Sailing trips

Cabin charter, sailing holidays and sailing trips

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

To display the location search, we need your consent to load Google Maps services. Data will be transmitted to third parties.

More Information
Enable location search


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

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

San Miguel / TenerifeRound trip
05.12.2026 – 12.12.20268 daysapprox. 160 nm
MonohullDynamique Express50 feet
AtlanticCanary Islands / Madeira Spain
Nordtoern-Segelreisen
(1)
from 790 €
View trip
Cabin charter

Sailing trip around the Madeira – Archipelago, an unforgettable adventure

Quinta do LordeRound trip
05.12.2026 – 12.12.20268 daysapprox. 120 nm
MonohullDufour 50 Classic50 feet
AtlanticCanary Islands / Madeira Portugal
Meridian-Yachting
(1)
from 630 €
View trip
Cabin charter

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

Arrecife/Lanzarote Round trip
05.12.2026 – 12.12.20268 daysapprox. 150 nm
MonohullSun Odyssey 46947 feet
AtlanticCanary Islands / Madeira Spain
Barfuss Segelreisen GmbH
Leave a review
from 810 €
View trip
Mile building

Offshore sailing trip from Tenerife to Madeira

Tenerife→Madeira
05.12.2026 – 19.12.202615 daysapprox. 280 nm
MonohullBeneteau Oceanis43 feet
Canary Islands / Madeira PortugalSpain
FluxAhoi
(3)
from 980 €
View trip
Mile building

Winter ’26: Sailing trip Canary Islands / Tenerife

Las GalletasRound trip
05.12.2026 – 12.12.20268 daysapprox. 160 nm
MonohullOceanis 51.1 or similar52 feet
AtlanticCanary Islands / Madeira Spain
Windbeutel Reisen
Leave a review
from 698 €
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
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
Mile building

Winter ’26: Sailing trip Canary Islands / Tenerife

Las GalletasRound trip
12.12.2026 – 19.12.20268 daysapprox. 160 nm
MonohullOceanis 51.1 or similar52 feet
AtlanticCanary Islands / Madeira Spain
Windbeutel Reisen
Leave a review
from 698 €
View trip
Cabin charter

Early bird Madeira Archipelago SY AVALON – Christmas trip

Quinta do LordeRound trip
19.12.2026 – 26.12.20268 daysca. 110 sm
MonohullDufour 50 feet
AtlanticCanary Islands / Madeira Portugal
AVALON
Leave a review
from 630 €
View trip