Find Cheap Caribbean - Southern Cruises in May 2026

Starts: Sat, Apr 18, 2026 from Colon

Ends: Sun, Apr 19, 2026 in Cartagena

Cruise Ports: Colon, Cartagena

Starts: Sat, May 2, 2026 from Tampa

Ends: Sat, May 9, 2026 in Colon

Cruise Ports: Tampa, Georgetown , Oranjestad, Willemstad (Curacao), Colon

Starts: Sun, May 17, 2026 from Port Canaveral

Ends: Thu, May 28, 2026 in New York

Cruise Ports: Port Canaveral, Celebration Key, Oranjestad, Curacao, Charlotte Amalie (St Thomas), New York

Starts: Sat, May 16, 2026 from Port Canaveral

Ends: Sun, May 24, 2026 in Port Canaveral

Cruise Ports: Port Canaveral, Curacao, Oranjestad, Celebration Key, Port Canaveral

Starts: Sat, Apr 11, 2026 from Miami

Ends: Sun, Apr 19, 2026 in Miami

Cruise Ports: Miami, Oranjestad, Bonaire, Curacao, Miami

Starts: Sat, Apr 4, 2026 from Miami

Ends: Sun, Apr 12, 2026 in Miami

Cruise Ports: Miami, Bonaire, Oranjestad, Curacao, Miami

Starts: Sat, Apr 25, 2026 from Miami

Ends: Sun, May 3, 2026 in Miami

Cruise Ports: Miami, Oranjestad, Bonaire, Curacao, Miami

Starts: Sat, May 9, 2026 from Miami

Ends: Sun, May 17, 2026 in Miami

Cruise Ports: Miami, Oranjestad, Bonaire, Curacao, Miami

Starts: Sat, May 23, 2026 from Miami

Ends: Sun, May 31, 2026 in Miami

Cruise Ports: Miami, Oranjestad, Bonaire, Curacao, Miami

Starts: Sat, May 30, 2026 from Miami

Ends: Sun, Jun 7, 2026 in Miami

Cruise Ports: Miami, Oranjestad, Bonaire, Curacao, Miami

Starts: Sat, May 30, 2026 from San Juan

Ends: Sat, Jun 6, 2026 in San Juan

Cruise Ports: San Juan, Charlotte Amalie (St Thomas), St Croix, Philipsburg (St. Maarten), St John's, Roseau, San Juan

Starts: Sun, Apr 12, 2026 from Mobile

Ends: Tue, Apr 28, 2026 in Seattle

Cruise Ports: Mobile, Cartagena, Cruising the Panama Canal, Puntarenas, Cabo San Lucas, Seattle

Starts: Sat, Apr 18, 2026 from San Juan

Ends: Sat, Apr 25, 2026 in San Juan

Cruise Ports: San Juan, Charlotte Amalie (St Thomas), Philipsburg (St. Maarten), St Croix, Roseau, Bridgetown, San Juan

Starts: Sat, May 23, 2026 from Colon

Ends: Sat, May 30, 2026 in Colon

Cruise Ports: Colon, Cartagena, Oranjestad, Willemstad (Curacao), Colon

Starts: Sat, Apr 18, 2026 from Port Canaveral

Ends: Sun, Apr 26, 2026 in Port Canaveral

Cruise Ports: Port Canaveral, Oranjestad, Curacao, Celebration Key, Port Canaveral

Starts: Sat, May 9, 2026 from San Juan

Ends: Sat, May 16, 2026 in San Juan

Cruise Ports: San Juan, Tortola, Philipsburg (St. Maarten), St John's, Basseterre, St Croix, San Juan

Starts: Sun, Apr 19, 2026 from Cartagena

Ends: Sat, Apr 25, 2026 in Colon

Cruise Ports: Cartagena, Willemstad (Curacao), Oranjestad, Colon

Starts: Sat, May 23, 2026 from San Juan

Ends: Sat, May 30, 2026 in San Juan

Cruise Ports: San Juan, Tortola, Philipsburg (St. Maarten), St John's, Basseterre, St Croix, San Juan

Starts: Sat, May 2, 2026 from San Juan

Ends: Sat, May 9, 2026 in San Juan

Cruise Ports: San Juan, Charlotte Amalie (St Thomas), Tortola, St John's, Philipsburg (St. Maarten), Roseau, San Juan

Starts: Sat, Apr 11, 2026 from Tampa

Ends: Mon, Apr 27, 2026 in Seattle

Cruise Ports: Tampa, Georgetown , Cartagena, Cruising the Panama Canal, Puntarenas, Cabo San Lucas, Seattle