An Extended Journey into Island Bliss & Lively Celebrations

16 days

20 December 2026

San Juan (Puerto Rico)

EXPLORA I

Price indication € 9,061 p.p.

A Journey of Caribbean Celebrations & Island Wonders

8 days

20 December 2026

San Juan (Puerto Rico)

Miami, Florida

EXPLORA I

Price indication € 4,719 p.p.

Star Collector: Lovely Leewards

15 days

20 December 2026

San Juan (Puerto Rico)

Star Pride

Price indication € 3,816 p.p.

San Juan to San Juan

8 days

20 December 2026

San Juan (Puerto Rico)

Silver Shadow

Price indication € 2,965 p.p.

Windward Islands Surf & Sunsets

8 days

20 December 2026

San Juan (Puerto Rico)

Star Pride

Price indication € 1,866 p.p.

sea-cloud-cruises-sea-cloud-spirit-requested-cropped

Philipsburg to Philipsburg

15 days

21 December 2026

Philipsburg

Sea Cloud Spirit

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ritz-carlton-yacht-collective-ilma-exterior

San Juan (Puerto Rico) Roundtrip

8 days

21 December 2026

San Juan (Puerto Rico)

Ilma

Price indication € 8,362 p.p.

silversea-silver-nova-exterior-5-silversea-cruises-ltd

Bridgetown to Miami

17 days

Silver Nova

Bridgetown to San Juan

9 days

22 December 2026

Bridgetown

San Juan (Puerto Rico)

Silver Nova

Price indication € 5,031 p.p.

sea-cloud-cruises-sea-cloud-ii-exterior-requested

Bridgetown to Santo Domingo

14 days

Sea Cloud II

Miami to Miami

15 days

22 December 2026

Miami, Florida

Silver Ray

Price indication € 8,344 p.p.

San Juan to San Juan

13 days

22 December 2026

San Juan (Puerto Rico)

Silver Shadow

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818 cruise holidays found

An Extended Journey into Island Bliss & Lively Celebrations

A Journey of Caribbean Celebrations & Island Wonders

Star Collector: Lovely Leewards

San Juan to San Juan

Windward Islands Surf & Sunsets

Philipsburg to Philipsburg

Lowest price guarantee.

San Juan (Puerto Rico) Roundtrip

Bridgetown to Miami

Bridgetown to San Juan

Bridgetown to Santo Domingo

Miami to Miami

San Juan to San Juan