37 Cruises
| Where: | Caribbean - South | Nights: | Any Length |
| When: | Any Month | Line: | Windstar Cruises |
| From: | Any Port | Ship: | Any Ship |
Starts: Sat, Mar 28, 2026 from Bridgetown
Ends: Mon, Apr 13, 2026 in Malaga
Cruise Ports: Bridgetown, Tangier, Malaga
Starts: Sun, Mar 22, 2026 from Bridgetown
Ends: Tue, Apr 7, 2026 in Amsterdam
Cruise Ports: Bridgetown, Lisbon, Amsterdam
Bonus Offer:
Starts: Mon, Mar 6, 2028 from Oranjestad
Ends: Mon, Mar 13, 2028 in San Juan
Cruise Ports: Oranjestad, Willemstad (Curacao), Bonaire, Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan
Bonus Offer:
Starts: Mon, Nov 8, 2027 from San Juan
Ends: Mon, Nov 15, 2027 in San Juan
Cruise Ports: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan
Starts: Mon, Nov 22, 2027 from San Juan
Ends: Mon, Nov 29, 2027 in San Juan
Cruise Ports: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan
Starts: Mon, Mar 13, 2028 from San Juan
Ends: Mon, Mar 20, 2028 in San Juan
Cruise Ports: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan
Bonus Offer:
Starts: Mon, Mar 27, 2028 from San Juan
Ends: Mon, Apr 3, 2028 in San Juan
Cruise Ports: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan
Bonus Offer:
Starts: Mon, Jan 10, 2028 from San Juan
Ends: Mon, Jan 17, 2028 in San Juan
Cruise Ports: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan
Bonus Offer:
Starts: Mon, Jan 24, 2028 from San Juan
Ends: Mon, Jan 31, 2028 in San Juan
Cruise Ports: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan
Bonus Offer:
Starts: Mon, Feb 7, 2028 from San Juan
Ends: Mon, Feb 14, 2028 in San Juan
Cruise Ports: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan
Bonus Offer:
Starts: Mon, Feb 21, 2028 from San Juan
Ends: Mon, Feb 28, 2028 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, Rodney Bay, Castries, The Pitons, Mayreau, St George's, Bequia, 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, Deshaies, Marigot, San Juan
Starts: Mon, Dec 27, 2027 from San Juan
Ends: Mon, Jan 3, 2028 in San Juan
Cruise Ports: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan
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, Deshaies, Marigot, San Juan
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
Starts: Mon, Feb 28, 2028 from Fuerte Amador
Ends: Mon, Mar 6, 2028 in Oranjestad
Cruise Ports: Fuerte Amador, Cruising the Panama Canal, Bocas Del Toro, San Blas Islands, Cartagena, Oranjestad
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
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: 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:
