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 43 of 82

Miss Marie

Miss Marie

Bareboat

7 berths3 cabins17 m2025
from
€5,590
View →
Zenith

Zenith

Bareboat

7 berths3 cabins17 m2020
from
€4,900
View →
On y va

On y va

Bareboat

8 berths3 cabins17 m2023
from
€4,250
View →
Moana

Moana

Bareboat

7 berths3 cabins17 m2022
from
€7,000
View →
Ikigai

Ikigai

Bareboat

8 berths3 cabins17 m2021
from
€5,200
View →
Makay

Makay

Bareboat

8 berths4 cabins23 m2007
from
€4,500
View →
Meliti

Meliti

Crewed

6 berths3 cabins26 m2004
from
€26,320
View →
Luna V

Luna V

Bareboat

10 berths4 cabins13 m2003
from
€1,600
View →
Andromeda

Andromeda

Bareboat

8 berths4 cabins13 m2003
from
€1,350
View →
Oasis

Oasis

Crewed

12 berths5 cabins20 m2001
from
€10,000
View →
Sportski vuk

Sportski vuk

Bareboat

8 berths3 cabins12 m2010
from
€2,350
View →
Placebo

Placebo

Bareboat

7 berths3 cabins12 m2012
from
€1,900
View →
Šjor III

Šjor III

Bareboat

8 berths3 cabins12 m2003
from
€2,000
View →
Skalice

Skalice

Bareboat

8 berths3 cabins13 m2005
from
€2,250
View →
Sportski Vuk 44

Sportski Vuk 44

Bareboat

8 berths3 cabins14 m2022
from
€4,150
View →
Aloha

Aloha

Bareboat

8 berths3 cabins14 m2023
from
€4,150
View →
Pingala

Pingala

Bareboat

8 berths3 cabins14 m2005
from
€2,600
View →
Kety

Kety

Bareboat

10 berths4 cabins15 m2005
from
€3,200
View →
Morea

Morea

Bareboat

8 berths4 cabins17 m2024
from
€7,200
View →
Maguelone

Maguelone

Bareboat

6 berths3 cabins13 m2024
from
€4,498
View →
Mizar

Mizar

Bareboat

4 berths2 cabins10 m2006
from
€1,048
View →
Blomquist

Blomquist

Bareboat

4 berths2 cabins10 m2009
from
€1,098
View →
Selini

Selini

Bareboat

4 berths2 cabins10 m2012
from
€1,320
View →
Selini

Selini

Bareboat

4 berths2 cabins10 m2012
from
€920
View →
Alkion

Alkion

Bareboat

6 berths3 cabins10 m2013
from
€1,550
View →
Ursa Minor

Ursa Minor

Bareboat

6 berths3 cabins10 m2017
from
€1,550
View →
Kami

Kami

Bareboat

6 berths3 cabins10 m2017
from
€1,250
View →
Bayolia

Bayolia

Bareboat

6 berths2 cabins10 m2024
from
€1,300
View →
Larod

Larod

Bareboat

8 berths3 cabins10 m2024
from
€1,800
View →
Maveric

Maveric

Bareboat

8 berths3 cabins10 m2024
from
€1,913
View →
Pasyco

Pasyco

Bareboat

8 berths3 cabins10 m2021
from
€1,913
View →
Carpe Diem

Carpe Diem

Bareboat

6 berths3 cabins11 m2008
from
€1,190
View →
Carpe Diem

Carpe Diem

Bareboat

6 berths3 cabins11 m2008
from
€1,100
View →
Amelie

Amelie

Bareboat

8 berths3 cabins11 m2025
from
€1,240
View →
Leeloo

Leeloo

Bareboat

8 berths3 cabins11 m2025
from
€1,180
View →
Minie

Minie

Bareboat

6 berths3 cabins11 m2009
from
€1,498
View →
Ronja

Ronja

Bareboat

6 berths3 cabins11 m2009
from
€1,498
View →
Riana

Riana

Bareboat

8 berths3 cabins11 m2015
from
€1,300
View →
Mare Nostrum

Mare Nostrum

Bareboat

8 berths3 cabins11 m2015
from
€1,650
View →
Ariel

Ariel

Bareboat

6 berths3 cabins11 m2013
from
€1,900
View →
Capriccio

Capriccio

Bareboat

8 berths3 cabins11 m2017
from
€1,650
View →
Kon-Tiki

Kon-Tiki

Bareboat

7 berths3 cabins11 m2012
from
€1,000
View →
Iyarada

Iyarada

Bareboat

6 berths3 cabins11 m2015
from
€1,855
View →
Sunny Day

Sunny Day

Bareboat

8 berths3 cabins11 m2018
from
€980
View →
Cassis20% · Last minute

Cassis

Bareboat

7 berths3 cabins11 m2019
from
€1,200
View →
Tadeja

Tadeja

Bareboat

8 berths3 cabins11 m2019
from
€1,600
View →
Free Spirit

Free Spirit

Bareboat

8 berths3 cabins11 m2019
from
€1,040
View →
Whisper

Whisper

Bareboat

8 berths3 cabins11 m2019
from
€1,020
View →

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.
Talk to a real charter expert

Real people

Talk to a human

A real person reads every message and replies within 24 hours — no bots, no auto-replies.

  • Honest advice from sailors, not salespeople
  • We reply within 24 hours
  • No spam, ever

Quick inquiry

Get three sailboat options from the team.

Tell us roughly when, where, and how many. we'll send three sailboat options the same day — three boats, three prices, the trade-offs.

Final boarding call

Why not you?

New sailors, beginners or seasoned skippers — tell us when, where, and how many. we send three real options the same day. No spam, no fluff, no commitment.

60 seconds. No payment until you choose a boat.
Yacht under sail at sunset

Free quote

Get three real options.

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