All 521 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 |
|---|---|---|---|---|---|
| San Juan to Miami, FL | Dec 29, 2026 | 8 | Silver Nova |
Call for price |
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| 7 Night Southern Caribbean Cruise | Jan 2, 2027 | 7 | Rhapsody of the Seas |
from $593 $84 / night |
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| 7 Night Southern Caribbean Cruise | Jan 2, 2027 | 7 | Celebrity Constellation |
from $714 $102 / night |
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| Saint (Isles) & Seas of the Caribbean | Jan 2, 2027 | 7 | Valiant Lady |
from $1,113 $159 / night |
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| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Jan 3, 2027 | 7 | Norwegian Prima |
from $1,309 $187 / night |
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| Southern Caribbean Adventurer | Jan 3, 2027 | 14 | Crown Princess |
from $1,976 $141 / night |
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| Southern Caribbean with Barbados and St. Kitts | Jan 3, 2027 | 7 | Crown Princess |
from $1,239 $177 / night |
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| Eastern Caribbean with St. Kitts | Jan 3, 2027 | 5 | Crown Princess |
from $499 $99 / night |
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| San Juan to San Juan | Jan 3, 2027 | 7 | Silver Shadow |
from $7,500 $1,071 / night |
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| San Juan to San Juan | Jan 3, 2027 | 14 | Star Pride |
from $8,176 $584 / night |
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| San Juan to San Juan | Jan 3, 2027 | 7 | Star Pride |
from $3,706 $529 / night |
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| 7 Night Southern Caribbean Cruise | Jan 3, 2027 | 7 | Vision of the Seas |
from $563 $80 / night |
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| A Journey of Caribbean Delicacies & Idyllic Islands | Jan 4, 2027 | 7 | EXPLORA I |
from $6,400 $914 / night |
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| An Extended Journey of Dazzling Skylines & Wildlife Exploration | Jan 4, 2027 | 16 | EXPLORA I |
from $8,785 $549 / night |
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| West Indies Explorer - San Juan to San Juan | Jan 5, 2027 | 10 | Viking Sea |
from $5,999 $599 / night |
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| Southern Caribbean Cruise: St.barts, Antigua & Tortola | Jan 5, 2027 | 9 | Azamara Journey |
from $2,959 $328 / night |
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| 7 Night Southern Caribbean Cruise | Jan 9, 2027 | 7 | Rhapsody of the Seas |
from $513 $73 / night |
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| 7 Night Southern Caribbean Cruise | Jan 9, 2027 | 7 | Celebrity Constellation |
from $878 $125 / night |
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| Sunsets in the Lesser Antilles | Jan 9, 2027 | 7 | Valiant Lady |
from $1,043 $149 / night |
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| Quintessential Caribbean San Juan to ST.Thomas | Jan 9, 2027 | 7 | Emerald Sakara |
from $5,542 $791 / night |
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| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Jan 10, 2027 | 7 | Norwegian Prima |
from $1,269 $181 / night |
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| Southern Caribbean Adventurer | Jan 10, 2027 | 14 | Crown Princess |
from $1,716 $122 / night |
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| Southern Caribbean with Barbados and St. Lucia | Jan 10, 2027 | 7 | Crown Princess |
from $669 $95 / night |
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| 7 Night Southern Caribbean Cruise | Jan 10, 2027 | 7 | Vision of the Seas |
from $508 $72 / night |
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| San Juan to Bridgetown | Jan 10, 2027 | 10 | Silver Shadow |
from $4,650 $465 / night |
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| San Juan to San Juan | Jan 10, 2027 | 7 | Star Pride |
from $5,208 $744 / night |
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| A Journey of Lively Caribbean Culture & Stunning Beaches | Jan 13, 2027 | 8 | EXPLORA III |
from $7,400 $925 / night |
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| An Extended Journey of Island Energy & Ocean Tranquillity | Jan 13, 2027 | 16 | EXPLORA III |
from $20,750 $1,296 / night |
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| West Indies Explorer - San Juan to San Juan | Jan 15, 2027 | 10 | Viking Sea |
from $6,799 $679 / night |
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| 7 Night Southern Caribbean Cruise | Jan 16, 2027 | 7 | Rhapsody of the Seas |
from $533 $76 / night |
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| 7 Night Southern Caribbean Cruise | Jan 16, 2027 | 7 | Celebrity Constellation |
from $877 $125 / night |
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| Sunny Miles of Tropical Isles | Jan 16, 2027 | 7 | Valiant Lady |
from $1,113 $159 / night |
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| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Jan 17, 2027 | 7 | Norwegian Prima |
from $1,189 $169 / night |
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| Southern Caribbean Adventurer | Jan 17, 2027 | 14 | Crown Princess |
from $1,766 $126 / night |
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| Southern Caribbean with Barbados and St. Lucia | Jan 17, 2027 | 7 | Crown Princess |
from $1,059 $151 / night |
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| 7 Night Southern Caribbean Cruise | Jan 17, 2027 | 7 | Vision of the Seas |
from $593 $84 / night |
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| 7 Night Southern Caribbean Cruise | Jan 23, 2027 | 7 | Rhapsody of the Seas |
from $486 $69 / night |
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| 7 Night Southern Caribbean Cruise | Jan 23, 2027 | 7 | Celebrity Constellation |
from $826 $118 / night |
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| Caribbean East: Virgin & Saint Isles | Jan 23, 2027 | 6 | Valiant Lady |
from $894 $149 / night |
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| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Jan 24, 2027 | 7 | Norwegian Prima |
from $1,169 $167 / night |
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| Southern Caribbean Adventurer | Jan 24, 2027 | 14 | Crown Princess |
from $1,312 $93 / night |
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| Southern Caribbean with Barbados and St. Lucia | Jan 24, 2027 | 7 | Crown Princess |
from $719 $102 / night |
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| 7 Night Southern Caribbean Cruise | Jan 24, 2027 | 7 | Vision of the Seas |
from $504 $72 / night |
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| West Indies Explorer - San Juan to San Juan | Jan 25, 2027 | 10 | Viking Sea |
from $6,799 $679 / night |
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| Puerto Rico to Aruba, Bonaire & More | Jan 29, 2027 | 8 | Valiant Lady |
from $1,592 $199 / night |
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| A Journey of Sun-Hazed Island Enchantment & Caribbean Treasures | Jan 29, 2027 | 7 | EXPLORA III |
from $5,240 $748 / night |
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| An Extended Journey of Secluded Isles & Coastal Havens | Jan 29, 2027 | 14 | EXPLORA III |
from $14,275 $1,019 / night |
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| 7 Night Southern Caribbean Cruise | Jan 30, 2027 | 7 | Rhapsody of the Seas |
from $514 $73 / night |
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| San Juan to San Juan | Jan 30, 2027 | 7 | Silver Shadow |
from $6,700 $957 / night |
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| 7 Night Southern Caribbean Cruise | Jan 30, 2027 | 7 | Celebrity Constellation |
from $766 $109 / night |
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| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Jan 31, 2027 | 7 | Norwegian Prima |
from $1,139 $162 / night |
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| Southern Caribbean Adventurer | Jan 31, 2027 | 14 | Crown Princess |
from $1,232 $88 / night |
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| Southern Caribbean with Barbados and St. Thomas | Jan 31, 2027 | 7 | Crown Princess |
from $619 $88 / night |
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| 7 Night Southern Caribbean Cruise | Jan 31, 2027 | 7 | Vision of the Seas |
from $544 $77 / night |
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| West Indies Explorer - San Juan to San Juan | Feb 4, 2027 | 10 | Viking Sea |
from $6,799 $679 / night |
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| A Journey of Amazon Exploration & Cultural Discovery | Feb 5, 2027 | 12 | EXPLORA I |
from $8,640 $720 / night |
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| An Extended Journey into Island Elegance & Mysteries of the Amazon | Feb 5, 2027 | 24 | EXPLORA I |
from $29,610 $1,233 / night |
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| 7 Night Southern Caribbean Cruise | Feb 6, 2027 | 7 | Rhapsody of the Seas |
from $523 $74 / night |
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| San Juan to Bridgetown | Feb 6, 2027 | 10 | Silver Shadow |
from $7,800 $780 / night |
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| 7 Night Southern Caribbean Cruise | Feb 6, 2027 | 7 | Celebrity Constellation |
from $763 $109 / night |
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| Aruban Sights & Antiguan Nights | Feb 6, 2027 | 7 | Valiant Lady |
from $1,043 $149 / night |
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| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Feb 7, 2027 | 7 | Norwegian Prima |
from $1,269 $181 / night |
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| Southern Caribbean Adventurer | Feb 7, 2027 | 14 | Crown Princess |
from $1,481 $105 / night |
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| Southern Caribbean with Barbados and Antigua | Feb 7, 2027 | 7 | Crown Princess |
from $614 $87 / night |
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| 7 Night Southern Caribbean Cruise | Feb 7, 2027 | 7 | Vision of the Seas |
from $523 $74 / night |
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| A Journey through Captivating Caribbean Culture & Sunlit Shores | Feb 12, 2027 | 7 | EXPLORA III |
from $6,805 $972 / night |
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| An Extended Journey of Relaxing Waters & Blissful Shores | Feb 12, 2027 | 16 | EXPLORA III |
from $15,900 $993 / night |
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| 7 Night Southern Caribbean Cruise | Feb 13, 2027 | 7 | Rhapsody of the Seas |
from $477 $68 / night |
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| 7 Night Southern Caribbean Cruise | Feb 13, 2027 | 7 | Celebrity Constellation |
from $819 $117 / night |
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| Sisters at Sea | Feb 13, 2027 | 7 | Valiant Lady |
from $1,323 $189 / night |
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| Quintessential Caribbean San Juan to ST.Thomas | Feb 13, 2027 | 7 | Emerald Sakara |
from $4,002 $571 / night |
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| 7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola | Feb 14, 2027 | 7 | Norwegian Prima |
from $1,259 $179 / night |
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| Southern Caribbean with Barbados and St. Kitts | Feb 14, 2027 | 7 | Crown Princess |
from $864 $123 / night |
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| Southern Caribbean Adventurer | Feb 14, 2027 | 14 | Crown Princess |
from $1,561 $111 / night |
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| 7 Night Southern Caribbean Cruise | Feb 14, 2027 | 7 | Vision of the Seas |
from $525 $75 / night |
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| West Indies Explorer - San Juan to San Juan | Feb 14, 2027 | 10 | Viking Sea |
from $6,799 $679 / night |
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| San Juan to Miami | Feb 19, 2027 | 8 | Allura |
from $3,499 $437 / night |
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| San Juan to Miami | Feb 19, 2027 | 20 | Allura |
from $11,149 $557 / night |
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| 7 Night Southern Caribbean Cruise | Feb 20, 2027 | 7 | Rhapsody of the Seas |
from $503 $71 / night |
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| 7 Night Southern Caribbean Cruise | Feb 20, 2027 | 7 | Celebrity Constellation |
from $813 $116 / night |
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| Saint Isles & The Greater Antilles | Feb 20, 2027 | 7 | Valiant Lady |
from $1,043 $149 / night |
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| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Feb 21, 2027 | 7 | Norwegian Prima |
from $1,299 $185 / night |
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| Southern Caribbean Adventurer | Feb 21, 2027 | 14 | Crown Princess |
from $1,327 $94 / night |
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| Southern Caribbean with Barbados and St. Lucia | Feb 21, 2027 | 7 | Crown Princess |
from $704 $100 / night |
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| 7 Night Southern Caribbean Cruise | Feb 21, 2027 | 7 | Vision of the Seas |
from $496 $70 / night |
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| San Juan to San Juan | Feb 26, 2027 | 7 | Silver Shadow |
from $7,200 $1,028 / night |
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| 7 Night Southern Caribbean Cruise | Feb 27, 2027 | 7 | Rhapsody of the Seas |
from $487 $69 / night |
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| 7 Night Southern Caribbean Cruise | Feb 27, 2027 | 7 | Celebrity Constellation |
from $638 $91 / night |
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| Sunsets in the Lesser Antilles | Feb 27, 2027 | 7 | Valiant Lady |
from $1,113 $159 / night |
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| 7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas | Feb 28, 2027 | 7 | Norwegian Prima |
from $1,269 $181 / night |
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| Southern Caribbean Adventurer | Feb 28, 2027 | 7 | Crown Princess |
from $594 $84 / night |
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| 7 Night Southern Caribbean Cruise | Feb 28, 2027 | 7 | Vision of the Seas |
from $572 $81 / night |
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| Southern Caribbean Adventurer | Feb 28, 2027 | 14 | Crown Princess |
from $1,297 $92 / night |
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| A Journey from Exciting Escapades to Idyllic Tranquillity | Mar 1, 2027 | 7 | EXPLORA I |
from $6,500 $928 / night |
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| A Grand Journey into Island Whispers & Beauty-Rich Shores | Mar 1, 2027 | 23 | EXPLORA I |
from $11,970 $520 / night |
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| 10 Night Southern Caribbean Cruise | Mar 6, 2027 | 10 | Rhapsody of the Seas |
from $1,275 $127 / night |
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| 7 Night Southern Caribbean Cruise | Mar 6, 2027 | 7 | Celebrity Constellation |
from $627 $89 / night |
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| West Indies to Spain San Juan to Barcelona | Mar 6, 2027 | 13 | Viking Sea |
from $3,499 $269 / night |
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| Saint (Isles) & Seas of the Caribbean | Mar 6, 2027 | 7 | Valiant Lady |
from $1,113 $159 / night |
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| Mediterranean & Atlantic Crossing from San Juan | Mar 6, 2027 | 20 | Viking Sea |
from $7,098 $354 / night |
The Captain's Log
Exceptional cruises. Intelligent prices.
The Captain's Log
