CRUISE LINE

Windstar Cruises cruises and prices

Browse upcoming Windstar Cruises cruises with current two-adult cabin totals, price changes, and historical context. Use the sailing pages to compare cabin classes and confirm what the captured fare includes.

1,477upcoming sailings
Not currently capturedlowest displayed cabin total
Not enough dataaverage per person, per night
No current droplargest captured decrease

Prices shown are captured cabin totals for two adults in the U.S. market that passed our freshness and availability checks. The nightly average uses the lowest captured cabin total on each priced sailing. Cabin classes and trip lengths vary. Availability and final checkout totals can change. Last data update: 11/1/2026, 8:51:01 AM UTC.

UPCOMING SAILINGS

Upcoming cruises

Open a sailing to see cabin prices, price history, availability, itinerary times, and the current GemScore.

Windstar Cruises

Star Pride

Nov 15, 2026 · 14 nights

Route
Star Collector: Lovely Leewards
From
San Juan
Destination
Caribbean
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Pride

Nov 15, 2026 · 7 nights

Route
San Juan & the Virgin Islands
From
San Juan
Destination
Caribbean
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Seeker

Nov 15, 2026 · 10 nights

Route
Vietnam & Cambodia Revealed
From
Halong Bay
Destination
Asia
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Seeker

Nov 15, 2026 · 21 nights

Route
Star Collector: Captivating Vietnam & Thailand
From
Phuket, Thailand
Destination
Asia
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Wind Spirit

Nov 17, 2026 · 10 nights

Route
Hidden Gems of the Canary Islands & Madeira
From
Santa Cruz de Tenerife
Destination
Mediterranean
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Breeze

Nov 21, 2026 · 13 nights

Route
Tahiti & the Tuamotu Islands Air + Hotel Package from LAX
From
Papeete
Destination
Tahiti & French Polynesia
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Seeker

Nov 21, 2026 · 11 nights

Route
Thailand & The Steps of Angkor Wat Cruise Tour
From
Bangkok
Destination
Asia
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Pride

Nov 22, 2026 · 14 nights

Route
Star Collector: Lovely Leewards
From
San Juan
Destination
Caribbean
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Pride

Nov 22, 2026 · 7 nights

Route
Windward Islands Surf & Sunsets
From
San Juan
Destination
Caribbean
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Breeze

Nov 23, 2026 · 10 nights

Route
Tahiti & the Tuamotu Islands
From
Papeete
Destination
Tahiti & French Polynesia
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Breeze

Nov 23, 2026 · 17 nights

Route
Star Collector: Twice the Tahiti
From
Papeete
Destination
Tahiti & French Polynesia
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Wind Star

Nov 24, 2026 · 11 nights

Route
Colombian & Southern Caribbean Coastlines
From
Bridgetown
Destination
Caribbean
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Wind Star

Nov 24, 2026 · 18 nights

Route
Star Collector: Reefs & Rainforests: The Caribbean, Colombia, Panama & Costa Rica via the Panama Canal
From
Bridgetown
Destination
Caribbean
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Seeker

Nov 25, 2026 · 11 nights

Route
Tantalizing Thailand & Sparkling Singapore
From
Phuket, Thailand
Destination
Asia
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Legend

Nov 27, 2026 · 15 nights

Route
Star Collector: Captivating Caribbean
From
Bridgetown
Destination
Caribbean
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Legend

Nov 27, 2026 · 7 nights

Route
Jewels of the Windward Islands
From
Bridgetown
Destination
Caribbean
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Wind Spirit

Nov 27, 2026 · 10 nights

Route
Hidden Gems of the Canary Islands & Madeira
From
Santa Cruz de Tenerife
Destination
Mediterranean
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Pride

Nov 29, 2026 · 14 nights

Route
Star Collector: Lovely Leewards
From
San Juan
Destination
Caribbean
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Pride

Nov 29, 2026 · 7 nights

Route
San Juan & the Virgin Islands
From
San Juan
Destination
Caribbean
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Breeze

Dec 1, 2026 · 10 nights

Route
Dreams of Tahiti Air + Hotel Package from LAX
From
Papeete
Destination
Tahiti & French Polynesia
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Breeze

Dec 3, 2026 · 7 nights

Route
Dreams of Tahiti
From
Papeete
Destination
Tahiti & French Polynesia
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Seeker

Dec 3, 2026 · 18 nights

Route
Legendary Temples: Chiang Mai & Angkor Wat Cruise Tour
From
Phuket, Thailand
Destination
Asia
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Legend

Dec 4, 2026 · 16 nights

Route
Star Collector: Windward Islands & Spanish New World
From
Bridgetown
Destination
Caribbean
Captured cabin totalNot currently capturedSee price history →
Windstar Cruises

Star Legend

Dec 4, 2026 · 8 nights

Route
Windward Ways & Tobago Cays
From
Bridgetown
Destination
Caribbean
Captured cabin totalNot currently capturedSee price history →