Cruises on a Sailship to the Caribbean Islands
Promotions and offers for all Caribbean Sailing Ship Cruises! Experience the magic of a Sailing Ship Holiday with Star Clippers. Discover the thrill of a unique journey — the most exclusive ports await you, along with comfort, luxury, and adventure aboard the Star Clippers Sailing Ships for an original and different Caribbean cruise
- 2026
- 2027
January 2026
February 2026
March 2026
April 2026
May 2026
June 2026
July 2026
August 2026
September 2026
October 2026
November 2026
December 2026
39 cruises
from $4,400
price per person Taxes included
price per person Taxes included
Book Online 
Itinerary:
1. Philipsburg,
2. Barbuda,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Gustavia,
8. Philipsburg
from $3,743
price per person Taxes included
price per person Taxes included
Itinerary:
1. Bridgetown,
2. Grenadine,
3. Saint George,
4. Tobago Cays,
5. Kingstown,
6. Fort de france,
7. Marigot,
8. Bridgetown
from $4,400
price per person Taxes included
price per person Taxes included
Itinerary:
1. Philipsburg,
2. Barbuda,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Gustavia,
8. Philipsburg
from $3,743
price per person Taxes included
price per person Taxes included
Itinerary:
1. Bridgetown,
2. Grenadine,
3. Saint George,
4. Tobago Cays,
5. Kingstown,
6. Fort de france,
7. Marigot,
8. Bridgetown
from $4,400
price per person Taxes included
price per person Taxes included
Itinerary:
1. Philipsburg,
2. Barbuda,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Gustavia,
8. Philipsburg
from $3,743
price per person Taxes included
price per person Taxes included
Itinerary:
1. Bridgetown,
2. Grenadine,
3. Saint George,
4. Tobago Cays,
5. Kingstown,
6. Fort de france,
7. Marigot,
8. Bridgetown
from $4,400
price per person Taxes included
price per person Taxes included
Itinerary:
1. Philipsburg,
2. Barbuda,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Gustavia,
8. Philipsburg
from $3,743
price per person Taxes included
price per person Taxes included
Itinerary:
1. Bridgetown,
2. Grenadine,
3. Saint George,
4. Tobago Cays,
5. Kingstown,
6. Fort de france,
7. Marigot,
8. Bridgetown
from $4,400
price per person Taxes included
price per person Taxes included
Itinerary:
1. Philipsburg,
2. Barbuda,
3. Cabritz Bay,
4. Terre-de-Haut,
5. Deshaies,
6. Falmouth Harbour,
7. Gustavia,
8. Philipsburg
from $3,743
price per person Taxes included
price per person Taxes included
Itinerary:
1. Bridgetown,
2. Grenadine,
3. Saint George,
4. Tobago Cays,
5. Kingstown,
6. Fort de france,
7. Marigot,
8. Bridgetown
39 cruises
