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Find Cheap Caribbean Cruises in December 2028


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47 Matched Sailings
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Dec 22, 2028

(Friday)

13 Night Caribbean Celebration Cruise

Queen Mary 2
Cunard Line
Starts: Brooklyn, New York
Ends: Brooklyn, New York
Ports of Call:
Brooklyn, Road Town, Basseterre, Castries, Bridgetown, Philipsburg (St. Maarten), Brooklyn

13 Nights


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$3,624

per person
(double occupancy)
Includes taxes & fees
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Dec 15, 2028

(Friday)

20 Night Transatlantic Crossing and Caribbean Celebration Cruise

Queen Mary 2
Cunard Line
Starts: Southampton, United Kingdom
Ends: Brooklyn, New York
Ports of Call:
Southampton, Brooklyn, Road Town, Basseterre, Castries, Bridgetown, Philipsburg (St. Maarten)...

20 Nights


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$4,544

per person
(double occupancy)
Includes taxes & fees
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Dec 19, 2028

(Tuesday)

9 Night Caribbean Yucatan Gems Cruise

Sonata
Oceania Cruises
Starts: Miami, Florida
Ends: Miami, Florida
Ports of Call:
Miami, Progreso, Cozumel, Roatan, Harvest Caye, Georgetown , Miami

9 Nights


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$4,599

per person
(double occupancy)
Includes taxes & fees
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Dec 23, 2028

(Saturday)

6 Night Charlotte Amalie to Charlotte Amalie Cruise

Seadream II
Sea Dream Yacht Club
Starts: Charlotte Amalie (St Thomas), US Virgin Islands
Ends: Charlotte Amalie (St Thomas), US Virgin Islands
Ports of Call:
Charlotte Amalie (St Thomas), Sandy Ground, Gustavia St. Barts, White Bay, Spanish Town...

6 Nights


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$4,766

per person
(double occupancy)
Includes taxes & fees
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Dec 23, 2028

(Saturday)

6 Night San Juan to San Juan Cruise

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

6 Nights


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$4,766

per person
(double occupancy)
Includes taxes & fees
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Dec 05, 2028

(Tuesday)

11 Night Southern Caribbean Jewels Cruise

Vista
Oceania Cruises
Starts: Miami, Florida
Ends: Miami, Florida
Ports of Call:
Miami, Oranjestad, Willemstad (Curacao), Bonaire, St George's, Roseau, Tortola, Miami

11 Nights


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$4,799

per person
(double occupancy)
Includes taxes & fees
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Dec 09, 2028

(Saturday)

7 Night San Juan to San Juan Cruise

Seadream I
Sea Dream Yacht Club
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Cruz Bay, White Bay, Spanish Town, Leverick Bay, Saba, Gustavia St. Barts, Marigot...

7 Nights


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$4,827

per person
(double occupancy)
Includes taxes & fees
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Dec 09, 2028

(Saturday)

7 Night Charlotte Amalie to Charlotte Amalie Cruise

Seadream II
Sea Dream Yacht Club
Starts: Charlotte Amalie (St Thomas), US Virgin Islands
Ends: Charlotte Amalie (St Thomas), US Virgin Islands
Ports of Call:
Charlotte Amalie (St Thomas), Cruz Bay, Philipsburg (St. Maarten), Gustavia St. Barts, Charlestown...

7 Nights


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$4,827

per person
(double occupancy)
Includes taxes & fees
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Dec 02, 2028

(Saturday)

7 Night Charlotte Amalie to Charlotte Amalie Cruise

Seadream II
Sea Dream Yacht Club
Starts: Charlotte Amalie (St Thomas), US Virgin Islands
Ends: Charlotte Amalie (St Thomas), US Virgin Islands
Ports of Call:
Charlotte Amalie (St Thomas), Friar's Bay, Sandy Ground, Gustavia St. Barts, Norman Island...

7 Nights


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$4,827

per person
(double occupancy)
Includes taxes & fees
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Dec 16, 2028

(Saturday)

7 Night Charlotte Amalie to Charlotte Amalie Cruise

Seadream II
Sea Dream Yacht Club
Starts: Charlotte Amalie (St Thomas), US Virgin Islands
Ends: Charlotte Amalie (St Thomas), US Virgin Islands
Ports of Call:
Charlotte Amalie (St Thomas), Cruz Bay, White Bay, Spanish Town, Leverick Bay, Saba...

7 Nights


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$4,827

per person
(double occupancy)
Includes taxes & fees
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Dec 16, 2028

(Saturday)

7 Night San Juan to San Juan Cruise

Seadream I
Sea Dream Yacht Club
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Sandy Ground, Charlestown, Gustavia St. Barts, Norman Island, White Bay, San Juan

7 Nights


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$4,827

per person
(double occupancy)
Includes taxes & fees
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Dec 22, 2028

(Friday)

21 Night Transatlantic Crossing and Caribbean Celebration Cruise

Queen Mary 2
Cunard Line
Starts: Brooklyn, New York
Ends: Southampton, United Kingdom
Ports of Call:
Brooklyn, Road Town, Basseterre, Castries, Bridgetown, Philipsburg (St. Maarten), Brooklyn...

21 Nights


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$4,839

per person
(double occupancy)
Includes taxes & fees
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Dec 30, 2028

(Saturday)

7 Night Eastern Caribbean with St. Barths Cruise

Emerald Sakara
Emerald Cruises
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Bridgetown, Barbados
Ports of Call:
Philipsburg (St. Maarten), Virgin Gorda, Gustavia St. Barts, Charlestown, St John's...

7 Nights


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$4,947

per person
(double occupancy)
Includes taxes & fees
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Dec 30, 2028

(Saturday)

7 Night Grenadines and Windward Islands Yachting Cruise

Emerald Azzurra
Emerald Cruises
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados
Ports of Call:
Bridgetown, Kingstown, Bequia, Mayreau, Union Island, Tobago Cays, Bridgetown

7 Nights


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$4,949

per person
(double occupancy)
Includes taxes & fees
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Dec 09, 2028

(Saturday)

7 Night Grenadines and Windward Islands Yachting Cruise

Emerald Azzurra
Emerald Cruises
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados
Ports of Call:
Bridgetown, Kingstown, Bequia, Mayreau, Union Island, Tobago Cays, Bridgetown

7 Nights


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$4,949

per person
(double occupancy)
Includes taxes & fees
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Dec 16, 2028

(Saturday)

7 Night Grenadines and Windward Islands Yachting Cruise

Emerald Azzurra
Emerald Cruises
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados
Ports of Call:
Bridgetown, Kingstown, Bequia, Mayreau, Union Island, Tobago Cays, Bridgetown

7 Nights


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$4,949

per person
(double occupancy)
Includes taxes & fees
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Dec 23, 2028

(Saturday)

7 Night Grenadines and Windward Islands Yachting Cruise

Emerald Azzurra
Emerald Cruises
Starts: Bridgetown, Barbados
Ends: Bridgetown, Barbados
Ports of Call:
Bridgetown, Kingstown, Bequia, Mayreau, Union Island, Tobago Cays, Bridgetown

7 Nights


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$4,949

per person
(double occupancy)
Includes taxes & fees
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Dec 28, 2028

(Thursday)

10 Night Western Caribbean Wonders Cruise

Vista
Oceania Cruises
Starts: Miami, Florida
Ends: Miami, Florida
Ports of Call:
Miami, Key West, Georgetown , Santo Tomas, Harvest Caye, Cozumel, Miami

10 Nights


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$4,999

per person
(double occupancy)
Includes taxes & fees
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Dec 23, 2028

(Saturday)

7 Night Cruising the Leeward Islands Cruise

Emerald Sakara
Emerald Cruises
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Philipsburg (St. Maarten), Basseterre, Anguilla, Virgin Gorda, Gustavia St. Barts...

7 Nights


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$5,050

per person
(double occupancy)
Includes taxes & fees
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Dec 16, 2028

(Saturday)

7 Night Cruising the Leeward Islands Cruise

Emerald Sakara
Emerald Cruises
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Philipsburg (St. Maarten), Basseterre, Anguilla, Virgin Gorda, Gustavia St. Barts...

7 Nights


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$5,050

per person
(double occupancy)
Includes taxes & fees
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Dec 16, 2028

(Saturday)

12 Night Lush Peaks and Coral Sands Cruise

Vista
Oceania Cruises
Starts: Miami, Florida
Ends: Miami, Florida
Ports of Call:
Miami, Charlotte Amalie (St Thomas), Gustavia St. Barts, St John's, Fort de France, Roseau...

12 Nights


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$5,499

per person
(double occupancy)
Includes taxes & fees
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Dec 15, 2028

(Friday)

28 Night Transatlantic Crossing and Caribbean Celebration Cruise

Queen Mary 2
Cunard Line
Starts: Southampton, United Kingdom
Ends: Southampton, United Kingdom
Ports of Call:
Southampton, Brooklyn, Road Town, Basseterre, Castries, Bridgetown, Philipsburg (St. Maarten)...

28 Nights


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$5,499

per person
(double occupancy)
Includes taxes & fees
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Dec 15, 2028

(Friday)

7 Night Caribbean Yachting Discovery Cruise

Emerald Kaia
Emerald Cruises
Starts: St John's, Antigua and Barbuda
Ends: San Juan, Puerto Rico
Ports of Call:
St John's, Basseterre, Iles des Saintes, Deshaies, Gustavia St. Barts, Virgin Gorda, Norman Island...

7 Nights


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$5,505

per person
(double occupancy)
Includes taxes & fees
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Dec 01, 2028

(Friday)

7 Night Caribbean Yachting Discovery Cruise

Emerald Kaia
Emerald Cruises
Starts: St John's, Antigua and Barbuda
Ends: San Juan, Puerto Rico
Ports of Call:
St John's, Basseterre, Iles des Saintes, Deshaies, Gustavia St. Barts, Virgin Gorda, Norman Island...

7 Nights


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$5,505

per person
(double occupancy)
Includes taxes & fees
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Dec 29, 2028

(Friday)

7 Night Caribbean Yachting Discovery Cruise

Emerald Kaia
Emerald Cruises
Starts: St John's, Antigua and Barbuda
Ends: San Juan, Puerto Rico
Ports of Call:
St John's, Basseterre, Iles des Saintes, Deshaies, Gustavia St. Barts, Virgin Gorda, Norman Island...

7 Nights


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$5,505

per person
(double occupancy)
Includes taxes & fees
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