Sailing trips

Cabin charter, sailing holidays and sailing trips

From day trips to ocean crossings – for beginners and experienced sailors.

Search by location →


Custom charter Can't find your dream trip? Plan your custom sailing trip – no obligation & free of charge. Enquire now →
Cabin charter

hands-on sailing in Croatia's island paradise

SukosanRound trip
05.12.2026 – 12.12.20268 daysapprox. 200 nm
MonohullBavaria C 45 BT45 feet
AdriaticMediterranean Croatia
SkippyTirol
(1)
from 449 €
View trip
Cabin charter

Sicily with Aeolian Islands and Stromboli volcano on CAT Lagoon 42 // Lagoon 40 or similar

Capo d'Orlando, SicilyRound trip
05.12.2026 – 12.12.20268 daysapprox. 200 nm
CatamaranCAT Lagoon 40 or 42 et42 feet
Italian west coastMediterranean Italy
SkippyTirol
(1)
from 749 €
View trip
Cabin charter

Sicily with Aeolian Islands and Stromboli Volcano on Sun Odyssey 449

Capo d'Orlando, SicilyRound trip
05.12.2026 – 12.12.20268 daysapprox. 200 nm
MonohullSun Odyssey 44944 feet
Italian west coastMediterranean Italy
SkippyTirol
(1)
from 599 €
View trip
Cabin charter

Zanzibar & Safari: The perfect combination of island paradise and wilderness

Zanzibar / Azam MarinaRound trip
05.12.2026 – 12.12.20268 daysapprox. 200 nm
CatamaranLagoon45 feet
Worldwide Tanzania
mitPabloumdieWelt
(11)
from 1,450 €
View trip
Skipper training

1 week catamaran skipper training from San Miguel Tenerife – Canary Islands: Lagoon 42 Janny

San Miquel - Tenerife→San Miguel - Tenerife
05.12.2026 – 12.12.20268 daysca. 125 sm
CatamaranLagoon 4242 feet
AtlanticCanary Islands / Madeira Spain
Katamarantraum
Leave a review
from 1,195 €
View trip
Sail training

RYA Yachtmaster Offshore (Sail) practical/examination training in the Solent (Southampton)

Port Hamble MarinaRound trip
07.12.2026 – 20.12.202614 daysca. 250 sm
MonohullOceanis 3737 feet
English Channel United Kingdom
Bernd Reese
Leave a review
from 4,500 €
View trip
Mile building
NEW

Offshore mile building on the Canary Islands from Lanzarote to Tenerife with night passage

Lanzarote→Tenerife South
12.12.2026 – 19.12.20268 daysca. 250 sm
MonohullElan 514 Impression52 feet
Canary Islands / Madeira Spain
sunsailing.ch
(23)
from 995 €
View trip
Cabin charter

Sailing trip Porto Portuguese coast

Porto→Lisbon
12.12.2026 – 19.12.20268 daysapprox. 300 nm
MonohullX 4040 feet
Atlantic Portugal
Seehase
(3)
from 890 €
View trip
Cabin charter

Early booking Madeira Archipelago SY AVALON

Quinta do LordeRound trip
12.12.2026 – 19.12.20268 daysca. 110 sm
MonohullDufour 50 feet
AtlanticCanary Islands / Madeira Portugal
AVALON
Leave a review
from 630 €
View trip
Skipper training

1 week catamaran skipper training from San Miguel Tenerife – Canary Islands: Lagoon 42 Janny

San Miquel - Tenerife→San Miguel - Tenerife
12.12.2026 – 19.12.20268 daysca. 125 sm
CatamaranLagoon 4242 feet
AtlanticCanary Islands / Madeira Spain
Katamarantraum
Leave a review
from 1,195 €
View trip
Cabin charter

Cabin charter from/to Tenerife, Canary Islands with Gomera / La Palma

San Miguel / TenerifeRound trip
12.12.2026 – 19.12.20268 daysapprox. 160 nm
MonohullDynamique Express50 feet
AtlanticCanary Islands / Madeira Spain
Nordtoern-Segelreisen
(1)
from 790 €
View trip
Cabin charter

Ocean sailing from Rotterdam to Tenerife – Bay of Biscay sailing

Rotterdam→Tenerife
12.12.2026 – 03.01.202723 daysapprox. 1900 nm
Traditional sailing vessel3-mast schooner146 feet
AtlanticEnglish ChannelCanary Islands / Madeira BelgiumFranceCanadaNetherlandsPortugalSpain
Seehase
(3)
from 3,080 €
View trip
Cabin charter

Sailing trip around the Madeira – Archipelago, an unforgettable adventure

Quinta do LordeRound trip
12.12.2026 – 19.12.20268 daysapprox. 120 nm
MonohullDufour 50 Classic50 feet
AtlanticCanary Islands / Madeira Portugal
Meridian-Yachting
(1)
from 630 €
View trip
Mile building

All-inclusive one-way mile building Lanzarote – Tenerife

Lanzarote, Spain→Tenerife, Spain
12.12.2026 – 19.12.20268 daysapprox. 230 nm
MonohullBavaria 50 Cruiser50 feet
AtlanticCanary Islands / Madeira Spain
mein-segelurlaub.de
(7)
from 890 €
View trip
Cabin charter

Turn winter into summer. Sailing trip in the Canary Islands with a maximum of 6 guests

Arrecife/Lanzarote Round trip
12.12.2026 – 19.12.20268 daysapprox. 150 nm
MonohullSun Odyssey 46947 feet
AtlanticCanary Islands / Madeira Spain
Barfuss Segelreisen GmbH
Leave a review
from 810 €
View trip