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 45 of 82

Laysan

Laysan

Bareboat

7 berths3 cabins12 m2018
from
€1,400
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Alexander

Alexander

Bareboat

8 berths3 cabins12 m2021
from
€1,180
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heNA

heNA

Bareboat

8 berths3 cabins12 m2021
from
€2,100
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Estel

Estel

Bareboat

8 berths3 cabins12 m2022
from
€1,280
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Tina

Tina

Bareboat

8 berths3 cabins12 m2022
from
€1,700
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Seahawk

Seahawk

Bareboat

7 berths3 cabins12 m2023
from
€1,750
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Lauda

Lauda

Bareboat

6 berths3 cabins12 m2023
from
€2,120
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Piranha

Piranha

Bareboat

8 berths3 cabins12 m2021
from
€1,850
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L'epaulard III

L'epaulard III

Bareboat

8 berths3 cabins12 m2023
from
€2,100
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Teri

Teri

Bareboat

8 berths3 cabins12 m2024
from
€1,360
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Anyma

Anyma

Bareboat

8 berths3 cabins12 m2024
from
€1,700
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Mersina

Mersina

Bareboat

8 berths3 cabins12 m2022
from
€1,850
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Mystique

Mystique

Bareboat

8 berths3 cabins12 m2022
from
€1,500
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Quintessence

Quintessence

Bareboat

8 berths3 cabins12 m2025
from
€1,360
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Eugene

Eugene

Bareboat

8 berths3 cabins12 m2022
from
€1,500
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Dafne

Dafne

Bareboat

8 berths3 cabins12 m2022
from
€1,700
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Eleni

Eleni

Bareboat

8 berths3 cabins12 m2025
from
€1,500
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Pasithea

Pasithea

Bareboat

8 berths3 cabins12 m2020
from
€2,500
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Polynoe

Polynoe

Bareboat

8 berths3 cabins12 m2021
from
€2,500
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Themisto

Themisto

Bareboat

8 berths3 cabins12 m2021
from
€2,500
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Calliope

Calliope

Bareboat

8 berths3 cabins12 m2019
from
€1,510
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Maja

Maja

Bareboat

8 berths3 cabins12 m2018
from
€1,400
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Martina

Martina

Bareboat

8 berths3 cabins12 m2018
from
€1,400
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Faro

Faro

Bareboat

8 berths3 cabins12 m2021
from
€1,150
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Jam

Jam

Bareboat

8 berths3 cabins12 m2021
from
€2,520
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Tria S

Tria S

Bareboat

6 berths3 cabins13 m2009
from
€1,800
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Leonessa

Leonessa

Bareboat

8 berths4 cabins13 m2008
from
€1,850
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Astraios

Astraios

Bareboat

8 berths4 cabins13 m2008
from
€2,050
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Draco

Draco

Bareboat

8 berths4 cabins14 m2013
from
€2,310
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Juana

Juana

Bareboat

8 berths4 cabins14 m2012
from
€2,190
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Pina

Pina

Bareboat

10 berths4 cabins14 m2012
from
€2,240
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Deneb

Deneb

Bareboat

8 berths4 cabins14 m2013
from
€1,462
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Taurus

Taurus

Bareboat

9 berths4 cabins14 m2012
price on enquiry
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Seaway

Seaway

Bareboat

10 berths4 cabins14 m2016
from
€1,220
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Audrey

Audrey

Bareboat

10 berths4 cabins14 m2017
from
€1,320
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Purple Rain

Purple Rain

Bareboat

10 berths4 cabins14 m2017
from
€1,220
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Lorelei

Lorelei

Bareboat

10 berths4 cabins14 m2017
from
€1,260
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Scarlett

Scarlett

Bareboat

10 berths4 cabins14 m2017
from
€1,340
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Caitlin of Lorne

Caitlin of Lorne

Bareboat

10 berths4 cabins14 m2018
from
€2,000
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Marion

Marion

Bareboat

10 berths4 cabins14 m2018
from
€1,320
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Bare Necessities

Bare Necessities

Bareboat

10 berths4 cabins14 m2018
from
€1,260
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Maxine II

Maxine II

Bareboat

10 berths4 cabins14 m2018
from
€1,340
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Sugar

Sugar

Bareboat

10 berths4 cabins14 m2017
from
€2,150
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Kulfoldi Panna

Kulfoldi Panna

Bareboat

10 berths4 cabins14 m2018
from
€1,000
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Panna

Panna

Bareboat

10 berths4 cabins14 m2018
from
€1,000
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Sugar

Sugar

Bareboat

8 berths4 cabins14 m2017
from
€2,500
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Diamond20% · Last minute

Diamond

Bareboat

10 berths4 cabins14 m2018
from
€1,400
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Sugar

Sugar

Bareboat

10 berths4 cabins14 m2017
from
€1,819
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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.