

Expert Advice

We’ve sailed many destinations worldwide, so you get firsthand knowledge and “been there” advice.

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Charter Resources

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