Windstar Cruises
Star Legend
Sep 25, 2026 · 8 nights
- Route
- Postcards from Northern Greece
- From
- Athens, Greece
- Destination
- Greek Isles & Aegean
Fare captured
Windstar Cruises cruise deals
Compare Windstar Cruises sailings using captured cabin totals, nightly cost and price history. GemScore ranks fares using our price data; confirm the current offer before booking.
611qualifying upcoming sailings
$3,516lowest displayed cabin total
$544average per person, per night
$13,310largest 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 highest-scoring eligible cabin quote on each qualifying sailing. Cabin classes and trip lengths vary. Availability and final checkout totals can change. Last data update: 9/24/2026, 3:12:21 PM UTC.
UPCOMING SAILINGS
Sailings with a GemScore of 60 or higher
Open a sailing to see cabin prices, price history, availability, itinerary times, and the current GemScore.
Windstar Cruises
Star Seeker
Sep 26, 2026 · 10 nights
- Route
- Grand Japan
- From
- Yokohama (Tokyo), Japan
- Destination
- Asia
Fare captured
Windstar Cruises
Wind Surf
Oct 7, 2026 · 8 nights
- Route
- James Beard Foundation & Wine Cruise: Classic Italy & Dalmatian Coast
- From
- Rome
- Destination
- Mediterranean
Fare captured
Windstar Cruises
Star Pride
Oct 9, 2026 · 11 nights
- Route
- Southeast Canadian Explorations
- From
- Montreal
- Destination
- Canada & New England
Fare captured
Windstar Cruises
Star Breeze
Oct 15, 2026 · 7 nights
- Route
- Tantalizing Tuamotu Islands & Beautiful Bora Bora
- From
- Papeete
- Destination
- Tahiti & French Polynesia
Fare captured
Windstar Cruises
Star Seeker
Oct 16, 2026 · 10 nights
- Route
- Grand Japan
- From
- Yokohama (Tokyo), Japan
- Destination
- Asia
Fare captured
Windstar Cruises
Star Pride
Oct 20, 2026 · 8 nights
- Route
- Mind, Body and Spirit Collection: Bermuda Bliss
- From
- Boston
- Destination
- Caribbean
Fare captured
Windstar Cruises
Star Breeze
Oct 22, 2026 · 7 nights
- Route
- Dreams of Tahiti
- From
- Papeete
- Destination
- Tahiti & French Polynesia
Fare captured
Windstar Cruises
Wind Surf
Oct 25, 2026 · 5 nights
- Route
- Quick Getaways: Yachtsman's Harbors of the Rivieras
- From
- Rome
- Destination
- Mediterranean
Fare captured
Windstar Cruises
Star Pride
Oct 28, 2026 · 11 nights
- Route
- Masterpieces at Sea: Gems of the Leeward Islands
- From
- San Juan
- Destination
- Caribbean
Fare captured
Windstar Cruises
Star Breeze
Oct 29, 2026 · 7 nights
- Route
- Dreams of Tahiti
- From
- Papeete
- Destination
- Tahiti & French Polynesia
Fare captured
Windstar Cruises
Star Legend
Nov 4, 2026 · 23 nights
- Route
- Star Collector: Spanish Mystery & Atlantic Crossing
- From
- Barcelona
- Destination
- Mediterranean
Fare captured
Windstar Cruises
Star Pride
Nov 8, 2026 · 14 nights
- Route
- Star Collector: Lovely Leewards
- From
- San Juan
- Destination
- Caribbean
Fare captured
Windstar Cruises
Star Pride
Nov 8, 2026 · 7 nights
- Route
- Windward Islands Surf & Sunsets
- From
- San Juan
- Destination
- Caribbean
Fare captured
Windstar Cruises
Wind Spirit
Nov 9, 2026 · 8 nights
- Route
- The Colorful Canary Islands
- From
- Lisbon
- Destination
- Mediterranean
Fare captured
Windstar Cruises
Wind Star
Nov 10, 2026 · 14 nights
- Route
- Knot Your Average Crossing
- From
- San Juan
- Destination
- Ocean Crossing
Fare captured
Windstar Cruises
Star Breeze
Nov 12, 2026 · 11 nights
- Route
- Far Flung French Polynesia and Marquesas Magic
- From
- Papeete
- Destination
- Tahiti & French Polynesia
Fare captured
Windstar Cruises
Star Breeze
Nov 12, 2026 · 21 nights
- Route
- Star Collector: Comprehensive Tahiti & Marquesas Adventure
- From
- Papeete
- Destination
- Tahiti & French Polynesia
Fare captured
Windstar Cruises
Star Legend
Nov 12, 2026 · 22 nights
- Route
- Star Collector: Caribbean Beats & Transatlantic Treats
- From
- Málaga
- Destination
- Ocean Crossing
Fare captured
Windstar Cruises
Star Pride
Nov 15, 2026 · 7 nights
- Route
- San Juan & the Virgin Islands
- From
- San Juan
- Destination
- Caribbean
Fare captured
Windstar Cruises
Star Seeker
Nov 15, 2026 · 10 nights
- Route
- Vietnam & Cambodia Revealed
- From
- Halong Bay
- Destination
- Asia
Fare captured
Windstar Cruises
Star Pride
Nov 22, 2026 · 14 nights
- Route
- Star Collector: Lovely Leewards
- From
- San Juan
- Destination
- Caribbean
Fare captured
Windstar Cruises
Star Pride
Nov 22, 2026 · 7 nights
- Route
- Windward Islands Surf & Sunsets
- From
- San Juan
- Destination
- Caribbean
Fare captured
Windstar Cruises
Star Breeze
Nov 23, 2026 · 10 nights
- Route
- Tahiti & the Tuamotu Islands
- From
- Papeete
- Destination
- Tahiti & French Polynesia
Fare captured