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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 Nights A Journey Into Caribbean Exploration&Island Delightsfrom $5120 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
Explora Journeys, EXPLORA III
Family
EXPLORA III14 NT An Extended Journey Into Island Delights, Hidden Coves from $9450 pp
14 Night - An Extended Journey Into Island Delights, Hidden Coves & Chic Coastlines - Starting in San Juan, Tortola / Road Town, Basseterre, Gustavia, Road Bay, Miami, Providenciales, Puerto Plata, Dominican Republic, La Romana, Jost Van Dyke, Gustavia, San Juan
2026 Sails: Nov 1 Get a Quote
Azamara Cruises, Azamara Journey
Family
Azamara Journey7 Nights Southern Caribbean Cruise from $1,709 pp plus OBC
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: Nov 7, Dec 5 Get a Quote
Explora Journeys, EXPLORA III
Family
EXPLORA III7 Nights A Journey Of Blissful Escapes & Island Splendour from $4270 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
Explora Journeys, EXPLORA III
Family
EXPLORA III14 Nights A Journey Of Tropical Harmony & Natural Wonders from $7910 pp
14 Night - An Extended Journey of Tropical Harmony & Natural Wonders - Starting in San Juan, Road Bay, St Johns AG, Antigua, Frederiksted, Saint Croix, Isla Catalina, Puerto Plata, Dominican Republic, Miami, St John VI (Cruz Bay), US Virgin Islands, St Johns AG, Antigua, Terre-De-Haut, St Maarten / Philipsburg, San Juan
2026 Sails: Nov 15 Get a Quote
Azamara Cruises, Azamara Journey
Family
Azamara Journey7 Nights Southern Caribbean Cruise from $1,559 pp plus OBC
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
Explora Journeys, EXPLORA III
Family
EXPLORA III7 Nights A Journey Through A Caribbean Tapestry Of Serenity from $4725 pp
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
Explora Journeys, EXPLORA III
Family
EXPLORA III14 NT An Extended Journey Through Golden Shores &Island Grace from $8400 pp
14 Night - An Extended Journey Through Golden Shores & Island Grace - Starting in San Juan, Tortola / Road Town, Basseterre, Gustavia, Grand Turk, Miami, St John VI (Cruz Bay), US Virgin Islands, St Johns AG, Antigua, Terre-De-Haut, Gustavia, San Juan
2026 Sails: Nov 29 Get a Quote
Azamara Cruises, Azamara Journey
Family
Azamara Journey7 Nights Southern Caribbean Cruise from $1,859 pp plus OBC
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
Azamara Cruises, Azamara Journey
Family
Azamara Journey13 Nights Caribbean Cruise from $3,239 pp plus OBC
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

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Departing from Puerto Rico Cruise Specials