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All Mediterranean Cruises with Windstar Cruises in May 2026

  • 2025
  • 2026
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13 cruises

Mediterranean: Italy, Montenegro, Croatia

Civitavecchia Itinerary Mediterranean
from $5,065
price per person Taxes included
3 reservations in 72 hours
See the cruise Book
Wind Surf | May 4, 2026
Duration: 9 nights
Departure from: Civitavecchia Landing: Venice
Itinerary:
1. Civitavecchia,
2. Sorrento,
3. Giardini-Naxos,
4. navigation,
5. Kotor,
6. Dubrovnik,
7. Dubrovnik,
8. navigation,
9. Rovinj,
10. Venice
sold out

Italy, Montenegro, Croatia

Civitavecchia Itinerary Mediterranean
from $4,837
price per person Taxes included
Wind Surf | May 4, 2026
Duration: 9 nights
Departure from: Civitavecchia Landing: Venice
Itinerary:
1. Civitavecchia,
2. Sorrento,
3. Giardini-Naxos,
4. navigation,
5. Kotor,
6. Dubrovnik,
7. Dubrovnik,
8. navigation,
9. Rovinj,
10. Venice

Mediterranean: Greece, Nicaragua, Italy, Spain

Athens Itinerary Mediterranean
from $4,691
price per person Taxes included
See the cruise Book
Star Legend | May 10, 2026
Duration: 8 nights
Departure from: Athens Landing: Barcelona
Itinerary:
1. Athens,
2. Corinto,
3. Itea,
4. Korfu,
5. Argostoli,
6. Messina,
7. Trapani,
8. Cagliari,
9. navigation,
10. Barcelona
sold out

Greece, Nicaragua, Italy, Spain

Athens Itinerary Mediterranean
from $4,577
price per person Taxes included
Star Legend | May 10, 2026
Duration: 8 nights
Departure from: Athens Landing: Barcelona
Itinerary:
1. Athens,
2. Corinto,
3. Itea,
4. Korfu,
5. Argostoli,
6. Messina,
7. Trapani,
8. Cagliari,
9. navigation,
10. Barcelona
sold out

Italy, Croatia, Montenegro

Venice Itinerary Mediterranean
from $4,609
price per person Taxes included
Wind Surf | May 13, 2026
Duration: 8 nights
Departure from: Venice Landing: Civitavecchia
Itinerary:
1. Venice,
2. Rovinj,
3. navigation,
4. Dubrovnik,
5. Kotor,
6. navigation,
7. Giardini-Naxos,
8. Sorrento,
9. Civitavecchia

Mediterranean: Italy, Croatia, Montenegro

Venice Itinerary Mediterranean
from $4,609
price per person Taxes included
See the cruise Book
Wind Surf | May 13, 2026
Duration: 8 nights
Departure from: Venice Landing: Civitavecchia
Itinerary:
1. Venice,
2. Rovinj,
3. navigation,
4. Dubrovnik,
5. Kotor,
6. navigation,
7. Giardini-Naxos,
8. Sorrento,
9. Civitavecchia
sold out

Spain, Morocco, Portugal

Barcelona Itinerary Mediterranean
from $3,797
price per person Taxes included
Star Legend | May 18, 2026
Duration: 8 nights
Departure from: Barcelona Landing: Lisbon
Itinerary:
1. Barcelona,
2. Valencia,
3. Cartagena ,
4. Malaga,
5. Tanger,
6. Cadiz,
7. Cadiz,
8. Lisbon,
9. Lisbon

Mediterranean: Spain, Morocco, Portugal

Barcelona Itinerary Mediterranean
from $4,253
price per person Taxes included
See the cruise Book
Star Legend | May 18, 2026
Duration: 8 nights
Departure from: Barcelona Landing: Lisbon
Itinerary:
1. Barcelona,
2. Valencia,
3. Cartagena ,
4. Malaga,
5. Tanger,
6. Cadiz,
7. Cadiz,
8. Lisbon,
9. Lisbon

Mediterranean: Italy, Malta

Civitavecchia Itinerary Mediterranean
from $5,395
price per person Taxes included
See the cruise Book
Wind Surf | May 21, 2026
Duration: 10 nights
Departure from: Civitavecchia Landing: Civitavecchia
Itinerary:
1. Civitavecchia,
2. navigation,
3. Syracuse,
4. Valletta,
5. Gozo,
6. Porto Empedocle,
7. Trapani,
8. Lipari,
9. Sorrento,
10. Amalfi,
11. Civitavecchia
sold out

Italy, France, Monaco

Civitavecchia Itinerary Mediterranean
from $11,425
price per person Taxes included
Wind Surf | May 21, 2026
Duration: 7 nights
Departure from: Civitavecchia Landing: Civitavecchia
Itinerary:
1. Civitavecchia,
2. Bastia,
3. Montecarlo,
4. Montecarlo,
5. Saint Tropez,
6. Genoa,
7. Portoferraio,
8. Civitavecchia
sold out

Italy, France, Monaco

Civitavecchia Itinerary Mediterranean
from $10,400
price per person Taxes included
Wind Surf | May 21, 2026
Duration: 7 nights
Departure from: Civitavecchia Landing: Civitavecchia
Itinerary:
1. Civitavecchia,
2. Bastia,
3. Montecarlo,
4. Montecarlo,
5. Saint Tropez,
6. Genoa,
7. Portoferraio,
8. Civitavecchia
sold out

Italy, Malta

Civitavecchia Itinerary Mediterranean
from $5,850
price per person Taxes included
Wind Surf | May 28, 2026
Duration: 10 nights
Departure from: Civitavecchia Landing: Civitavecchia
Itinerary:
1. Civitavecchia,
2. navigation,
3. Syracuse,
4. Valletta,
5. Gozo,
6. Porto Empedocle,
7. Trapani,
8. Lipari,
9. Sorrento,
10. Amalfi,
11. Civitavecchia
sold out

Italy, Malta

Civitavecchia Itinerary Mediterranean
from $5,053
price per person Taxes included
Wind Surf | May 28, 2026
Duration: 10 nights
Departure from: Civitavecchia Landing: Civitavecchia
Itinerary:
1. Civitavecchia,
2. navigation,
3. Syracuse,
4. Valletta,
5. Gozo,
6. Porto Empedocle,
7. Trapani,
8. Lipari,
9. Sorrento,
10. Amalfi,
11. Civitavecchia
13 cruises