Star Flyer 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 6, 2025

(Saturday)

7 Night Treasure Islands Yoga Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Philipsburg (St. Maarten), Road Bay, White Bay, Sopers Hole, Cruising Sir Francis Drake Channel, The Bight, Spanish Town, Captain's Choice, Basseterre, Friar's Bay, Gustavia St. Barts, Philipsburg (St. Maarten)

7 Nights

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Oceanview Stateroom (double occupancy)

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Dec 13, 2025

(Saturday)

7 Night Leeward Islands Yoga Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Philipsburg (St. Maarten), St John's, Cabrits, Terre de Haut, Deshaies, Falmouth Harbour, Gustavia St. Barts, Philipsburg (St. Maarten)

7 Nights

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Interior Stateroom (double occupancy)

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Dec 20, 2025

(Saturday)

7 Night Treasure Islands Christmas Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Philipsburg (St. Maarten), Road Bay, White Bay, Sopers Hole, Cruising Sir Francis Drake Channel, The Bight, Spanish Town, Captain's Choice, Basseterre, Friar's Bay, Gustavia St. Barts, Philipsburg (St. Maarten)

7 Nights

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Oceanview Stateroom (double occupancy)

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Dec 27, 2025

(Saturday)

7 Night Leeward Islands New Years Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Philipsburg (St. Maarten), St John's, Cabrits, Terre de Haut, Deshaies, Falmouth Harbour, Gustavia St. Barts, Philipsburg (St. Maarten)

7 Nights

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Oceanview Stateroom (double occupancy)

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Jan 3, 2026

(Saturday)

7 Night Treasure Islands Health and Wellness Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Philipsburg (St. Maarten), Road Bay, White Bay, Sopers Hole, Cruising Sir Francis Drake Channel, The Bight, Spanish Town, Captain's Choice, Basseterre, Friar's Bay, Gustavia St. Barts, Philipsburg (St. Maarten)

7 Nights

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Interior Stateroom (double occupancy)

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Jan 10, 2026

(Saturday)

7 Night Leeward Islands Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Philipsburg (St. Maarten), St John's, Cabrits, Terre de Haut, Deshaies, Falmouth Harbour, Gustavia St. Barts, Philipsburg (St. Maarten)

7 Nights

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Oceanview Stateroom (double occupancy)

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Jan 17, 2026

(Saturday)

7 Night Treasure Islands Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Philipsburg (St. Maarten), Road Bay, White Bay, Sopers Hole, Cruising Sir Francis Drake Channel, The Bight, Spanish Town, Captain's Choice, Basseterre, Friar's Bay, Gustavia St. Barts, Philipsburg (St. Maarten)

7 Nights

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Interior Stateroom (double occupancy)

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Jan 24, 2026

(Saturday)

7 Night Leeward Islands Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Philipsburg (St. Maarten), St John's, Cabrits, Terre de Haut, Deshaies, Falmouth Harbour, Gustavia St. Barts, Philipsburg (St. Maarten)

7 Nights

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Interior Stateroom (double occupancy)

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Jan 31, 2026

(Saturday)

7 Night Treasure Islands Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Philipsburg (St. Maarten), Road Bay, White Bay, Sopers Hole, Cruising Sir Francis Drake Channel, The Bight, Spanish Town, Captain's Choice, Basseterre, Friar's Bay, Gustavia St. Barts, Philipsburg (St. Maarten)

7 Nights

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Oceanview Stateroom (double occupancy)

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Feb 7, 2026

(Saturday)

7 Night Leeward Islands Yoga Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Philipsburg (St. Maarten), St John's, Cabrits, Terre de Haut, Deshaies, Falmouth Harbour, Gustavia St. Barts, Philipsburg (St. Maarten)

7 Nights

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Interior Stateroom (double occupancy)

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Feb 14, 2026

(Saturday)

7 Night Treasure Islands Yoga Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Philipsburg (St. Maarten), Road Bay, White Bay, Sopers Hole, Cruising Sir Francis Drake Channel, The Bight, Spanish Town, Captain's Choice, Basseterre, Friar's Bay, Gustavia St. Barts, Philipsburg (St. Maarten)

7 Nights

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Interior Stateroom (double occupancy)

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Feb 21, 2026

(Saturday)

7 Night Leeward Islands Yoga Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Philipsburg (St. Maarten), St John's, Cabrits, Terre de Haut, Deshaies, Falmouth Harbour, Gustavia St. Barts, Philipsburg (St. Maarten)

7 Nights

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Oceanview Stateroom (double occupancy)

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Feb 28, 2026

(Saturday)

7 Night Treasure Islands Yoga Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Philipsburg (St. Maarten), Road Bay, White Bay, Sopers Hole, Cruising Sir Francis Drake Channel, The Bight, Spanish Town, Captain's Choice, Basseterre, Friar's Bay, Gustavia St. Barts, Philipsburg (St. Maarten)

7 Nights

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Interior Stateroom (double occupancy)

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Mar 7, 2026

(Saturday)

7 Night Leeward Islands Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Philipsburg (St. Maarten), St John's, Cabrits, Terre de Haut, Deshaies, Falmouth Harbour, Gustavia St. Barts, Philipsburg (St. Maarten)

7 Nights

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Interior Stateroom (double occupancy)

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Mar 14, 2026

(Saturday)

7 Night Treasure Islands Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Philipsburg (St. Maarten), Road Bay, White Bay, Sopers Hole, Cruising Sir Francis Drake Channel, The Bight, Spanish Town, Captain's Choice, Basseterre, Friar's Bay, Gustavia St. Barts, Philipsburg (St. Maarten)

7 Nights

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Interior Stateroom (double occupancy)

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Mar 21, 2026

(Saturday)

20 Night Eastbound Atlantic Ocean Crossing Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Malaga, Spain

Ports: Philipsburg (St. Maarten), Ponta Delgada, Malaga

20 Nights

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Interior Stateroom (double occupancy)

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Mar 21, 2026

(Saturday)

34 Night Eastbound Atlantic Ocean Crossing Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Athens (Port of Piraeus), Greece

Ports: Philipsburg (St. Maarten), Ponta Delgada, Malaga, Almeria, Cartagena, Ibiza, Mahon, Cagliari, Gozo, Valletta, Siracusa, Pylos, Monemvasia, Athens (Port of Piraeus)

34 Nights

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Interior Stateroom (double occupancy)

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Apr 10, 2026

(Friday)

9 Night Malta Baleares and Spain Cruise

From Malaga, Spain to Valletta, Malta

Ports: Malaga, Almeria, Cartagena, Ibiza, Mahon, Cagliari, Gozo, Valletta

9 Nights

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Oceanview Stateroom (double occupancy)

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Apr 19, 2026

(Sunday)

5 Night Sicily and Greece Cruise

From Valletta, Malta to Athens (Port of Piraeus), Greece

Ports: Valletta, Siracusa, Pylos, Monemvasia, Athens (Port of Piraeus)

5 Nights

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Oceanview Stateroom (double occupancy)

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May 23, 2026

(Saturday)

7 Night Delightful Dervishes Cruise

From Athens (Port of Piraeus), Greece to Istanbul, Turkey

Ports: Athens (Port of Piraeus), Mykonos, Patmos, Chios, Dikili, Bozcaada, Istanbul

7 Nights

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Interior Stateroom (double occupancy)

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