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All North America Cruises with Windstar Cruises

  • 2027
August 2026 September 2026 October 2026 November 2026 December 2026
January 2027 February 2027 March 2027 April 2027 May 2027 June 2027 July 2027 August 2027 September 2027 October 2027
16 cruises
North America: Canada, United Kingdom, United States
Montreal Itinerary North America
Suite from $9,382
price per person Taxes included
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Star Pride | Oct. 11, 2027
Duration: 11 nights
Departure from: Montreal Landing: Boston
Itinerary:
1. Montreal,
2. Quebec City,
3. navigation,
4. navigation,
5. Sydney,
6. Sydney,
7. navigation,
8. Halifax,
9. Halifax,
10. Portland (GB),
11. Boston
North America: United States, United Kingdom, Canada
Boston Itinerary North America
Suite from $9,382
price per person Taxes included
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Star Pride | Sep. 16, 2027
Duration: 11 nights
Departure from: Boston Landing: Montreal
Itinerary:
1. Boston,
2. Portland (GB),
3. Halifax,
4. Halifax,
5. navigation,
6. navigation,
7. Quebec City,
8. Quebec City,
9. Montreal
North America: Iceland, Greenland, Chile, Canada, United States
Reykjavik Itinerary North America
Suite from $10,452
price per person Taxes included
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Star Pride | Sep. 2, 2027
Duration: 14 nights
Departure from: Reykjavik Landing: Boston
Itinerary:
1. Reykjavik,
2. navigation,
3. navigation,
4. navigation,
5. Qaqortoq,
6. Narsarsuaq,
7. Nanortalik,
8. navigation,
9. navigation,
10. navigation,
11. San Antonio,
12. navigation,
13. navigation,
14. Halifax,
15. navigation,
16. Boston
North America: Canada, France, Antigua and Barbuda, Chile
Montreal Itinerary North America
Suite from $10,987
price per person Taxes included
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Star Pride | Sep. 27, 2027
Duration: 14 nights
Departure from: Montreal Landing: Montreal
Itinerary:
1. Montreal,
2. navigation,
3. cap-aux-meules,
4. St. Pierre Miquelon,
5. Saint Johns,
6. Saint Johns,
7. San Antonio,
8. Red Bay,
9. navigation,
10. Le Havre,
11. navigation,
12. Quebec City,
13. Montreal
North America: Iceland, Greenland, Chile, Canada, United States
Reykjavik Itinerary North America
Suite from $11,275
price per person Taxes included
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Star Pride | Aug. 31, 2026
Duration: 14 nights
Departure from: Reykjavik Landing: Boston
Itinerary:
1. Reykjavik,
2. navigation,
3. navigation,
4. navigation,
5. Qaqortoq,
6. Narsarsuaq,
7. Nanortalik,
8. navigation,
9. navigation,
10. navigation,
11. San Antonio,
12. navigation,
13. navigation,
14. Halifax,
15. navigation,
16. Boston
North America: Canada, United Kingdom, United States, Bermuda, Grenada, Saint Barthelemy, British Virgin Islands, Antigua and Barbuda
Montreal Itinerary North America
Suite from $11,404
price per person Taxes included
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Star Pride | Oct. 11, 2027
Duration: 21 nights
Departure from: Montreal Landing: Saint Johns
Itinerary:
1. Montreal,
2. Quebec City,
3. navigation,
4. navigation,
5. Sydney,
6. Sydney,
7. navigation,
8. Halifax,
9. Halifax,
10. Portland (GB),
11. Boston,
12. navigation,
13. navigation,
14. Hamilton,
15. Hamilton,
16. Saint George,
17. Saint George,
18. navigation,
19. navigation,
20. Gustavia,
21. Virgin Gorda,
22. Saint Johns
North America: Canada, United Kingdom, United States
Montreal Itinerary North America
Suite from $12,183
price per person Taxes included
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Star Pride | Oct. 9, 2026
Duration: 11 nights
Departure from: Montreal Landing: Boston
Itinerary:
1. Montreal,
2. Quebec City,
3. Quebec City,
4. navigation,
5. navigation,
6. cap-aux-meules,
7. Sydney,
8. Halifax,
9. navigation,
10. Portland (GB),
11. Rockland,
12. Boston
North America: United States, United Kingdom, Canada
Boston Itinerary North America
Suite from $12,348
price per person Taxes included
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Star Pride | Sep. 14, 2026
Duration: 11 nights
Departure from: Boston Landing: Montreal
Itinerary:
1. Boston,
2. Rockland,
3. Portland (GB),
4. navigation,
5. Halifax,
6. Sydney,
7. cap-aux-meules,
8. navigation,
9. navigation,
10. Quebec City,
11. Quebec City,
12. Montreal
North America: Canada, United Kingdom, United States, Bermuda, Grenada, Antigua and Barbuda
Montreal Itinerary North America
Suite from $14,369
price per person Taxes included
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Star Pride | Oct. 9, 2026
Duration: 19 nights
Departure from: Montreal Landing: Saint Johns
Itinerary:
1. Montreal,
2. Quebec City,
3. Quebec City,
4. navigation,
5. navigation,
6. cap-aux-meules,
7. Sydney,
8. Halifax,
9. navigation,
10. Portland (GB),
11. Rockland,
12. Boston,
13. navigation,
14. navigation,
15. Hamilton,
16. Hamilton,
17. Saint George,
18. Saint George,
19. navigation,
20. navigation,
21. Saint Johns
North America: Iceland, Greenland, Chile, Canada, United States, United Kingdom
Reykjavik Itinerary North America
Suite from $15,882
price per person Taxes included
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Star Pride | Sep. 2, 2027
Duration: 25 nights
Departure from: Reykjavik Landing: Montreal
Itinerary:
1. Reykjavik,
2. navigation,
3. navigation,
4. navigation,
5. Qaqortoq,
6. Narsarsuaq,
7. Nanortalik,
8. navigation,
9. navigation,
10. navigation,
11. San Antonio,
12. navigation,
13. navigation,
14. Halifax,
15. navigation,
16. Boston,
17. Portland (GB),
18. Halifax,
19. Halifax,
20. navigation,
21. navigation,
22. Quebec City,
23. Quebec City,
24. Montreal
16 cruises