Grand Princess Sailing Dates and Sailing Calendar

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Sail Date

Itinerary Name and Ports

Duration

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Priced From(per person)

Feb 8, 2026

(Sunday)

7 Night Southern Caribbean with Antigua and St. Kitts Cruise

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

Ports: San Juan, St Thomas, Sint Maarten, St John's, Basseterre, Castries, San Juan

7 Nights

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$658

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 8, 2026

(Sunday)

14 Night Southern Caribbean Adventurer Cruise

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

Ports: San Juan, St Thomas, Sint Maarten, St John's, Basseterre, Castries, San Juan, Basseterre, Roseau, Castries, St George's, Bridgetown, San Juan

14 Nights

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$4,087

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 15, 2026

(Sunday)

7 Night Southern Caribbean with Barbados and St. Kitts Cruise

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

Ports: San Juan, Basseterre, Roseau, Castries, St George's, Bridgetown, San Juan

7 Nights

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$661

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 15, 2026

(Sunday)

14 Night Southern Caribbean Adventurer Cruise

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

Ports: San Juan, Basseterre, Roseau, Castries, St George's, Bridgetown, San Juan, St Thomas, Sint Maarten, St John's, Roseau, Bridgetown, San Juan

14 Nights

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$4,257

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 22, 2026

(Sunday)

7 Night Southern Caribbean with Barbados and Antigua Cruise

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

Ports: San Juan, St Thomas, Sint Maarten, St John's, Roseau, Bridgetown, San Juan

7 Nights

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$660

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 22, 2026

(Sunday)

14 Night Southern Caribbean Adventurer Cruise

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

Ports: San Juan, St Thomas, Sint Maarten, St John's, Roseau, Bridgetown, San Juan, Sint Maarten, St John's, Roseau, St George's, Bridgetown, San Juan

14 Nights

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$3,831

Suite (double occupancy)

Includes taxes & feesLearn More
Mar 1, 2026

(Sunday)

7 Night Southern Caribbean with Barbados and Antigua Cruise

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

Ports: San Juan, Sint Maarten, St John's, Roseau, St George's, Bridgetown, San Juan

7 Nights

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$1,129

Balcony (double occupancy)

Includes taxes & feesLearn More
Mar 1, 2026

(Sunday)

14 Night Southern Caribbean Adventurer Cruise

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

Ports: San Juan, Sint Maarten, St John's, Roseau, St George's, Bridgetown, San Juan, St Thomas, Sint Maarten, St John's, Roseau, Bridgetown, San Juan

14 Nights

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$3,931

Suite (double occupancy)

Includes taxes & feesLearn More
Mar 8, 2026

(Sunday)

7 Night Southern Caribbean with Barbados and Antigua Cruise

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

Ports: San Juan, St Thomas, Sint Maarten, St John's, Roseau, Bridgetown, San Juan

7 Nights

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$899

Oceanview Stateroom (double occupancy)

Includes taxes & feesLearn More
Mar 8, 2026

(Sunday)

14 Night Southern Caribbean Adventurer Cruise

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

Ports: San Juan, St Thomas, Sint Maarten, St John's, Roseau, Bridgetown, San Juan, Tortola, Basseterre, Roseau, St George's, Bridgetown, San Juan

14 Nights

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$1,821

Interior Stateroom (double occupancy)

Includes taxes & feesLearn More
Mar 15, 2026

(Sunday)

7 Night Southern Caribbean with Barbados and St. Kitts Cruise

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

Ports: San Juan, Tortola, Basseterre, Roseau, St George's, Bridgetown, San Juan

7 Nights

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$929

Suite (double occupancy)

Includes taxes & feesLearn More
Mar 15, 2026

(Sunday)

14 Night Southern Caribbean Adventurer Cruise

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

Ports: San Juan, Tortola, Basseterre, Roseau, St George's, Bridgetown, San Juan, St Thomas, Sint Maarten, St John's, Roseau, Bridgetown, San Juan

14 Nights

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$1,445

Interior Stateroom (double occupancy)

Includes taxes & feesLearn More
Mar 22, 2026

(Sunday)

7 Night Southern Caribbean with Barbados and Antigua Cruise

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

Ports: San Juan, St Thomas, Sint Maarten, St John's, Roseau, Bridgetown, San Juan

7 Nights

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$499

Interior Stateroom (double occupancy)

Includes taxes & feesLearn More
Mar 22, 2026

(Sunday)

14 Night Southern Caribbean Adventurer Cruise

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

Ports: San Juan, St Thomas, Sint Maarten, St John's, Roseau, Bridgetown, San Juan, Sint Maarten, Roseau, St George's, Bridgetown, Tortola, San Juan

14 Nights

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$1,266

Interior Stateroom (double occupancy)

Includes taxes & feesLearn More
Mar 29, 2026

(Sunday)

7 Night Southern Caribbean with Barbados and Antigua Cruise

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

Ports: San Juan, Sint Maarten, Roseau, St George's, Bridgetown, Tortola, San Juan

7 Nights

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$869

Oceanview Stateroom (double occupancy)

Includes taxes & feesLearn More
Mar 29, 2026

(Sunday)

18 Night Southern Caribbean Adventurer Cruise

From San Juan, Puerto Rico to Fort Lauderdale, Florida

Ports: San Juan, Sint Maarten, Roseau, St George's, Bridgetown, Tortola, San Juan, St Thomas, Basseterre, Oranjestad, Curacao, Bonaire, Amber Cove, Grand Turk, Fort Lauderdale

18 Nights

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$1,617

Interior Stateroom (double occupancy)

Includes taxes & feesLearn More
Apr 5, 2026

(Sunday)

11 Night Southern Caribbean Islander Cruise

From San Juan, Puerto Rico to Fort Lauderdale, Florida

Ports: San Juan, St Thomas, Basseterre, Oranjestad, Curacao, Bonaire, Amber Cove, Grand Turk, Fort Lauderdale

11 Nights

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$849

Interior Stateroom (double occupancy)

Includes taxes & feesLearn More
Apr 5, 2026

(Sunday)

27 Night Panama Canal and Caribbean Adventurer Cruise

From San Juan, Puerto Rico to Los Angeles, California

Ports: San Juan, St Thomas, Basseterre, Oranjestad, Curacao, Bonaire, Amber Cove, Grand Turk, Fort Lauderdale, Oranjestad, Cruising the Panama Canal, Fuerte Amador, Puntarenas, Puerto Chiapas, Huatulco, Puerto Vallarta, Los Angeles

27 Nights

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$2,038

Interior Stateroom (double occupancy)

Includes taxes & feesLearn More
Apr 16, 2026

(Thursday)

16 Night Panama Canal Ocean to Ocean Cruise

From Fort Lauderdale, Florida to Los Angeles, California

Ports: Fort Lauderdale, Oranjestad, Cruising the Panama Canal, Fuerte Amador, Puntarenas, Puerto Chiapas, Huatulco, Puerto Vallarta, Los Angeles

16 Nights

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$1,319

Balcony (double occupancy)

Includes taxes & feesLearn More
May 2, 2026

(Saturday)

4 Night Pacific Coastal Cruise

From Los Angeles, California to Vancouver, Canada

Ports: Los Angeles, Victoria, Vancouver

4 Nights

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$310

Interior Stateroom (double occupancy)

Includes taxes & feesLearn More

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