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 →
St Kitts and Nevis
Remove all
Cabin charter

Caribbean sailing trip from Sint Maarten to Martinique

Sint Maarten→Martinique
05.01.2027 – 14.01.202710 daysapprox. 245 nm
Tall shipThree-mast clipper249 feet
Caribbean DominicaMartiniqueMontserratSaint BarthélemySaint Martin (FR)Sint Maarten (NL)St Kitts and Nevis
INMARIS Windjammer Worldwide
(5)
from 6,500 €
View trip
Cabin charter

Island hopping from Antigua

Falmouth HarbourRound trip
09.01.2027 – 19.01.202711 daysca. 250 sm
Tall shipRHEA177 feet
Caribbean Antigua and BarbudaSabaSaint BarthélemySt Kitts and Nevis
Sailing-Classics
Leave a review
from 5,200 €
View trip
Cabin charter

CARIBBEAN island-hopping GUADELOUPE - ANTIGUA – ST. MAARTEN in exclusive 2-crew

Guadeloupe→St. Maarten
10.01.2027 – 24.01.202715 daysapprox. 150 nm
MonohullAtlantis 43043 feet
Caribbean AnguillaGuadeloupeSaint BarthélemySaint Martin (FR)Sint Maarten (NL)St Kitts and Nevis
Sail-Bretagne-Atlantic
Leave a review
from 2,660 €
View trip
Cabin charter

Island hopping from Antigua

Falmouth HarbourRound trip
19.01.2027 – 27.01.20279 daysca. 250 sm
Tall shipRHEA177 feet
Caribbean Antigua and BarbudaSabaSaint BarthélemySt Kitts and Nevis
Sailing-Classics
Leave a review
from 4,300 €
View trip
Cabin charter

Island hopping from Antigua

Falmouth HarbourRound trip
27.01.2027 – 06.02.202711 daysca. 250 sm
Tall shipRHEA177 feet
Caribbean Antigua and BarbudaSabaSaint BarthélemySt Kitts and Nevis
Sailing-Classics
Leave a review
from 5,200 €
View trip
Cabin charter

Caribbean sailing trip from Tobago via St Lucia to Martinique

Tobago→Martinique
29.01.2027 – 07.02.202710 daysapprox. 360 nm
Tall shipThree-mast clipper249 feet
Caribbean MartiniqueSaint LuciaSt Kitts and NevisSt Vincent and the GrenadinesTrinidad and Tobago
INMARIS Windjammer Worldwide
(5)
from 6,500 €
View trip
Cabin charter

Caribbean Sailing Trip from Martinique to Sint Maarten

Martinique→Sint Maarten
10.02.2027 – 19.02.202710 daysca. 450 sm
Tall shipThree-mast clipper249 feet
Caribbean Antigua and BarbudaDominicaGuadeloupeMartiniqueSaint LuciaSint Maarten (NL)St Kitts and NevisSt Vincent and the GrenadinesTrinidad and Tobago
INMARIS Windjammer Worldwide
(5)
from 8,950 €
View trip
Cabin charter

An adventurous voyage of discovery: Martinique – Sint Maarten

Le Marin, Martinique→Marigot, Saint Martin
13.02.2027 – 27.02.202715 daysapprox. 400 nm
MonohullSwan 65 S&S65 feet
Caribbean AnguillaAntigua and BarbudaDominicaGuadeloupeMartiniqueMontserratSaint BarthélemySint EustatiusSint Maarten (NL)St Kitts and Nevis
Swan 65 Ilios
(5)
from 1,750 €
View trip
Cabin charter

Island hopping from Antigua

Falmouth HarbourRound trip
17.02.2027 – 27.02.202711 daysca. 250 sm
Tall shipRHEA177 feet
Caribbean Antigua and BarbudaSabaSaint BarthélemySt Kitts and Nevis
Sailing-Classics
Leave a review
from 5,200 €
View trip
Regatta sailing

RORC CARIBBEAN 600 2027

AntiguaRound trip
18.02.2027 – 27.02.202710 daysca. 650 sm
MonohullSwan 5151 feet
Caribbean AnguillaAntigua and BarbudaGuadeloupeMontserratSabaSaint BarthélemySaint Martin (FR)Sint Maarten (NL)St Kitts and Nevis
Swan 51 Eira
Leave a review
from 2,700 €
View trip
Cabin charter

Sailing voyage Antigua & Lesser Antilles | Caribbean island hopping on a tall ship

Falmouth Harbor, AntiguaRound trip
19.02.2027 – 26.02.20278 daysca. 250 sm
Tall shipThree-masted schooner144 feet
Caribbean Antigua and BarbudaGuadeloupeMontserratSt Kitts and Nevis
Rederij van Linschoten
(7)
from 2,138 €
View trip
Cabin charter

Caribbean sailing trip from Sint Maarten to Martinique

Sint Maarten→Martinique
22.02.2027 – 04.03.202711 daysapprox. 245 nm
Tall shipThree-mast clipper249 feet
Caribbean Antigua and BarbudaDominicaGuadeloupeMartiniqueMontserratSabaSaint Martin (FR)Sint Maarten (NL)St Kitts and Nevis
INMARIS Windjammer Worldwide
(5)
from 9,675 €
View trip
Cabin charter

Sailing voyage Antigua & Lesser Antilles | Caribbean island hopping on a tall ship

Falmouth Harbor, AntiguaRound trip
28.02.2027 – 07.03.20278 daysca. 250 sm
Tall shipThree-masted schooner144 feet
Caribbean Antigua and BarbudaGuadeloupeMontserratSt Kitts and Nevis
Rederij van Linschoten
(7)
from 2,138 €
View trip
Cabin charter

Island hopping from St. Martin – sailing adventure in the Caribbean

Saint MartinRound trip
10.03.2027 – 24.03.202715 daysapprox. 300 nm
MonohullSwan 6565 feet
Caribbean AnguillaAntigua and BarbudaMontserratSabaSaint BarthélemySaint Martin (FR)Sint EustatiusSint Maarten (NL)St Kitts and Nevis
Swan 65 Ilios
(5)
from 1,750 €
View trip
Cabin charter

Island hopping from St. Martin – sailing adventure in the Caribbean

Saint MartinRound trip
25.03.2027 – 03.04.202710 daysapprox. 200 nm
MonohullSwan 6565 feet
Caribbean AnguillaAntigua and BarbudaMontserratSabaSaint BarthélemySaint Martin (FR)Sint EustatiusSint Maarten (NL)St Kitts and Nevis
Swan 65 Ilios
(5)
from 1,125 €
View trip