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Cruises in December 2025


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33 Matched Sailings
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Priced from

Dec 02, 2025

(Tuesday)

5 Night Barefoot Break in the British Virgin Islands Cruise

Wind Surf
Windstar Cruises
4.3 based on 8 ratings
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Philipsburg (St. Maarten), Sopers Hole, Great Harbour, Virgin Gorda, Gustavia St. Barts...

5 Nights


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Lowest from

$1,899

per person
(double occupancy)
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Dec 07, 2025

(Sunday)

7 Night Classic Caribbean Cruise

Wind Surf
Windstar Cruises
4.3 based on 8 ratings
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Philipsburg (St. Maarten), Charlestown, Roseau, Pigeon Island, Iles des Saintes...

7 Nights


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Lowest from

$2,299

per person
(double occupancy)
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Dec 13, 2025

(Saturday)

7 Night Costa Rica and Panama Canal Cruise

Star Pride
Windstar Cruises
Starts: Colon, Panama
Ends: Puerto Caldera, Costa Rica
Ports of Call:
Colon, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Golfo Dulce, Quepos, Puerto Caldera

7 Nights


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Lowest from

$2,399

per person
(double occupancy)
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Dec 14, 2025

(Sunday)

7 Night Beach Fun and Sun A Remote Caribbean Getaway Cruise

Wind Surf
Windstar Cruises
4.3 based on 8 ratings
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Philipsburg (St. Maarten), Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour, Virgin Gorda...

7 Nights


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Lowest from

$2,399

per person
(double occupancy)
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Dec 06, 2025

(Saturday)

7 Night Costa Rica and Panama Canal Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Puerto Caldera, Costa Rica
Ends: Colon, Panama
Ports of Call:
Puerto Caldera, Quepos, Golfo Dulce, Isla Parida, Fuerte Amador, Cruising the Panama Canal, Colon

7 Nights


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Lowest from

$2,599

per person
(double occupancy)
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Dec 21, 2025

(Sunday)

7 Night Classic Caribbean Cruise

Wind Surf
Windstar Cruises
4.3 based on 8 ratings
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Philipsburg (St. Maarten), Charlestown, Roseau, Pigeon Island, Iles des Saintes...

7 Nights


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Lowest from

$2,699

per person
(double occupancy)
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Dec 28, 2025

(Sunday)

7 Night Beach Fun and Sun A Remote Caribbean Getaway Cruise

Wind Surf
Windstar Cruises
4.3 based on 8 ratings
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Philipsburg (St. Maarten), Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour, Virgin Gorda...

7 Nights


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Lowest from

$2,699

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 04, 2025

(Thursday)

7 Night Dreams of Tahiti Cruise

Star Breeze
Windstar Cruises
4.2 based on 5 ratings
Starts: Papeete, French Polynesia
Ends: Papeete, French Polynesia
Ports of Call:
Papeete, Moorea, Raiatea, Motu Mahaea Tahaa Island French Polynesia France, Bora Bora, Huahine...

7 Nights


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Lowest from

$2,954

per person
(double occupancy)
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Dec 20, 2025

(Saturday)

7 Night Costa Rica and Panama Canal Cruise

Star Pride
Windstar Cruises
Starts: Puerto Caldera, Costa Rica
Ends: Colon, Panama
Ports of Call:
Puerto Caldera, Quepos, Golfo Dulce, Isla Parida, Fuerte Amador, Cruising the Panama Canal, Colon

7 Nights


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Lowest from

$2,999

per person
(double occupancy)
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Dec 02, 2025

(Tuesday)

12 Night Star Collector Ivory Beaches and Sapphire Seas of the Caribbean Cruise

Wind Surf
Windstar Cruises
4.3 based on 8 ratings
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Philipsburg (St. Maarten), Sopers Hole, Great Harbour, Virgin Gorda, Gustavia St. Barts...

12 Nights


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Lowest from

$3,299

per person
(double occupancy)
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Dec 10, 2025

(Wednesday)

10 Night Canary Islands Idyll Cruise

Wind Star
Windstar Cruises
4.2 based on 5 ratings
Starts: Santa Cruz de Tenerife, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Santa Cruz de Tenerife, San Sebastian de la Gomera, Santa Cruz de la Palma, Madeira, Lanzarote...

10 Nights


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Lowest from

$3,499

per person
(double occupancy)
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Dec 07, 2025

(Sunday)

14 Night Star Collector Caribbean Explorations Cruise

Wind Surf
Windstar Cruises
4.3 based on 8 ratings
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Philipsburg (St. Maarten), Charlestown, Roseau, Pigeon Island, Iles des Saintes...

14 Nights


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Lowest from

$3,699

per person
(double occupancy)
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Dec 20, 2025

(Saturday)

10 Night Canary Islands Idyll Cruise

Wind Star
Windstar Cruises
4.2 based on 5 ratings
Starts: Santa Cruz de Tenerife, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Santa Cruz de Tenerife, San Sebastian de la Gomera, Santa Cruz de la Palma, Madeira, Lanzarote...

10 Nights


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Lowest from

$3,799

per person
(double occupancy)
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Dec 30, 2025

(Tuesday)

10 Night Canary Islands Idyll Cruise

Wind Star
Windstar Cruises
4.2 based on 5 ratings
Starts: Santa Cruz de Tenerife, Spain
Ends: Santa Cruz de Tenerife, Spain
Ports of Call:
Santa Cruz de Tenerife, San Sebastian de la Gomera, Santa Cruz de la Palma, Madeira, Lanzarote...

10 Nights


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Lowest from

$3,799

per person
(double occupancy)
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Dec 14, 2025

(Sunday)

14 Night Star Collector Caribbean Explorations Cruise

Wind Surf
Windstar Cruises
4.3 based on 8 ratings
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Philipsburg (St. Maarten), Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour, Virgin Gorda...

14 Nights


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Lowest from

$3,999

per person
(double occupancy)
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Dec 21, 2025

(Sunday)

14 Night Star Collector Caribbean Explorations Cruise

Wind Surf
Windstar Cruises
4.3 based on 8 ratings
Starts: Philipsburg (St. Maarten), Netherlands Antilles
Ends: Philipsburg (St. Maarten), Netherlands Antilles
Ports of Call:
Philipsburg (St. Maarten), Charlestown, Roseau, Pigeon Island, Iles des Saintes...

14 Nights


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Lowest from

$4,299

per person
(double occupancy)
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Dec 27, 2025

(Saturday)

11 Night Marvels of Ecuador Peru and the Panama Canal Cruise

Star Pride
Windstar Cruises
Starts: Colon, Panama
Ends: Callao, Peru
Ports of Call:
Colon, Cruising the Panama Canal, Manta, Guayaquil, Machala, Salavery, Callao

11 Nights


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Lowest from

$4,999

per person
(double occupancy)
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Dec 20, 2025

(Saturday)

18 Night Star Collector Latin America Explorer via the Panama Canal Cruise

Star Pride
Windstar Cruises
Starts: Puerto Caldera, Costa Rica
Ends: Callao, Peru
Ports of Call:
Puerto Caldera, Quepos, Golfo Dulce, Isla Parida, Fuerte Amador, Cruising the Panama Canal, Colon...

18 Nights


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Lowest from

$6,399

per person
(double occupancy)
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Dec 11, 2025

(Thursday)

7 Night Dreams of Tahiti Cruise

Star Breeze
Windstar Cruises
4.2 based on 5 ratings
Starts: Papeete, French Polynesia
Ends: Papeete, French Polynesia
Ports of Call:
Papeete, Moorea, Raiatea, Motu Mahaea Tahaa Island French Polynesia France, Bora Bora, Huahine...

7 Nights


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Lowest from

$6,769

per person
(double occupancy)
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Dec 29, 2025

(Monday)

10 Night Tahiti and the Tuamotu Islands Cruise

Star Breeze
Windstar Cruises
4.2 based on 5 ratings
Starts: Papeete, French Polynesia
Ends: Papeete, French Polynesia
Ports of Call:
Papeete, Fakarava, Rangiroa, Motu Mahaea Tahaa Island French Polynesia France, Bora Bora...

10 Nights


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Lowest from

$10,799

per person
(double occupancy)
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Dec 18, 2025

(Thursday)

11 Night Tahiti and the Tuamotu Islands Cruise

Star Breeze
Windstar Cruises
4.2 based on 5 ratings
Starts: Papeete, French Polynesia
Ends: Papeete, French Polynesia
Ports of Call:
Papeete, Fakarava, Rangiroa, Motu Mahaea Tahaa Island French Polynesia France, Raiatea...

11 Nights


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Lowest from

$11,209

per person
(double occupancy)
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Dec 11, 2025

(Thursday)

18 Night Star Collector Twice the Tahiti Cruise

Star Breeze
Windstar Cruises
4.2 based on 5 ratings
Starts: Papeete, French Polynesia
Ends: Papeete, French Polynesia
Ports of Call:
Papeete, Moorea, Raiatea, Motu Mahaea Tahaa Island French Polynesia France, Bora Bora, Huahine...

18 Nights


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Lowest from

$16,479

per person
(double occupancy)
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Dec 13, 2025

(Saturday)

7 Night Costa Rica and Panama Canal Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Colon, Panama
Ends: Puerto Caldera, Costa Rica
Ports of Call:
Colon, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Golfo Dulce, Quepos, Puerto Caldera

7 Nights


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Dec 20, 2025

(Saturday)

7 Night Costa Rica and Panama Canal Cruise

Wind Spirit
Windstar Cruises
4.3 based on 6 ratings
Starts: Puerto Caldera, Costa Rica
Ends: Colon, Panama
Ports of Call:
Puerto Caldera, Quepos, Golfo Dulce, Isla Parida, Fuerte Amador, Cruising the Panama Canal, Colon

7 Nights


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