Windstar Cruises
Star Pride
Current and upcoming sailings
- 25 nights · Montreal to Boston25 Sep 2026 – 20 Oct 2026
- 11 nights · Montreal to Boston9 Oct 2026 – 20 Oct 2026
- 19 nights · Montreal to San Juan9 Oct 2026 – 28 Oct 2026
- 8 nights · Boston to San Juan20 Oct 2026 – 28 Oct 2026
- 11 nights · Round trip to San Juan28 Oct 2026 – 8 Nov 2026
- 7 nights · Round trip to San Juan8 Nov 2026 – 15 Nov 2026
- 14 nights · Round trip to San Juan8 Nov 2026 – 22 Nov 2026
- 7 nights · Round trip to San Juan15 Nov 2026 – 22 Nov 2026
- 14 nights · Round trip to San Juan15 Nov 2026 – 29 Nov 2026
- 7 nights · Round trip to San Juan22 Nov 2026 – 29 Nov 2026
- 14 nights · Round trip to San Juan22 Nov 2026 – 6 Dec 2026
- 7 nights · Round trip to San Juan29 Nov 2026 – 6 Dec 2026
- 14 nights · Round trip to San Juan29 Nov 2026 – 13 Dec 2026