111 Cruises
| Where: | Caribbean - Easte | Nights: | Any Length |
| When: | Any Month | Line: | Windstar Cruises |
| From: | Any Port | Ship: | Any Ship |
Starts: Fri, Mar 27, 2026 from San Juan
Ends: Fri, May 15, 2026 in Juneau
Cruise Ports: San Juan, Cruz Bay, St John's, Iles des Saintes, Pigeon Island, St George's, Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan, Catalina Island, Santo Domingo, Cartagena, San Blas Islands, Colon, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Puerto Jimenez,
Starts: Fri, Mar 27, 2026 from San Juan
Ends: Mon, Apr 20, 2026 in Puerto Caldera
Cruise Ports: San Juan, Cruz Bay, St John's, Iles des Saintes, Pigeon Island, St George's, Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan, Catalina Island, Santo Domingo, Cartagena, San Blas Islands, Colon, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Puerto Jimenez,
Starts: Mon, Apr 6, 2026 from San Juan
Ends: Mon, Apr 20, 2026 in Puerto Caldera
Cruise Ports: San Juan, Catalina Island, Santo Domingo, Cartagena, San Blas Islands, Colon, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Puerto Jimenez, Quepos, Puerto Caldera
Starts: Tue, Nov 24, 2026 from Bridgetown
Ends: Sat, Dec 12, 2026 in Puerto Caldera
Cruise Ports: Bridgetown, Bequia, St George's, Bonaire, Willemstad (Curacao), Oranjestad, Cartagena, San Blas Islands, Colon, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Puerto Jimenez, Quepos, Puerto Caldera
Bonus Offer:
Starts: Fri, Dec 4, 2026 from Bridgetown
Ends: Sun, Dec 20, 2026 in Fuerte Amador
Cruise Ports: Bridgetown, Rodney Bay, The Pitons, Scarborough, Bequia, Mayreau, Bonaire, Willemstad (Curacao), Oranjestad, Cartagena, Bocas Del Toro, San Blas Islands, Cruising the Panama Canal, Fuerte Amador
Starts: Tue, Feb 16, 2027 from Fuerte Amador
Ends: Tue, Mar 2, 2027 in Bridgetown
Cruise Ports: Fuerte Amador, Cruising the Panama Canal, Bocas Del Toro, San Blas Islands, Cartagena, Oranjestad, Willemstad (Curacao), Bonaire, St George's, Rodney Bay, The Pitons, Mayreau, Bequia, Bridgetown
Starts: Sat, Mar 21, 2026 from Bridgetown
Ends: Sun, Apr 12, 2026 in Lisbon
Cruise Ports: Bridgetown, Basseterre, Iles des Saintes, Roseau, Fort de France, Mayreau, Bridgetown, Lisbon
Bonus Offer:
Starts: Sun, Mar 22, 2026 from Bridgetown
Ends: Tue, Apr 7, 2026 in Amsterdam
Cruise Ports: Bridgetown, Lisbon, Amsterdam
Starts: Sat, Mar 28, 2026 from Philipsburg (St. Maarten)
Ends: Sat, Apr 18, 2026 in Lisbon
Cruise Ports: Philipsburg (St. Maarten), St John's, Road Bay, Sopers Hole, Great Harbour, Prickly Pear British Virgin Islands, Gustavia St. Barts, Philipsburg (St. Maarten), Ponta Delgada, Lisbon
Bonus Offer:
Starts: Sat, Mar 28, 2026 from Bridgetown
Ends: Sun, Apr 12, 2026 in Lisbon
Cruise Ports: Bridgetown, Lisbon
Starts: Mon, Oct 19, 2026 from Istanbul
Ends: Mon, Dec 28, 2026 in Puerto Caldera
Cruise Ports: Istanbul, Myrina, Mykonos, Kusadasi (Ephesus), Bodrum, Santorini, Itea, Cruising the Corinth Canal, Athens (Port of Piraeus), Cruising the Corinth Canal, Itea, Corfu, Argostoli, Messina, Trapani, Cagliari, Barcelona, To Be Announced, Malaga, Tangier, Casablanca, Madeira, Bridgetown, Anse Mitan, Pige
Starts: Tue, Nov 10, 2026 from Lisbon
Ends: Sat, Dec 5, 2026 in Colon
Cruise Ports: Lisbon, Bridgetown, Bequia, St George's, Bonaire, Willemstad (Curacao), Oranjestad, Cartagena, San Blas Islands, Colon
Bonus Offer:
Starts: Tue, Nov 10, 2026 from Lisbon
Ends: Tue, Nov 24, 2026 in Bridgetown
Cruise Ports: Lisbon, Bridgetown
Starts: Sat, Dec 5, 2026 from Lisbon
Ends: Sat, Dec 26, 2026 in Philipsburg (St. Maarten)
Cruise Ports: Lisbon, St John's, Philipsburg (St. Maarten), Gustavia St. Barts, Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour, Prickly Pear British Virgin Islands, Philipsburg (St. Maarten)
Starts: Sat, Dec 5, 2026 from Lisbon
Ends: Sat, Dec 19, 2026 in Philipsburg (St. Maarten)
Cruise Ports: Lisbon, St John's, Philipsburg (St. Maarten)
Starts: Sat, Mar 27, 2027 from Philipsburg (St. Maarten)
Ends: Sun, Apr 11, 2027 in Lisbon
Cruise Ports: Philipsburg (St. Maarten), Madeira, PORTO SANTO, Lisbon
Starts: Sun, Jan 4, 2026 from Philipsburg (St. Maarten)
Ends: Sat, Feb 28, 2026 in Philipsburg (St. Maarten)
Cruise Ports: Philipsburg (St. Maarten), Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour, Prickly Pear British Virgin Islands, Gustavia St. Barts, Philipsburg (St. Maarten), Basseterre, Gustavia St. Barts, St John's, Iles des Saintes, Roseau, Mayreau, Bridgetown, Anse Mitan, Castries, Pigeon Island, Beq
Starts: Sun, Dec 7, 2025 from San Juan
Ends: Sat, Dec 13, 2025 in Colon
Cruise Ports: San Juan, Santo Domingo, Cartagena, San Blas Islands, Colon
Starts: Sun, Dec 7, 2025 from Philipsburg (St. Maarten)
Ends: Sun, Dec 14, 2025 in Philipsburg (St. Maarten)
Cruise Ports: Philipsburg (St. Maarten), Charlestown, Roseau, Mayreau, Iles des Saintes, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten)
Starts: Sun, Dec 7, 2025 from Philipsburg (St. Maarten)
Ends: Sun, Dec 21, 2025 in Philipsburg (St. Maarten)
Cruise Ports: Philipsburg (St. Maarten), Charlestown, Roseau, Mayreau, Iles des Saintes, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour, Prickly Pear British Virgin Islands, Gustavia St. Barts, Philipsburg (St. Maarten)
Bonus Offer:
