Sailaway Charters
Italy sailing

Italy · Mediterranean

Sail Italy.

521 yachts across 2 areas.

See yachts in ItalyTalk to an expert
521 yachts2 sailing areas

Why sail Italy

Italy is not one sailing ground. It's a dozen, strung down 1,500km of coast and split between two seas. Sardinia gives you granite headlands and water the colour of gin. Sicily gives you smoking volcanoes and Greek temples above the anchorage. Campania puts you under the Amalfi cliffs with Capri on the horizon. The wind is real here — most afternoons fill in from the north-west — and the harbours still smell of diesel, coffee and grilled fish at six in the morning. You can sail hard passages between islands or drop the hook and not move for three days. Both are Italy.

What ties it together is the shore. A konoba equivalent here is a family trattoria on the quay where the menu is whatever came in that morning. You anchor, you row in, you eat sardines and drink the local white, and the bill is a fraction of what the same view costs on land in July.

Live fleet

Yachts available in Italy.

522 yachts · page 4 of 11

Rubens

Rubens

Bareboat

6 berths3 cabins12 m2024
from
€1,270
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Avajava

Avajava

Bareboat

6 berths3 cabins12 m2021
from
€2,000
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Arya

Arya

Bareboat

8 berths3 cabins12 m2022
from
€2,350
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Friend Planet

Friend Planet

Bareboat

8 berths3 cabins12 m2019
from
€1,880
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Sympathy Planet

Sympathy Planet

Bareboat

7 berths3 cabins12 m2021
from
€1,880
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Inycum

Inycum

Bareboat

8 berths3 cabins12 m2019
from
€2,100
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Palmarola

Palmarola

Bareboat

8 berths3 cabins12 m2022
from
€2,200
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Special One

Special One

Bareboat

8 berths3 cabins12 m2022
from
€2,950
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Nagini

Nagini

Bareboat

8 berths3 cabins12 m2021
from
€2,300
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Pamoja

Pamoja

Bareboat

6 berths3 cabins13 m2021
from
€1,090
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Hedone

Hedone

Bareboat

8 berths3 cabins13 m2020
from
€2,400
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Simba

Simba

Bareboat

8 berths3 cabins13 m2025
from
€3,100
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Callipigia

Callipigia

Bareboat

8 berths3 cabins13 m2025
from
€3,650
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Cassiopea

Cassiopea

Bareboat

8 berths3 cabins13 m2025
from
€2,850
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Amunì

Amunì

Bareboat

8 berths3 cabins13 m2025
from
€3,150
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Ifigenia

Ifigenia

Bareboat

8 berths3 cabins13 m2026
from
€2,950
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Tamata

Tamata

Bareboat

8 berths3 cabins13 m2026
from
€2,730
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Sonny Boy

Sonny Boy

Bareboat

10 berths4 cabins13 m2026
from
€2,930
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Stefy

Stefy

Bareboat

10 berths4 cabins13 m2026
from
€2,930
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Ninive

Ninive

Bareboat

10 berths4 cabins13 m2026
from
€2,410
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Asteria

Asteria

Bareboat

10 berths4 cabins13 m2026
from
€2,560
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Noah

Noah

Bareboat

10 berths4 cabins13 m2022
from
€3,160
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Billywig

Billywig

Bareboat

8 berths4 cabins13 m2020
from
€1,200
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Thymus

Thymus

Bareboat

8 berths4 cabins13 m2023
from
€1,340
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Kairos

Kairos

Bareboat

10 berths4 cabins13 m2024
from
€2,700
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San Luis Blues

San Luis Blues

Bareboat

10 berths4 cabins13 m2023
from
€3,282
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Bloody Mary

Bloody Mary

Bareboat

8 berths3 cabins13 m2021
from
€2,000
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Andream

Andream

Bareboat

6 berths3 cabins13 m2022
from
€1,250
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Si Puo Fare

Si Puo Fare

Bareboat

8 berths3 cabins13 m2023
from
€2,250
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Bloody Mary

Bloody Mary

Bareboat

8 berths3 cabins13 m2021
from
€2,100
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Tahiri - bareboat

Tahiri - bareboat

Bareboat

10 berths4 cabins13 m2021
from
€3,500
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Akira

Akira

Bareboat

10 berths4 cabins13 m2022
from
€3,200
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Pepsi

Pepsi

Bareboat

10 berths4 cabins13 m2024
from
€3,200
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Ventotene

Ventotene

Bareboat

10 berths4 cabins13 m2024
from
€3,200
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Fiodena

Fiodena

Bareboat

10 berths4 cabins13 m2019
from
€2,950
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Ilio

Ilio

Bareboat

10 berths4 cabins13 m2024
from
€3,500
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Malime

Malime

Bareboat

10 berths4 cabins13 m2021
from
€3,200
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Amaco

Amaco

Bareboat

8 berths3 cabins14 m2025
from
€3,000
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Diomede

Diomede

Bareboat

10 berths4 cabins14 m2025
from
€3,850
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Asia

Asia

Bareboat

10 berths4 cabins14 m2016
from
€2,540
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Neptune Planet

Neptune Planet

Bareboat

10 berths4 cabins14 m2016
from
€2,080
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Fun Planet

Fun Planet

Bareboat

10 berths4 cabins14 m2017
from
€2,180
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Podere Sapaio

Podere Sapaio

Bareboat

9 berths4 cabins14 m2017
from
€3,000
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Pinacolada

Pinacolada

Bareboat

10 berths4 cabins14 m2017
from
€2,100
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Summer Planet

Summer Planet

Bareboat

10 berths4 cabins14 m2019
from
€2,300
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Adventure Planet

Adventure Planet

Bareboat

10 berths4 cabins14 m2020
from
€2,380
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Wonder Planet

Wonder Planet

Bareboat

10 berths4 cabins14 m2020
from
€2,400
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Mania Planet

Mania Planet

Bareboat

10 berths4 cabins14 m2021
from
€2,500
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Italy questions

Asked and answered.

How much does a yacht charter in Italy cost?
It varies widely by ground, boat and season. Shoulder-season monohulls start in the lower thousands of euros per week; peak-week catamarans on the Amalfi coast or Costa Smeralda cost several times that. Budget separately for fuel, end cleaning and mooring fees — Italian marina and buoy charges in fashionable spots are among the highest in the Med. For a firm figure on your dates, message us on WhatsApp: price on request.
Do I need a licence to charter a yacht in Italy bareboat?
Yes. To take a boat bareboat you need a recognised sailing qualification (such as an ICC or RYA Day Skipper equivalent) and usually a VHF certificate, plus a competent co-skipper. Requirements can vary by base and boat size, so send us your certificates on WhatsApp and we'll confirm what's accepted. No paperwork? Take a skipper — they also know the local anchorages and port authorities.
When is the best time to sail Italy?
June and September are the sweet spot: warm water, reliable afternoon breeze, fewer boats and lower rates than peak. July and August bring the strongest heat, the busiest anchorages and the highest prices, especially around Capri and the Maddalena. May and October are quieter and cheaper but cooler, with a higher chance of the first autumn weather systems late in the season.
Where should I start my Italian charter?
It depends which ground you want. Sardinia's Maddalena archipelago is best reached from Olbia. For the Aeolian volcanoes, base at Milazzo near Catania or Palermo. For the Amalfi coast, Capri and Ischia, start from Naples or Salerno. Tuscany and Elba work from Pisa. The grounds are far apart and hard to combine in one week, so pick the region first.
Is Italy good for a family sailing holiday?
Yes, with the right ground. The Maddalena archipelago and the Tuscan islands offer short hops, sheltered anchorages and clear swimming water that suit families and less experienced crews. A catamaran gives more space and shallow-draught anchoring. Avoid long exposed passages like the Bocche di Bonifacio or the outer Aeolians with young children. Tell us the ages and experience of your group on WhatsApp and we'll match the ground and boat.
What are the winds like sailing in Italy?
The dominant summer wind is the maestrale, a north-westerly that can blow hard for days, particularly through Sardinia's Bocche di Bonifacio. The scirocco brings hot, hazy southerlies. Most summer days follow a thermal pattern: light mornings, an afternoon sea breeze of 10-18 knots, calm evenings. From mid-September the first proper lows arrive, so watch the forecast closely late in the season.
Where can I sail in Italy?
We charter across Sardinia and Sicily — 521 active yachts in total. Each area has its own page with the live fleet.
How many yachts are available in Italy?
521 yachts right now, live from our operator system. The grid above always shows current availability.
How do I get a quote?
Tell us your dates, your group and the area you fancy. Same day, we send three real options with honest trade-offs.
Talk to a real charter expert

Real people

Talk to a human

A real person reads every message and replies within 24 hours — no bots, no auto-replies.

  • Honest advice from sailors, not salespeople
  • We reply within 24 hours
  • No spam, ever

Talk to an expert

Get three options.

Real sailors who run the trips — tell us your week, your group and your vibe. Same day, we send three boats, three prices and the honest trade-offs. Boats we would put our own families on.

Real humans on every channel — WhatsApp, email, phone. No call centre.

Final boarding call

Why not you?

New sailors, beginners or seasoned skippers — tell us when, where and how many. We send three real options the same day. No spam, no fluff, no commitment.

60 seconds. No payment until you choose a boat.
Yacht under sail at sunset

Free quote

Get three real options.

Tell us roughly when and where. We'll send three real boats, three prices, the trade-offs — usually within the hour.