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.
Explora Journeys, EXPLORA I
7 Nights A Journey into the Caribbean’s Most Desirable Shores from $3870 pp7 Night - A Journey from San Juan to Miami - Starting in San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami
2025 Sails: Dec 5
2026 Sails: Feb 5 Get a Quote
Azamara, Azamara Quest
7 Nights Southern Caribbean Cruise from $989 pp plus OBC7 Night - Southern Caribbean Cruise : Antigua, Martinique & Bequia - Starting in San Juan, Charlotte Amalie, St Thomas, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2025 Sails: Dec 6 Get a Quote
Seabourn, Seabourn Ovation
8 Nights Yachtsman's Caribbean Cruise from $2935 pp plus OBC8 Night - Yachtsman's Caribbean - Starting in San Juan, Puerto Rico, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Terre-de-Haut, Iles des Saintes, Guadeloupe, Saint Pierre, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2025 Sails: Dec 14 Get a Quote
Explora Journeys, EXPLORA II
7 NT Savy New Year's Celebrations & Caribbean Conviviality from $9,070 pp7 Night - A Journey Savy New Years Celebrations and Caribbean Conviviality - Starting in San Juan, Road Bay, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Puerto Plata, Dominican Republic, Key West, Miami
2025 Sails: Dec 29 Get a Quote
Explora Journeys, EXPLORA II
17 NT Journey Of Fireworks, Fiestas And Spectacular Shores from $15,070 pp17 Night - An Extended Journey of Fireworks, Fiestas and Spectacular Shores - Starting in San Juan, Road Bay, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Puerto Plata, Dominican Republic, Key West, Miami, San Andres Island, Colon, Bocas del Toro, Puerto Limon, George Town, Grand Cayman, Miami
2025 Sails: Dec 29 Get a Quote
Explora Journeys, EXPLORA I
15 NT A Journey Through Caribbean Cinematic Paradise from $10200 pp15 Night - An Extended Journey Through Caribbean Cinematic Paradise - Starting in San Juan, Gustavia, St Johns AG, Antigua, Tortola / Road Town, Road Bay, Miami, St John VI (Cruz Bay), US Virgin Islands, Deshaies, St Georges, Grenada, Bridgetown, Little Bay, San Juan
2026 Sails: Jan 6 Get a Quote
Explora Journeys, EXPLORA I
7 NT A Journey to Artistic Inspiration and Silky Sands from $5200 pp7 Night - A Journey from San Juan to Miami - Starting in San Juan, Gustavia, Tortola / Road Town, St Johns AG, Antigua, Road Bay, Miami
2026 Sails: Jan 21 Get a Quote
Explora Journeys, EXPLORA I
15 NT A Journey of Caribbean Inspiration and Island Beauty from $14100 pp15 Night - An Extended Journey of Caribbean Inspiration and Island Beauty - Starting in San Juan, Gustavia, Tortola / Road Town, St Johns AG, Antigua, Road Bay, Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan
2026 Sails: Jan 21 Get a Quote
Explora Journeys, EXPLORA I
15 NT A Journey through Sun-kissed Wonders & Island Rhythms from $7770 pp15 Night - A Grand Journey Through Caribbean Serenity and Tropical Treasures - Starting in San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami, Puerto Plata, Dominican Republic, Roseau, Bridgetown, Deshaies, St John VI (Cruz Bay), US Virgin Islands, San Juan
2026 Sails: Feb 5 Get a Quote
Explora Journeys, EXPLORA I
17 NT A Journey into Tropical Utopia,Coral Wonders& Beaches from $8160 pp17 Night - An Extended Journey Into Tropical Utopia, Coral Wonders & Blissful Beaches - Starting in San Juan, Oranjestad, Willemstad AN, Kralendijk, Bridgetown, Terre-De-Haut, St Maarten / Philipsburg, Jost Van Dyke, San Juan, St Johns AG, Antigua, Road Bay, Spanish Town (Virgin Gorda), Charlotte Amalie (Saint Thomas), Miami
2026 Sails: Feb 20 Get a Quote
Departing from San Juan Cruise Specials