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645 Cruises

Where: Caribbean Nights: Any Length
When: Any Month Line: Any Cruise Line
From: San Juan Ship: Any Ship
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645 Cruises Found
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Dec 6, 2025 (Sat)

7 Night Southern Caribbean

From San Juan to San Juan

Jewel of the Seas

Royal Caribbean Cruises

3.5 Stars

Starts: Sat, Dec 6, 2025 from San Juan

Ends: Sat, Dec 13, 2025 in San Juan

Cruise Ports: San Juan, Charlotte Amalie (St Thomas), Philipsburg (St. Maarten), St Croix, Roseau, Bridgetown, San Juan

Retail Price $849Save $250
from $599per person
Includes taxes & fees
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Dec 6, 2025 (Sat)

7 Night Southern Caribbean Antigua Martinique and Bequia

From San Juan to Bridgetown

Azamara Quest

Azamara Cruises

5.5 Stars

Starts: Sat, Dec 6, 2025 from San Juan

Ends: Sat, Dec 13, 2025 in Bridgetown

Cruise Ports: San Juan, Charlotte Amalie (St Thomas), St John's, Saint-Pierre Martinique France, Port Elizabeth, St George's, Scarborough, Bridgetown

from $1,149per person
Includes taxes & fees
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Dec 6, 2025 (Sat)

4 Night San Juan to San Juan

From San Juan to San Juan

Evrima

The Ritz-Carlton Yacht Collection

6 Stars

Starts: Sat, Dec 6, 2025 from San Juan

Ends: Wed, Dec 10, 2025 in San Juan

Cruise Ports: San Juan, St John, Marigot, Virgin Gorda, San Juan

from $4,200per person
Includes taxes & fees
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Dec 6, 2025 (Sat)

7 Night Caribbean Yachting Hideaways

From San Juan to St John's

Emerald Azzurra

Emerald Cruises

4 Stars

Starts: Sat, Dec 6, 2025 from San Juan

Ends: Sat, Dec 13, 2025 in St John's

Cruise Ports: San Juan, Culebra, Vieques, St John, Jost Van Dyke, Philipsburg (St. Maarten), Gustavia St. Barts, Little Bay, St John's

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Dec 7, 2025 (Sun)

7 Night Caribbean

From San Juan to San Juan

Norwegian Epic

Norwegian Cruise Line

4 Stars

Starts: Sun, Dec 7, 2025 from San Juan

Ends: Sun, Dec 14, 2025 in San Juan

Cruise Ports: San Juan, Tortola, St John's, Bridgetown, Castries, Philipsburg (St. Maarten), St Thomas, San Juan

from $399per person
Includes taxes & fees
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Dec 7, 2025 (Sun)

7 Night Southern Caribbean with Barbados and St. Lucia

From San Juan to San Juan

Grand Princess

Princess Cruises

4.5 Stars

Starts: Sun, Dec 7, 2025 from San Juan

Ends: Sun, Dec 14, 2025 in San Juan

Cruise Ports: San Juan, Bridgetown, Castries, St John's, Tortola, Basseterre, San Juan

from $679per person
Includes taxes & fees
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Dec 7, 2025 (Sun)

7 Night Southern Caribbean

From San Juan to San Juan

Brilliance of the Seas

Royal Caribbean Cruises

3.5 Stars

Starts: Sun, Dec 7, 2025 from San Juan

Ends: Sun, Dec 14, 2025 in San Juan

Cruise Ports: San Juan, Bonaire, Willemstad (Curacao), Oranjestad, Tortola, San Juan

from $1,042per person
Includes taxes & fees
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Dec 7, 2025 (Sun)

6 Night The Spanish Main Rise of the New World

From San Juan to Colon

Star Pride

Windstar Cruises

5 Stars

Starts: Sun, Dec 7, 2025 from San Juan

Ends: Sat, Dec 13, 2025 in Colon

Cruise Ports: San Juan, Santo Domingo, Cartagena, San Blas Islands, Colon

from $1,854per person
Includes taxes & fees
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Dec 7, 2025 (Sun)

14 Night Southern Caribbean Adventurer

From San Juan to San Juan

Grand Princess

Princess Cruises

4.5 Stars

Starts: Sun, Dec 7, 2025 from San Juan

Ends: Sun, Dec 21, 2025 in San Juan

Cruise Ports: San Juan, Bridgetown, Castries, St John's, Tortola, Basseterre, San Juan, St Thomas, Sint Maarten, St John's, Roseau, Bridgetown, San Juan

from $2,934per person
Includes taxes & fees
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Dec 7, 2025 (Sun)

7 Night San Juan to San Juan

From San Juan to San Juan

Seadream II

Sea Dream Yacht Club

6 Stars

Starts: Sun, Dec 7, 2025 from San Juan

Ends: Sun, Dec 14, 2025 in San Juan

Cruise Ports: San Juan, Cruz Bay, White Bay, Spanish Town, Norman Island, Gustavia St. Barts, Sandy Ground, San Juan

from $5,419per person
Includes taxes & fees
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Dec 9, 2025 (Tue)

3 Night San Juan to San Juan

From San Juan to San Juan

Ilma

The Ritz-Carlton Yacht Collection

6 Stars

Starts: Tue, Dec 9, 2025 from San Juan

Ends: Fri, Dec 12, 2025 in San Juan

Cruise Ports: San Juan, Virgin Gorda, St John, San Juan

from $3,600per person
Includes taxes & fees
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Dec 10, 2025 (Wed)

5 Night San Juan to San Juan

From San Juan to San Juan

Evrima

The Ritz-Carlton Yacht Collection

6 Stars

Starts: Wed, Dec 10, 2025 from San Juan

Ends: Mon, Dec 15, 2025 in San Juan

Cruise Ports: San Juan, Virgin Gorda, Sandy Ground, Gustavia St. Barts, Charlotte Amalie (St Thomas), San Juan

from $5,900per person
Includes taxes & fees
Learn More
Dec 12, 2025 (Fri)

6 Night San Juan to San Juan

From San Juan to San Juan

Ilma

The Ritz-Carlton Yacht Collection

6 Stars

Starts: Fri, Dec 12, 2025 from San Juan

Ends: Thu, Dec 18, 2025 in San Juan

Cruise Ports: San Juan, Portsmouth, Falmouth Harbour, Sandy Ground, Virgin Gorda, San Juan

from $6,300per person
Includes taxes & fees
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Dec 13, 2025 (Sat)

7 Night Southern Caribbean

From San Juan to San Juan

Jewel of the Seas

Royal Caribbean Cruises

3.5 Stars

Starts: Sat, Dec 13, 2025 from San Juan

Ends: Sat, Dec 20, 2025 in San Juan

Cruise Ports: San Juan, Charlotte Amalie (St Thomas), Philipsburg (St. Maarten), St Croix, Roseau, Puerto Plata, San Juan

from $743per person
Includes taxes & fees
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Dec 13, 2025 (Sat)

7 Night San Juan to Philipsburg

From San Juan to Philipsburg (St. Maarten)

Seadream I

Sea Dream Yacht Club

6 Stars

Starts: Sat, Dec 13, 2025 from San Juan

Ends: Sat, Dec 20, 2025 in Philipsburg (St. Maarten)

Cruise Ports: San Juan, Culebra, Esperanza, Prickly Pear British Virgin Islands, Sandy Ground, Gustavia St. Barts, Charlestown, Falmouth Harbour, Philipsburg (St. Maarten)

from $4,419per person
Includes taxes & fees
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Dec 13, 2025 (Sat)

7 Night St. Lucia St. Maarten Barbados and More

From San Juan to San Juan

Valiant Lady

Virgin Voyages

4.5 Stars

Starts: Sat, Dec 13, 2025 from San Juan

Ends: Sat, Dec 20, 2025 in San Juan

Cruise Ports: San Juan, Basseterre, Castries, Roseau, Bridgetown, Philipsburg (St. Maarten), San Juan

from $6,440per person
Includes taxes & fees
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Bonus Offer:

Dec 14, 2025 (Sun)

7 Night Southern Caribbean

From San Juan to San Juan

Brilliance of the Seas

Royal Caribbean Cruises

3.5 Stars

Starts: Sun, Dec 14, 2025 from San Juan

Ends: Sun, Dec 21, 2025 in San Juan

Cruise Ports: San Juan, Charlotte Amalie (St Thomas), Tortola, Basseterre, St John's, Castries, San Juan

from $700per person
Includes taxes & fees
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Dec 14, 2025 (Sun)

7 Night Caribbean

From San Juan to San Juan

Norwegian Epic

Norwegian Cruise Line

4 Stars

Starts: Sun, Dec 14, 2025 from San Juan

Ends: Sun, Dec 21, 2025 in San Juan

Cruise Ports: San Juan, Oranjestad, Willemstad (Curacao), Castries, Basseterre, San Juan

from $759per person
Includes taxes & fees
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Bonus Offer:

Dec 14, 2025 (Sun)

8 Night Yachtsmans Caribbean

From San Juan to Bridgetown

Seabourn Ovation

Seabourn Cruises

6 Stars

Starts: Sun, Dec 14, 2025 from San Juan

Ends: Mon, Dec 22, 2025 in Bridgetown

Cruise Ports: San Juan, Frenchman's Cay, Carambola Beach, Terre de Haut, Saint-Pierre Martinique France, Port Elizabeth, St George's, Bridgetown

from $2,399per person
Includes taxes & fees
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Bonus Offer:

Dec 14, 2025 (Sun)

14 Night Southern Caribbean Adventurer

From San Juan to San Juan

Grand Princess

Princess Cruises

4.5 Stars

Starts: Sun, Dec 14, 2025 from San Juan

Ends: Sun, Dec 28, 2025 in San Juan

Cruise Ports: San Juan, St Thomas, Sint Maarten, St John's, Roseau, Bridgetown, San Juan, Tortola, Pointe-a-Pitre, Roseau, St George's, Bridgetown, San Juan

from $3,334per person
Includes taxes & fees
Learn More

Bonus Offer: