56 Cruises
| Where: | Caribbean - South | Nights: | Any Length |
| When: | Any Month | Line: | Windstar Cruises |
| From: | Any Port | Ship: | Any Ship |
Starts: Sat, Mar 29, 2025 from Bridgetown
Ends: Sat, Apr 5, 2025 in Bridgetown
Cruise Ports: Bridgetown, Pigeon Island, Castries, The Pitons, Anse Mitan, Mayreau, St George's, Bequia, Bridgetown
Starts: Sat, Jan 25, 2025 from Fuerte Amador
Ends: Sat, Feb 1, 2025 in Oranjestad
Cruise Ports: Fuerte Amador, Cruising the Panama Canal, Bocas Del Toro, San Blas Islands, Cartagena, Oranjestad
Starts: Sat, Jan 4, 2025 from Bridgetown
Ends: Sat, Jan 11, 2025 in Bridgetown
Cruise Ports: Bridgetown, Pigeon Island, Castries, The Pitons, Kingstown, Mayreau, St George's, Bequia, Bridgetown
Starts: Sat, Feb 1, 2025 from Oranjestad
Ends: Sat, Feb 8, 2025 in Fuerte Amador
Cruise Ports: Oranjestad, Cartagena, San Blas Islands, Bocas Del Toro, Cruising the Panama Canal, Fuerte Amador
Starts: Sat, Mar 21, 2026 from Bridgetown
Ends: Sat, Mar 28, 2026 in Bridgetown
Cruise Ports: Bridgetown, Basseterre, Iles des Saintes, Roseau, Anse Mitan, Mayreau, Bridgetown
Starts: Sun, Nov 9, 2025 from San Juan
Ends: Sun, Nov 16, 2025 in San Juan
Cruise Ports: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan
Starts: Sun, Nov 23, 2025 from San Juan
Ends: Sun, Nov 30, 2025 in San Juan
Cruise Ports: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan
Starts: Sat, Apr 5, 2025 from Bridgetown
Ends: Tue, Apr 15, 2025 in Santa Cruz de Tenerife
Cruise Ports: Bridgetown, Santa Cruz de Tenerife
Starts: Sun, Jan 18, 2026 from Bridgetown
Ends: Sun, Jan 25, 2026 in Bridgetown
Cruise Ports: Bridgetown, Anse Mitan, Castries, Pigeon Island, Bequia, Mayreau, St George's, Bridgetown
Starts: Sun, Jan 25, 2026 from Bridgetown
Ends: Sun, Feb 1, 2026 in Oranjestad
Cruise Ports: Bridgetown, Man of War Bay, Mayreau, Soufriere , Bonaire, Willemstad (Curacao), Oranjestad
Starts: Sun, Dec 28, 2025 from Bridgetown
Ends: Sun, Jan 4, 2026 in Bridgetown
Cruise Ports: Bridgetown, Basseterre, Iles des Saintes, Roseau, Mayreau, Anse Mitan, Bridgetown
Starts: Fri, Mar 13, 2026 from San Juan
Ends: Fri, Mar 20, 2026 in San Juan
Cruise Ports: San Juan, Marigot, Iles des Saintes, Mayreau, Bequia, Pigeon Island, The Pitons, San Juan
Starts: Sat, Mar 1, 2025 from Oranjestad
Ends: Sat, Mar 8, 2025 in Fuerte Amador
Cruise Ports: Oranjestad, Cartagena, San Blas Islands, Bocas Del Toro, Cruising the Panama Canal, Fuerte Amador
Starts: Fri, Feb 27, 2026 from San Juan
Ends: Fri, Mar 6, 2026 in San Juan
Cruise Ports: San Juan, Philipsburg (St. Maarten), Iles des Saintes, Soufriere , Bequia, Mayreau, San Juan
Starts: Sat, Jan 25, 2025 from Bridgetown
Ends: Sat, Feb 1, 2025 in Bridgetown
Cruise Ports: Bridgetown, St John's, Roseau, Iles des Saintes, Anse Mitan, Pigeon Island, Bridgetown
Starts: Sat, Feb 22, 2025 from Bridgetown
Ends: Sun, Mar 9, 2025 in Lisbon
Cruise Ports: Bridgetown, Lisbon
Starts: Sat, Jan 4, 2025 from Oranjestad
Ends: Sat, Jan 11, 2025 in Bridgetown
Cruise Ports: Oranjestad, Willemstad (Curacao), St George's, Soufriere , Mayreau, Man of War Bay, Bridgetown
Starts: Sat, Mar 15, 2025 from Oranjestad
Ends: Sat, Mar 22, 2025 in Bridgetown
Cruise Ports: Oranjestad, Willemstad (Curacao), Bonaire, Soufriere , Mayreau, Man of War Bay, Bridgetown
Starts: Sat, Mar 28, 2026 from Bridgetown
Ends: Sun, Apr 12, 2026 in Lisbon
Cruise Ports: Bridgetown, Lisbon
Starts: Fri, Feb 13, 2026 from San Juan
Ends: Fri, Feb 20, 2026 in San Juan
Cruise Ports: San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan
