October 2026 Windstar Cruises Cruises

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Showing 1 - 10 of 48 Cruises
5 Night Mediterranean Cruise from Civitavecchia, Italy
5 Night Mediterranean Cruise from Civitavecchia, Italy
Windstar Cruises Wind Surf
Departure Port: Civitavecchia, Italy
OCG Class
Luxury
Cruises to: PORTOFINO; MONTE CARLO; SANARY-SUR-MER; PALAMOS; BARCELONA
DepartingInteriorOceanviewBalconySuite
Oct 25, 2026Contact cruise line for pricing & availability
5 Night Mediterranean Cruise from Civitavecchia, Italy
5 Night Mediterranean Cruise from Civitavecchia, Italy
Windstar Cruises Wind Surf
Departure Port: Civitavecchia, Italy
OCG Class
Luxury
Cruises to: PORTOFINO; MONTE CARLO; SANARY-SUR-MER; PALAMOS; BARCELONA; BARCELONA
DepartingInteriorOceanviewBalconySuite
Oct 25, 2026-$2,200-$2,740
7 Night Caribbean Cruise from San Juan, Puerto Rico
7 Night Caribbean Cruise from San Juan, Puerto Rico
Windstar Cruises Star Pride
Departure Port: San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: BASSETERRE, ST. KITTS; GUSTAVIA, ST. BARTHELEMY; PHILIPSBURG, ST. MAARTEN; SAN JUAN; SAN JUAN
DepartingInteriorOceanviewBalconySuite
Nov 15, 2026-$3,739$4,649$5,909
7 Night Caribbean Cruise from San Juan, Puerto Rico
7 Night Caribbean Cruise from San Juan, Puerto Rico
Windstar Cruises Star Pride
Departure Port: San Juan, Puerto Rico
OCG Class
Luxury
Cruises to: ST. GEORGE'S, GRENADA; BEQUIA; MARIGOT BAY; SAN JUAN; SAN JUAN
DepartingInteriorOceanviewBalconySuite
Nov 8, 2026-$2,126$2,857$4,152
Nov 22, 2026-$2,857$3,592$5,027
7 Night Mediterranean Cruise from Civitavecchia, Italy
7 Night Mediterranean Cruise from Civitavecchia, Italy
Windstar Cruises Wind Star
Departure Port: Civitavecchia, Italy
OCG Class
Luxury
Cruises to: PORTOFERRAIO; BASTIA; CALVI; MAHON; PALMA DE MALLORCA; BARCELONA; BARCELONA
DepartingInteriorOceanviewBalconySuite
Oct 24, 2026-$3,366--
7 Night Mediterranean Cruise from Piraeus, Greece
7 Night Mediterranean Cruise from Piraeus, Greece
Windstar Cruises Wind Spirit
Departure Port: Piraeus, Greece
OCG Class
Luxury
Cruises to: MONEMVASIA; GYTHION; MESSINA, TAORMINA; SORRENTO; SORRENTO; CIVITAVECCHIA, ROME; CIVITAVECCHIA, ROME
DepartingInteriorOceanviewBalconySuite
Oct 15, 2026-$4,174--
7 Night Mediterranean Cruise from Piraeus, Greece
7 Night Mediterranean Cruise from Piraeus, Greece
Windstar Cruises Wind Spirit
Departure Port: Piraeus, Greece
OCG Class
Luxury
Cruises to: MONEMVASIA; GYTHION; MESSINA, TAORMINA; SORRENTO; SORRENTO; CIVITAVECCHIA, ROME
DepartingInteriorOceanviewBalconySuite
Oct 15, 2026Contact cruise line for pricing & availability
7 Night Mediterranean Cruise from Piraeus, Greece
7 Night Mediterranean Cruise from Piraeus, Greece
Windstar Cruises Wind Star
Departure Port: Piraeus, Greece
OCG Class
Luxury
Cruises to: MONEMVASIA; GYTHION; MESSINA, TAORMINA; SORRENTO; SORRENTO; CIVITAVECCHIA, ROME
DepartingInteriorOceanviewBalconySuite
Oct 17, 2026Contact cruise line for pricing & availability
7 Night Mediterranean Cruise from Piraeus, Greece
7 Night Mediterranean Cruise from Piraeus, Greece
Windstar Cruises Wind Star
Departure Port: Piraeus, Greece
OCG Class
Luxury
Cruises to: MYKONOS; KUSADASI; PATMOS; SANTORINI; MONEMVASIA; PIRAEUS, ATHENS; PIRAEUS, ATHENS
DepartingInteriorOceanviewBalconySuite
Oct 3, 2026-$7,546--
Oct 10, 2026-$7,791--
7 Night Mediterranean Cruise from Piraeus, Greece
7 Night Mediterranean Cruise from Piraeus, Greece
Windstar Cruises Wind Star
Departure Port: Piraeus, Greece
OCG Class
Luxury
Cruises to: MONEMVASIA; GYTHION; MESSINA, TAORMINA; SORRENTO; SORRENTO; CIVITAVECCHIA, ROME
DepartingInteriorOceanviewBalconySuite
Oct 17, 2026-$3,369--
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