Insignia 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 7, 2025

(Sunday)

12 Night Sun Kissed Caribbean Shores Cruise

From Miami, Florida to Miami, Florida

Ports: Miami, Oranjestad, Willemstad (Curacao), St George's, Castries, San Juan, Miami

Special Promotions
12 Nights

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$5,749

Suite (double occupancy)

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Dec 19, 2025

(Friday)

10 Night Yachting Treasures Cruise

From Miami, Florida to Miami, Florida

Ports: Miami, San Juan, Basseterre, St John's, Philipsburg (St. Maarten), Charlotte Amalie (St Thomas), Miami

10 Nights

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$3,499

Oceanview Stateroom (double occupancy)

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Dec 29, 2025

(Monday)

10 Night Maya and Island Mementos Cruise

From Miami, Florida to Miami, Florida

Ports: Miami, Cozumel, Costa Maya, Belize City, Roatan, Montego Bay, Georgetown , Miami

Special Promotions
10 Nights

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$3,249

Interior Stateroom (double occupancy)

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Jan 8, 2026

(Thursday)

7 Night Tropical Retreats Cruise

From Miami, Florida to Miami, Florida

Ports: Miami, Cozumel, Belize City, Roatan, Miami

7 Nights

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$1,899

Interior Stateroom (double occupancy)

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Jan 8, 2026

(Thursday)

19 Night Caribbean Tour de Force Cruise

From Miami, Florida to Bridgetown, Barbados

Ports: Miami, Cozumel, Belize City, Roatan, Miami, Oranjestad, Willemstad (Curacao), Port of Spain, St George's, Castries, Kingstown, Roseau, Fort de France, Bridgetown

Special Promotions
19 Nights

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$5,449

Oceanview Stateroom (double occupancy)

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Jan 15, 2026

(Thursday)

12 Night Radiant Island Dawns Cruise

From Miami, Florida to Bridgetown, Barbados

Ports: Miami, Oranjestad, Willemstad (Curacao), Port of Spain, St George's, Castries, Kingstown, Roseau, Fort de France, Bridgetown

12 Nights

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$3,349

Interior Stateroom (double occupancy)

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Jan 15, 2026

(Thursday)

31 Night Island and Amazon Immersion Cruise

From Miami, Florida to Bridgetown, Barbados

Ports: Miami, Oranjestad, Willemstad (Curacao), Port of Spain, St George's, Castries, Kingstown, Roseau, Fort de France, Bridgetown, Cruising the Amazon River, Santarem, Parintins, Manaus, Boca da Valeria, Alter Do Chao, Cruising the Amazon River, Devil's Island, Scarborough, Port of Spain, St George's, Ki

Special Promotions
31 Nights

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Inside (double occupancy)

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Jan 27, 2026

(Tuesday)

19 Night Amazon to Caribbean Gems Cruise

From Bridgetown, Barbados to Bridgetown, Barbados

Ports: Bridgetown, Cruising the Amazon River, Santarem, Parintins, Manaus, Boca da Valeria, Alter Do Chao, Cruising the Amazon River, Devil's Island, Scarborough, Port of Spain, St George's, Kingstown, Castries, Bridgetown

Special Promotions
19 Nights

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$5,849

Oceanview Stateroom (double occupancy)

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Feb 22, 2026

(Sunday)

9 Night Tropical Harmony Cruise

From Bridgetown, Barbados to Tampa, Florida

Ports: Bridgetown, Oranjestad, Montego Bay, Costa Maya, Cozumel, Tampa

9 Nights

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$1,657

Interior Stateroom (double occupancy)

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Mar 3, 2026

(Tuesday)

15 Night Leeward Isles Serenade Cruise

From Tampa, Florida to Tampa, Florida

Ports: Tampa, San Juan, Charlotte Amalie (St Thomas), Philipsburg (St. Maarten), St John's, Roseau, Basseterre, Frederiksted, Tortola, Tampa

15 Nights

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$3,360

Interior Stateroom (double occupancy)

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Mar 18, 2026

(Wednesday)

7 Night Western Caribbean Escape Cruise

From Tampa, Florida to Tampa, Florida

Ports: Tampa, Cozumel, Belize City, Roatan, Costa Maya, Tampa

7 Nights

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$1,955

Interior Stateroom (double occupancy)

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Mar 25, 2026

(Wednesday)

10 Night Palms and Panama Canal Cruise

From Tampa, Florida to Panama City, Panama

Ports: Tampa, Cozumel, Costa Maya, Belize City, Roatan, Puerto Limon, Colon, Cruising the Panama Canal, Panama City

10 Nights

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$2,177

Interior Stateroom (double occupancy)

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Mar 25, 2026

(Wednesday)

20 Night Panama Canal Connoisseur Cruise

From Tampa, Florida to Miami, Florida

Ports: Tampa, Cozumel, Costa Maya, Belize City, Roatan, Puerto Limon, Colon, Cruising the Panama Canal, Panama City, Cruising the Panama Canal, Cartagena, Willemstad (Curacao), Oranjestad, Montego Bay, Georgetown , Miami

Special Promotions
20 Nights

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$5,499

Interior Stateroom (double occupancy)

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Apr 4, 2026

(Saturday)

10 Night Classic Canal and Tropics Cruise

From Panama City, Panama to Miami, Florida

Ports: Panama City, Cruising the Panama Canal, Cartagena, Willemstad (Curacao), Oranjestad, Montego Bay, Georgetown , Miami

10 Nights

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$3,149

Interior Stateroom (double occupancy)

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Apr 14, 2026

(Tuesday)

10 Night Vivid Western Caribbean Cruise

From Miami, Florida to Panama City, Panama

Ports: Miami, Cozumel, Costa Maya, Belize City, Roatan, Puerto Limon, Colon, Cruising the Panama Canal, Panama City

10 Nights

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$3,149

Interior Stateroom (double occupancy)

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Apr 24, 2026

(Friday)

10 Night Canal and Coral Isles Cruise

From Panama City, Panama to Miami, Florida

Ports: Panama City, Cruising the Panama Canal, Cartagena, Puerto Limon, Roatan, Costa Maya, Cozumel, Miami

10 Nights

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$1,575

Interior Stateroom (double occupancy)

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May 4, 2026

(Monday)

12 Night Explorers Atlantic Cruise

From Miami, Florida to Lisbon, Portugal

Ports: Miami, Royal Naval Dockyard (West End), Horta, Ponta Delgada, Lisbon

12 Nights

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$2,125

Interior Stateroom (double occupancy)

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May 4, 2026

(Monday)

22 Night Route to Western Europe Cruise

From Miami, Florida to Southampton, United Kingdom

Ports: Miami, Royal Naval Dockyard (West End), Horta, Ponta Delgada, Lisbon, Leixoes, La Coruna, Bilbao, Pauillac, Honfleur, Dunkirk, Zeebrugge (Bruges), Southampton

Special Promotions
22 Nights

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$5,299

Interior Stateroom (double occupancy)

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May 4, 2026

(Monday)

33 Night Epic Passage to Hibernia Cruise

From Miami, Florida to Southampton, United Kingdom

Ports: Miami, Royal Naval Dockyard (West End), Horta, Ponta Delgada, Lisbon, Leixoes, La Coruna, Bilbao, Pauillac, Honfleur, Dunkirk, Zeebrugge (Bruges), Southampton, Port of Tyne, Rosyth, Aberdeen, Lerwick, Stornoway, Belfast, Dublin, Ringaskiddy, Southampton

Special Promotions
33 Nights

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$10,149

Interior Stateroom (double occupancy)

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May 16, 2026

(Saturday)

10 Night Cultured Iberia and France Cruise

From Lisbon, Portugal to Southampton, United Kingdom

Ports: Lisbon, Leixoes, La Coruna, Bilbao, Pauillac, Honfleur, Dunkirk, Zeebrugge (Bruges), Southampton

10 Nights

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$3,699

Interior Stateroom (double occupancy)

Includes taxes & feesLearn More

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