Exclusive Cruises to the Caribbean Islands

Caribbean: United States, Puerto Rico, Virgin Islands, Saint Barthelemy, Montserrat, Saint Kitts and Nevis

from $7,206
price per person Taxes included

See the cruise Book

Silver Shadow | 18 Nov 2026

Duration: 12 nights

Departure from: Miami

Itinerary:

1. Miami,

2. navigation,

3. navigation,

4. San Juan,

5. St. John ,

6. Gustavia,

7. navigation,

8. Little Bay,

9. Basseterre,

10. Jost Van Dyke,

11. navigation,

12. navigation,

13. Miami

Caribbean: United States, Virgin Islands, Sint Maarten, Saint Kitts and Nevis, Guadeloupe, Martinique, Montserrat, Puerto Rico

from $5,195
price per person Taxes included

See the cruise Book

Silver Shadow | 10 Dec 2026

Duration: 10 nights

Departure from: Miami

Itinerary:

1. Miami,

2. navigation,

3. navigation,

4. St. John ,

5. Philipsburg,

6. Basseterre,

7. Les Saintes,

8. Fort de france,

9. Little Bay,

10. Jost Van Dyke,

11. San Juan

Caribbean: United States, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, United Kingdom

from $8,128
price per person Taxes included

See the cruise Book

Silver Ray | 11 Dec 2026

Duration: 11 nights

Departure from: Miami

Itinerary:

1. Miami,

2. navigation,

3. navigation,

4. San Juan,

5. St. John ,

6. Basseterre,

7. Gustavia,

8. navigation,

9. Anguilla,

10. navigation,

11. navigation,

12. Miami

Caribbean: Puerto Rico, Virgin Islands, Montserrat, Saint Lucia, Saint Vincent and the Grenadines, British Virgin Islands

from $9,804
price per person Taxes included

See the cruise Book

Silver Shadow | 20 Dec 2026

Duration: 7 nights

Departure from: San Juan

Itinerary:

1. San Juan,

2. Jost Van Dyke,

3. Little Bay,

4. Castries,

5. Canouan Island,

6. navigation,

7. Tortola Island,

8. San Juan

Caribbean: Barbados, Saint Lucia, Saint Vincent and the Grenadines, Bermuda, Martinique, Saint Kitts and Nevis, Virgin Islands, Puerto Rico

from $5,866
price per person Taxes included

See the cruise Book

Silver Nova | 21 Dec 2026

Duration: 8 nights

Departure from: Bridgetown

Itinerary:

1. Bridgetown,

2. Soufriere,

3. Bequia,

4. St. George's Island,

5. navigation,

6. Fort de france,

7. Basseterre,

8. Saint Thomas,

9. San Juan

Caribbean: United States, Turks and Caicos, Saint Kitts and Nevis, Aruba, Netherlands Antilles, Virgin Islands, Puerto Rico

from $21,200
price per person Taxes included

See the cruise Book

Silver Ray | 22 Dec 2026

Duration: 14 nights

Departure from: Miami

Itinerary:

1. Miami,

2. navigation,

3. Grand Turk,

4. navigation,

5. Basseterre,

6. navigation,

7. Oranjestad,

8. Kralendijk,

9. Willemstad,

10. navigation,

11. St. John ,

12. San Juan,

13. navigation,

14. navigation,

15. Miami

Caribbean: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Saint Vincent and the Grenadines

from $10,592
price per person Taxes included

See the cruise Book

Silver Shadow | 27 Dec 2026

Duration: 7 nights

Departure from: San Juan

Itinerary:

1. San Juan,

2. St. John ,

3. Basseterre,

4. Les Saintes,

5. Bequia,

6. navigation,

7. Saint Thomas,

8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, United States

from $10,391
price per person Taxes included

See the cruise Book

Silver Nova | 29 Dec 2026

Duration: 8 nights

Departure from: San Juan

Itinerary:

1. San Juan,

2. St. John ,

3. Charlestown,

4. Roseau,

5. navigation,

6. Jost Van Dyke,

7. navigation,

8. navigation,

9. Miami

Caribbean: Puerto Rico, Virgin Islands, Saint Barthelemy, Montserrat, Saint Kitts and Nevis

from $10,877
price per person Taxes included

See the cruise Book

Silver Shadow | 3 Jan 2027

Duration: 7 nights

Departure from: San Juan

Itinerary:

1. San Juan,

2. St. John ,

3. Gustavia,

4. navigation,

5. Little Bay,

6. Basseterre,

7. Jost Van Dyke,

8. San Juan

Caribbean: United States, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, France, British Virgin Islands

from $14,161
price per person Taxes included

See the cruise Book

Silver Ray | 5 Jan 2027

Duration: 11 nights

Departure from: Miami

Itinerary:

1. Miami,

2. navigation,

3. navigation,

4. San Juan,

5. St. John ,

6. Basseterre,

7. Deshaies,

8. navigation,

9. Tortola Island,

10. navigation,

11. navigation,

12. Miami