31 Cruises
| Where: | Caribbean - South | Nights: | Any Length |
| When: | Any Month | Line: | Windstar Cruises |
| From: | Any Port | Ship: | Any Ship |
Starts: Mon, Mar 9, 2026 from Colon
Ends: Sun, Mar 15, 2026 in Oranjestad
Cruise Ports: Colon, Bocas Del Toro, San Blas Islands, Cartagena, Oranjestad
Bonus Offer:
Starts: Sun, Mar 15, 2026 from Oranjestad
Ends: Sun, Mar 22, 2026 in Bridgetown
Cruise Ports: Oranjestad, Bonaire, Kingstown, The Pitons, Bequia, Mayreau, Scarborough, Bridgetown
Bonus Offer:
Starts: Sun, Dec 6, 2026 from San Juan
Ends: Sun, Dec 13, 2026 in San Juan
Cruise Ports: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan
Bonus Offer:
Starts: Fri, Nov 27, 2026 from Bridgetown
Ends: Fri, Dec 4, 2026 in Bridgetown
Cruise Ports: Bridgetown, Anse Mitan, Pigeon Island, Castries, The Pitons, Mayreau, St George's, Bequia, Bridgetown
Bonus Offer:
Starts: Sun, Dec 20, 2026 from San Juan
Ends: Sun, Dec 27, 2026 in San Juan
Cruise Ports: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan
Bonus Offer:
Starts: Sun, Nov 8, 2026 from San Juan
Ends: Sun, Nov 15, 2026 in San Juan
Cruise Ports: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan
Bonus Offer:
Starts: Sun, Nov 22, 2026 from San Juan
Ends: Sun, Nov 29, 2026 in San Juan
Cruise Ports: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan
Bonus Offer:
Starts: Sat, Dec 12, 2026 from Oranjestad
Ends: Sun, Dec 20, 2026 in Fuerte Amador
Cruise Ports: Oranjestad, Cartagena, Bocas Del Toro, San Blas Islands, Cruising the Panama Canal, Fuerte Amador
Bonus Offer:
Starts: Tue, Feb 16, 2027 from Fuerte Amador
Ends: Mon, Feb 22, 2027 in Oranjestad
Cruise Ports: Fuerte Amador, Cruising the Panama Canal, Bocas Del Toro, San Blas Islands, Cartagena, Oranjestad
Bonus Offer:
Starts: Fri, Dec 4, 2026 from Bridgetown
Ends: Sat, Dec 12, 2026 in Oranjestad
Cruise Ports: Bridgetown, Rodney Bay, The Pitons, Scarborough, Bequia, Mayreau, Bonaire, Willemstad (Curacao), Oranjestad
Bonus Offer:
Starts: Sun, Mar 22, 2026 from Bridgetown
Ends: Tue, Apr 7, 2026 in Amsterdam
Cruise Ports: Bridgetown, Lisbon, Amsterdam
Bonus Offer:
Starts: Tue, Nov 10, 2026 from Lisbon
Ends: Tue, Nov 24, 2026 in Bridgetown
Cruise Ports: Lisbon, Bridgetown
Bonus Offer:
Starts: Sun, Jan 3, 2027 from San Juan
Ends: Sun, Jan 10, 2027 in San Juan
Cruise Ports: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan
Starts: Sat, Dec 12, 2026 from Oranjestad
Ends: Mon, Dec 28, 2026 in Puerto Caldera
Cruise Ports: Oranjestad, Cartagena, Bocas Del Toro, San Blas Islands, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Puerto Jimenez, Quepos, Punta Leona, Curu Reserve, Playa Flamingo, Puerto Caldera
Bonus Offer:
Starts: Tue, Nov 24, 2026 from Bridgetown
Ends: Sat, Dec 5, 2026 in Colon
Cruise Ports: Bridgetown, Bequia, St George's, Bonaire, Willemstad (Curacao), Oranjestad, Cartagena, San Blas Islands, Colon
Bonus Offer:
Starts: Fri, Nov 27, 2026 from Bridgetown
Ends: Sat, Dec 12, 2026 in Oranjestad
Cruise Ports: Bridgetown, Anse Mitan, Pigeon Island, Castries, The Pitons, Mayreau, St George's, Bequia, Bridgetown, Rodney Bay, The Pitons, Scarborough, Bequia, Mayreau, Bonaire, Willemstad (Curacao), Oranjestad
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
Bonus Offer:
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
Bonus Offer:
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, Mayreau, Bequia, Soufriere , San Juan
Bonus Offer:
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
Bonus Offer:
