home Cruises on a Sailship to the Caribbean Islands
  • 2026
  • 2027
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46 cruises
Philipsburg Itinerary Caribbean
from $4,759
price per person Taxes included
Star Flyer | 29/11/2025
Duration: 7 nights
Departure from: Philipsburg
Itinerary:
1. Philipsburg,
2. Barbuda,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Gustavia,
8. Philipsburg
Saint Johns Itinerary Caribbean
from $4,049
price per person Taxes included
Royal Clipper | 29/11/2025
Duration: 7 nights
Departure from: Saint Johns
Itinerary:
1. Saint Johns,
2. Terre-de-Haut,
3. Cabritz Bay,
4. Saint George,
5. Tobago Cays,
6. Marigot,
7. Soufriere,
8. Bridgetown
Bridgetown Itinerary Caribbean
from $4,049
price per person Taxes included
Royal Clipper | 6/12/2025
Duration: 7 nights
Departure from: Bridgetown
Itinerary:
1. Bridgetown,
2. Grenadine,
3. Saint George,
4. Tobago Cays,
5. Kingstown,
6. Fort de france,
7. Marigot,
8. Bridgetown
Philipsburg Itinerary Caribbean
from $4,759
price per person Taxes included
Star Flyer | 13/12/2025
Duration: 7 nights
Departure from: Philipsburg
Itinerary:
1. Philipsburg,
2. Barbuda,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Gustavia,
8. Philipsburg
Bridgetown Itinerary Caribbean
from $4,049
price per person Taxes included
Royal Clipper | 20/12/2025
Duration: 7 nights
Departure from: Bridgetown
Itinerary:
1. Bridgetown,
2. Grenadine,
3. Saint George,
4. Tobago Cays,
5. Kingstown,
6. Fort de france,
7. Marigot,
8. Bridgetown
Philipsburg Itinerary Caribbean
from $4,889
price per person Taxes included
Star Flyer | 27/12/2025
Duration: 7 nights
Departure from: Philipsburg
Itinerary:
1. Philipsburg,
2. Barbuda,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Gustavia,
8. Philipsburg
Bridgetown Itinerary Caribbean
from $4,049
price per person Taxes included
Royal Clipper | 3/01/2026
Duration: 7 nights
Departure from: Bridgetown
Itinerary:
1. Bridgetown,
2. Grenadine,
3. Saint George,
4. Tobago Cays,
5. Kingstown,
6. Fort de france,
7. Marigot,
8. Bridgetown
Philipsburg Itinerary Caribbean
from $4,759
price per person Taxes included
Star Flyer | 10/01/2026
Duration: 7 nights
Departure from: Philipsburg
Itinerary:
1. Philipsburg,
2. Barbuda,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Gustavia,
8. Philipsburg
Bridgetown Itinerary Caribbean
from $4,049
price per person Taxes included
Royal Clipper | 17/01/2026
Duration: 7 nights
Departure from: Bridgetown
Itinerary:
1. Bridgetown,
2. Grenadine,
3. Saint George,
4. Tobago Cays,
5. Kingstown,
6. Fort de france,
7. Marigot,
8. Bridgetown
Philipsburg Itinerary Caribbean
from $4,759
price per person Taxes included
Star Flyer | 24/01/2026
Duration: 7 nights
Departure from: Philipsburg
Itinerary:
1. Philipsburg,
2. Barbuda,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Gustavia,
8. Philipsburg
Bridgetown Itinerary Caribbean
from $4,049
price per person Taxes included
Royal Clipper | 31/01/2026
Duration: 7 nights
Departure from: Bridgetown
Itinerary:
1. Bridgetown,
2. Grenadine,
3. Saint George,
4. Tobago Cays,
5. Kingstown,
6. Fort de france,
7. Marigot,
8. Bridgetown
Philipsburg Itinerary Caribbean
from $4,759
price per person Taxes included
Star Flyer | 7/02/2026
Duration: 7 nights
Departure from: Philipsburg
Itinerary:
1. Philipsburg,
2. Barbuda,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Gustavia,
8. Philipsburg
Bridgetown Itinerary Caribbean
from $4,049
price per person Taxes included
Royal Clipper | 14/02/2026
Duration: 7 nights
Departure from: Bridgetown
Itinerary:
1. Bridgetown,
2. Grenadine,
3. Saint George,
4. Tobago Cays,
5. Kingstown,
6. Fort de france,
7. Marigot,
8. Bridgetown
Philipsburg Itinerary Caribbean
from $4,759
price per person Taxes included
Star Flyer | 21/02/2026
Duration: 7 nights
Departure from: Philipsburg
Itinerary:
1. Philipsburg,
2. Barbuda,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Gustavia,
8. Philipsburg
Bridgetown Itinerary Caribbean
from $4,049
price per person Taxes included
Royal Clipper | 28/02/2026
Duration: 7 nights
Departure from: Bridgetown
Itinerary:
1. Bridgetown,
2. Grenadine,
3. Saint George,
4. Tobago Cays,
5. Kingstown,
6. Fort de france,
7. Marigot,
8. Bridgetown
Philipsburg Itinerary Caribbean
from $4,759
price per person Taxes included
Star Flyer | 7/03/2026
Duration: 7 nights
Departure from: Philipsburg
Itinerary:
1. Philipsburg,
2. Barbuda,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Gustavia,
8. Philipsburg
Bridgetown Itinerary Caribbean
from $4,049
price per person Taxes included
Royal Clipper | 14/03/2026
Duration: 7 nights
Departure from: Bridgetown
Itinerary:
1. Bridgetown,
2. Grenadine,
3. Saint George,
4. Tobago Cays,
5. Kingstown,
6. Fort de france,
7. Marigot,
8. Bridgetown
Saint Johns Itinerary Caribbean
from $4,759
price per person Taxes included
Star Clipper | 21/03/2026
Duration: 7 nights
Departure from: Saint Johns
Itinerary:
1. Saint Johns,
2. Gustavia,
3. Norman Island,
4. Jost Van Dyke,
5. Virgin Gorda,
6. Philipsburg,
7. Basseterre,
8. Saint Johns
Saint Johns Itinerary Caribbean
from $5,359
price per person Taxes included
Royal Clipper | 28/11/2026
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
Philipsburg Itinerary Caribbean
from $4,859
price per person Taxes included
Star Flyer | 28/11/2026
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
Philipsburg Itinerary Caribbean
from $4,859
price per person Taxes included
Star Flyer | 5/12/2026
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
Bridgetown Itinerary Caribbean
from $5,209
price per person Taxes included
Royal Clipper | 12/12/2026
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
Philipsburg Itinerary Caribbean
from $4,729
price per person Taxes included
Star Flyer | 12/12/2026
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
Philipsburg Itinerary Caribbean
from $5,059
price per person Taxes included
Star Flyer | 19/12/2026
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
Philipsburg Itinerary Caribbean
from $4,989
price per person Taxes included
Star Flyer | 26/12/2026
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
Bridgetown Itinerary Caribbean
from $5,509
price per person Taxes included
Royal Clipper | 26/12/2026
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
Philipsburg Itinerary Caribbean
from $4,859
price per person Taxes included
Star Flyer | 2/01/2027
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
Bridgetown Itinerary Caribbean
from $5,209
price per person Taxes included
Royal Clipper | 9/01/2027
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
Philipsburg Itinerary Caribbean
from $4,859
price per person Taxes included
Star Flyer | 9/01/2027
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
Philipsburg Itinerary Caribbean
from $4,859
price per person Taxes included
Star Flyer | 16/01/2027
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
46 cruises