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 37 of 82

Reina

Reina

Bareboat

10 berths4 cabins14 m2013
from
€1,800
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Marta X

Marta X

Bareboat

10 berths4 cabins14 m2013
from
€2,400
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Okea Iris

Okea Iris

Bareboat

10 berths4 cabins14 m2012
from
€1,585
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Živa

Živa

Bareboat

10 berths4 cabins14 m2013
from
€1,900
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Moon Shadow

Moon Shadow

Bareboat

8 berths4 cabins14 m2012
from
€2,700
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Elixir

Elixir

Bareboat

10 berths4 cabins14 m2013
from
€1,550
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Abrakadabra

Abrakadabra

Bareboat

10 berths4 cabins14 m2013
from
€1,550
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Nafsika5% · Last minute

Nafsika

Bareboat

8 berths4 cabins13 m2002
from
€1,500
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Maslina

Maslina

Bareboat

7 berths3 cabins13 m2002
from
€750
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Lenka

Lenka

Bareboat

12 berths4 cabins16 m2008
from
€1,800
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Maja 07

Maja 07

Bareboat

11 berths4 cabins16 m2007
from
€1,900
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Škrlatica

Škrlatica

Bareboat

6 berths2 cabins9 m2016
from
€800
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Luna

Luna

Bareboat

8 berths3 cabins11 m2023
from
€850
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Cooper

Cooper

Bareboat

8 berths3 cabins11 m2018
from
€1,300
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Twitter

Twitter

Bareboat

8 berths3 cabins11 m2024
from
€1,800
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Luna

Luna

Bareboat

8 berths3 cabins11 m2023
from
€850
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Lipa

Lipa

Bareboat

8 berths3 cabins11 m2024
from
€1,500
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Bella Mia

Bella Mia

Bareboat

8 berths3 cabins11 m2017
from
€1,290
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Rim

Rim

Bareboat

8 berths3 cabins11 m2019
from
€1,500
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Sky

Sky

Bareboat

8 berths3 cabins11 m2019
from
€1,500
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Shark

Shark

Bareboat

8 berths3 cabins11 m2019
from
€1,500
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Paris

Paris

Bareboat

8 berths3 cabins11 m2019
from
€1,500
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Lucky

Lucky

Bareboat

8 berths3 cabins11 m2019
from
€1,500
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London

London

Bareboat

8 berths3 cabins11 m2019
from
€1,500
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Dolphin

Dolphin

Bareboat

8 berths3 cabins11 m2019
from
€1,500
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Cesar

Cesar

Bareboat

8 berths3 cabins11 m2019
from
€1,500
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Alisa

Alisa

Bareboat

8 berths3 cabins11 m2019
from
€1,500
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Milan

Milan

Bareboat

8 berths3 cabins11 m2019
from
€1,500
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Raptor

Raptor

Bareboat

6 berths2 cabins11 m2021
price on enquiry
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Stella Mare

Stella Mare

Bareboat

6 berths2 cabins11 m2020
from
€1,300
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Lina

Lina

Bareboat

8 berths3 cabins12 m2020
from
€1,550
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Elaya

Elaya

Bareboat

9 berths3 cabins12 m2020
from
€1,500
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Iron Man

Iron Man

Bareboat

10 berths4 cabins15 m2024
from
€2,250
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Odin

Odin

Bareboat

10 berths4 cabins15 m2024
from
€2,250
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Loki

Loki

Bareboat

10 berths4 cabins15 m2023
from
€2,250
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Thor

Thor

Bareboat

10 berths4 cabins15 m2023
from
€2,250
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Black Panther

Black Panther

Bareboat

10 berths4 cabins15 m2023
from
€2,250
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Contessa

Contessa

Bareboat

10 berths4 cabins15 m2022
from
€2,200
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Sailing Grace

Sailing Grace

Bareboat

8 berths3 cabins15 m2025
from
€2,600
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Revolution Available

Revolution

Bareboat

6 berths3 cabins15 m2022
from
€2,200
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Tesa

Tesa

Bareboat

8 berths3 cabins10 m2015
from
€1,000
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Essi

Essi

Bareboat

8 berths3 cabins10 m2017
from
€700
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Arashi

Arashi

Bareboat

8 berths3 cabins10 m2017
from
€700
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Essi

Essi

Bareboat

8 berths3 cabins10 m2017
from
€700
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Arashi

Arashi

Bareboat

8 berths3 cabins10 m2017
from
€700
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Aurora

Aurora

Bareboat

8 berths3 cabins10 m2018
from
€1,600
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Vili

Vili

Bareboat

8 berths3 cabins12 m2015
from
€1,250
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Laali

Laali

Bareboat

8 berths3 cabins12 m2016
from
€700
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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.