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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 Journey Through Caribbean Gems & Multi-Coloured Coasts from $4800 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
Explora Journeys, EXPLORA III
Family
EXPLORA III15 NT A Journey Through Wild Beauty & Tropical Festivities from $10985 pp
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
Azamara Cruises, Azamara Journey
Family
Azamara Journey18 Nights Caribbean Cruise from $5,159 pp plus OBC
18 Night - Caribbean Combination Cruise : San Juan, St. Barts & Curacao - Starting in San Juan, Charlotte Amalie, St Thomas, Virgin Gorda, St Johns AG, Gustavia, Saint-Pierre, Port Elizabeth VC, Bequia, Scarborough, Tobago, Mayreau, Grenadines, Bridgetown, Oranjestad, Willemstad AN, Castries, Charlestown, Nevis, Frederiksted, Saint Croix, San Juan
2026 Sails: Dec 18 Get a Quote
Azamara Cruises, Azamara Journey
Family
Azamara Journey10 Nights Southern Caribbean Cruise from $2,199 pp plus OBC
10 Night - Caribbean Holiday Cruise : Antigua, Martinique & Saint Barthelemy - Starting in San Juan, Charlotte Amalie, St Thomas, Virgin Gorda, St Johns AG, Gustavia, Saint-Pierre, Port Elizabeth VC, Bequia, Scarborough, Tobago, Mayreau, Grenadines, Bridgetown
2026 Sails: Dec 18 Get a Quote
Princess Cruises, Crown Princess
Family
Crown Princess7 Nights Southern Caribbean Cruise from $913 pp plus OBC
7 Night - Southern Caribbean with Barbados and St. Lucia Holiday - Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, St Lucia, Barbados, San Juan, Puerto Rico
2026 Sails: Dec 27 Get a Quote
Princess Cruises, Crown Princess
Family
Crown Princess7 Nights Southern Caribbean Cruise from $1014 pp
7 Night - Southern Caribbean with Barbados and St. Kitts - Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Kitts, Dominica, Grenada, Barbados, San Juan, Puerto Rico
2027 Sails: Jan 3, Feb 14, Mar 14 Get a Quote
Azamara Cruises, Azamara Journey
Family
Azamara Journey9 Nights Southern Caribbean Cruise from $2,509 pp plus OBC
9 Night - Southern Caribbean Cruise : St.Barts, Antigua & Tortola - Starting in San Juan, Virgin Gorda, Gustavia, Philipsburg, St Johns AG, Basseterre, St Kitts, Road Town, Tortola, Miami, Florida
2027 Sails: Jan 5 Get a Quote
Azamara Cruises, Azamara Quest
Discount
Azamara Quest15 Nights Eastern Caribbean Cruise from $4,139 pp plus OBC
15 Night - Caribbean Combination Cruise : Antigua, Grenada & Saint Lucia - Starting in San Juan, Charlotte Amalie, St Thomas, 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
2027 Sails: Nov 6 Get a Quote
Azamara Cruises, Azamara Quest
Family
Azamara Quest8 Nights Southern Caribbean Cruise from $2,269 pp plus OBC
8 Night - Southern Caribbean Cruise : Martinique, Grenada & U.S. Virgin Islands - Starting in San Juan, Charlotte Amalie, St Thomas, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2027 Sails: Nov 6 Get a Quote
Norwegian Cruise Line, Norwegian Viva
Discount
Norwegian Viva7NT Southern Caribbean From $1,219pp $2099
7 Night - Southern Caribbean - San Juan - Starting in San Juan, Pr, Basseterre, Saint Kitts / Nevis, St Lucia, Saint Lucia, Willemstad AN, Netherlands Antilles, Oranjestad, Aruba, San Juan, Pr
2027 Sails: Nov 14 Get a Quote

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Departing from Puerto Rico Cruise Specials