Windstar Cruises

Star Pride

San Juan → Saint-Barthélemy → Basseterre, Saint Kitts → San Juan

Dec 27, 2026 · 7 nights

$3,563 oceanview · $509/night

24% below typical · 3-month low
Windstar Cruises

Star Pride

San Juan → Saint-Barthélemy → Marmaris → San Juan

Dec 27, 2026 · 14 nights

$6,534 oceanview · $467/night

9% below typical · 3-month low
Windstar Cruises

Star Legend

San Juan → Saint George's → Spanish Town (Virgin Gorda) → San Juan

Feb 7, 2028 · 14 nights

$5,764 balcony · $412/night

11% below typical · 3-month low
Windstar Cruises

Star Legend

San Juan → Philipsburg → Spanish Town (Virgin Gorda) → San Juan

Feb 14, 2028 · 7 nights

$3,493 balcony · $499/night

11% below typical · 3-month low
Windstar Cruises

Star Pride

San Juan → Saint-Barthélemy → Basseterre, Saint Kitts → San Juan

Nov 29, 2026 · 7 nights

$2,618 oceanview · $374/night

14% below typical · 3-month low
Windstar Cruises

Star Pride

San Juan → Basseterre, Saint Kitts → Saint-Barthélemy → San Juan

Jan 10, 2027 · 7 nights

$3,703 oceanview · $529/night

8% below typical · Price trending down
Windstar Cruises

Star Legend

San Juan → Saint George's → Marmaris → San Juan

Feb 7, 2028 · 7 nights

$2,411 oceanview · $344/night

Windstar Cruises

Star Pride

San Juan → Saint George's → Spanish Town (Virgin Gorda) → San Juan

Nov 22, 2026 · 14 nights

$6,744 balcony · $482/night

Windstar Cruises

Star Legend

San Juan → Saint-Barthélemy → Marmaris → San Juan

Jan 31, 2028 · 14 nights

$4,014 oceanview · $287/night

Windstar Cruises

Star Pride

San Juan → Lisbon → Dover

Mar 30, 2027 · 16 nights

$2,760 oceanview · $173/night

Windstar Cruises

Star Pride

San Juan → Basseterre, Saint Kitts → Marmaris → San Juan

Nov 1, 2027 · 14 nights

$4,224 oceanview · $302/night

Windstar Cruises

Star Pride

San Juan → Saint George's → Marmaris → San Juan

Nov 8, 2027 · 7 nights

$2,411 oceanview · $344/night

Windstar Cruises

Star Pride

San Juan → Saint George's → Spanish Town (Virgin Gorda) → San Juan

Nov 8, 2027 · 14 nights

$4,014 oceanview · $287/night

Windstar Cruises

Star Pride

San Juan → Saint George's → Marmaris → San Juan

Nov 22, 2027 · 7 nights

$2,411 oceanview · $344/night

Windstar Cruises

Star Pride

San Juan → Catalina Island → San Blas Islands → Colón (Panama Canal)

Nov 29, 2027 · 7 nights

$2,416 oceanview · $345/night

Windstar Cruises

Star Legend

San Juan → Basseterre, Saint Kitts → Saint-Barthélemy → San Juan

Dec 20, 2027 · 7 nights

$2,443 oceanview · $349/night

Windstar Cruises

Star Legend

San Juan → Saint-Barthélemy → Basseterre, Saint Kitts → San Juan

Jan 3, 2028 · 7 nights

$2,443 oceanview · $349/night

Windstar Cruises

Star Legend

San Juan → Philipsburg → Spanish Town (Virgin Gorda) → San Juan

Jan 17, 2028 · 7 nights

$2,443 oceanview · $349/night

Windstar Cruises

Star Legend

San Juan → Philipsburg → Marmaris → San Juan

Jan 17, 2028 · 14 nights

$4,014 oceanview · $287/night

Windstar Cruises

Star Legend

San Juan → Saint George's → Spanish Town (Virgin Gorda) → San Juan

Jan 24, 2028 · 14 nights

$4,014 oceanview · $287/night

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