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Star Seeker Sailing Dates and Sailing Calendar

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Sail Date

Itinerary Name and Ports

Duration

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Priced From(per person)

Dec 28, 2025

(Sunday)

16 Night Star Seeker Maiden Voyage Cruise

From Malaga, Spain to Miami, Florida

Ports: Malaga, Santa Cruz de Tenerife, Freeport, Miami

16 Nights

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$6,099

Suite (double occupancy)

Includes taxes & feesLearn More
Jan 15, 2026

(Thursday)

8 Night Star Seeker Christening Sailing Cruise

From Miami, Florida to San Juan, Puerto Rico

Ports: Miami, Puerto Plata, Samana, Great Harbour, Prickly Pear British Virgin Islands, Sopers Hole, San Juan

8 Nights

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$6,238

Suite (double occupancy)

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Jan 23, 2026

(Friday)

7 Night San Juan and the Virgin Islands Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan

7 Nights

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$4,055

Suite (double occupancy)

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Jan 23, 2026

(Friday)

14 Night Star Collector Lovely Leewards Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan

14 Nights

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$7,076

Suite (double occupancy)

Includes taxes & feesLearn More
Jan 30, 2026

(Friday)

7 Night Windward Islands Surf and Sunsets Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan

7 Nights

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$4,020

Suite (double occupancy)

Includes taxes & feesLearn More
Jan 30, 2026

(Friday)

14 Night Star Collector Lovely Leewards Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan

14 Nights

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$6,776

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 6, 2026

(Friday)

7 Night San Juan and the Virgin Islands Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan

7 Nights

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$3,755

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 6, 2026

(Friday)

14 Night Star Collector Lovely Leewards Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan

14 Nights

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$6,776

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 13, 2026

(Friday)

7 Night Windward Islands Surf and Sunsets Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan

7 Nights

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$4,020

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 13, 2026

(Friday)

14 Night Star Collector Lovely Leewards Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan, Cruz Bay, Basseterre, Philipsburg (St. Maarten), Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan

14 Nights

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$6,876

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 20, 2026

(Friday)

7 Night San Juan and the Virgin Islands Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Cruz Bay, Basseterre, Philipsburg (St. Maarten), Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan

7 Nights

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$3,855

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 20, 2026

(Friday)

14 Night Star Collector Lovely Leewards Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Cruz Bay, Basseterre, Philipsburg (St. Maarten), Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan, Philipsburg (St. Maarten), Iles des Saintes, Soufriere , Bequia, Mayreau, San Juan

14 Nights

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$6,685

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 27, 2026

(Friday)

7 Night Windward Islands Surf and Sunsets Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Philipsburg (St. Maarten), Iles des Saintes, Soufriere , Bequia, Mayreau, San Juan

7 Nights

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$3,829

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 27, 2026

(Friday)

14 Night Star Collector Lovely Leewards Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Philipsburg (St. Maarten), Iles des Saintes, Soufriere , Bequia, Mayreau, San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan

14 Nights

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$15,985

Suite (double occupancy)

Includes taxes & feesLearn More
Mar 6, 2026

(Friday)

7 Night San Juan and the Virgin Islands Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan

7 Nights

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$4,755

Suite (double occupancy)

Includes taxes & feesLearn More
Mar 6, 2026

(Friday)

14 Night Star Collector Lovely Leewards Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan, Marigot, Iles des Saintes, Mayreau, Bequia, Pigeon Island, The Pitons, San Juan

14 Nights

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$15,082

Suite (double occupancy)

Includes taxes & feesLearn More
Mar 13, 2026

(Friday)

7 Night Windward Islands Surf and Sunsets Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Marigot, Iles des Saintes, Mayreau, Bequia, Pigeon Island, The Pitons, San Juan

7 Nights

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$3,726

Suite (double occupancy)

Includes taxes & feesLearn More
Mar 27, 2026

(Friday)

10 Night Gems of the Leeward Islands Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Cruz Bay, St John's, Iles des Saintes, Pigeon Island, St George's, Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan

10 Nights

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$5,047

Suite (double occupancy)

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Mar 27, 2026

(Friday)

17 Night Star Collector Seeking the Antilles Cruise

From San Juan, Puerto Rico to Colon, Panama

Ports: San Juan, Cruz Bay, St John's, Iles des Saintes, Pigeon Island, St George's, Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan, Catalina Island, Santo Domingo, Cartagena, San Blas Islands, Colon

17 Nights

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$7,367

Suite (double occupancy)

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Mar 27, 2026

(Friday)

24 Night Star Collector Historic Caribbean Legendary Islands Colombia and Panama Cruise

From San Juan, Puerto Rico to Puerto Caldera, Costa Rica

Ports: San Juan, Cruz Bay, St John's, Iles des Saintes, Pigeon Island, St George's, Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan, Catalina Island, Santo Domingo, Cartagena, San Blas Islands, Colon, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Golfo Dulce, Que

24 Nights

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$10,914

Suite (double occupancy)

Includes taxes & feesLearn More

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