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 52 of 82

Aria

Aria

Bareboat

6 berths2 cabins11 m2023
from
€1,850
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Ka Nani

Ka Nani

Bareboat

5 berths2 cabins11 m2022
from
€1,000
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Loy

Loy

Bareboat

5 berths2 cabins11 m2024
from
€1,100
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Ersa

Ersa

Bareboat

4 berths2 cabins11 m2024
from
€1,490
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Philosophie

Philosophie

Bareboat

6 berths2 cabins11 m2022
from
€3,035
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Rooster

Rooster

Bareboat

8 berths3 cabins11 m2023
from
€1,350
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Sail Altair

Sail Altair

Bareboat

6 berths3 cabins11 m2023
from
€1,375
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Sail Lynx

Sail Lynx

Bareboat

6 berths3 cabins11 m2023
from
€1,375
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Rookie

Rookie

Bareboat

8 berths3 cabins11 m2023
from
€850
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Sailing Spirit

Sailing Spirit

Bareboat

8 berths3 cabins11 m2023
from
€1,500
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Benja

Benja

Bareboat

6 berths3 cabins11 m2024
from
€1,500
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Rookie

Rookie

Bareboat

8 berths3 cabins11 m2023
from
€850
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Trapani Vela Club

Trapani Vela Club

Bareboat

6 berths3 cabins11 m2023
price on enquiry
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Orionis

Orionis

Bareboat

6 berths3 cabins11 m2024
from
€1,325
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LL Skyhawk

LL Skyhawk

Bareboat

6 berths2 cabins10 m2014
from
€1,350
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Tango

Tango

Bareboat

4 berths2 cabins10 m2012
from
€1,248
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Rebecca

Rebecca

Bareboat

5 berths2 cabins10 m2011
from
€1,300
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Hobbit

Hobbit

Bareboat

8 berths3 cabins10 m2015
from
€1,650
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Gala

Gala

Bareboat

8 berths3 cabins10 m2016
from
€800
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Gaston

Gaston

Bareboat

8 berths3 cabins10 m2015
from
€850
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Dalmar

Dalmar

Bareboat

8 berths3 cabins10 m2016
from
€1,170
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Jean Michel

Jean Michel

Bareboat

8 berths3 cabins10 m2016
from
€1,150
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Mare Animi

Mare Animi

Bareboat

8 berths3 cabins10 m2016
from
€1,119
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Dalmar

Dalmar

Bareboat

8 berths3 cabins10 m2016
from
€1,170
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Gala

Gala

Bareboat

8 berths3 cabins10 m2016
from
€800
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Gaston

Gaston

Bareboat

8 berths3 cabins10 m2015
from
€850
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Ohana

Ohana

Bareboat

6 berths3 cabins10 m2018
from
€1,850
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Aquarius

Aquarius

Bareboat

8 berths3 cabins10 m2017
from
€1,100
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Bela

Bela

Bareboat

8 berths3 cabins10 m2018
from
€700
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Lampuga

Lampuga

Bareboat

8 berths3 cabins10 m2018
from
€1,520
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Maya Bay 2

Maya Bay 2

Bareboat

8 berths3 cabins10 m2019
from
€1,350
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Kolibri30% · Last minute

Kolibri

Bareboat

7 berths3 cabins10 m2019
from
€150
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Idila

Idila

Bareboat

8 berths3 cabins10 m2018
from
€1,300
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Aris

Aris

Bareboat

8 berths3 cabins10 m2020
from
€1,100
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Caroline

Caroline

Bareboat

8 berths3 cabins10 m2017
price on enquiry
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Malilu

Malilu

Bareboat

4 berths2 cabins10 m2021
from
€1,500
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Bela

Bela

Bareboat

8 berths3 cabins10 m2018
from
€700
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Lampuga

Lampuga

Bareboat

8 berths3 cabins10 m2018
from
€1,520
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Plume d'Ange

Plume d'Ange

Bareboat

6 berths3 cabins10 m2019
from
€1,850
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Big Blue

Big Blue

Bareboat

4 berths2 cabins10 m2018
from
€2,600
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Cozmo

Cozmo

Bareboat

4 berths2 cabins10 m2018
from
€2,600
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Beghe

Beghe

Bareboat

6 berths2 cabins10 m2019
from
€1,900
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Albarosa

Albarosa

Bareboat

6 berths2 cabins10 m2017
from
€1,850
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Wind of Change

Wind of Change

Bareboat

8 berths3 cabins11 m2010
from
€1,300
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Ioanna

Ioanna

Bareboat

8 berths3 cabins11 m2011
from
€1,230
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Summertime

Summertime

Bareboat

6 berths3 cabins11 m2010
from
€1,548
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White Horse

White Horse

Bareboat

6 berths3 cabins11 m2010
from
€1,548
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Julie

Julie

Bareboat

6 berths3 cabins11 m2013
from
€1,250
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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.