Puerto Rico Cruise Departures
Cruises that depart from Caribbean: Puerto Rico
Cruises that visit Puerto Rico
Related areas: San Juan
7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Philipsburg, St Maarten, St Croix, US Virgin Islands, Roseau, Dominica, Bridgetown, Barbados, San Juan, Puerto Rico
2026 Sails: Apr 18, More...
14 Night - Repo - Transatlantic
Starting in San Juan, Pr, Funchal, Portugal, Cadiz / Seville, Spain, Motril, Spain, Cartagena ES, Spain, Ibiza, Spain, Palma Majorca, Spain, Barcelona, Spain
2026 Sails: Apr 19, More...
7 Night - Eastern Caribbean Cruise
Starting in San Juan, Puerto Rico, Philipsburg, St Maarten, Charlotte Amalie, St Thomas, Basseterre, St Kitts and Nevis, Nassau, Bahamas, Fort Lauderdale, Florida
2026 Sails: Apr 19, More...6 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, St Croix, US Virgin Islands, St Johns AG, Antigua, Castries, St Lucia, Basseterre, St Kitts and Nevis, San Juan, Puerto Rico
2026 Sails: Apr 25, More...
7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Tortola, Philipsburg, St Maarten, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, St Croix, US Virgin Islands, San Juan, Puerto Rico
2026 Sails: Apr 25, May 9, May 23, Jun 6, Jun 20, Jul 4, Jul 18, Aug 15, Aug 29, Sep 12, Sep 26, Oct 10, Oct 24, Nov 28, Dec 12, 2027: Jan 23, Feb 6, Feb 20, More...7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Tortola, St Johns AG, Antigua, Philipsburg, St Maarten, Roseau, Dominica, San Juan, Puerto Rico
2026 Sails: May 2, More...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: May 16, May 30, Jun 13, Jun 27, Jul 11, Jul 25, Aug 8, Aug 22, Sep 5, Oct 3, Oct 31, Nov 7, Nov 21, Dec 5, Dec 19, 2027: Jan 2, Jan 16, Feb 27, More...7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Tortola, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, St Johns AG, Antigua, St Croix, US Virgin Islands, San Juan, Puerto Rico
2026 Sails: Aug 1, More...
11 Night - The Americas & Caribbean
Starting in San Juan, Marigot, St Martin, Roseau, Bridgetown, Castries, St Lucia, St Johns, Jost Van Dyke, British Virgin Islands, Samana, Grand Turk, New York
2026 Sails: Sep 14, More...3 Night - The Americas & Caribbean
Starting in San Juan, Marigot, St Martin, Roseau, Bridgetown
2026 Sails: Sep 14, More...
Cruises that depart from Caribbean: Puerto Rico
Cruises that visit Puerto Rico
Click on a cruise ship itinerary sailing from Puerto Rico (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Puerto Rico), please visit: Cruise Search or try our Virtual Cruise Advisor™.
Related areas: San Juan
7 Night - Southern Caribbean CruiseStarting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Philipsburg, St Maarten, St Croix, US Virgin Islands, Roseau, Dominica, Bridgetown, Barbados, San Juan, Puerto Rico
2026 Sails: Apr 18, More...
14 Night - Repo - TransatlanticStarting in San Juan, Pr, Funchal, Portugal, Cadiz / Seville, Spain, Motril, Spain, Cartagena ES, Spain, Ibiza, Spain, Palma Majorca, Spain, Barcelona, Spain
2026 Sails: Apr 19, More...
7 Night - Eastern Caribbean CruiseStarting in San Juan, Puerto Rico, Philipsburg, St Maarten, Charlotte Amalie, St Thomas, Basseterre, St Kitts and Nevis, Nassau, Bahamas, Fort Lauderdale, Florida
2026 Sails: Apr 19, More...
6 Night - Southern Caribbean CruiseStarting in San Juan, Puerto Rico, St Croix, US Virgin Islands, St Johns AG, Antigua, Castries, St Lucia, Basseterre, St Kitts and Nevis, San Juan, Puerto Rico
2026 Sails: Apr 25, More...
7 Night - Southern Caribbean CruiseStarting in San Juan, Puerto Rico, Tortola, Philipsburg, St Maarten, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, St Croix, US Virgin Islands, San Juan, Puerto Rico
2026 Sails: Apr 25, May 9, May 23, Jun 6, Jun 20, Jul 4, Jul 18, Aug 15, Aug 29, Sep 12, Sep 26, Oct 10, Oct 24, Nov 28, Dec 12, 2027: Jan 23, Feb 6, Feb 20, More...
7 Night - Southern Caribbean CruiseStarting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Tortola, St Johns AG, Antigua, Philipsburg, St Maarten, Roseau, Dominica, San Juan, Puerto Rico
2026 Sails: May 2, More...
7 Night - Southern Caribbean CruiseStarting 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: May 16, May 30, Jun 13, Jun 27, Jul 11, Jul 25, Aug 8, Aug 22, Sep 5, Oct 3, Oct 31, Nov 7, Nov 21, Dec 5, Dec 19, 2027: Jan 2, Jan 16, Feb 27, More...
7 Night - Southern Caribbean CruiseStarting in San Juan, Puerto Rico, Tortola, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, St Johns AG, Antigua, St Croix, US Virgin Islands, San Juan, Puerto Rico
2026 Sails: Aug 1, More...
11 Night - The Americas & CaribbeanStarting in San Juan, Marigot, St Martin, Roseau, Bridgetown, Castries, St Lucia, St Johns, Jost Van Dyke, British Virgin Islands, Samana, Grand Turk, New York
2026 Sails: Sep 14, More...
3 Night - The Americas & CaribbeanStarting in San Juan, Marigot, St Martin, Roseau, Bridgetown
2026 Sails: Sep 14, More...
