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 →

Departure area: Gran Canaria · Remove departure area

Cabin charter
Remove all
Cabin charter

Gay Sailing Trip Canary Islands / Tenerife

RadazulRound trip
14.11.2026 – 21.11.20268 daysapprox. 160 nm
MonohullOceanis 51.1 or similar52 feet
AtlanticCanary Islands / Madeira Spain
Windbeutel Reisen
Leave a review
from 798 €
View trip
Cabin charter

Atlantic crossing Gran Canaria – Caribbean ARC

Gran Canaria→Saint Lucia
17.11.2026 – 14.12.202628 daysapprox. 2700 nm
MonohullOcean Racer 193660 feet
AtlanticCanary Islands / MadeiraCaribbeanTransatlantic Saint LuciaSpain
klassiker segeln
Leave a review
from 5,200 €
View trip
Cabin charter

Sailing voyage from Vigo to Las Palmas

Vigo→Las Palmas
29.11.2026 – 08.12.202610 daysapprox. 1,520 nm
Tall shipThree-mast clipper249 feet
Atlantic PortugalSpain
INMARIS Windjammer Worldwide
(5)
from 1,820 €
View trip
Cabin charter

from Tenerife via La Gomera, Las Palmas to Tenerife

Santa Cruz de TenerifeRound trip
29.11.2026 – 04.12.20266 daysapprox. 590 nm
Tall shipGaff schooner225 feet
AtlanticCanary Islands / Madeira Spain
INMARIS Windjammer Worldwide
(5)
from 800 €
View trip
Cabin charter

Lanzarote to La Gomera – Soak up some warmth before Christmas.

Arrecife, Lanzarote→San Sebastian, La Gomera
02.12.2026 – 15.12.202614 daysapprox. 200 nm
MonohullSun Odyssey 4343 feet
AtlanticCanary Islands / Madeira Spain
Abenteuerreisen
(4)
from 1,540 €
View trip
Cabin charter

Atlantic crossing from Las Palmas to Sint Maarten (Netherlands Antilles – Caribbean)

Las Palmas→Sint Maarten
10.12.2026 – 29.12.202620 daysca. 2800 sm
Tall shipThree-mast clipper249 feet
AtlanticCaribbeanTransatlantic Saint Martin (FR)Sint Maarten (NL)Spain
INMARIS Windjammer Worldwide
(5)
from 4,185 €
View trip
Cabin charter

New Year ’26/’27: Gay sailing trip Canary Islands / Tenerife

RadazulRound trip
26.12.2026 – 02.01.20278 daysapprox. 160 nm
MonohullOceanis 51.1 or similar52 feet
AtlanticCanary Islands / Madeira Spain
Windbeutel Reisen
Leave a review
from 898 €
View trip
Cabin charter

Winter ’27: Sailing trip Canary Islands / Tenerife

Las GalletasRound trip
16.01.2027 – 23.01.20278 daysapprox. 160 nm
MonohullOceanis 51.1 or similar52 feet
AtlanticCanary Islands / Madeira Spain
Windbeutel Reisen
Leave a review
from 698 €
View trip
Cabin charter

All-inclusive 10-day sailing holidays „Discovering the Canary Islands“

TenerifeRound trip
27.01.2027 – 05.02.202710 daysapprox. 200 nm
MonohullBavaria 50 Cruiser50 feet
AtlanticCanary Islands / Madeira Spain
mein-segelurlaub.de
(7)
from 1,180 €
View trip
Cabin charter

Winter ’27: Sailing trip Canary Islands / Tenerife

Las GalletasRound trip
30.01.2027 – 06.02.20278 daysapprox. 160 nm
MonohullOceanis 51.1 or similar52 feet
AtlanticCanary Islands / Madeira Spain
Windbeutel Reisen
Leave a review
from 698 €
View trip
Cabin charter

Winter ’27: Sailing trip Canary Islands / Tenerife

Las GalletasRound trip
06.02.2027 – 13.02.20278 daysapprox. 160 nm
MonohullOceanis 51.1 or similar52 feet
AtlanticCanary Islands / Madeira Spain
Windbeutel Reisen
Leave a review
from 698 €
View trip
Cabin charter

Winter ’27: Sailing trip Canary Islands / Tenerife

Las GalletasRound trip
13.02.2027 – 20.02.20278 daysapprox. 160 nm
MonohullOceanis 51.1 or similar52 feet
AtlanticCanary Islands / Madeira Spain
Windbeutel Reisen
Leave a review
from 698 €
View trip
Cabin charter

Macaronesian Islands – Madeira to Gran Canaria

Porto Santo→Las Palmas de Gran Canaria
16.02.2027 – 24.02.20279 daysca. 350 sm
Traditional sailing vesselBrig163 feet
AtlanticCanary Islands / MadeiraTransatlantic PortugalSpain
LLAS e.V. Brigg ROALD AMUNDSEN
(1)
from 1,250 €
View trip
Cabin charter

Winter ’27: Sailing trip Canary Islands / Tenerife

Las GalletasRound trip
20.02.2027 – 27.02.20278 daysapprox. 160 nm
MonohullOceanis 51.1 or similar52 feet
AtlanticCanary Islands / Madeira Spain
Windbeutel Reisen
Leave a review
from 698 €
View trip
Cabin charter

Along Ilhas Selvagens – Canary Islands to Madeira

Gran Canaria→Porto Santo / Madeira
25.02.2027 – 05.03.20279 daysca. 350 sm
Traditional sailing vesselBrig163 feet
AtlanticCanary Islands / MadeiraTransatlantic PortugalSpain
LLAS e.V. Brigg ROALD AMUNDSEN
(1)
from 1,285 €
View trip