How much does a sailing holiday in Italy cost?

Sailing holiday prices in Italy start from €98 per night. The average charter price is €615 per night. Starting prices by yacht type: - Gulet: from €1,331 per night / €9,317 per week. - Sailboat: from €103 per night / €721 per week. - Motor Yacht: from €1,409 per night / €9,863 per week. - Catamaran: from €312 per night / €2,184 per week. Prices vary by yacht size, travel dates, departure location and trip length.

What are the most popular destinations for sailing holidays in Italy?

Portisco is the most popular destination for sailing holidays in Italy. Other popular destinations include Furnari, Capo d'Orlando, Salerno, Cannigione.

When is the best time for a sailing holiday in Italy?

The seasonal guide for sailing holidays in Italy is: - Recommended months — sweet spot: June. - High season: July, August, September. - Shoulder season: April, May, October. - Low season: January, February, March, November, December. During the sweet-spot months, air temperatures average 23.8°C and sea temperatures average 23.6°C, with 17.1 sunny days per month and winds averaging 6.6 knots.

How long is a yacht holiday in Italy?

The average yacht holiday in Italy lasts 7 nights. Minimum stays vary by yacht: 1-7 nights.

What is included in a yacht holiday in Italy?

Skipper services for a yacht holiday in Italy cost an average of €261 per day. Depending on the yacht, this fee may be included in the charter price or charged separately. Fuel, meals, marina fees, cleaning and transfers may also carry additional charges. Included services, the exact skipper fee and payment terms are shown on each yacht’s detail page.

Can I book a bareboat, skippered or crewed sailing holiday in Italy?

Sailing holiday options in Italy include: - Bareboat: 1,069 yachts available without a skipper - Skippered: 590 yachts available with a professional skipper - Crewed: 35 yachts available with a captain and crew Bareboat charters may require a valid boating licence and relevant experience. Confirm the requirements with the boat owner before booking. For skippered or crewed yacht holidays, guests generally do not need a boating licence or sailing experience.

Sailing Holidays Italy & Yacht Vacation

1,242 yachts are available for overnight charter in Italy.

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Cecina Sailboat 3 cabin 6 berths 6 guests 12.38 m Listing Number: #22726

Bavaria, 42 Cruiser
2024
Cecina

Skipper optional

6 berths
3 cabin
12.4 m
2 WC

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Cecina Catamaran 6 cabin 11 berths 12 guests 14.7 m Listing Number: #21885

Dufour, Catamaran 48
2023
Cecina

Skipper optional

11 berths
6 cabin
14.7 m
6 WC

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Cecina Catamaran 6 cabin 11 berths 12 guests 14.7 m Listing Number: #11461

Dufour, Catamaran 48
2022
Cecina

Skipper optional

11 berths
6 cabin
14.7 m
6 WC

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Cecina Sailboat 3 cabin 6 berths 6 guests 12.38 m Listing Number: #14838

Bavaria, 42 Cruiser
2023
Cecina

Skipper optional

6 berths
3 cabin
12.4 m
2 WC

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Cecina Sailboat 5 cabin 12 berths 12 guests 15.55 m Listing Number: #14813

Bavaria, Cruiser 50
2023
Cecina

Skipper optional

12 berths
5 cabin
15.6 m
4 WC

Castiglioncello

Listings in the Cecina location have ended. Showing listings in Castiglioncello that match your search criteria.

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Castiglioncello Sailboat 5 cabin 11 berths 11 guests 14.99 m Listing Number: #15934

Bavaria, 51 Cruiser
2016
Castiglioncello (Cecina: 13.9 km away)

4.53(4)

Without skipper

11 berths
5 cabin
15 m
3 WC

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Castiglioncello Sailboat 3 cabin 8 berths 8 guests 10.45 m Listing Number: #15939

Beneteau, Oceanis 35.1
2021
Castiglioncello (Cecina: 13.9 km away)

4.52(3)

Without skipper

8 berths
3 cabin
10.4 m
1 WC

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Castiglioncello Sailboat 4 cabin 10 berths 10 guests 14.6 m Listing Number: #14687

Hanse, 460
2023
Castiglioncello (Cecina: 13.9 km away)

4.63(3)

Skipper optional

10 berths
4 cabin
14.6 m
2 WC

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Castiglioncello Sailboat 3 cabin 8 berths 8 guests 11.5 m Listing Number: #1413

Beneteau, Oceanis 38.1
2019
Castiglioncello (Cecina: 13.9 km away)

4.28(2)

Without skipper

8 berths
3 cabin
11.5 m
2 WC

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Castiglioncello Catamaran 4 cabin 10 berths 10 guests 13.96 m Listing Number: #16291

Lagoon, 450F
2018
Castiglioncello (Cecina: 13.9 km away)

4.38(79)

Without skipper

10 berths
4 cabin
14 m
4 WC

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Castiglioncello Sailboat 6 cabin 13 berths 13 guests 15.94 m Listing Number: #1415

Beneteau, Oceanis 51.1
2019
Castiglioncello (Cecina: 13.9 km away)

4.21(1)

Without skipper

13 berths
6 cabin
15.9 m
4 WC

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Castiglioncello Sailboat 4 cabin 9 berths 9 guests 14.27 m Listing Number: #1366

Bavaria, 46 Cruiser
2016
Castiglioncello (Cecina: 13.9 km away)

4.28(1)

Without skipper

9 berths
4 cabin
14.3 m
3 WC

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Castiglioncello Catamaran 6 cabin 10 berths 10 guests 11.74 m Listing Number: #1422

Lagoon, 40
2019
Castiglioncello (Cecina: 13.9 km away)

4.38(79)

Without skipper

10 berths
6 cabin
11.7 m
4 WC

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Castiglioncello Sailboat 4 cabin 10 berths 10 guests 14.6 m Listing Number: #16308

Beneteau, Oceanis 46.1
2023
Castiglioncello (Cecina: 13.9 km away)

4.38(79)

Without skipper

10 berths
4 cabin
14.6 m
4 WC

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Castiglioncello Sailboat 4 cabin 10 berths 10 guests 12.43 m Listing Number: #16422

Beneteau, Oceanis 40.1
2021
Castiglioncello (Cecina: 13.9 km away)

4.00(1)

Without skipper

10 berths
4 cabin
12.4 m
2 WC

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Castiglioncello Catamaran 4 cabin 10 berths 10 guests 12.8 m Listing Number: #19989

Lagoon, 42
2024
Castiglioncello (Cecina: 13.9 km away)

4.38(79)

Without skipper

10 berths
4 cabin
12.8 m
4 WC

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Castiglioncello Sailboat 3 cabin 8 berths 8 guests 11.93 m Listing Number: #24769

Beneteau, Oceanis 37.1
2025
Castiglioncello (Cecina: 13.9 km away)

New

Without skipper

8 berths
3 cabin
11.9 m
2 WC

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Castiglioncello Sailboat 4 cabin 10 berths 10 guests 14.09 m Listing Number: #1375

Beneteau, Oceanis 46
2010
Castiglioncello (Cecina: 13.9 km away)

4.38(79)

Without skipper

10 berths
4 cabin
14.1 m
2 WC

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Castiglioncello Sailboat 3 cabin 8 berths 8 guests 10.45 m Listing Number: #1420

Beneteau, Oceanis 35.1
2018
Castiglioncello (Cecina: 13.9 km away)

4.38(79)

Without skipper

8 berths
3 cabin
10.4 m
1 WC

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Castiglioncello Sailboat 4 cabin 10 berths 10 guests 13.94 m Listing Number: #1425

Beneteau, Oceanis 45
2019
Castiglioncello (Cecina: 13.9 km away)

4.38(79)

Without skipper

10 berths
4 cabin
13.9 m
2 WC

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Castiglioncello Sailboat 5 cabin 12 berths 12 guests 15.94 m Listing Number: #18001

Beneteau, Oceanis 51.1
2022
Castiglioncello (Cecina: 13.9 km away)

4.00(2)

Without skipper

12 berths
5 cabin
15.9 m
3 WC

Best value yachts for sailing holiday trips in Italy

Explore the highest rated yachts in Italy, based on verified reviews from completed sailing holiday bookings.Discover the yachts most frequently booked by travelers planning sailing holidays in Italy.Find yachts in Italy offering the best balance of price, amenities and guest ratings for a multi-day yacht holiday.

AI summary of verified sailing holiday reviews

Guests frequently praise smooth check-in and check-out. Charter companies are also often appreciated for their communication and helpful support before and during trips. Good value for money is another recurring highlight of these experiences. Boats frequently earn praise for being in good condition and well maintained. Cleanliness also receives specific praise from some guests, while comfort on board and in the cabins is occasionally highlighted. Some experiences include concerns about onboard navigation and safety equipment, alongside positive feedback on the handling of related issues.

How is this summary generated?

Verified

Nemanja Z.19 Aug 2026

I was the captain myself. The base and the people there were great, and the boat was brand new. Overall, it was a very good experience, except for two small things that didn't work.. Thank you

Listing owner: RosalindaProcida / Italy

Kamuran S.01 Jun 2026

We chartered a sailing yacht through viravira.co for the last week of May 2026. The boat was fairly new and in good condition. The charter company was family run, and the team was very welcoming and h...

Listing owner: ClaudiaCastellammare di Stabia / Italy

Maria angela N.01 May 2026

The team handling the check-in and check-out was very friendly, polite, and professional. The boat was clean and equipped with all the necessary kitchenware. I understand it is designed more for cruis...

Listing owner: Marco Puntone / Italy

Kacha S.01 May 2026

Everything was fine; better dishes would have been nice, though.

Furnari / Italy

Yassine M.01 May 2026

The check in and check out staff were very nice, professional, and polite. The boat was clean, and all the kitchen equipment was available and worked well. The only small issue was that adjusting the ...

Rysio P.01 May 2026

The yacht was perfectly prepared, and the handover and return went smoothly.

Cagliari / Italy

Günter J.01 May 2026

The skipper does a really great job and was absolutely top-notch. The boat was well-maintained and sailed beautifully.

San Vincenzo / Italy

Cyrill H.01 May 2026

A very well-cared-for and properly maintained vessel. The service was attentive and very helpful. There is a club right on the quay in the marina, not far from the berth, playing loud dance music unti...

Listing owner: DufiSan Vincenzo / Italy

Natalia O.01 May 2026

The sailboat was very nice, well equipped and properly prepared. The team was helpful and polite, and I was pleasantly surprised that each crew member got two towels, one small and one large.