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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 $2,700 Onboard Credit

Featured Windstar Cruise Deals

  • Book Now for Best Selection! Receive Great Rates For Exciting Destinations! Learn More
  • Tahiti - Must Call to Book! Cruise + Air + Hotel Package Learn More
    • 7, 10 or 11-night luxury cruise
    • Roundtrip airfare from Los Angeles (LAX) to Papeete on Air Tahiti Nui
    • Overnight hotel stay at Intercontinental Tahiti Resort.
    • Arrival transfers from airport to hotel and hotel to Wind Spirit ship
    • Post-cruise day room at Intercontinental Tahiti Resort
    • Departing transfers from ship to hotel and hotel to airport
    • Airline taxes and fuel surcharges
    • Personal set of fitted Snorkel gear for use during the cruise
    • Destination Discover Event: Bora Bora celebration
    • Ask an agent how to complete your Tahiti experience with an Overwater Bungalow package!
  • Must Call to Book Reduced Rates on ALL Destinations
  • Enjoy Windstar's Luxury Amenities: Learn More
    • 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-Eastern
Star Legend
Roundtrip San Juan/Puerto Rico
Nov 2, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $1,784
7 Day Caribbean-Eastern
Star Legend
Roundtrip San Juan/Puerto Rico
Nov 9, 2019 - Feb 1, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $1,784
7 Day Caribbean-Eastern
Wind Surf
Roundtrip Philipsburg/St. Maarten
Dec 14, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $1,784
7 Day Caribbean-Eastern
Star Pride
San Juan/Puerto Rico to Barbados/Bridgetown
Nov 6, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $1,784
7 Day Caribbean-Eastern
Wind Surf
Roundtrip Philipsburg/St. Maarten
Jan 4 - Mar 21, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $1,984
7 Day Caribbean-Eastern
Wind Surf
Roundtrip Philipsburg/St. Maarten
Feb 29 - Mar 28, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,179
7 Day Caribbean-Eastern
Wind Surf
Roundtrip Philipsburg/St. Maarten
Dec 28, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,574
11 Day Caribbean-Southern
Wind Star
Philipsburg/St. Maarten to Colon
Nov 26, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $1,984
14 Day Caribbean-Eastern
Star Legend
Roundtrip San Juan/Puerto Rico
Nov 9, 2019 - Jan 18, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,874
10 Day Alaska
Star Breeze
Vancouver to Seward
Sep 5, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,664
11 Day Alaska
Star Legend
Seward to Vancouver
Jun 14, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,774
11 Day Alaska
Star Legend
Vancouver to Seward
Jul 18, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,774
11 Day Alaska
Star Legend
Seward to Vancouver
Aug 20, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,774
11 Day Alaska
Star Legend
Vancouver to Seward
Jun 3, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,974
11 Day Alaska
Star Breeze
Vancouver to Seward
Jun 8, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,864
12 Day Alaska
Star Legend
Roundtrip Vancouver
Sep 12, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,774
12 Day Alaska
Star Legend
Roundtrip Vancouver
Aug 31, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,774
12 Day Alaska
Star Breeze
Seward to Vancouver
May 27, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,864
11 Day Alaska-Tours & Cruises
Star Breeze
Seward to Vancouver
Jun 19, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,159
11 Day Alaska-Tours & Cruises
Star Breeze
Seward to Vancouver
Aug 2, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,159
15 Day Alaska-Tours & Cruises
Star Legend
Vancouver to Fairbanks
Jul 18, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,449
15 Day Alaska-Tours & Cruises
Star Legend
Fairbanks to Vancouver
Jul 25, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,449
15 Day Alaska-Tours & Cruises
Star Legend
Vancouver to Fairbanks
Aug 9, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,449
15 Day Alaska-Tours & Cruises
Star Legend
Vancouver to Fairbanks
Jun 25, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive Great Rates For Exciting Destinations!
  • Windstar's Luxury Amenities
Fr $5,449
15 Day Alaska-Tours & Cruises
Star Legend
Fairbanks to Vancouver
Jun 10, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,449
15 Day Alaska-Tours & Cruises
Star Legend
Vancouver to Fairbanks
Jun 3, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,644
16 Day Alaska-Tours & Cruises
Star Legend
Fairbanks to Vancouver
May 18, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,149
16 Day Alaska-Tours & Cruises
Star Legend
Fairbanks to Vancouver
Jul 2, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,449
16 Day Alaska-Tours & Cruises
Star Legend
Vancouver to Calgary
Aug 31, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $7,029
7 Day Mediterranean-East
Wind Star
Rome/Civitavecchia to Athens/Piraeus
Apr 28, 2019 & Apr 26, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive Great Rates For Exciting Destinations!
  • Windstar's Luxury Amenities
Fr $1,984
7 Day Mediterranean-West
Wind Surf
Roundtrip Barcelona
Aug 27, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive Great Rates For Exciting Destinations!
  • Windstar's Luxury Amenities
Fr $1,984
7 Day Mediterranean-West
Wind Star
Barcelona to Rome/Civitavecchia
Apr 19, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,479
7 Day Mediterranean-West
Wind Star
Rome/Civitavecchia to Barcelona
Oct 26, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive Great Rates For Exciting Destinations!
  • Windstar's Luxury Amenities
Fr $2,674
7 Day Mediterranean-East
Wind Star
Athens/Piraeus to Rome/Civitavecchia
Oct 19, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,369
7 Day Greece/Turkey/Black Sea
Star Pride
Roundtrip Athens/Piraeus
May 4, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,754
7 Day Europe-Southern
Star Pride
Roundtrip Rome/Civitavecchia
May 21, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $6,834
8 Day Mediterranean-West
Wind Surf
Barcelona to Lisbon
Jun 29 - Oct 29, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,674
8 Day Mediterranean-West
Wind Surf
Rome/Civitavecchia to Venice
May 8 & Oct 6, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,674
8 Day Europe-Southern
Star Pride
Barcelona to Lisbon
Jun 4, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive Great Rates For Exciting Destinations!
  • Windstar's Luxury Amenities
Fr $2,974
10 Day Canary Islands
Star Breeze
Roundtrip Lisbon
Apr 26, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $1,984
10 Day Mediterranean-West
Wind Surf
Roundtrip Rome/Civitavecchia
May 24, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive Great Rates For Exciting Destinations!
  • Windstar's Luxury Amenities
Fr $2,674
10 Day Europe-Southern
Wind Star
Lisbon to Barcelona
Apr 9, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,169
14 Day Mediterranean-East
Wind Star
Athens/Piraeus to Barcelona
Oct 19, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,954
24 Day Mediterranean-West
Wind Star
Barcelona to Philipsburg/St. Maarten
Nov 2, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,169
7 Day Baltic/Russia
Star Pride
Stockholm to Copenhagen
Jul 16, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive Great Rates For Exciting Destinations!
  • Windstar's Luxury Amenities
Fr $2,774
7 Day Europe Coastal/British Isles
Star Breeze
Roundtrip Reykjavik
Jun 25 - Aug 13, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive Great Rates For Exciting Destinations!
  • Windstar's Luxury Amenities
Fr $2,974
7 Day Europe Coastal/British Isles
Star Breeze
Roundtrip Reykjavik
Jul 2, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,974
8 Day Europe Coastal/British Isles
Star Pride
Lisbon to Dublin
Jun 12, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $1,784
8 Day Europe Coastal/British Isles
Star Pride
Dublin to Edinburgh
Jun 20, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,169
8 Day Scandinavia & Fjords
Star Pride
Edinburgh to Copenhagen
Jun 28, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive Great Rates For Exciting Destinations!
  • Windstar's Luxury Amenities
Fr $3,369
8 Day Scandinavia & Fjords
Star Pride
Roundtrip Copenhagen
Jul 23, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,564
8 Day Baltic/Russia
Star Pride
Stockholm to Copenhagen
Aug 10, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,764
10 Day Baltic/Russia
Star Breeze
Amsterdam to Stockholm
May 14, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,974
10 Day Europe-Northern
Star Breeze
Copenhagen to Reykjavik
Jun 15, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive Great Rates For Exciting Destinations!
  • Windstar's Luxury Amenities
Fr $2,974
10 Day Baltic/Russia
Star Pride
Copenhagen to Stockholm
Jul 6, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,359
10 Day Europe Coastal/British Isles
Star Breeze
Edinburgh to Portsmouth
Sep 15, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,654
17 Day Scandinavia & Fjords
Star Breeze
Reykjavik to Edinburgh
Aug 13, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive Great Rates For Exciting Destinations!
  • Windstar's Luxury Amenities
Fr $5,249
10 Day US & Canada Eastern
Star Pride
Boston to Montreal
Oct 4, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,774
11 Day US & Canada Eastern
Star Pride
New York City to San Juan/Puerto Rico
Oct 26, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive Great Rates For Exciting Destinations!
  • Windstar's Luxury Amenities
Fr $1,489
12 Day US & Canada Eastern
Star Pride
Montreal to New York City
Oct 14, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,774
15 Day US & Canada Eastern
Star Pride
Reykjavik to New York City
Aug 28, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,874
23 Day US & Canada Eastern
Star Pride
Montreal to San Juan/Puerto Rico
Oct 14, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,469
27 Day US & Canada Eastern
Star Pride
Reykjavik to Montreal
Aug 28, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,844
30 Day US & Canada Eastern
Star Pride
Montreal to Barbados/Bridgetown
Oct 14, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,854
10 Day US & Canada Pacific
Star Legend
Vancouver to San Diego
Sep 24, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,774
10 Day US & Canada Pacific
Star Breeze
San Diego to Vancouver
May 5, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,169
25 Day Transcanal/Panama Canal
Star Legend
Vancouver to Puerto Caldera
Sep 24, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,944
14 Day Transatlantic & Repositioning
Wind Star
Lisbon to Philipsburg/St. Maarten
Nov 12, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $1,389
14 Day Transatlantic & Repositioning
Wind Surf
Philipsburg/St. Maarten to Lisbon
Apr 4, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $1,489
15 Day Transatlantic & Repositioning
Wind Star
Philipsburg/St. Maarten to Lisbon
Mar 25, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $1,489
15 Day Transatlantic & Repositioning
Star Breeze
Lisbon to Miami
Feb 28, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $1,584
15 Day Transatlantic & Repositioning
Star Legend
San Juan/Puerto Rico to Lisbon
Feb 1, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $1,784
7 Day Transcanal/Panama Canal
Star Pride
Colon to Puerto Caldera
Dec 14, 2019 - Feb 8, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $1,984
7 Day Transcanal/Panama Canal
Star Pride
Puerto Caldera to Colon
Dec 7, 2019 - Feb 15, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,179
7 Day Panama Canal & C.America
Star Legend
Puerto Caldera to Colon
Oct 19, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive Great Rates For Exciting Destinations!
  • Windstar's Luxury Amenities
Fr $2,279
10 Day Tahiti
Wind Spirit
Roundtrip Papeete/Polynesia
May 20 - Dec 2, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive Great Rates For Exciting Destinations!
  • Tahiti: Cruise+Air+Hotel Package!
  • Windstar's Luxury Amenities
Fr $2,974
10 Day Tahiti
Wind Spirit
Roundtrip Papeete/Polynesia
Jan 20 - Dec 28, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Tahiti: Cruise+Air+Hotel Package!
  • Windstar's Luxury Amenities
Fr $5,544
11 Day South Pacific Islands
Wind Spirit
Roundtrip Papeete/Polynesia
May 2 - Nov 21, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Tahiti: Cruise+Air+Hotel Package!
  • Windstar's Luxury Amenities
Fr $3,169
11 Day South Pacific Islands
Wind Spirit
Roundtrip Papeete/Polynesia
Jan 9 - Dec 17, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Tahiti: Cruise+Air+Hotel Package!
  • Windstar's Luxury Amenities
Fr $5,944
17 Day South Pacific Islands
Wind Spirit
Roundtrip Papeete/Polynesia
Dec 2, 2019 - Nov 23, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,754
17 Day South Pacific Islands
Wind Spirit
Roundtrip Papeete/Polynesia
Sep 10, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,544
18 Day South Pacific Islands
Wind Spirit
Roundtrip Papeete/Polynesia
Nov 14, 2019 - Dec 10, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,349

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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