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 17 of 82

Zefyros

Zefyros

Bareboat

8 berths4 cabins14 m2015
price on enquiry
View →
Unicorn

Unicorn

Bareboat

9 berths4 cabins14 m2023
from
€1,930
View →
Slovenska 4

Slovenska 4

Bareboat

9 berths3 cabins14 m2023
from
€2,100
View →
Avatar

Avatar

Bareboat

10 berths4 cabins14 m2017
from
€2,350
View →
Unicorn

Unicorn

Bareboat

10 berths4 cabins14 m2023
from
€1,591
View →
Mirka 5

Mirka 5

Bareboat

9 berths3 cabins14 m2023
from
€2,100
View →
Summer Breeze

Summer Breeze

Bareboat

9 berths3 cabins14 m2024
from
€2,200
View →
Suncity 5

Suncity 5

Bareboat

9 berths4 cabins14 m2023
from
€3,400
View →
Suncity 6

Suncity 6

Bareboat

9 berths4 cabins14 m2023
from
€3,400
View →
Iustitia

Iustitia

Bareboat

9 berths4 cabins14 m2023
from
€2,310
View →
Aelia

Aelia

Bareboat

10 berths4 cabins14 m2017
from
€2,400
View →
Kyveli

Kyveli

Bareboat

8 berths4 cabins14 m2015
from
€1,750
View →
Simba

Simba

Bareboat

8 berths4 cabins14 m2016
from
€2,500
View →
Eros

Eros

Bareboat

9 berths4 cabins14 m2024
from
€2,600
View →
Athene

Athene

Bareboat

9 berths4 cabins14 m2018
from
€1,300
View →
Emma

Emma

Bareboat

9 berths4 cabins14 m2024
from
€2,300
View →
Stiniva

Stiniva

Bareboat

8 berths4 cabins14 m2024
from
€2,540
View →
Blaca

Blaca

Bareboat

8 berths4 cabins14 m2024
from
€2,540
View →
Salbunara

Salbunara

Bareboat

8 berths4 cabins14 m2024
from
€2,540
View →
Skrivena

Skrivena

Bareboat

8 berths4 cabins14 m2024
from
€2,540
View →
Iskra

Iskra

Bareboat

9 berths4 cabins14 m2024
from
€2,350
View →
Leisure

Leisure

Bareboat

8 berths4 cabins14 m2024
from
€3,810
View →
Michael

Michael

Bareboat

9 berths4 cabins14 m2020
from
€1,746
View →
Leonidas

Leonidas

Bareboat

9 berths4 cabins14 m2017
from
€1,746
View →
Amore

Amore

Bareboat

9 berths4 cabins14 m2015
from
€1,746
View →
Fedra

Fedra

Bareboat

10 berths4 cabins14 m2023
from
€2,580
View →
Val

Val

Bareboat

9 berths4 cabins14 m2024
from
€2,000
View →
Amore

Amore

Bareboat

9 berths4 cabins14 m2015
from
€1,778
View →
Miber Ahren

Miber Ahren

Bareboat

8 berths4 cabins14 m2024
from
€1,798
View →
Galaxy

Galaxy

Bareboat

8 berths4 cabins14 m2015
from
€2,098
View →
Momo

Momo

Bareboat

8 berths4 cabins14 m2015
from
€2,098
View →
Dragut L

Dragut L

Bareboat

8 berths4 cabins14 m2024
from
€4,000
View →
Garbin

Garbin

Bareboat

9 berths4 cabins14 m2015
from
€900
View →
Pluton

Pluton

Bareboat

9 berths3 cabins14 m2024
from
€2,100
View →
Dea

Dea

Bareboat

9 berths4 cabins14 m2014
from
€1,200
View →
Garbin

Garbin

Bareboat

9 berths4 cabins14 m2015
from
€900
View →
Miber Summerbird

Miber Summerbird

Bareboat

8 berths4 cabins14 m2024
from
€1,798
View →
Nautilus One

Nautilus One

Bareboat

8 berths4 cabins14 m2024
from
€3,290
View →
Ariadni

Ariadni

Bareboat

8 berths4 cabins14 m2015
from
€1,725
View →
Šiljo

Šiljo

Bareboat

9 berths3 cabins14 m2024
from
€2,100
View →
C2Day

C2Day

Bareboat

9 berths4 cabins14 m2020
from
€2,080
View →
Marlin 1

Marlin 1

Bareboat

8 berths4 cabins14 m2024
from
€3,490
View →
Okto Sailors

Okto Sailors

Bareboat

8 berths4 cabins14 m2022
from
€1,698
View →
Miber Stella

Miber Stella

Bareboat

8 berths4 cabins14 m2022
from
€1,698
View →
Libertà

Libertà

Bareboat

9 berths4 cabins14 m2016
price on enquiry
View →
Hugo

Hugo

Bareboat

9 berths4 cabins14 m2014
from
€1,750
View →
Natti

Natti

Bareboat

10 berths4 cabins14 m2016
from
€1,050
View →
Natti

Natti

Bareboat

10 berths4 cabins14 m2016
from
€1,050
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.