Cruises on a Sailship to the Caribbean Islands

Caribbean: Antigua and Barbuda, Guadeloupe, Dominica, Grenada, Saint Vincent and the Grenadines, Saint Martin, Saint Lucia, Barbados

from $3,743
price per person Taxes included

See the cruise

Book Online

Royal Clipper | 29 Nov 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

Caribbean: Sint Maarten, Antigua and Barbuda, Dominica, Guadeloupe, France, Saint Barthelemy

from $4,400
price per person Taxes included

See the cruise

Book Online

Star Flyer | 29 Nov 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

Caribbean: Barbados, Saint Vincent and the Grenadines, Grenada, Martinique, Saint Martin

from $3,743
price per person Taxes included

See the cruise

Book Online

Royal Clipper | 6 Dec 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

Caribbean: Sint Maarten, Antigua and Barbuda, Dominica, Guadeloupe, France, Saint Barthelemy

from $4,400
price per person Taxes included

See the cruise

Book Online

Star Flyer | 13 Dec 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

Caribbean: Barbados, Saint Vincent and the Grenadines, Grenada, Martinique, Saint Martin

from $3,743
price per person Taxes included

See the cruise

Book Online

Royal Clipper | 20 Dec 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

Caribbean: Sint Maarten, Antigua and Barbuda, Dominica, Guadeloupe, France, Saint Barthelemy

from $4,520
price per person Taxes included

See the cruise

Book Online

Star Flyer | 27 Dec 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

Caribbean: Barbados, Saint Vincent and the Grenadines, Grenada, Martinique, Saint Martin

from $3,743
price per person Taxes included

See the cruise

Book Online

Royal Clipper | 3 Jan 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

Caribbean: Sint Maarten, Antigua and Barbuda, Dominica, Guadeloupe, France, Saint Barthelemy

from $4,400
price per person Taxes included

See the cruise

Book Online

Star Flyer | 10 Jan 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

Caribbean: Barbados, Saint Vincent and the Grenadines, Grenada, Martinique, Saint Martin

from $3,743
price per person Taxes included

See the cruise

Book Online

Royal Clipper | 17 Jan 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

Caribbean: Sint Maarten, Antigua and Barbuda, Dominica, Guadeloupe, France, Saint Barthelemy

from $4,400
price per person Taxes included

See the cruise

Book Online

Star Flyer | 24 Jan 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