The world
of sailing,
all in one place
Cabin charter, sailing holidays,
sailing courses, seminars,
trip reports and more.

3.000+3,000+Trips & Courses
200+Providers
150+Destinations
+ 3,000 Trips & Courses  |  + 200 Providers  |  + 150 Destinations
Current offers

Sailing trips & sailing holidays worldwide

From a weekend trip to an ocean passage: Discover trips from the Baltic Sea to the South Pacific and find your next sailing adventure. Your enquiry goes directly to the respective provider.

LAST MINUTE
Cabin charter
NEW

Seychelles – sailing in a paradise of islands

01.11.2026
14 days from 2.290 €
View trip
LAST MINUTE
Cabin charter

Sailing holidays in Greece – 7 days by catamaran through paradise. Fixed price.

04.10.2026
7 days from 1.111 €
View trip
TOP
Sail training
NEW

Catamaran SKS Special – Croatia – 14-day practical trip from Pomer – 300+ miles

24.04.2027
15 days from 2.150 €
View trip
DEAL
Skipper training

SK!PAs EXCELLENCE 200 – "SPEZIAL"

03.10.2026
7 days from 985 €
View trip
TOP
Cabin charter

Caribbean sailing holiday Bocas del Toro Panama on TopSail Schooner Eendracht

17.01.2027
10 days from 2.690 €
View trip
Sail training

SKS training and examination trip from Heiligenhafen

28.08.2027
7 days from 750 €
View trip
training

Sailing courses & seminars

Knowledge, practice and new skills: From the recreational boating licence and radio certificates to hands-on seminars – find the right training for your next step on the water.

Charter

Trip briefing: Your professional preparation

flexible
from 195 €
View
SBF Kombi

Bootsschule1 – Online boat licence

flexible
from 495 €
View
SSS

Sportseeschifferschein (SSS) – Online course & practical training

flexible
from 400 €
View
Pyrotechnics

FKN Certificate of Competence (Pyrotechnics Licence) – Complete online training

flexible
from 40 €
View
Radio course – SRC

No time for long courses? Your fast route to the SRC radio licence. Exam on board.

flexible
from 230 €
View
Pyrotechnics

Your SKN pyrotechnics licence on board: compact training and examination in one day!

flexible
from 190 €
View
Sailing areas

Sailing holidays in the world's finest cruising areas

Find your next dream destination: Whether the Adriatic, the Aegean, the Caribbean or the Baltic – every cruising area has its own character, its own best season and its own sailing experiences.

Countries

Sailing holidays by country

The most popular destinations at a glance: From Croatia and Greece to Spain and Italy – find trips and sailing holidays in the most sought-after sailing countries.

Trip types

Sailing trips by type

Which trip suits you? Mileage trip, family trip, regatta or hand-for-bunk – find the type of trip that matches what you have in mind.

Can't find your dream trip?

Plan your custom sailing trip. Tell us what you're looking for – our charter partner takes care of the rest.

  • ✓ Sailing yacht or catamaran – sailing areas worldwide
  • ✓ Personal, tailor-made offer
  • ✓ No-obligation & free of charge

In cooperation with our charter partner sailwithus

I agree that my enquiry and contact details may be passed on to our partner sailwithus for processing, and I accept our Privacy policy, the Terms of use and the general terms and conditions.

Short notice

The next trips departing soon

On board at short notice: Set sail spontaneously – find trips starting within the next few days.

26.09.2026 – 03.10.2026
SOUTH BRITTANY Sporty late summer trip on cruiser-racer in exclusive 2-person crew
8 days from 1.330 € View trip
26.09.2026 – 03.10.2026
Tidal trip Saint-Malo English Channel Islands on a 14m cruiser-racer in a small crew
8 days from 1.330 € View trip
26.09.2026 – 03.10.2026
SOUTH BRITTANY Sporty late summer trip on cruiser-racer in exclusive 2-person crew
8 days from 1.330 € View trip
26.09.2026 – 03.10.2026
Tidal trip Saint-Malo English Channel Islands on a 14m cruiser-racer in a small crew
8 days from 1.330 € View trip
26.09.2026 – 03.10.2026
BRITTANY TIDAL SAILING in exclusive 2-person crew on 14m offshore catamaran from BREST
8 days from 1.330 € View trip
Boat type

Sailing holidays by type of boat

Yacht, catamaran or tall ship: Choose the boat that suits your sailing adventure.

Experiences

Trip reports from real sailing trips

Real experiences from on board: Let other sailors' stories inspire you and find out what their time at sea was really like.

NEW
Cover image of trip report Ionian Sea and Lefkada 2026
Ionian Sea and Lefkada 2026
Ionian Sea, Mediterranean
Greece
Lefkada - Vathy - Kastos - Miganassi - Fiskardo - Mykros - Lefkada

A fantastic sailing week in the Ionian Sea! We sailed through Ithaka, Atokos, Kastos, Meganisi, Lefkada and Kefalonia. Quiet bays, lively Greek villages, spectacular white cliffs, swimming, good food and of course the famous black pigs. We followed the wind, adapted the route to the weather and even experienced a little dinghy adventure without petrol. Most importantly: a crew became a group of friends!

NEW
Cover image for trip report 2.Sailing in Sardinia 2026, Costa Smeralda
2.Sailing in Sardinia 2026, Costa Smeralda
Corsica, Sardinia
Italy
Olbia - Porto Palma - Cala Moresca - Bonifacio - La Maddalena - Tavolara

Another fantastic sailing week in Sardinia – with perfect wind, fast passages and crystal-clear water. From Olbia we headed via Cala Moresca, Porto Palma and Capo Testa to Santa Teresa and continued through the Strait of Bonifacio to Corsica. Bonifacio, Lavezzi and La Maddalena brought new impressions before we sailed on to Tavolara. Along the way there was sail training, swimming, island exploration, good food and a few little adventures.

Cover image of trip report Sailing trip in the Cyclades: Lavrion to Naxos, with a tuna as an unplanned highlight
Sailing trip in the Cyclades: Lavrion to Naxos, with an unplanned tuna as the highlight
Mediterranean, Aegean
Greece
Lavrion → Makronisos → Kythnos (Loutra) → Serifos → Sifnos → Antiparos → Naxos

Week-long sailing trip through the Cyclades from Lavrion to Naxos, via Makronisos, Kythnos, Serifos, Sifnos and Antiparos. The trip's greatest highlight: a freshly caught tuna, caught on the way to Kythnos and eaten the same day in Loutra, prepared raw and Mediterranean-style.

SailingLife

The sailing blog for tips, trends and trips

Knowledge, inspiration and stories from the water: Cruising areas, equipment and sailing practice – tips, experiences and useful know-how all about sailing.

General Beach catamarans on the beach

Hobie Cat vs. Topcat – A Comparison of Sports Catamarans

Catamaran sailing stands for speed, freedom and pure "beach life". Anyone who has ever experienced a beach catamaran coming up onto the plane will never forget that feeling. Two brands have shaped this sailing class like no others: Hobie Cat from California and Topcat from Germany. Both manufacturers have their roots in the 1970s, and both offer boats for beginners, families and regatta sailors…

Show more
Yacht design Comparison of cruising yachts

Dangers in cruising sailing – and how specialist yachts defy them

Cruising sailors who set off on major voyages across oceans and into remote regions face a wide range of dangers. It's no wonder that safety concepts are hotly debated in sailing circles – especially since several well-known accidents revealed the weaknesses of conventional production yachts. This article examines the most common causes of sinking yachts and takes an in-depth look at two modern blue-water yachts that…

Show more
TripsCourses