home › Cruises on a Sailship to the Caribbean Islands
  • 2027
  • 2028
November 2026 December 2026
January 2027 February 2027 March 2027 April 2027 May 2027 June 2027 July 2027 August 2027 September 2027 October 2027 November 2027 December 2027
January 2028 February 2028 March 2028
54 cruises
Caribbean: Sint Maarten, Anguilla, Virgin Islands, British Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy
Philipsburg Itinerary Caribbean
from €2,430
price per person Taxes included
See the cruise Book
Star Flyer | 28 Nov 2026
Duration: 7 nights
Departure from: Philipsburg
Itinerary:
1. Philipsburg,
2. Baie Road,
3. Jost Van Dyke,
4. Norman Island,
5. Spanish Town - Virgin Gorda,
6. Basseterre,
7. Gustavia,
8. Philipsburg
Caribbean: Antigua and Barbuda, Guadeloupe, Dominica, Grenada, Saint Vincent and the Grenadines, Saint Lucia, Barbados
Saint Johns Itinerary Caribbean
from €2,680
price per person Taxes included
See the cruise Book
Royal Clipper | 28 Nov 2026
Duration: 7 nights
Departure from: Saint Johns
Itinerary:
1. Saint Johns,
2. Terre-de-Haut,
3. Cabritz Bay,
4. navigation,
5. Grenada,
6. Tobago Cays,
7. Soufriere,
8. Bridgetown
Caribbean: Sint Maarten, Saint Kitts and Nevis, Dominica, Guadeloupe, France, Antigua and Barbuda
Philipsburg Itinerary Caribbean
from €2,430
price per person Taxes included
See the cruise Book
Star Flyer | 05 Dec 2026
Duration: 7 nights
Departure from: Philipsburg
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Basseterre,
8. Philipsburg
Caribbean: Barbados, Grenada, Saint Vincent and the Grenadines, Martinique, Saint Martin
Bridgetown Itinerary Caribbean
from €2,605
price per person Taxes included
See the cruise Book
Royal Clipper | 12 Dec 2026
Duration: 7 nights
Departure from: Bridgetown
Itinerary:
1. Bridgetown,
3. Saint George,
4. Tobago Cays,
5. Kingstown,
6. Fort de france,
7. Marigot,
8. Bridgetown
Caribbean: Sint Maarten, Anguilla, Virgin Islands, British Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy
Philipsburg Itinerary Caribbean
from €2,365
price per person Taxes included
See the cruise Book
Star Flyer | 12 Dec 2026
Duration: 7 nights
Departure from: Philipsburg
Itinerary:
1. Philipsburg,
2. Baie Road,
3. Jost Van Dyke,
4. Norman Island,
5. Spanish Town - Virgin Gorda,
6. Basseterre,
7. Gustavia,
8. Philipsburg
Caribbean: Sint Maarten, Saint Kitts and Nevis, Dominica, Guadeloupe, France, Antigua and Barbuda
Philipsburg Itinerary Caribbean
from €2,530
price per person Taxes included
See the cruise Book
Star Flyer | 19 Dec 2026
Duration: 7 nights
Departure from: Philipsburg
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Basseterre,
8. Philipsburg
Caribbean: Sint Maarten, Anguilla, Virgin Islands, British Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy
Philipsburg Itinerary Caribbean
from €2,495
price per person Taxes included
See the cruise Book
Star Flyer | 26 Dec 2026
Duration: 7 nights
Departure from: Philipsburg
Itinerary:
1. Philipsburg,
2. Baie Road,
3. Jost Van Dyke,
4. Norman Island,
5. Spanish Town - Virgin Gorda,
6. Basseterre,
7. Gustavia,
8. Philipsburg
Caribbean: Barbados, Grenada, Saint Vincent and the Grenadines, Martinique, Saint Martin
Bridgetown Itinerary Caribbean
from €2,755
price per person Taxes included
See the cruise Book
Royal Clipper | 26 Dec 2026
Duration: 7 nights
Departure from: Bridgetown
Itinerary:
1. Bridgetown,
3. Saint George,
4. Tobago Cays,
5. Kingstown,
6. Fort de france,
7. Marigot,
8. Bridgetown
Caribbean: Sint Maarten, Saint Kitts and Nevis, Dominica, Guadeloupe, France, Antigua and Barbuda
Philipsburg Itinerary Caribbean
from €2,430
price per person Taxes included
See the cruise Book
Star Flyer | 02 Jan 2027
Duration: 7 nights
Departure from: Philipsburg
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Basseterre,
8. Philipsburg
Caribbean: Barbados, Grenada, Saint Vincent and the Grenadines, Martinique, Saint Martin
Bridgetown Itinerary Caribbean
from €2,605
price per person Taxes included
See the cruise Book
Royal Clipper | 09 Jan 2027
Duration: 7 nights
Departure from: Bridgetown
Itinerary:
1. Bridgetown,
3. Saint George,
4. Tobago Cays,
5. Kingstown,
6. Fort de france,
7. Marigot,
8. Bridgetown
54 cruises