Latest Windstar Cruises cruise deals

14 Night Star Collector: Captivating Caribbean (Bridgetown To Oranjestad)

Wind Surf

Sail date: January 18, 2026

Reason: Price drop

$4099

$292/night^*
$1114/night
Oceanview Cabin

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74%

14 Night Star Collector: Captivating Caribbean (Bridgetown To Oranjestad)

Wind Surf

Sail date: January 18, 2026

Reason: Price drop

$9799

$699/night^*
$2550/night
Suite

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73%

Sail date: July 26, 2024

Reason: Price is lower than ship's average price

$2899

$414/night^*
$555/night
Suite

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25%

14 Night Star Collector: White Sands Of The Windwards (San Juan To Oranjestad)

Sail date: December 07, 2024

Reason: Price drop

$3999

$285/night^*
$703/night
Suite

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59%

Sail date: June 21, 2024

Reason: Price is lower than ship's average price

$3099

$442/night^*
$555/night
Suite

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20%

8 Night Romance On The Rivieras (Rome Roundtrip)

Wind Surf

Sail date: October 17, 2024

Reason: Price is lower than ship's average price

$2799

$349/night^*
$757/night
Oceanview Cabin

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54%

14 Night Star Collector: Leeward & Windward Caribbean Havens (Philipsburg To Bridgetown)

Wind Spirit

Sail date: February 21, 2026

Reason: Price drop

$10899

$778/night^*
$1612/night
Suite

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52%

Sail date: August 09, 2024

Reason: Price drop

$3599

$514/night^*
$1057/night
Suite

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51%

14 Night Star Collector: Antilles Adventures (Philipsburg To Bridgetown)

Wind Spirit

Sail date: February 28, 2026

Reason: Price drop

$3999

$285/night^*
$564/night
Oceanview Cabin

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49%