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.

3,932 yachts · page 67 of 82

KaninVin

KaninVin

Bareboat

8 berths3 cabins12 m2014
from
€1,100
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Navis Celere

Navis Celere

Bareboat

8 berths3 cabins12 m2017
from
€1,400
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Vira

Vira

Bareboat

8 berths3 cabins12 m2007
from
€1,600
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Race Dog

Race Dog

Bareboat

8 berths3 cabins13 m2013
from
€2,750
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White Butterfly

White Butterfly

Bareboat

8 berths3 cabins13 m2013
from
€2,750
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Wild Bee

Wild Bee

Bareboat

8 berths3 cabins13 m2013
from
€2,750
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Daddy's Toy

Daddy's Toy

Bareboat

8 berths4 cabins14 m2011
from
€1,600
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Istros

Istros

Bareboat

9 berths4 cabins14 m2016
from
€2,400
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Calanthe

Calanthe

Bareboat

10 berths4 cabins14 m2013
from
€2,200
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Nati

Nati

Bareboat

9 berths4 cabins14 m2003
from
€1,550
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Furia

Furia

Bareboat

8 berths3 cabins11 m2023
from
€1,400
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Aurora Mare

Aurora Mare

Bareboat

8 berths3 cabins11 m2026
from
€1,400
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Swallow

Swallow

Bareboat

8 berths3 cabins11 m2026
from
€1,400
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Dupin

Dupin

Bareboat

3 berths2 cabins8 m2018
from
€3,000
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Gigreca

Gigreca

Crewed

8 berths4 cabins24 m2014
from
€26,880
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Felice

Felice

Bareboat

6 berths3 cabins13 m2024
from
€2,500
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Avalon

Avalon

Bareboat

7 berths3 cabins17 m2023
from
€4,940
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Milagro

Milagro

Bareboat

6 berths3 cabins19 m2025
from
€8,445
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Trinity

Trinity

Bareboat

6 berths3 cabins14 m2013
from
€2,900
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Cicoco

Cicoco

Bareboat

4 berths1 cabins8 m2003
from
€720
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JFF ONE

JFF ONE

Bareboat

6 berths2 cabins10 m2025
from
€2,330
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Nivius

Nivius

Bareboat

6 berths3 cabins11 m2006
from
€1,498
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Discovery Blue

Discovery Blue

Bareboat

13 berths6 cabins14 m2021
from
€3,300
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Polaris

Polaris

Bareboat

12 berths6 cabins14 m2022
from
€3,910
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Vega

Vega

Bareboat

12 berths6 cabins14 m2022
from
€3,910
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Sea Eagle

Sea Eagle

Bareboat

12 berths6 cabins14 m2022
from
€3,910
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Granmasti

Granmasti

Bareboat

12 berths6 cabins14 m2023
from
€3,910
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Chandra

Chandra

Bareboat

12 berths6 cabins14 m2021
from
€3,564
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Lightning

Lightning

Bareboat

4 berths2 cabins9 m2012
from
€1,098
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Thunder

Thunder

Bareboat

4 berths2 cabins9 m2012
from
€1,348
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Storm

Storm

Bareboat

4 berths2 cabins9 m2012
from
€1,098
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Bibidou

Bibidou

Bareboat

6 berths2 cabins9 m2012
from
€1,290
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Spider Kiss

Spider Kiss

Bareboat

6 berths2 cabins10 m2018
from
€1,340
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Hija del Viento

Hija del Viento

Bareboat

6 berths2 cabins10 m2019
from
€1,470
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Tatjana

Tatjana

Bareboat

6 berths2 cabins10 m2020
from
€1,340
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Lazzarone

Lazzarone

Bareboat

6 berths2 cabins10 m2019
from
€1,700
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Pupatella

Pupatella

Bareboat

6 berths2 cabins10 m2019
from
€1,600
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Iason

Iason

Bareboat

6 berths2 cabins10 m2003
from
€1,450
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Regina IV

Regina IV

Bareboat

4 berths2 cabins10 m2009
from
€1,140
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Carmen

Carmen

Bareboat

5 berths2 cabins10 m2008
from
€1,400
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Energy

Energy

Bareboat

6 berths2 cabins10 m2012
from
€1,180
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Buena Suerte

Buena Suerte

Bareboat

5 berths2 cabins10 m2011
from
€1,180
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Hasta Siempre

Hasta Siempre

Bareboat

5 berths2 cabins10 m2014
from
€1,180
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Arosa

Arosa

Bareboat

6 berths2 cabins10 m2015
from
€1,650
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Maxima

Maxima

Bareboat

6 berths2 cabins10 m2015
from
€1,650
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Britannia

Britannia

Bareboat

6 berths2 cabins10 m2014
from
€1,650
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Omega

Omega

Bareboat

6 berths2 cabins10 m2013
from
€1,650
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Carry On

Carry On

Bareboat

4 berths2 cabins10 m2011
from
€895
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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.