All 508 sailings from San Juan, Puerto Rico
Ordered soonest first. Prices per person, including taxes and fees. Want to filter by price, date, or ship?
Open these cruises in search →| View | Sailing | Departs | Nights | Ship | From |
|---|---|---|---|---|---|
| 7 Night Southern Caribbean Cruise | Aug 29, 2026 | 7 | Rhapsody of the Seas |
Call for price |
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| 7 Night Southern Caribbean Cruise | Sep 5, 2026 | 7 | Rhapsody of the Seas |
from $739 $105 / night |
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| 7 Night Southern Caribbean Cruise | Sep 12, 2026 | 7 | Rhapsody of the Seas |
from $834 $119 / night |
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| San Juan to New York City | Sep 14, 2026 | 11 | Crystal Symphony |
from $4,700 $427 / night |
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| San Juan to Bridgetown | Sep 14, 2026 | 3 | Crystal Symphony |
from $1,700 $566 / night |
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| 7 Night Southern Caribbean Cruise | Sep 19, 2026 | 7 | Rhapsody of the Seas |
from $619 $88 / night |
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| 7 Night Southern Caribbean Cruise | Sep 26, 2026 | 7 | Rhapsody of the Seas |
from $644 $92 / night |
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| 7 Night Southern Caribbean Cruise | Oct 3, 2026 | 7 | Rhapsody of the Seas |
from $579 $82 / night |
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| 7 Night Southern Caribbean Cruise | Oct 10, 2026 | 7 | Rhapsody of the Seas |
from $559 $79 / night |
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| 7 Night Southern Caribbean Cruise | Oct 17, 2026 | 7 | Rhapsody of the Seas |
from $679 $97 / night |
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| 7 Night Southern Caribbean Cruise | Oct 24, 2026 | 7 | Rhapsody of the Seas |
from $609 $87 / night |
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| San Juan to San Juan | Oct 28, 2026 | 11 | Star Pride |
from $5,555 $505 / night |
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| 7 Night Southern Caribbean Cruise | Oct 31, 2026 | 7 | Rhapsody of the Seas |
from $608 $86 / night |
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| Valiant's Haunted Halloween Soirée | Oct 31, 2026 | 7 | Valiant Lady |
from $1,113 $159 / night |
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| 7 Night Southern Caribbean Cruise | Nov 1, 2026 | 7 | Vision of the Seas |
from $579 $82 / night |
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| A Journey into Caribbean Exploration & Island Delights | Nov 1, 2026 | 7 | EXPLORA III |
from $5,680 $811 / night |
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| An Extended Journey into Island Delights, Hidden Coves & Chic Coastlines | Nov 1, 2026 | 14 | EXPLORA III |
from $20,800 $1,485 / night |
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| San Juan to Fort Lauderdale | Nov 4, 2026 | 7 | Crystal Symphony |
from $3,500 $500 / night |
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| West Indies Explorer - San Juan to San Juan | Nov 5, 2026 | 10 | Viking Sea |
from $4,999 $499 / night |
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| 7 Night Southern Caribbean Cruise | Nov 7, 2026 | 7 | Rhapsody of the Seas |
from $710 $101 / night |
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| Caribbean Combination Cruise: San Juan, St. Lucia & St. Kitts | Nov 7, 2026 | 14 | Azamara Journey |
from $5,649 $403 / night |
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| Southern Caribbean Cruise: British Virgin Islands, Martinique & Grenada | Nov 7, 2026 | 7 | Azamara Journey |
from $1,619 $231 / night |
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| Sunny Miles of Tropical Isles | Nov 7, 2026 | 7 | Valiant Lady |
from $1,253 $179 / night |
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| 7 Night Southern Caribbean Cruise | Nov 8, 2026 | 7 | Vision of the Seas |
from $559 $79 / night |
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| San Juan to San Juan | Nov 8, 2026 | 14 | Star Pride |
from $7,364 $526 / night |
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| San Juan to San Juan | Nov 8, 2026 | 7 | Star Pride |
from $4,760 $680 / night |
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| 7 Night Southern Caribbean Cruise | Nov 14, 2026 | 7 | Rhapsody of the Seas |
from $629 $89 / night |
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| Caribbean East: Virgin & Saint Isles | Nov 14, 2026 | 6 | Valiant Lady |
from $714 $119 / night |
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| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Nov 15, 2026 | 7 | Norwegian Prima |
from $1,249 $178 / night |
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| 7 Night Southern Caribbean Cruise | Nov 15, 2026 | 7 | Vision of the Seas |
from $708 $101 / night |
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| San Juan to San Juan | Nov 15, 2026 | 14 | Star Pride |
from $4,984 $356 / night |
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| San Juan to San Juan | Nov 15, 2026 | 7 | Star Pride |
from $3,780 $540 / night |
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| West Indies Explorer - San Juan to San Juan | Nov 15, 2026 | 10 | Viking Sea |
from $4,499 $449 / night |
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| A Journey of Blissful Escapes & Island Splendour | Nov 15, 2026 | 7 | EXPLORA III |
from $4,200 $600 / night |
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| An Extended Journey of Tropical Harmony & Natural Wonders | Nov 15, 2026 | 14 | EXPLORA III |
from $8,925 $637 / night |
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| 11 Night Southern Caribbean Intensive | Nov 17, 2026 | 11 | Celebrity Constellation |
from $1,427 $129 / night |
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| Thanksgiving: St. Isles, Aruba & Curaçao | Nov 20, 2026 | 8 | Valiant Lady |
from $1,032 $129 / night |
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| 7 Night Southern Caribbean Cruise | Nov 21, 2026 | 7 | Rhapsody of the Seas |
from $688 $98 / night |
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| Caribbean Combination Cruise: San Juan, Antigua & Barbados | Nov 21, 2026 | 14 | Azamara Journey |
from $5,299 $378 / night |
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| Southern Caribbean Cruise: Bequia, Grenada & Tobago | Nov 21, 2026 | 7 | Azamara Journey |
from $1,429 $204 / night |
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| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Nov 22, 2026 | 7 | Norwegian Prima |
from $1,099 $157 / night |
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| 7 Night Southern Caribbean Cruise | Nov 22, 2026 | 7 | Vision of the Seas |
from $720 $102 / night |
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| San Juan to San Juan | Nov 22, 2026 | 14 | Star Pride |
from $5,012 $358 / night |
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| San Juan to San Juan | Nov 22, 2026 | 7 | Star Pride |
from $2,660 $380 / night |
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| West Indies Explorer - San Juan to San Juan | Nov 25, 2026 | 10 | Viking Sea |
from $4,499 $449 / night |
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| San Juan to Cartagena | Nov 27, 2026 | 5 | Crystal Serenity |
from $3,000 $600 / night |
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| 7 Night Southern Caribbean Cruise | Nov 28, 2026 | 7 | Rhapsody of the Seas |
from $579 $82 / night |
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| 7 Night Southern Caribbean Cruise | Nov 28, 2026 | 7 | Celebrity Constellation |
from $774 $110 / night |
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| Antiguan Elegance & Sunny St. Isles | Nov 28, 2026 | 7 | Valiant Lady |
from $693 $99 / night |
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| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Nov 29, 2026 | 7 | Norwegian Prima |
from $1,169 $167 / night |
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| 7 Night Southern Caribbean Cruise | Nov 29, 2026 | 7 | Vision of the Seas |
from $618 $88 / night |
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| San Juan to San Juan | Nov 29, 2026 | 14 | Star Pride |
from $5,964 $426 / night |
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| San Juan to San Juan | Nov 29, 2026 | 7 | Star Pride |
from $2,695 $385 / night |
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| A Journey through a Caribbean Tapestry of Serenity & Splendour | Nov 29, 2026 | 7 | EXPLORA III |
from $6,750 $964 / night |
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| An Extended Journey through Golden Shores & Island Grace | Nov 29, 2026 | 14 | EXPLORA III |
from $9,000 $642 / night |
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| 7 Night Southern Caribbean Cruise | Dec 5, 2026 | 7 | Rhapsody of the Seas |
from $588 $84 / night |
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| 7 Night Southern Caribbean Cruise | Dec 5, 2026 | 7 | Celebrity Constellation |
from $717 $102 / night |
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| West Indies Explorer - San Juan to San Juan | Dec 5, 2026 | 10 | Viking Sea |
from $5,299 $529 / night |
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| Caribbean Combination Cruise: San Juan, Antigua & St. Lucia | Dec 5, 2026 | 13 | Azamara Journey |
from $7,849 $603 / night |
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| Southern Caribbean Cruise: Antigua, Martinique & Grenada | Dec 5, 2026 | 7 | Azamara Journey |
from $2,269 $324 / night |
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| Sunsets in the Lesser Antilles | Dec 5, 2026 | 7 | Valiant Lady |
from $903 $129 / night |
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| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Dec 6, 2026 | 7 | Norwegian Prima |
from $1,139 $162 / night |
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| 7 Night Southern Caribbean Cruise | Dec 6, 2026 | 7 | Vision of the Seas |
from $608 $86 / night |
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| San Juan to San Juan | Dec 6, 2026 | 14 | Star Pride |
from $6,272 $448 / night |
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| San Juan to San Juan | Dec 6, 2026 | 7 | Star Pride |
from $3,920 $560 / night |
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| Splendours of the Caribbean from San Juan | Dec 7, 2026 | 6 | Emerald Sakara |
from $5,552 $925 / night |
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| 7 Night Southern Caribbean Cruise | Dec 12, 2026 | 7 | Rhapsody of the Seas |
from $550 $78 / night |
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| 7 Night Southern Caribbean Cruise | Dec 12, 2026 | 7 | Celebrity Constellation |
from $747 $106 / night |
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| Sunny Miles of Tropical Isles | Dec 12, 2026 | 7 | Valiant Lady |
from $973 $139 / night |
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| San Juan to Fort Lauderdale | Dec 13, 2026 | 7 | Crystal Symphony |
from $3,200 $457 / night |
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| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Dec 13, 2026 | 7 | Norwegian Prima |
from $1,099 $157 / night |
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| 7 Night Southern Caribbean Cruise | Dec 13, 2026 | 7 | Vision of the Seas |
from $618 $88 / night |
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| San Juan to San Juan | Dec 13, 2026 | 14 | Star Pride |
from $6,720 $480 / night |
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| A Journey through Caribbean Gems & Multi-coloured Coasts | Dec 13, 2026 | 7 | EXPLORA III |
from $4,200 $600 / night |
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| An Extended Journey through Wild Beauty and Tropical Festivities | Dec 13, 2026 | 15 | EXPLORA III |
from $16,650 $1,110 / night |
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| From the Caribbean to the Amazon | Dec 15, 2026 | 21 | Viking Sea |
from $11,499 $547 / night |
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| Caribbean Combination Cruise: San Juan, St. Barts & Curacao | Dec 18, 2026 | 18 | Azamara Journey |
from $7,869 $437 / night |
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| Caribbean Holiday Cruise: Antigua, Martinique & Saint Barth?lemy | Dec 18, 2026 | 10 | Azamara Journey |
from $2,959 $295 / night |
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| 7 Night Southern Caribbean Holiday | Dec 19, 2026 | 7 | Rhapsody of the Seas |
from $664 $94 / night |
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| 7 Night Southern Caribbean Holiday | Dec 19, 2026 | 7 | Celebrity Constellation |
from $798 $114 / night |
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| Valiant Caribbean Holidays | Dec 19, 2026 | 7 | Valiant Lady |
from $973 $139 / night |
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| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Dec 20, 2026 | 7 | Norwegian Prima |
from $1,109 $158 / night |
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| 7 Night Southern Caribbean Holiday | Dec 20, 2026 | 7 | Vision of the Seas |
from $728 $104 / night |
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| San Juan to San Juan | Dec 20, 2026 | 14 | Silver Shadow |
Call for price |
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| San Juan to San Juan | Dec 20, 2026 | 7 | Silver Shadow |
from $6,700 $957 / night |
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| San Juan to San Juan | Dec 20, 2026 | 14 | Star Pride |
from $6,412 $458 / night |
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| San Juan to San Juan | Dec 20, 2026 | 7 | Star Pride |
from $3,990 $570 / night |
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| A Journey of Caribbean Celebrations & Island Wonders | Dec 20, 2026 | 7 | EXPLORA I |
from $6,715 $959 / night |
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| An Extended Journey into Island Bliss & Lively Celebrations | Dec 20, 2026 | 15 | EXPLORA I |
from $14,835 $989 / night |
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| 7 Night Southern Caribbean Holiday | Dec 26, 2026 | 7 | Rhapsody of the Seas |
from $1,048 $149 / night |
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| 7 Night Southern Caribbean Holiday | Dec 26, 2026 | 7 | Celebrity Constellation |
from $1,253 $179 / night |
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| Valiant New Year's Ahoy! | Dec 26, 2026 | 7 | Valiant Lady |
from $1,603 $229 / night |
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| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Dec 27, 2026 | 7 | Norwegian Prima |
from $2,219 $317 / night |
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| Southern Caribbean Adventurer | Dec 27, 2026 | 14 | Crown Princess |
from $3,038 $217 / night |
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| Southern Caribbean with Barbados and St. Lucia Holiday | Dec 27, 2026 | 7 | Crown Princess |
from $1,712 $244 / night |
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| 7 Night Southern Caribbean Holiday | Dec 27, 2026 | 7 | Vision of the Seas |
from $968 $138 / night |
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| San Juan to San Juan | Dec 27, 2026 | 7 | Silver Shadow |
from $7,300 $1,042 / night |
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| San Juan to San Juan | Dec 27, 2026 | 7 | Star Pride |
from $4,410 $630 / night |
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| A Journey of Spectacular Festivities & Caribbean Wonders | Dec 28, 2026 | 8 | EXPLORA III |
from $7,800 $975 / night |
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| An Extended Journey of Caribbean Celebrations & Tropical Idylls | Dec 28, 2026 | 16 | EXPLORA III |
from $16,460 $1,028 / night |
