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Itineraries and cruises Windstar Cruises departing from Boston

  • 2027
September 2026 October 2026 November 2026 December 2026
January 2027 February 2027 March 2027 April 2027 May 2027 June 2027 July 2027 August 2027
7 cruises
Caribbean: United States, Bermuda, Grenada, Antigua and Barbuda
Boston Itinerary Caribbean
Suite from R 58 934
price per person Taxes included
See the cruise Book
Star Pride | 20 Oct 2026
Duration: 8 nights
Departure from: Boston Landing: Saint Johns
Itinerary:
1. Boston,
2. navigation,
3. navigation,
4. Hamilton,
5. Hamilton,
6. Saint George,
7. Saint George,
8. navigation,
9. navigation,
10. Saint Johns
Caribbean: United States, Bermuda, Grenada, Saint Barthelemy, British Virgin Islands, Antigua and Barbuda
Boston Itinerary Caribbean
Suite from R 77 380
price per person Taxes included
See the cruise Book
Star Pride | 22 Oct 2027
Duration: 10 nights
Departure from: Boston Landing: Saint Johns
Itinerary:
1. Boston,
2. navigation,
3. navigation,
4. Hamilton,
5. Hamilton,
6. Saint George,
7. Saint George,
8. navigation,
9. navigation,
10. Gustavia,
11. Virgin Gorda,
12. Saint Johns
Caribbean: United States, Bermuda, Grenada, Saint Barthelemy, British Virgin Islands, Antigua and Barbuda, Virgin Islands, Saint Kitts and Nevis, Sint Maarten
Boston Itinerary Caribbean
Suite from R 99 805
price per person Taxes included
See the cruise Book
Star Pride | 22 Oct 2027
Duration: 17 nights
Departure from: Boston Landing: Saint Johns
Itinerary:
1. Boston,
2. navigation,
3. navigation,
4. Hamilton,
5. Hamilton,
6. Saint George,
7. Saint George,
8. navigation,
9. navigation,
10. Gustavia,
11. Virgin Gorda,
12. Saint Johns,
13. St. John ,
14. Basseterre,
15. Gustavia,
16. Philipsburg,
17. Jost Van Dyke,
18. Virgin Gorda,
19. Saint Johns
North America: United States, United Kingdom, Canada
Boston Itinerary North America
Suite from R 146 633
price per person Taxes included
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Star Pride | 14 Sep 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. navigation,
13. Montreal
North America: United States, United Kingdom, Canada
Boston Itinerary North America
Suite from R 150 860
price per person Taxes included
See the cruise Book
Star Pride | 16 Sep 2027
Duration: 11 nights
Departure from: Boston Landing: Montreal
Itinerary:
1. Boston,
2. Portland (GB),
3. Halifax,
4. Halifax,
5. navigation,
6. Charlottetown,
7. Charlottetown,
8. navigation,
9. navigation,
10. Quebec City,
11. Quebec City,
12. navigation,
13. Montreal
sold out
United States, United Kingdom, Canada, France, Antigua and Barbuda, Chile
Boston Itinerary North America
Suite from R 297 877
price per person Taxes included
Star Pride | 14 Sep 2026
Duration: 25 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. navigation,
13. Montreal,
14. Quebec City,
15. Baie-Comeau,
16. navigation,
17. cap-aux-meules,
18. St. Pierre Miquelon,
19. Saint Johns,
20. Saint Johns,
21. San Antonio,
22. Red Bay,
23. navigation,
24. Le Havre,
25. navigation,
26. navigation,
27. Trois-Rivières,
28. Montreal
North America: United States, United Kingdom, Canada, France, Antigua and Barbuda, Chile
Boston Itinerary North America
Suite from R 342 611
price per person Taxes included
See the cruise Book
Star Pride | 16 Sep 2027
Duration: 25 nights
Departure from: Boston Landing: Montreal
Itinerary:
1. Boston,
2. Portland (GB),
3. Halifax,
4. Halifax,
5. navigation,
6. Charlottetown,
7. Charlottetown,
8. navigation,
9. navigation,
10. Quebec City,
11. Quebec City,
12. navigation,
13. Montreal,
14. Tadoussac,
15. navigation,
16. navigation,
17. cap-aux-meules,
18. St. Pierre Miquelon,
19. Saint Johns,
20. Saint Johns,
21. San Antonio,
22. Red Bay,
23. navigation,
24. Le Havre,
25. navigation,
26. Quebec City,
27. navigation,
28. Montreal
7 cruises