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 7 of 11

Deutz

Deutz

Bareboat

11 berths4 cabins13 m2025
from
€5,100
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Timeless Planet

Timeless Planet

Bareboat

12 berths4 cabins13 m2022
from
€4,500
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Papa Charlie

Papa Charlie

Crewed

10 berths4 cabins16 m2023
from
€8,440
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Celestia

Celestia

Bareboat

11 berths5 cabins16 m2026
from
€8,410
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Nami

Nami

Bareboat

11 berths4 cabins13 m2024
from
€5,700
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Ruinart

Ruinart

Bareboat

11 berths4 cabins13 m2025
from
€5,700
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Krug

Krug

Bareboat

11 berths4 cabins13 m2025
from
€6,100
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Heidsieck

Heidsieck

Bareboat

11 berths4 cabins13 m2026
from
€5,700
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Santuzza

Santuzza

Bareboat

12 berths4 cabins13 m2025
from
€8,000
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Maravigghia

Maravigghia

Bareboat

12 berths4 cabins13 m2025
from
€7,000
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Karina

Karina

Bareboat

12 berths4 cabins13 m2026
from
€8,200
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Sea Eagle III

Sea Eagle III

Bareboat

10 berths6 cabins12 m2025
from
€4,548
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Luna

Luna

Bareboat

11 berths4 cabins12 m2023
from
€5,000
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Relax Planet

Relax Planet

Bareboat

10 berths4 cabins12 m2019
from
€3,440
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Ines

Ines

Bareboat

10 berths4 cabins12 m2019
from
€3,974
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Maurice

Maurice

Crewed

12 berths5 cabins19 m2023
from
€15,000
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Liberta'

Liberta'

Crewed

13 berths5 cabins19 m2024
from
€14,060
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Caffè di Sicilia

Caffè di Sicilia

Crewed

13 berths5 cabins19 m2026
from
€14,000
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Maia

Maia

Crewed

15 berths6 cabins19 m2025
from
€15,000
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Orsa 3

Orsa 3

Bareboat

12 berths5 cabins14 m2022
from
€5,800
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Elsa

Elsa

Bareboat

13 berths5 cabins14 m2026
from
€5,020
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Amia

Amia

Bareboat

13 berths5 cabins14 m2025
from
€7,200
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Smeralda

Smeralda

Bareboat

13 berths5 cabins14 m2026
from
€5,580
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Calypso

Calypso

Bareboat

13 berths5 cabins14 m2026
from
€5,800
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Sonrisa

Sonrisa

Bareboat

8 berths3 cabins14 m2023
from
€5,500
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Oasis

Oasis

Crewed

12 berths5 cabins20 m2001
from
€10,000
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Hande - Capo Galera

Hande - Capo Galera

Crewed

12 berths6 cabins28 m2003
from
€16,104
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Tecla

Tecla

Bareboat

7 berths3 cabins11 m2023
from
€2,320
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Talia

Talia

Bareboat

8 berths3 cabins12 m2017
from
€2,270
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Bea

Bea

Bareboat

10 berths4 cabins14 m2020
from
€2,880
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Orsasei

Orsasei

Bareboat

6 berths3 cabins15 m2024
from
€3,370
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Atena

Atena

Bareboat

11 berths5 cabins16 m2025
from
€4,060
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Invictus

Invictus

Bareboat

2 berths1 cabins8 m2017
price on enquiry
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Keep Calm

Keep Calm

Bareboat

8 berths4 cabins16 m2012
from
€1,650
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Anita

Anita

Bareboat

11 berths5 cabins16 m2011
from
€3,000
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Zaniah

Zaniah

Bareboat

12 berths5 cabins16 m2019
from
€3,380
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Marina

Marina

Bareboat

9 berths3 cabins17 m2025
from
€4,900
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Ploto

Ploto

Bareboat

12 berths4 cabins12 m2019
from
€3,450
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Regolo

Regolo

Bareboat

10 berths4 cabins12 m2019
from
€3,850
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Leucotea

Leucotea

Bareboat

11 berths4 cabins13 m2019
from
€3,800
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Almalu

Almalu

Bareboat

11 berths4 cabins13 m2025
from
€4,470
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Sissi

Sissi

Bareboat

12 berths4 cabins13 m2023
from
€4,840
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Marepiatto

Marepiatto

Bareboat

12 berths4 cabins13 m2019
from
€3,600
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Veryta

Veryta

Bareboat

9 berths4 cabins13 m2024
from
€3,650
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Boreas

Boreas

Bareboat

9 berths4 cabins13 m2018
from
€3,300
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Calipso

Calipso

Bareboat

6 berths3 cabins14 m2025
from
€5,000
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Too White

Too White

Bareboat

9 berths4 cabins14 m2026
from
€6,360
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Asterix

Asterix

Bareboat

11 berths4 cabins14 m2026
from
€5,300
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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.