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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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Explora Journeys, EXPLORA III
Family
EXPLORA III7 NT A JourneyThrough Caribbean Tapestry Of Serenity&Splendour from $4390pp
7 Night - A Journey Through a Caribbean Tapestry of Serenity & Splendour - Starting in San Juan, Tortola / Road Town, Basseterre, Gustavia, Grand Turk, Miami
2026 Sails: Nov 29 Get a Quote
Azamara Cruises, Azamara Journey
Discount
Azamara Journey13 Nights Caribbean Cruise: San Juan, Antigua & St. Lucia from$3059 pp
13 Night - Caribbean Combination Cruise : San Juan, Antigua & St. Lucia - 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, San Juan
2026 Sails: Dec 5 Get a Quote
Azamara Cruises, Azamara Journey
Discount
Azamara Journey7 Nights Southern Caribbean Cruise: Antigua, Grenada& Barbados from$1169 pp
7 Night - Southern Caribbean Cruise : Antigua, 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: Dec 5 Get a Quote
Explora Journeys, EXPLORA III
Family
EXPLORA III7 NT A Journey Through Caribbean Gems & Multi-Coloured Coasts from $4390 pp
7 Night - A Journey Through Caribbean Gems & Multi-Coloured Coasts - Starting in San Juan, Road Bay, St Johns AG, Antigua, Basseterre, Grand Turk, Miami
2026 Sails: Dec 13 Get a Quote
Royal Caribbean, Rhapsody of the Seas
Discount
Rhapsody of the Seas7 Nights Southern Caribbean Cruise from $552 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: Dec 19 Get a Quote
Royal Caribbean, Vision of the Seas
Family
Vision of the Seas7 Nights Southern Caribbean Holiday Cruise from $517 pp plus OBC
7 Night - Southern Caribbean Holiday - Starting in San Juan, Puerto Rico, Tortola, St Johns AG, Antigua, Roseau, Dominica, St Croix, US Virgin Islands, Basseterre, St Kitts and Nevis, San Juan, Puerto Rico
2026 Sails: Dec 20 Get a Quote
Royal Caribbean, Rhapsody of the Seas
Family
Rhapsody of the Seas7 Nights Southern Caribbean Holiday from $720 pp plus OBC
7 Night - Southern Caribbean Holiday - Starting in San Juan, Puerto Rico, Tortola, Philipsburg, St Maarten, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, Charlotte Amalie, St Thomas, San Juan, Puerto Rico
2026 Sails: Dec 26 Get a Quote
Royal Caribbean, Vision of the Seas
Family
Vision of the Seas7 Nights Southern Caribbean Holiday Cruise from $964 pp plus OBC
7 Night - Southern Caribbean Holiday - Starting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, St Croix, US Virgin Islands, St Johns AG, Antigua, Roseau, Dominica, Philipsburg, St Maarten, San Juan, Puerto Rico
2026 Sails: Dec 27 Get a Quote
Explora Journeys, EXPLORA III
Family
EXPLORA III8 NT A Journey Of Spectacular Festivities & Caribbean Wonder from $5440 pp
8 Night - A Journey of Spectacular Festivities & Caribbean Wonders - Starting in San Juan, St Johns AG, Antigua, Pointe-a-Pitre, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Samana, Puerto Plata, Dominican Republic, Miami
2026 Sails: Dec 28 Get a Quote
Explora Journeys, EXPLORA I
Family
EXPLORA I7 NT A Journey Of Caribbean Delicacies & Idyllic Islands from $3660 pp
7 Night - A Journey of Caribbean Delicacies & Idyllic Islands - Starting in San Juan, St Maarten / Philipsburg, St Johns AG, Antigua, Little Bay, Tortola / Road Town, Miami
2027 Sails: Jan 4 Get a Quote

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Departing from Puerto Rico Cruise Specials