Sailaway Charters
Yacht types · Sailboats — Sail a monohull.
The traditional yacht.

Yacht types · Sailboats

Sail a monohull.
The traditional yacht.

Heels under sail, slices through chop, sails close to the wind. The original way to cross a sea.

32 – 58 ftSleeps 4 – 10

Live fleet

Sailboats ready to sail.

3,934 yachts · page 51 of 82

Lia of Sweden

Lia of Sweden

Bareboat

12 berths5 cabins17 m2016
from
€3,750
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More Fun

More Fun

Bareboat

12 berths5 cabins17 m2016
from
€3,750
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One More

One More

Bareboat

13 berths5 cabins17 m2019
from
€4,000
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More Grey

More Grey

Bareboat

12 berths5 cabins17 m2016
from
€4,100
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Solid White

Solid White

Bareboat

12 berths5 cabins17 m2017
from
€4,000
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Maria

Maria

Bareboat

13 berths5 cabins17 m2023
from
€4,400
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Nadja

Nadja

Bareboat

13 berths5 cabins17 m2019
from
€4,150
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Metalika

Metalika

Bareboat

13 berths5 cabins17 m2021
from
€4,250
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Dora

Dora

Bareboat

13 berths5 cabins17 m2019
from
€4,150
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Luna Nera

Luna Nera

Bareboat

13 berths5 cabins17 m2021
from
€4,771
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Petra

Petra

Bareboat

13 berths5 cabins17 m2026
from
€4,600
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KSP

KSP

Bareboat

13 berths5 cabins17 m2026
from
€4,600
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M/S Adri

M/S Adri

Crewed

12 berths6 cabins46 m2024
from
€107,000
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M/S Aurum Sky

M/S Aurum Sky

Crewed

12 berths6 cabins44 m2020
from
€79,000
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Bööt

Bööt

Bareboat

6 berths3 cabins12 m2020
from
€2,598
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Peanut

Peanut

Bareboat

4 berths2 cabins10 m2020
from
€1,650
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Mobula Zero

Mobula Zero

Bareboat

6 berths2 cabins10 m2020
from
€1,050
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Yoda

Yoda

Bareboat

6 berths2 cabins10 m2020
from
€1,050
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Lima

Lima

Bareboat

4 berths2 cabins10 m2024
from
€1,300
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Amal

Amal

Bareboat

6 berths2 cabins10 m2022
from
€1,600
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Miniscule

Miniscule

Bareboat

6 berths2 cabins10 m2019
from
€1,299
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Mobula Zero

Mobula Zero

Bareboat

6 berths2 cabins10 m2020
from
€1,050
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Yoda

Yoda

Bareboat

6 berths2 cabins10 m2020
from
€1,050
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Petite Marie

Petite Marie

Bareboat

6 berths2 cabins10 m2025
from
€1,400
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Reef20% · Last minute

Reef

Bareboat

4 berths2 cabins10 m2021
from
€1,100
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Tempus II20% · Last minute

Tempus II

Bareboat

4 berths2 cabins10 m2021
from
€1,100
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Amour

Amour

Bareboat

4 berths2 cabins10 m2021
from
€1,530
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Jeep

Jeep

Bareboat

4 berths2 cabins10 m2021
from
€1,530
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Honey

Honey

Bareboat

6 berths2 cabins10 m2017
from
€1,150
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Chilli

Chilli

Bareboat

4 berths2 cabins10 m2020
from
€1,850
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Little Jo

Little Jo

Bareboat

4 berths2 cabins10 m2010
from
€1,248
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Sterntaler

Sterntaler

Bareboat

4 berths2 cabins10 m2010
from
€1,248
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Flamenco

Flamenco

Bareboat

4 berths2 cabins10 m2011
from
€1,248
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Mambo

Mambo

Bareboat

4 berths2 cabins10 m2011
from
€1,248
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Poldi

Poldi

Bareboat

4 berths2 cabins10 m2011
from
€1,248
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Sunshine

Sunshine

Bareboat

4 berths2 cabins10 m2011
from
€1,348
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Robben

Robben

Bareboat

4 berths2 cabins10 m2011
from
€1,248
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Felix

Felix

Bareboat

6 berths2 cabins10 m2018
from
€1,600
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Titina

Titina

Bareboat

6 berths2 cabins10 m2019
from
€1,600
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Caprice

Caprice

Bareboat

8 berths3 cabins10 m2014
from
€950
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Tayrona

Tayrona

Bareboat

8 berths3 cabins10 m2009
from
€1,400
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Blaubart

Blaubart

Bareboat

7 berths3 cabins10 m2010
from
€1,248
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Seneca

Seneca

Bareboat

6 berths3 cabins10 m2009
from
€1,000
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Aquamarine

Aquamarine

Bareboat

6 berths3 cabins10 m2010
from
€1,200
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Finia

Finia

Bareboat

6 berths3 cabins10 m2013
from
€1,710
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Star Elisabeth

Star Elisabeth

Bareboat

7 berths3 cabins10 m2012
from
€900
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Marilou

Marilou

Bareboat

6 berths3 cabins10 m2011
from
€1,100
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Christiana

Christiana

Bareboat

6 berths3 cabins10 m2012
from
€1,100
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Sailboat questions

Asked and answered.

How much will I heel under sail?
10-20° on a beam reach is normal. Off the wind it's almost flat. Upwind in 25 kts it can hit 30°, but most charter sailing is reaching in 10-18 kts where the heel is part of the experience, not a problem.
Are sailboats hard for non-sailors?
Not really. The crew can stay in the cockpit (or below) while the skipper sails. The deck angle takes a day to get used to. Most crews find sailboats more 'real' than catamarans by Wednesday.
What size sailboat do I need for 4 people?
38-42 ft. 38 ft is two cabins + saloon (tight but works), 42 ft is three cabins (comfortable). Anything over 45 ft is over-spec for 4 unless you want extra space.
Can a sailboat go anywhere a catamaran can?
Almost. The deeper draft (1.8 m vs 1.2 m) keeps you out of a handful of very shallow bays — Vis (Stončica), some Greek harbours. 95% of anchorages are fine for both.
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Yacht under sail at sunset

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