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Windstar Cruise Deals

Windstar Cruise Deals

Be prepared for the cruise of a lifetime on a Windstar Cruise. Their luxury sailing ships provide the experience of cruising on private yacht with all of the amenities, exceptional service and unique itineraries well beyond one's expectations. Book online or call one of our cruise experts to get the best cruise deal for your next Windstar Cruise.

EXCLUSIVE: Up to $1,700 Onboard Credit View Exclusive Offer Details

Featured Windstar Cruise Deals

  • Pick Your Perk: on select categories & sailings View Details
    • Pick Your Perk, choose between:

      Up to $1,000 Onboard Credit per suite, or

      1-Night Pre or Post Hotel Stay, or

      For guests reserving Premium Suites a Complimentary All-Inclusive Experience
  • Solo Traveler Rates! Reduced Single Supplements 120% of Double Occupancy Fares: select ships and sail dates View Details
  • Distinctive Voyages Exclusive up to $300 Shipboard Credit, Private Welcome Reception + Host View Details
  • Reduced Rates on All Destinations Must call to book
  • Enjoy Windstar's Luxury Amenities: View Details
    • Welcome cocktails at reception
    • 24 hour in room dining
    • All Oceanview Suites and Balcony Suites
    • Sumptuous L’ Occitane products
    • DVD players and flat-screen TV's in staterooms

Best Windstar Cruise Deals by Destination

7 Day Caribbean-Southern
Star Pride
Bridgetown to Oranjestad
Dec 14, 2024 & Feb 22, 2025
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $1,947
7 Day Caribbean-Southern
Wind Spirit
Roundtrip Bridgetown
Dec 14, 2024 - Mar 21, 2026
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,233
7 Day Caribbean-Eastern
Wind Surf
Roundtrip Philipsburg
Dec 14, 2025 & Jan 4, 2026
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,336
7 Day Caribbean-Eastern
Wind Surf
Roundtrip Philipsburg
Jan 4, 2025 & Feb 28, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,382
Valentine's Day Cruise
7 Day Caribbean-Eastern
Wind Spirit
Roundtrip Philipsburg
Feb 14, 2026
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,530
7 Day Caribbean-Eastern
Star Seeker
Roundtrip San Juan
Feb 6, 2026
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,920
7 Day Caribbean-Southern
Wind Spirit
Roundtrip Bridgetown
Dec 21, 2024 & Feb 15, 2025
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,212
8 Day Caribbean-Western
Wind Surf
Colon to Cozumel
Feb 9, 2026
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,211
12 Day Caribbean-Eastern
Wind Surf
Roundtrip Philipsburg
Dec 2, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,312
7 Day Mediterranean-West
Star Legend
Barcelona to Rome/Italy
Jan 8, 2025 - Jan 28, 2026
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,028
7 Day Italy, France & Spain
Star Legend
Rome/Italy to Barcelona
Dec 23, 2024 - Feb 20, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,260
7 Day Mediterranean-West
Star Legend
Malaga to Barcelona
Dec 13, 2025
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,734
7 Day Greek Isles & Italy
Wind Star
Athens to Rome/Italy
Oct 19, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,925
7 Day Mediterranean-West
Wind Star
Rome/Italy to Barcelona
Oct 26, 2025 & Oct 24, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,926
7 Day Italy, Monaco, France & Spain
Wind Surf
Rome/Italy to Barcelona
Jul 20, 2025 & Jun 7, 2026
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,117
8 Day Italy & Croatia
Star Legend
Rome/Italy to Venice/Italy
Jan 15, 2025 - Mar 15, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,106
8 Day Italy & Croatia
Star Legend
Venice/Italy to Rome/Italy
Jan 23, 2025 - Mar 23, 2026
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,237
9 Day Spain & Gibraltar
Star Legend
Roundtrip Barcelona
Feb 7, 2025 - Feb 27, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,024
7 Day Europe Coastal
Star Legend
Rouen to Bordeaux
Aug 19, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Chef-hosted Dinner and Wine Pairing
  • Windstar's Luxury Amenities
Fr $3,216
7 Day Netherlands & Belgium
Star Pride
Roundtrip Amsterdam
Apr 28, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,605
8 Day British Isles
Star Legend
Dun Laoghaire to Leith
Jul 28, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,382
8 Day British Isles
Star Legend
Leith to Dun Laoghaire
Jul 20, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,895
8 Day Scandinavia & Fjords
Star Pride
Copenhagen to Bergen
Jun 20, 2025
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,058
9 Day Coastal Europe
Star Pride
Amsterdam to Copenhagen
May 25, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,588
9 Day Scandinavia & Fjords
Star Pride
Bergen to Reykjavik
Jun 28, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,769
10 Day British Isles
Star Legend
Rouen to Leith
Jun 10, 2026
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,577
10 Day Scandinavia & Fjords
Star Legend
Copenhagen to Leith
Jul 22, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $6,711
17 Day British Isles
Star Legend
Dun Laoghaire to Bordeaux
Aug 9, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $6,338
18 Day Iceland & Greenland
Star Pride
Leith to Reykjavik
Jun 25, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $6,343
7 Day Bermuda
Star Pride
New York City to San Juan
Oct 19, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,351
11 Day US & Canada Eastern
Star Pride
Boston to Montreal
Sep 26, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,749
11 Day US & Canada Eastern
Star Pride
Montreal to Boston
Sep 15, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,943
12 Day US & Canada Eastern
Star Pride
Montreal to New York City
Oct 7, 2025
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Chef-hosted Dinner and Wine Pairing
  • Windstar's Luxury Amenities
Fr $7,301
14 Day Iceland/Greenland/E. Canada
Star Pride
Reykjavik to Montreal
Sep 1, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,944
21 Day Iceland/Greenland/E. Canada
Star Pride
Reykjavik to Montreal
Aug 25, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $11,568
25 Day US & Canada Eastern
Star Pride
Reykjavik to Boston
Sep 1, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $10,626
10 Day Transatlantic & Repositioning
Star Pride
Bridgetown to Santa Cruz de Tenerife
Apr 5, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,335
14 Day Transatlantic & Repositioning
Wind Surf
Philipsburg to Lisbon
Mar 29, 2025 & Apr 4, 2026
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,528
15 Day Transatlantic & Repositioning
Wind Spirit
Bridgetown to Lisbon
Feb 22, 2025 & Mar 28, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,334
16 Day Transatlantic & Repositioning
Star Seeker
Malaga to Miami
Dec 28, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,080
18 Day Transatlantic & Repositioning
Star Pride
Bridgetown to Lisbon
Apr 5, 2025
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,580
19 Day Transatlantic & Repositioning
Wind Surf
Lisbon to Philipsburg
Nov 18, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,504
21 Day Transatlantic & Repositioning
Wind Surf
Philipsburg to Lisbon
Mar 28, 2026
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,895
22 Day Transatlantic & Repositioning
Wind Surf
Philipsburg to Barcelona
Mar 29, 2025 & Apr 4, 2026
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,163
7 Day Panama Canal
Star Pride
Oranjestad to Balboa/Panama
Dec 21, 2024 - Mar 1, 2025
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,021
7 Day Panama Canal
Star Pride
Balboa/Panama to Oranjestad
Jan 25 - Mar 8, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,021
7 Day Panama Canal
Wind Spirit
Puerto Caldera to Colon
Dec 6, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,530
7 Day Panama Canal
Star Seeker
Colon to Puerto Caldera
Apr 13, 2026
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,688
11 Day Panama Canal
Star Pride
Colon to Lima
Dec 27, 2025 & Jan 18, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,665
11 Day Panama Canal
Star Pride
Lima to Colon
Jan 7 & 29, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Chef-hosted Dinner and Wine Pairing
  • Windstar's Luxury Amenities
Fr $4,665
14 Day Panama Canal
Star Pride
Bridgetown to Balboa/Panama
Feb 22, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,059
15 Day Panama Canal
Star Seeker
Colon to Puerto Vallarta
Apr 13, 2026
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,734
7 Day Tahiti
Star Breeze
Roundtrip Papeete/Polynesia
Jan 29 - Dec 10, 2026
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,922
7 Day Tahiti
Star Breeze
Roundtrip Papeete/Polynesia
Mar 13 - Dec 4, 2025
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Distinctive Voyages: Exclusive Host, Private Welcome Reception & Exclusive Shore Event
  • Windstar's Luxury Amenities
Fr $3,116
7 Day Tahiti
Star Breeze
Roundtrip Papeete/Polynesia
Aug 28, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,183
7 Day Tahiti
Star Breeze
Roundtrip Papeete/Polynesia
Feb 16 & Oct 9, 2025
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,310
7 Day Tahiti
Star Breeze
Roundtrip Papeete/Polynesia
Feb 16 & Oct 9, 2025
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,310
Holiday Cruise!
11 Day Tahiti
Star Breeze
Roundtrip Papeete/Polynesia
Dec 18, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,380
11 Day Tahiti
Star Breeze
Roundtrip Papeete/Polynesia
Mar 2, 2025 - Apr 30, 2026
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,768
11 Day Tahiti
Star Breeze
Roundtrip Papeete/Polynesia
May 1, 2025
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Distinctive Voyages: Exclusive Host, Private Welcome Reception & Exclusive Shore Event
  • Windstar's Luxury Amenities
Fr $5,253
13 Day South Pacific Islands
Star Breeze
Lautoka to Papeete/Polynesia
Jul 3, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $6,421
14 Day Tahiti
Star Breeze
Roundtrip Papeete/Polynesia
Mar 27, 2025 - Jan 15, 2026
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $6,426
15 Day South Pacific Islands
Star Breeze
Papeete/Polynesia to Lautoka
Jun 18, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $6,518
17 Day Tahiti
Star Breeze
Roundtrip Papeete/Polynesia
May 12, 2025 - Nov 23, 2026
  • Pick Your Perk: on select categories & sailings
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,847
10 Day Japan & Far East
Star Seeker
Osaka to Tokyo
Oct 16, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $7,876
10 Day Japan & Far East
Star Seeker
Yokohama to Osaka
Oct 6, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $7,876
10 Day Japan & Far East
Star Seeker
Kobe to Yokohama
Sep 26, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $8,264
14 Day Japan & Far East
Star Seeker
Seward to Tokyo
Sep 2, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,019
24 Day Japan & Far East
Star Seeker
Seward to Kobe
Sep 2, 2026
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $11,187

All offers are based on select sailings and categories and are subject to availability at time of booking. All rates are per person based on double occupancy.

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