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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

Featured Windstar Cruise Deals

  • Earn up to $1,000 Shipboard Credit on select 2019/2020/2021 Tropic Sailings View Details
  • Must Call to Book Reduced Rates on ALL Destinations
  • Tahiti - Must Call to Book! Limited Time Offer View Details
    • 7, 10 or 11-day boutique cruise
    • Roundtrip airfare from Los Angeles (LAX) to Papeete on Air Tahiti Nui
    • Overnight hotel stay at Intercontinental Papeete Hotel.
    • Arrival transfers from airport to hotel and hotel to Wind Spirit ship.
    • Post-cruise day room at Intercontinental Papeete Hotel
    • 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 Discovery Event: Bora Bora celebration
    • Ask an agent how to complete your Tahiti experience with an Overwater Bungalow package!
  • 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-Eastern
Star Legend
Roundtrip San Juan/Puerto Rico
Nov 2, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $1,000 Shipboard Credit: on select 2019/2020/2021 tropic sailings
  • Windstar's Luxury Amenities
Fr $1,199
7 Day Caribbean-Eastern
Star Legend
Roundtrip San Juan/Puerto Rico
Nov 9, 2019 - Feb 1, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $1,199
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 $1,199
7 Day Caribbean-Eastern
Wind Surf
Roundtrip Philipsburg/St. Maarten
Feb 29 - Mar 28, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $1,000 Shipboard Credit: on select 2019/2020/2021 tropic sailings
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $1,799
7 Day Caribbean-Eastern
Wind Surf
Roundtrip Philipsburg/St. Maarten
Jan 4 - Mar 21, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $1,799
7 Day Caribbean-Eastern
Wind Surf
Roundtrip Philipsburg/St. Maarten
Dec 14, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $1,000 Shipboard Credit: on select 2019/2020/2021 tropic sailings
  • Windstar's Luxury Amenities
Fr $1,799
7 Day Caribbean-Eastern
Wind Surf
Roundtrip Philipsburg/St. Maarten
Dec 28, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $1,000 Shipboard Credit: on select 2019/2020/2021 tropic sailings
  • Windstar's Luxury Amenities
Fr $2,899
11 Day Caribbean-Southern
Wind Star
Philipsburg/St. Maarten to Colon
Nov 26, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $1,599
14 Day Caribbean-Eastern
Star Legend
Roundtrip San Juan/Puerto Rico
Nov 9, 2019 - Jan 18, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $1,899
10 Day Alaska
Star Breeze
Vancouver to Seward
Sep 5, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $3,699
11 Day Alaska
Star Breeze
Vancouver to Seward
Jun 8, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,499
12 Day Alaska
Star Breeze
Seward to Vancouver
May 27, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $3,499
11 Day Alaska-Tours & Cruises
Star Breeze
Seward to Vancouver
Jun 19, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $3,799
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 $4,199
15 Day Alaska-Tours & Cruises
Star Breeze
Fairbanks to Vancouver
Jul 7, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $6,799
15 Day Alaska-Tours & Cruises
Star Breeze
Fairbanks to Vancouver
Jul 29, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $7,099
16 Day Alaska-Tours & Cruises
Star Breeze
Vancouver to Cruising
Aug 13, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $6,999
7 Day Mediterranean-West
Wind Star
Rome/Civitavecchia to Barcelona
Oct 26, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $2,199
7 Day Mediterranean-West
Star Pride
Barcelona to Rome/Civitavecchia
Apr 18, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $2,499
7 Day Mediterranean-West
Wind Surf
Barcelona to Rome/Civitavecchia
Apr 26, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $2,499
7 Day Mediterranean-West
Wind Star
Barcelona to Rome/Civitavecchia
Apr 19, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $2,799
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 $2,899
7 Day Mediterranean-East
Wind Star
Rome/Civitavecchia to Athens/Piraeus
Apr 26, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $3,199
7 Day Greece/Turkey/Black Sea
Star Pride
Roundtrip Athens/Piraeus
May 22, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,599
8 Day Mediterranean-West
Wind Surf
Rome/Civitavecchia to Venice
Oct 6, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,099
10 Day Europe-Southern
Wind Star
Lisbon to Barcelona
Apr 9, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $3,699
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 $3,999
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 $3,199
7 Day Europe Coastal
Star Legend
Lisbon to Dublin
Jul 10, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $2,599
7 Day Europe Coastal
Star Legend
Roundtrip Reykjavik
Jul 25 - Aug 22, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $4,699
10 Day Scandinavia & Fjords
Wind Surf
Edinburgh to Copenhagen
Jun 30, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $4,299
10 Day Scandinavia & Fjords
Wind Surf
Copenhagen to Edinburgh
Jul 30, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $4,999
10 Day Baltic/Russia
Wind Surf
Stockholm to Copenhagen
Jul 20, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $5,399
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 $2,699
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 up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $1,299
12 Day US & Canada Eastern
Star Pride
Montreal to New York City
Oct 14, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $2,699
23 Day US & Canada Eastern
Star Pride
Montreal to San Juan/Puerto Rico
Oct 14, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $3,199
30 Day US & Canada Eastern
Star Pride
Montreal to Barbados/Bridgetown
Oct 14, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $4,299
16 Day Australia/New Zealand
Wind Spirit
Benoa to Cairns
May 16, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $4,099
14 Day Transatlantic & Repositioning
Wind Surf
Philipsburg/St. Maarten to Lisbon
Apr 4, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $1,299
14 Day Transatlantic & Repositioning
Wind Star
Lisbon to Philipsburg/St. Maarten
Nov 12, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $1,699
15 Day Transatlantic & Repositioning
Wind Star
Philipsburg/St. Maarten to Lisbon
Mar 25, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $1,299
15 Day Transatlantic & Repositioning
Star Breeze
Lisbon to Miami
Feb 28, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $1,399
15 Day Transatlantic & Repositioning
Star Legend
San Juan/Puerto Rico to Lisbon
Feb 1, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $1,599
7 Day Transcanal/Panama Canal
Star Pride
Colon to Puerto Caldera
Dec 14, 2019 - Feb 8, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $1,000 Shipboard Credit: on select 2019/2020/2021 tropic sailings
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $1,499
7 Day Panama Canal & C.America
Star Legend
Puerto Caldera to Colon
Oct 19, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Windstar's Luxury Amenities
Fr $1,499
7 Day Transcanal/Panama Canal
Star Pride
Puerto Caldera to Colon
Dec 7, 2019 - Feb 15, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $1,000 Shipboard Credit: on select 2019/2020/2021 tropic sailings
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $1,599
10 Day Tahiti
Wind Spirit
Roundtrip Papeete/Polynesia
Oct 10 & Dec 2, 2019
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $1,000 Shipboard Credit: on select 2019/2020/2021 tropic sailings
  • Windstar's Luxury Amenities
Fr $2,899
10 Day Tahiti
Wind Spirit
Roundtrip Papeete/Polynesia
Jan 20 - Dec 28, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $1,000 Shipboard Credit: on select 2019/2020/2021 tropic sailings
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $3,399
11 Day South Pacific Islands
Wind Spirit
Roundtrip Papeete/Polynesia
Jan 9 - Dec 17, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $1,000 Shipboard Credit: on select 2019/2020/2021 tropic sailings
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $3,699
17 Day South Pacific Islands
Wind Spirit
Roundtrip Papeete/Polynesia
Dec 2, 2019 - Nov 23, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $4,699
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 $6,599
18 Day South Pacific Islands
Wind Spirit
Roundtrip Papeete/Polynesia
Nov 14, 2019 - Dec 10, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $5,199
14 Day Southeast Asia
Wind Spirit
Benoa to Singapore
Mar 23, 2020
  • Up to $1700 ONBOARD CREDIT: EXCLUSIVE OFFER
  • Receive up to $1,000 Shipboard Credit: on select 2019/2020/2021 tropic sailings
  • Receive up to $200 Onboard Spending: on select voyages
  • Windstar's Luxury Amenities
Fr $2,899

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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