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Cruises from San Juan in December 2025


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31 Matched Sailings
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Dec 06, 2025

(Saturday)

7 Night Southern Caribbean Cruise

Jewel of the Seas
Royal Caribbean Cruises
4.0 based on 401 ratings
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Charlotte Amalie (St Thomas), Philipsburg (St. Maarten), St Croix, Roseau, Bridgetown...
Special Promotions

7 Nights


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Retail Price $963
Save $285
Lowest from

$678

per person
(double occupancy)
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Dec 13, 2025

(Saturday)

7 Night Southern Caribbean Cruise

Jewel of the Seas
Royal Caribbean Cruises
4.0 based on 401 ratings
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Charlotte Amalie (St Thomas), Philipsburg (St. Maarten), St Croix, Roseau, Bridgetown...
Special Promotions

7 Nights


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Retail Price $963
Save $285
Lowest from

$678

per person
(double occupancy)
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Dec 14, 2025

(Sunday)

7 Night Southern Caribbean Cruise

Brilliance of the Seas
Royal Caribbean Cruises
4.0 based on 352 ratings
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Charlotte Amalie (St Thomas), Tortola, Basseterre, St John's, Castries, San Juan
Special Promotions

7 Nights


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Retail Price $923
Save $226
Lowest from

$697

per person
(double occupancy)
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Dec 07, 2025

(Sunday)

7 Night Caribbean Barbados Antigua and St. Lucia Cruise

Norwegian Epic
Norwegian Cruise Line
3.7 based on 797 ratings
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Tortola, St John's, Bridgetown, Castries, Philipsburg (St. Maarten), St Thomas, San Juan

7 Nights


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Lowest from

$698

per person
(double occupancy)
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Dec 07, 2025

(Sunday)

7 Night Southern Caribbean Cruise

Brilliance of the Seas
Royal Caribbean Cruises
4.0 based on 352 ratings
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Bonaire, Willemstad (Curacao), Oranjestad, Tortola, San Juan
Special Promotions

7 Nights


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Retail Price $984
Save $257
Lowest from

$727

per person
(double occupancy)
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Dec 20, 2025

(Saturday)

7 Night Southern Caribbean Holiday Cruise

Jewel of the Seas
Royal Caribbean Cruises
4.0 based on 401 ratings
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Charlotte Amalie (St Thomas), Philipsburg (St. Maarten), St Croix, Roseau, Bridgetown...

7 Nights


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Retail Price $1,233
Save $361
Lowest from

$872

per person
(double occupancy)
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Dec 27, 2025

(Saturday)

7 Night Southern Caribbean Holiday Cruise

Jewel of the Seas
Royal Caribbean Cruises
4.0 based on 401 ratings
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Charlotte Amalie (St Thomas), Philipsburg (St. Maarten), St Croix, Roseau, Bridgetown...

7 Nights


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Retail Price $1,264
Save $392
Lowest from

$872

per person
(double occupancy)
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Dec 28, 2025

(Sunday)

7 Night Southern Caribbean Holiday Cruise

Brilliance of the Seas
Royal Caribbean Cruises
4.0 based on 352 ratings
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, St John's, Castries, Basseterre, Tortola, Charlotte Amalie (St Thomas), San Juan

7 Nights


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Retail Price $1,243
Save $322
Lowest from

$921

per person
(double occupancy)
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Dec 21, 2025

(Sunday)

7 Night Southern Caribbean Holiday Cruise

Brilliance of the Seas
Royal Caribbean Cruises
4.0 based on 352 ratings
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, St Croix, Willemstad (Curacao), Oranjestad, Bonaire, San Juan

7 Nights


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Retail Price $1,281
Save $312
Lowest from

$969

per person
(double occupancy)
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Dec 21, 2025

(Sunday)

7 Night Caribbean Barbados Antigua and St. Lucia Cruise

Norwegian Epic
Norwegian Cruise Line
3.7 based on 797 ratings
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Tortola, St John's, Bridgetown, Castries, Philipsburg (St. Maarten), St Thomas, San Juan

7 Nights


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Lowest from

$1,099

per person
(double occupancy)
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Dec 14, 2025

(Sunday)

7 Night Caribbean Curacao Aruba and St. Kitts Cruise

Norwegian Epic
Norwegian Cruise Line
3.7 based on 797 ratings
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Oranjestad, Willemstad (Curacao), Bonaire, Castries, Basseterre, San Juan

7 Nights


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Lowest from

$1,109

per person
(double occupancy)
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Dec 28, 2025

(Sunday)

7 Night Caribbean Barbados Antigua and St. Lucia Cruise

Norwegian Epic
Norwegian Cruise Line
3.7 based on 797 ratings
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Tortola, St John's, Bridgetown, Castries, Philipsburg (St. Maarten), St Thomas, San Juan

7 Nights


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Lowest from

$1,129

per person
(double occupancy)
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Dec 19, 2025

(Friday)

8 Night Southern Caribbean Cruise

Azamara Quest
Azamara Cruises
4.4 based on 36 ratings
Starts: San Juan, Puerto Rico
Ends: Bridgetown, Barbados
Ports of Call:
San Juan, Charlotte Amalie (St Thomas), Virgin Gorda, St John's, Saint-Pierre Martinique France...

8 Nights


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Lowest from

$1,439

per person
(double occupancy)
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Dec 06, 2025

(Saturday)

13 Night Eastern Caribbean Cruise

Azamara Quest
Azamara Cruises
4.4 based on 36 ratings
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Virgin Gorda, St John's, Saint-Pierre Martinique France, Port Elizabeth, St George's...

13 Nights


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Lowest from

$2,159

per person
(double occupancy)
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Dec 07, 2025

(Sunday)

6 Night The Spanish Main Rise of the New World Cruise

Star Pride
Windstar Cruises
Starts: San Juan, Puerto Rico
Ends: Colon, Panama
Ports of Call:
San Juan, Santo Domingo, Cartagena, San Blas Islands, Colon

6 Nights


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Lowest from

$2,799

per person
(double occupancy)
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Dec 19, 2025

(Friday)

18 Night Eastern Caribbean Cruise

Azamara Quest
Azamara Cruises
4.4 based on 36 ratings
Starts: San Juan, Puerto Rico
Ends: Miami, Florida
Ports of Call:
San Juan, Charlotte Amalie (St Thomas), Virgin Gorda, St John's, Saint-Pierre Martinique France...

18 Nights


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Lowest from

$3,120

per person
(double occupancy)
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Dec 09, 2025

(Tuesday)

10 Night West Indies Explorer Cruise

Viking Sea
Viking Oceans
4.4 based on 10 ratings
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Road Town, Basseterre, Castries, Bridgetown, Roseau, St John's, Philipsburg (St. Maarten)...

10 Nights


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Lowest from

$3,299

per person
(double occupancy)
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Dec 19, 2025

(Friday)

10 Night West Indies Explorer Cruise

Viking Sea
Viking Oceans
4.4 based on 10 ratings
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Road Town, Basseterre, Castries, Bridgetown, Roseau, St John's, Philipsburg (St. Maarten)...

10 Nights


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Lowest from

$3,599

per person
(double occupancy)
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Dec 29, 2025

(Monday)

10 Night West Indies Explorer Cruise

Viking Sea
Viking Oceans
4.4 based on 10 ratings
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Road Town, Basseterre, Castries, Bridgetown, Roseau, St John's, Philipsburg (St. Maarten)...

10 Nights


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Lowest from

$3,599

per person
(double occupancy)
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Dec 13, 2025

(Saturday)

7 Night San Juan to Philipsburg Cruise

Seadream I
Sea Dream Yacht Club
Starts: San Juan, Puerto Rico
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
San Juan, Culebra, Esperanza, Prickly Pear British Virgin Islands, Sandy Ground...

7 Nights


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Lowest from

$3,999

per person
(double occupancy)
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Dec 14, 2025

(Sunday)

8 Night Yachtsmans Caribbean Cruise

Seabourn Ovation
Seabourn Cruises
Starts: San Juan, Puerto Rico
Ends: Bridgetown, Barbados
Ports of Call:
San Juan, Frenchman's Cay, Carambola Beach, Terre de Haut, Saint-Pierre Martinique France...
Special Promotions

8 Nights


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Lowest from

$3,999

per person
(double occupancy)
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Dec 14, 2025

(Sunday)

7 Night San Juan to Charlotte Amalie Cruise

Seadream II
Sea Dream Yacht Club
Starts: San Juan, Puerto Rico
Ends: Charlotte Amalie (St Thomas), US Virgin Islands
Ports of Call:
San Juan, Spanish Town, Norman Island, Prickly Pear British Virgin Islands, Oranjestad...

7 Nights


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Lowest from

$3,999

per person
(double occupancy)
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Dec 07, 2025

(Sunday)

7 Night San Juan to San Juan Cruise

Seadream II
Sea Dream Yacht Club
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Cruz Bay, Spanish Town, Norman Island, White Bay, Gustavia St. Barts, San Juan

7 Nights


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Lowest from

$3,999

per person
(double occupancy)
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Dec 29, 2025

(Monday)

7 Night A Journey of New Years Celebrations and Caribbean Conviviality Cruise

Explora II
Explora Journeys
Starts: San Juan, Puerto Rico
Ends: Miami, Florida
Ports of Call:
San Juan, Road Bay, Cruz Bay, Puerto Plata, Key West, Miami
Special Promotions

7 Nights


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Lowest from

$5,600

per person
(double occupancy)
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Dec 02, 2025

(Tuesday)

12 Night Treasures of Aruba Bonaire and Curacao Cruise

Seabourn Ovation
Seabourn Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Oranjestad, Willemstad (Curacao), Bonaire, Trois Ilets, Roseau, To Be Announced...
Special Promotions

12 Nights


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Lowest from

$5,999

per person
(double occupancy)
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