This site uses cookies as defined in our Cookie Policy, by continuing to use this site you agree to their use.
Continue
Serving just 312 guests, Star Pride is the perfect size — small enough to offer unique experiences that set Windstar apart from other cruise lines (like our complimentary Signature Beach Party), yet large enough for you to make plenty of new connections on board — all without ever feeling crowded.
This intimate all-suite yacht features spacious, ocean-view accommodations, each with a walk-in closet and updated double-vanity bathroom. On board, you’ll find a fully equipped fitness center, a spa with complimentary sauna, an infinity pool, two full-service bars, on-deck hot tubs, a water-access marina platform, and so much more.
And did we mention all dining is included? From gourmet bites at our Yacht Club Café to 24-hour room service and even specialty restaurants like Basil + Bamboo (available April 7, 2026), Windstar’s award-winning cuisine is always complimentary, so you can indulge freely and enjoy every moment of your journey.
Ready to experience Star Pride for yourself? Join us on one of her voyages across the world — and get ready to sail beyond ordinary.
| 25th September 2026 for 14 nights | |
Montréal, Québec ~ Quebec City, Québec ~ Baie Comeau, Québec ~ Cap-aux-Meules, Magdalen Islands, Québec ~ Saint Pierre ~ Saint-John, New Brunswick ~ Red Bay, Newfoundland and Labrador ~ Bonne Bay Canada, Newfoundland and Labrador ~ Havre-Saint-Pierre, Québec ~ ~ Trois-Rivieres (Three Rivers), Québec ~ Montréal, Québec | |
Cruise Only from Oceanview Suite £4,044pp Please Call for Flights |
| 25th September 2026 for 25 nights | |
Montréal, Québec ~ Quebec City, Québec ~ Baie Comeau, Québec ~ Cap-aux-Meules, Magdalen Islands, Québec ~ Saint Pierre ~ Saint-John, New Brunswick ~ Red Bay, Newfoundland and Labrador ~ Bonne Bay Canada, Newfoundland and Labrador ~ Havre-Saint-Pierre, Québec ~ ~ Trois-Rivieres (Three Rivers), Québec ~ Montréal, Québec ~ ~ Quebec City, Québec ~ Gaspé, Québec ~ Cap-aux-Meules, Magdalen Islands, Québec ~ Sydney, Nova Scotia ~ Halifax, Nova Scotia ~ Portland, Maine ~ Rockland, Maine ~ Boston, Massachusetts | |
Cruise Only from Oceanview Suite £7,622pp Please Call for Flights |
| 9th October 2026 for 11 nights | |
Montréal, Québec ~ ~ Quebec City, Québec ~ Gaspé, Québec ~ Cap-aux-Meules, Magdalen Islands, Québec ~ Sydney, Nova Scotia ~ Halifax, Nova Scotia ~ Portland, Maine ~ Rockland, Maine ~ Boston, Massachusetts | |
Cruise Only from Oceanview Suite £3,900pp Please Call for Flights |
| 9th October 2026 for 19 nights | |
Montréal, Québec ~ ~ Quebec City, Québec ~ Gaspé, Québec ~ Cap-aux-Meules, Magdalen Islands, Québec ~ Sydney, Nova Scotia ~ Halifax, Nova Scotia ~ Portland, Maine ~ Rockland, Maine ~ Boston, Massachusetts ~ Hamilton ~ Saint George ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £5,790pp Please Call for Flights |
| 20th October 2026 for 8 nights | |
Boston, Massachusetts ~ Hamilton ~ Saint George ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £2,093pp Please Call for Flights |
| 28th October 2026 for 11 nights | |
San Juan (Puerto Rico) ~ Gustavia ~ Basseterre, Saint Kitts ~ Falmouth ~ Terre-de-Haut ~ Rodney Bay ~ Saint George's ~ Great Harbour, Jost Van Dyke ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £2,934pp Please Call for Flights |
| 8th November 2026 for 14 nights | |
San Juan (Puerto Rico) ~ Saint George's ~ Port Elizabeth, Bequia ~ Mayreau Island ~ Terre-de-Haut ~ Marigot ~ San Juan (Puerto Rico) ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg ~ Great Harbour, Jost Van Dyke ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £3,284pp Please Call for Flights |
| 8th November 2026 for 7 nights | |
San Juan (Puerto Rico) ~ Saint George's ~ Port Elizabeth, Bequia ~ Mayreau Island ~ Terre-de-Haut ~ Marigot ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £1,785pp Please Call for Flights |
| 15th November 2026 for 14 nights | |
San Juan (Puerto Rico) ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg ~ Great Harbour, Jost Van Dyke ~ San Juan (Puerto Rico) ~ Saint George's ~ Port Elizabeth, Bequia ~ Mayreau Island ~ Terre-de-Haut ~ Marigot ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £3,284pp Please Call for Flights |
| 15th November 2026 for 7 nights | |
San Juan (Puerto Rico) ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg ~ Great Harbour, Jost Van Dyke ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £1,809pp Please Call for Flights |
| 22nd November 2026 for 14 nights | |
San Juan (Puerto Rico) ~ Saint George's ~ Port Elizabeth, Bequia ~ Mayreau Island ~ Terre-de-Haut ~ Marigot ~ San Juan (Puerto Rico) ~ Gustavia ~ Basseterre, Saint Kitts ~ Philipsburg ~ Great Harbour, Jost Van Dyke ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £3,543pp Please Call for Flights |
| 22nd November 2026 for 7 nights | |
San Juan (Puerto Rico) ~ Saint George's ~ Port Elizabeth, Bequia ~ Mayreau Island ~ Terre-de-Haut ~ Marigot ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £1,785pp Please Call for Flights |
| 29th November 2026 for 14 nights | |
San Juan (Puerto Rico) ~ Gustavia ~ Basseterre, Saint Kitts ~ Philipsburg ~ Great Harbour, Jost Van Dyke ~ San Juan (Puerto Rico) ~ Saint George's ~ Port Elizabeth, Bequia ~ Mayreau Island ~ Deshaies ~ Marigot ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £4,165pp Please Call for Flights |
| 29th November 2026 for 7 nights | |
San Juan (Puerto Rico) ~ Gustavia ~ Basseterre, Saint Kitts ~ Philipsburg ~ Great Harbour, Jost Van Dyke ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £2,094pp Please Call for Flights |
| 6th December 2026 for 14 nights | |
San Juan (Puerto Rico) ~ Saint George's ~ Port Elizabeth, Bequia ~ Mayreau Island ~ Deshaies ~ Marigot ~ San Juan (Puerto Rico) ~ Gustavia ~ Basseterre, Saint Kitts ~ Philipsburg ~ Great Harbour, Jost Van Dyke ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £4,476pp Please Call for Flights |
| 6th December 2026 for 7 nights | |
San Juan (Puerto Rico) ~ Saint George's ~ Port Elizabeth, Bequia ~ Mayreau Island ~ Deshaies ~ Marigot ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £2,485pp Please Call for Flights |
| 13th December 2026 for 14 nights | |
San Juan (Puerto Rico) ~ Gustavia ~ Basseterre, Saint Kitts ~ Philipsburg ~ Great Harbour, Jost Van Dyke ~ San Juan (Puerto Rico) ~ Saint George's ~ Port Elizabeth, Bequia ~ Mayreau Island ~ Deshaies ~ Marigot ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £4,943pp Please Call for Flights |
| 13th December 2026 for 7 nights | |
San Juan (Puerto Rico) ~ Gustavia ~ Basseterre, Saint Kitts ~ Philipsburg ~ Great Harbour, Jost Van Dyke ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £2,431pp Please Call for Flights |
| 20th December 2026 for 7 nights | |
San Juan (Puerto Rico) ~ Saint George's ~ Port Elizabeth, Bequia ~ Mayreau Island ~ Deshaies ~ Marigot ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £3,003pp Please Call for Flights |
| 20th December 2026 for 14 nights | |
San Juan (Puerto Rico) ~ Saint George's ~ Port Elizabeth, Bequia ~ Mayreau Island ~ Deshaies ~ Marigot ~ San Juan (Puerto Rico) ~ Gustavia ~ Basseterre, Saint Kitts ~ Philipsburg ~ Great Harbour, Jost Van Dyke ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £5,254pp Please Call for Flights |
| 27th December 2026 for 14 nights | |
San Juan (Puerto Rico) ~ Gustavia ~ Basseterre, Saint Kitts ~ Philipsburg ~ Great Harbour, Jost Van Dyke ~ San Juan (Puerto Rico) ~ Saint George's ~ Port Elizabeth, Bequia ~ Mayreau Island ~ Deshaies ~ Marigot ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £4,373pp Please Call for Flights |
| 27th December 2026 for 7 nights | |
San Juan (Puerto Rico) ~ Gustavia ~ Basseterre, Saint Kitts ~ Philipsburg ~ Great Harbour, Jost Van Dyke ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £2,509pp Please Call for Flights |
| 3rd January 2027 for 14 nights | |
San Juan (Puerto Rico) ~ Saint George's ~ Port Elizabeth, Bequia ~ Mayreau Island ~ Deshaies ~ Marigot ~ San Juan (Puerto Rico) ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg ~ Great Harbour, Jost Van Dyke ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £5,721pp Please Call for Flights |
| 3rd January 2027 for 7 nights | |
San Juan (Puerto Rico) ~ Saint George's ~ Port Elizabeth, Bequia ~ Mayreau Island ~ Deshaies ~ Marigot ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £2,044pp Please Call for Flights |
| 10th January 2027 for 7 nights | |
San Juan (Puerto Rico) ~ Basseterre, Saint Kitts ~ Gustavia ~ Philipsburg ~ Great Harbour, Jost Van Dyke ~ San Juan (Puerto Rico) | |
Cruise Only from Oceanview Suite £3,935pp Please Call for Flights |