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Departing from Puerto Rico Cruise Specials

We've gathered all of the Departing from Puerto Rico cruise specials ordered by sail date. Click on a special and select a sail date to get a single cruise quote from the cruise agency that posted that particular special. To search through all cruise itineraries (not just Departing from Puerto Rico cruises) to receive multiple custom cruise options to compare, please visit our Cruise Search page.

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Crystal Cruises, Crystal Symphony
Family
Crystal Symphony11 Nights Southern & Eastern Caribbean Cruise from $4950 pp plus OBC
11 Night - The Americas & Caribbean - Starting in San Juan, Marigot, St Martin, Roseau, Bridgetown, Castries, St Lucia, St Johns, Jost Van Dyke, British Virgin Islands, Samana, Grand Turk, New York
2026 Sails: Sep 14 Get a Quote
Explora Journeys, EXPLORA III
Family
EXPLORA III7 Nights A Journey Into Caribbean Exploration &Island Delightsfrom $4665 pp
7 Night - A Journey Into Caribbean Exploration & Island Delights - Starting in San Juan, Tortola / Road Town, Basseterre, Gustavia, Road Bay, Miami
2026 Sails: Nov 1 Get a Quote
Crystal Cruises, Crystal Symphony
Family
Crystal Symphony7 Nights Eastern Caribbean Cruise from $3475 pp plus OBC
7 Night - The Americas & Caribbean - Starting in San Juan, Jost Van Dyke, British Virgin Islands, St Johns, Gustavia, St Barthelemy, St Thomas, Fort Lauderdale
2026 Sails: Nov 4 Get a Quote
Azamara Cruises, Azamara Journey
Discount
Azamara Journey7 Nights Southern Caribbean Cruise: Antigua,Grenada &Barbados from$1609 pp
7 Night - Southern Caribbean Cruise : British Virgin Islands, Martinique & Grenada - Starting in San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2026 Sails: Nov 7 Get a Quote
Azamara Cruises, Azamara Journey
Discount
Azamara Journey14 Nights Caribbean Cruise: San Juan, St. Lucia & St. Kitts from$3249 pp
14 Night - Caribbean Combination Cruise : San Juan, St. Lucia & St. Kitts - Starting in San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan
2026 Sails: Nov 7 Get a Quote
Explora Journeys, EXPLORA III
Family
EXPLORA III7 Nights A Journey Of Blissful Escapes & Island Splendour from $4390 pp
7 Night - A Journey of Blissful Escapes & Island Splendour - Starting in San Juan, Road Bay, St Johns AG, Antigua, Frederiksted, Saint Croix, Isla Catalina, Puerto Plata, Dominican Republic, Miami
2026 Sails: Nov 15 Get a Quote
Azamara Cruises, Azamara Journey
Discount
Azamara Journey7 Nights Southern Caribbean Cruise:Antigua, Grenada & Barbados from$1189 pp
7 Night - Southern Caribbean Cruise : Bequia, Grenada & Tobago - Starting in San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2026 Sails: Nov 21 Get a Quote
Azamara Cruises, Azamara Journey
Discount
Azamara Journey14 Nights Caribbean Cruise: San Juan, Antigua & Barbados from$3089 pp
14 Night - Caribbean Combination Cruise : San Juan, Antigua & Barbados - Starting in San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Gustavia, San Juan
2026 Sails: Nov 21 Get a Quote
Royal Caribbean, Rhapsody of the Seas
Discount
Rhapsody of the Seas7 Nights Southern Caribbean Cruise from $604 pp plus OBC
7 Night - Southern Caribbean Cruise - Starting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, St Croix, US Virgin Islands, Philipsburg, St Maarten, St Johns AG, Antigua, Roseau, Dominica, San Juan, Puerto Rico
2026 Sails: Nov 21 Get a Quote
Crystal Cruises, Crystal Serenity
Family
Crystal Serenity5 Nights Caribbean Cruise from $2480 pp plus OBC
5 Night - The Americas & Caribbean - Starting in San Juan, Jost Van Dyke, British Virgin Islands, Oranjestad, Aruba, Cartagena CO
2026 Sails: Nov 27 Get a Quote

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Departing from Puerto Rico Cruise Specials