All cruises › Windstar Mediterranean cruises
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Ranked by what people search for and where the cruise lines send the most ships.
Windstar · Star Pride
- 3 ports
- One way
- Sails Mar 30, 2027
- From $2,760 pp
- Luxury
- San Juan Walk El Morro & Old San Juan's City Walls
- Lisbon Sintra: Pena Palace, Cabo da Roca & Cascais (small-group day trip)
- Dover (London) White Cliffs of Dover: Private Guided Walk & Coastal Views
Windstar · Wind Spirit
- 12 ports
- One way
- Sails Sep 28, 2027
- From $9,138 pp
- Luxury
- Monopoli Sunset Private Sailing Along the Monopoli-Polignano Coast
- Korcula Korčula Old Town: Private Walking Tour with Licensed Local Guide
- Opatija Lungomare Promenade: Private Romantic Spotlight of the Adriatic
Windstar · Star Legend
- 9 ports
- One way
- Sails Apr 1, 2027
- From $3,389 pp
- Luxury
- Sorrento Pompeii Private Excavation Tour with Archaeologist Guide
- Reggio Calabria Riace Bronzes: Private Expert Tour of MArRC Museum
- Giardini Naxos Ancient Theatre of Taormina: Skip-the-Queue Private Tour
Windstar · Star Legend
- 4 ports
- One way
- Sails Feb 28, 2028
- From $2,839 pp
- Luxury
- Funchal Pico do Arieiro to Pico Ruivo: Madeira's Rooftop Ridge Walk
- Casablanca Private Guided Tour of Casablanca with Hassan II Mosque Entry
- Lisbon Sintra: Pena Palace, Cabo da Roca & Cascais (small-group day trip)
Windstar · Wind Surf
- 7 ports
- Round trip
- Sails May 25, 2027
- From $3,769 pp
- Luxury
- Mykonos Delos: a whole UNESCO island that is one open-air ruin
- Kusadasi (Ephesus) Private Ephesus Grand Tour: Ruins, Terraces & Virgin Mary
- Patmos Private Half-Day: Cave of Apocalypse & St. John Monastery
Windstar · Wind Surf
- 7 ports
- Round trip
- Sails Jun 1, 2027
- From $3,769 pp
- Luxury
- Mykonos Delos: a whole UNESCO island that is one open-air ruin
- Kusadasi (Ephesus) Private Ephesus Grand Tour: Ruins, Terraces & Virgin Mary
- Patmos Private Half-Day: Cave of Apocalypse & St. John Monastery
Windstar · Wind Surf
- 7 ports
- Round trip
- Sails Jun 8, 2027
- From $3,839 pp
- Luxury
- Mykonos Delos: a whole UNESCO island that is one open-air ruin
- Kusadasi (Ephesus) Private Ephesus Grand Tour: Ruins, Terraces & Virgin Mary
- Patmos Private Half-Day: Cave of Apocalypse & St. John Monastery
Windstar · Wind Surf
- 7 ports
- Round trip
- Sails Jun 29, 2027
- From $3,839 pp
- Luxury
- Mykonos Delos: a whole UNESCO island that is one open-air ruin
- Kusadasi (Ephesus) Private Ephesus Grand Tour: Ruins, Terraces & Virgin Mary
- Patmos Private Half-Day: Cave of Apocalypse & St. John Monastery
Windstar · Wind Surf
- 7 ports
- Round trip
- Sails Jul 13, 2027
- From $3,839 pp
- Luxury
- Mykonos Delos: a whole UNESCO island that is one open-air ruin
- Kusadasi (Ephesus) Private Ephesus Grand Tour: Ruins, Terraces & Virgin Mary
- Patmos Private Half-Day: Cave of Apocalypse & St. John Monastery
Windstar · Wind Surf
- 7 ports
- Round trip
- Sails Aug 5, 2027
- From $3,839 pp
- Luxury
- Mykonos Delos: a whole UNESCO island that is one open-air ruin
- Kusadasi (Ephesus) Private Ephesus Grand Tour: Ruins, Terraces & Virgin Mary
- Patmos Private Half-Day: Cave of Apocalypse & St. John Monastery
Windstar · Wind Surf
- 7 ports
- Round trip
- Sails Aug 26, 2027
- From $3,839 pp
- Luxury
- Mykonos Delos: a whole UNESCO island that is one open-air ruin
- Kusadasi (Ephesus) Private Ephesus Grand Tour: Ruins, Terraces & Virgin Mary
- Patmos Private Half-Day: Cave of Apocalypse & St. John Monastery
Windstar · Wind Surf
- 7 ports
- Round trip
- Sails Sep 2, 2027
- From $3,839 pp
- Luxury
- Mykonos Delos: a whole UNESCO island that is one open-air ruin
- Kusadasi (Ephesus) Private Ephesus Grand Tour: Ruins, Terraces & Virgin Mary
- Patmos Private Half-Day: Cave of Apocalypse & St. John Monastery
Windstar · Wind Surf
- 7 ports
- Round trip
- Sails Sep 9, 2027
- From $3,839 pp
- Luxury
- Mykonos Delos: a whole UNESCO island that is one open-air ruin
- Kusadasi (Ephesus) Private Ephesus Grand Tour: Ruins, Terraces & Virgin Mary
- Patmos Private Half-Day: Cave of Apocalypse & St. John Monastery
Windstar · Wind Surf
- 7 ports
- Round trip
- Sails Sep 30, 2027
- From $3,839 pp
- Luxury
- Mykonos Delos: a whole UNESCO island that is one open-air ruin
- Kusadasi (Ephesus) Private Ephesus Grand Tour: Ruins, Terraces & Virgin Mary
- Patmos Private Half-Day: Cave of Apocalypse & St. John Monastery
Windstar · Wind Surf
- 7 ports
- Round trip
- Sails Oct 7, 2027
- From $4,924 pp
- Luxury
- Mykonos Delos: a whole UNESCO island that is one open-air ruin
- Kusadasi (Ephesus) Private Ephesus Grand Tour: Ruins, Terraces & Virgin Mary
- Patmos Private Half-Day: Cave of Apocalypse & St. John Monastery
Windstar · Wind Spirit
- 8 ports
- One way
- Sails Jun 9, 2027
- From $9,436 pp
- Luxury
Windstar · Wind Spirit
- 8 ports
- One way
- Sails Aug 7, 2027
- From $4,711 pp
- Luxury
Windstar · Wind Surf
- 6 ports
- Round trip
- Sails Jul 27, 2027
- From $9,082 pp
- Luxury
- Monemvasia Private Medieval Monemvasia: Castle, Upper Town & Hidden Alleys
- Syracuse Neapolis Archaeological Park: Private Expert-Led Tour
- Valletta St John's Co-Cathedral & the Caravaggio masterpieces
Windstar · Star Legend
- 9 ports
- One way
- Sails Apr 9, 2027
- From $4,524 pp
- Luxury
- Delphi Private Oracle Experience: Delphi Site & Museum with Expert Guide
- Corinth Acrocorinth: Sunrise Climb to the Citadel of Aphrodite
- Santorini (Thira) Semi-Private Caldera Catamaran with Hot Springs & BBQ Lunch
Windstar · Star Legend
- 9 ports
- One way
- Sails Sep 8, 2027
- From $6,444 pp
- Luxury
- Delphi Private Oracle Experience: Delphi Site & Museum with Expert Guide
- Corinth Acrocorinth: Sunrise Climb to the Citadel of Aphrodite
- Santorini (Thira) Semi-Private Caldera Catamaran with Hot Springs & BBQ Lunch
Windstar · Star Legend
- 9 ports
- One way
- Sails Oct 2, 2027
- From $6,084 pp
- Luxury
- Delphi Private Oracle Experience: Delphi Site & Museum with Expert Guide
- Corinth Acrocorinth: Sunrise Climb to the Citadel of Aphrodite
- Santorini (Thira) Semi-Private Caldera Catamaran with Hot Springs & BBQ Lunch
Windstar · Star Legend
- 9 ports
- One way
- Sails Oct 10, 2027
- From $6,684 pp
- Luxury
- Myrina Myrina's Byzantine Kastro at Golden Hour
- Mykonos Delos: a whole UNESCO island that is one open-air ruin
- Kusadasi (Ephesus) Private Ephesus Grand Tour: Ruins, Terraces & Virgin Mary
Windstar · Star Legend
- 4 ports
- One way
- Sails Mar 2, 2027
- From $2,946 pp
- Luxury
- Funchal Pico do Arieiro to Pico Ruivo: Madeira's Rooftop Ridge Walk
- Casablanca Private Guided Tour of Casablanca with Hassan II Mosque Entry
- Lisbon Sintra: Pena Palace, Cabo da Roca & Cascais (small-group day trip)
Windstar · Wind Spirit
- 7 ports
- One way
- Sails Oct 30, 2027
- From $7,422 pp
- Luxury
- Cadiz (Seville) Real Alcázar de Sevilla: Private Expert-Led Palace Access
- Tangier Tangier Kasbah, Medina & American Legation Private Tour
- Casablanca Private Guided Tour of Casablanca with Hassan II Mosque Entry
Windstar · Star Legend
- 6 ports
- Round trip
- Sails Sep 25, 2026
- From $4,334 pp
- Luxury
- Kusadasi (Ephesus) Private Ephesus Grand Tour: Ruins, Terraces & Virgin Mary
- Kavala Ancient Philippi: Private Expert-Led Archaeological Journey
- Ouranoupoli Mount Athos Sacred Coast: Small-Boat Monastery Cruise
Windstar · Star Legend
- 6 ports
- Round trip
- Sails Oct 3, 2026
- From $3,248 pp
- Luxury
- Kusadasi (Ephesus) Private Ephesus Grand Tour: Ruins, Terraces & Virgin Mary
- Kavala Ancient Philippi: Private Expert-Led Archaeological Journey
- Ouranoupoli Mount Athos Sacred Coast: Small-Boat Monastery Cruise
Windstar · Star Legend
- 13 ports
- One way
- Sails Aug 31, 2027
- From $9,506 pp
- Luxury
- Kusadasi (Ephesus) Private Ephesus Grand Tour: Ruins, Terraces & Virgin Mary
- Kavala Ancient Philippi: Private Expert-Led Archaeological Journey
- Ouranoupoli Mount Athos Sacred Coast: Small-Boat Monastery Cruise
Windstar · Star Legend
- 13 ports
- One way
- Sails Sep 24, 2027
- From $8,546 pp
- Luxury
- Kusadasi (Ephesus) Private Ephesus Grand Tour: Ruins, Terraces & Virgin Mary
- Kavala Ancient Philippi: Private Expert-Led Archaeological Journey
- Ouranoupoli Mount Athos Sacred Coast: Small-Boat Monastery Cruise
Windstar · Wind Spirit
- 6 ports
- One way
- Sails Nov 9, 2026
- From $3,322 pp
- Luxury
- Funchal Pico do Arieiro to Pico Ruivo: Madeira's Rooftop Ridge Walk
- San Sebastian Santa Clara Island: Private Sunset Boat & Bay of La Concha
- Santa Cruz de La Palma Tajogaite Volcano: Licensed Expert Trek into La Palma's Last Eruption
Windstar · Wind Surf
- 7 ports
- Round trip
- Sails Jul 6, 2027
- From $3,760 pp
- Luxury
- Kusadasi (Ephesus) Private Ephesus Grand Tour: Ruins, Terraces & Virgin Mary
- Pythagoreio Eupalinos Tunnel: Ancient Water Engineering Marvel
- Naxos Portara & Chora at Golden Hour, Private Guided Walk
Windstar · Wind Spirit
- 4 ports
- Round trip
- Sails Mar 6, 2027
- From $1,648 pp
- Luxury
- Almeria Private Alhambra Palace & Generalife Gardens from Almeria
- Gibraltar Upper Rock Nature Reserve: Private Taxi Grand Tour
- Tangier Tangier Kasbah, Medina & American Legation Private Tour
Windstar · Star Pride
- 11 ports
- Round trip
- Sails Nov 1, 2027
- From $3,902 pp
- Luxury
- Cruz Bay Trunk Bay Underwater Snorkel Trail & VI National Park
- Port of Basseterre Mt. Liamuiga Volcano Crater Hike: Summit the Sleeping Giant
- Gustavia Private Open-Top Mini Moke Island Tour of St. Barts
Windstar · Wind Spirit
- 6 ports
- One way
- Sails Jun 25, 2027
- From $3,516 pp
- Luxury
- Kotor Climb the City Walls to San Giovanni Fortress
- Monopoli Sunset Private Sailing Along the Monopoli-Polignano Coast
- Korcula Korčula Old Town: Private Walking Tour with Licensed Local Guide
Windstar · Wind Spirit
- 6 ports
- One way
- Sails Jul 9, 2027
- From $2,956 pp
- Luxury
- Kotor Climb the City Walls to San Giovanni Fortress
- Monopoli Sunset Private Sailing Along the Monopoli-Polignano Coast
- Korcula Korčula Old Town: Private Walking Tour with Licensed Local Guide
Windstar · Wind Spirit
- 5 ports
- Round trip
- Sails Dec 7, 2026
- From $3,370 pp
- Luxury
- Santa Cruz de La Palma Tajogaite Volcano: Licensed Expert Trek into La Palma's Last Eruption
- San Sebastian Santa Clara Island: Private Sunset Boat & Bay of La Concha
- Funchal Pico do Arieiro to Pico Ruivo: Madeira's Rooftop Ridge Walk
Windstar · Wind Spirit
- 5 ports
- Round trip
- Sails Dec 27, 2026
- From $5,320 pp
- Luxury
- Arrecife Timanfaya Volcanic Park: Private Guided Lava Wilderness
- Funchal Pico do Arieiro to Pico Ruivo: Madeira's Rooftop Ridge Walk
- San Sebastian Santa Clara Island: Private Sunset Boat & Bay of La Concha
Windstar · Wind Spirit
- 5 ports
- Round trip
- Sails Jan 6, 2027
- From $4,920 pp
- Luxury
- Arrecife Timanfaya Volcanic Park: Private Guided Lava Wilderness
- Funchal Pico do Arieiro to Pico Ruivo: Madeira's Rooftop Ridge Walk
- San Sebastian Santa Clara Island: Private Sunset Boat & Bay of La Concha
Windstar · Wind Spirit
- 4 ports
- Round trip
- Sails Nov 9, 2027
- From $5,270 pp
- Luxury
- Funchal Pico do Arieiro to Pico Ruivo: Madeira's Rooftop Ridge Walk
- Santa Cruz de La Palma Tajogaite Volcano: Licensed Expert Trek into La Palma's Last Eruption
- San Sebastian Santa Clara Island: Private Sunset Boat & Bay of La Concha
Windstar · Wind Spirit
- 5 ports
- One way
- Sails Aug 16, 2027
- From $2,478 pp
- Luxury
- Rovinj Private Nighttime Luxury Speedboat Tour of Rovinj with Wine
- Zadar Kornati National Park & Telašćica: Private Luxury Boat Day
- Hvar Blue Cave & Vis Island Private Speedboat Day
Windstar · Wind Spirit
- 6 ports
- Round trip
- Sails Apr 8, 2027
- From $2,822 pp
- Luxury
- Trieste Miramare Castle: Private Small-Group Expert Tour
- Ravenna Private Ravenna UNESCO Mosaics Walk with a Local Expert
- Opatija Lungomare Promenade: Private Romantic Spotlight of the Adriatic