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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.
| 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 £3,353pp Suite £3,353pp 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 £1,808pp Suite £1,808pp 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 £3,353pp Suite £3,353pp 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 £1,855pp Suite £1,855pp 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 £3,456pp Suite £3,456pp 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 £1,808pp Suite £1,808pp 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 £3,923pp Suite £3,923pp 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 £1,933pp Suite £1,933pp 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 £4,545pp Suite £4,545pp 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 £2,326pp Suite £2,326pp 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 £5,064pp Suite £5,064pp 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 £2,633pp Suite £2,633pp 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 £5,064pp Suite £5,064pp 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 £2,922pp Suite £2,922pp 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 £2,373pp Suite £2,373pp 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 £4,182pp Suite £4,182pp 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 £5,064pp Suite £5,064pp 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 £2,015pp Suite £2,015pp 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 £3,255pp Suite £3,255pp Please Call for Flights |
| 30th March 2027 for 16 nights | |
San Juan (Puerto Rico) ~ Lisbon ~ London Tower Bridge | |
Cruise Only from Oceanview £2,073pp Suite £2,073pp Please Call for Flights |
| 15th April 2027 for 7 nights | |
London Tower Bridge ~ Mystery Ports ~ Amsterdam | |
Cruise Only from Oceanview £3,712pp Suite £3,712pp Please Call for Flights |
| 22nd April 2027 for 7 nights | |
Amsterdam ~ Harlingen ~ Oudeschild ~ Brugge (Bruges) ~ Antwerp ~ Amsterdam | |
Cruise Only from Oceanview £3,268pp Suite £3,268pp Please Call for Flights |
| 29th April 2027 for 8 nights | |
Amsterdam ~ Oudeschild ~ Harlingen ~ Brugge (Bruges) ~ Antwerp ~ Amsterdam ~ ~ London Tower Bridge | |
Cruise Only from Oceanview £3,225pp Suite £3,225pp Please Call for Flights |
| 7th May 2027 for 3 nights | |
London Tower Bridge ~ ~ Amsterdam ~ Antwerp ~ Brugge (Bruges) ~ London Tower Bridge | |
Cruise Only from Oceanview £1,772pp Suite £1,772pp Please Call for Flights |
| 10th May 2027 for 3 nights | |
London Tower Bridge ~ ~ Brugge (Bruges) ~ Harlingen ~ Amsterdam | |
Cruise Only from Oceanview £1,099pp Suite £1,099pp Please Call for Flights |