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 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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$4,332

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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$4,228

Suite (double occupancy)

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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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$1,349

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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$4,007

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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$919

Oceanview Stateroom (double occupancy)

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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

Suite (double occupancy)

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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

Interior Stateroom (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

Suite (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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$569

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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$1,296

Suite (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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$826

Interior 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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$1,567

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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$799

Interior Stateroom (double occupancy)

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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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$2,174

Suite (double occupancy)

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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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$4,193

Balcony (double occupancy)

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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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$289

Interior Stateroom (double occupancy)

Includes taxes & feesLearn More
May 6, 2026

(Wednesday)

10 Night Inside Passage (with Glacier Bay National Park) Cruise

From Vancouver, Canada to Vancouver, Canada

Ports: Vancouver, Sitka, Glacier Bay, Skagway, Juneau, Icy Strait Point, Ketchikan, Victoria, Vancouver

10 Nights

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$999

Interior Stateroom (double occupancy)

Includes taxes & feesLearn More
May 16, 2026

(Saturday)

7 Night Voyage of the Glaciers Northbound Cruise

From Vancouver, Canada to Anchorage

Ports: Vancouver, Ketchikan, Juneau, Skagway, Glacier Bay, College Fjord, Whittier

7 Nights

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$659

Interior Stateroom (double occupancy)

Includes taxes & feesLearn More

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