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Departing from San Juan Cruise Specials

We've gathered all of the Departing from San Juan 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 San Juan cruises) to receive multiple custom cruise options to compare, please visit our Cruise Search page.

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Explora Journeys, EXPLORA III
Discount
EXPLORA III7 Nights A Journey Into Caribbean Exploration & Island Delights from$4,470
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
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EXPLORA III14NT Journey Into Island Delight Hidden Coves Chic Coastline from $15760
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 $1,619 pp plus OBC
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
Explora Journeys, EXPLORA III
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EXPLORA III7 Nights A Journey Of Blissful Escapes & Island Splendour from $3660
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
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EXPLORA III14 Nights Journey Of Tropical Harmony & Natural Wonders from $10200
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 $1429 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
Discount
EXPLORA III7NT Journey Through A Caribbean Tapestry Of Serenity Splendour from $4115
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
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EXPLORA III14night An Extended Journey Through Golden Shores & Island Grace from $9485
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
Explora Journeys, EXPLORA III
Discount
EXPLORA III7 Nights A Journey Through Caribbean Gems & Multi-Coloured Coasts from$3660
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
Explora Journeys, EXPLORA III
Discount
EXPLORA III15 Nights An Journey Through Wild Beauty &Tropical Festivities from $10985
15 Night - An Extended Journey Through Wild Beauty and Tropical Festivities - Starting in San Juan, Road Bay, St Johns AG, Antigua, Basseterre, Grand Turk, Miami, Ocho Rios, Jamaica, Isla Catalina, Jost Van Dyke, St Maarten / Philipsburg, Charlotte Amalie (Saint Thomas), San Juan
2026 Sails: Dec 13 Get a Quote

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Departing from San Juan Cruise Specials