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Windstar Cruises Featured Promotion

Exclusive Cyber Monday Week – Up to $400 Free Onboard Credit PLUS All-Inclusive Package!

Exclusive Cyber Monday Week – Up to $400 Free Onboard Credit PLUS All-Inclusive Package!

Book with Avoya Travel to receive FREE Perks on select 2024-2026 Windstar Cruises sailings that may include:
  • Avoya Exclusive! Up to $400 Free Onboard Credit
  • Upgrade to an All-In Package for just $89 per person, per day to receive:
    • Unlimited Beverage Package
    • WiFi Package
    • Pre-Paid Gratuities

Check out our cruise only prices below and contact an Avoya Travel Windstar Cruises Specialist to see how much FREE Perks your desired sail date qualifies for and to see how you can add airfare!
View Terms and Conditions
CYBER MONDAY WEEK SALE: Don't miss out on our biggest deal of the year!
Book by December 7 to receive $75-$4,500 Instant Avoya Cash on any sailing through May 2026 on top of all other deals. Call 1-888-447-8459 now!
Looking for more Windstar Cruises Deals? Explore Windstar Cruises
Showing 701-725 of 749 results
Roundtrip
7-Night Mediterranean Cruise
$5,499
Windstar Cruises – Wind Spirit
98 Reviews
Departs Sep 17, 2026 from Piraeus (Athens), Greece
Up to 2 deals including an Avoya Exclusive
Roundtrip
14-Night Mediterranean Cruise
$8,599
Windstar Cruises – Wind Spirit
98 Reviews
Departs Sep 17, 2026 from Piraeus (Athens), Greece
Up to 2 deals including an Avoya Exclusive
6-Night Mediterranean Cruise
$3,299
Windstar Cruises – Star Legend
85 Reviews
Departs Sep 19, 2026 from Rome (Civitavecchia), Italy
Up to 2 deals including an Avoya Exclusive
8-Night Mediterranean Cruise
$4,499
Windstar Cruises – Wind Surf
145 Reviews
Departs Sep 19, 2026 from Venice, Italy
Up to 2 deals including an Avoya Exclusive
Roundtrip
7-Night Mediterranean Cruise
$5,499
Windstar Cruises – Wind Star
89 Reviews
Departs Sep 19, 2026 from Piraeus (Athens), Greece
Up to 2 deals including an Avoya Exclusive
14-Night Mediterranean Cruise
$6,999
Windstar Cruises – Star Legend
85 Reviews
Departs Sep 19, 2026 from Rome (Civitavecchia), Italy
Up to 2 deals including an Avoya Exclusive
18-Night Mediterranean Cruise
$7,099
Windstar Cruises – Wind Surf
145 Reviews
Departs Sep 19, 2026 from Venice, Italy
Up to 2 deals including an Avoya Exclusive
Roundtrip
7-Night South Pacific Cruise
$3,299
Windstar Cruises – Star Breeze
83 Reviews
Departs Sep 24, 2026 from Papeete (Tahiti), French Polynesia
Up to 2 deals including an Avoya Exclusive
Roundtrip
7-Night Mediterranean Cruise
$5,299
Windstar Cruises – Wind Spirit
98 Reviews
Departs Sep 24, 2026 from Piraeus (Athens), Greece
Up to 2 deals including an Avoya Exclusive
Roundtrip
14-Night Mediterranean Cruise
$8,399
Windstar Cruises – Wind Spirit
98 Reviews
Departs Sep 24, 2026 from Piraeus (Athens), Greece
Up to 2 deals including an Avoya Exclusive
Roundtrip
8-Night Mediterranean Cruise
$5,499
Windstar Cruises – Star Legend
85 Reviews
Departs Sep 25, 2026 from Piraeus (Athens), Greece
Up to 2 deals including an Avoya Exclusive
Roundtrip
7-Night Mediterranean Cruise
$5,499
Windstar Cruises – Wind Star
89 Reviews
Departs Sep 26, 2026 from Piraeus (Athens), Greece
Up to 2 deals including an Avoya Exclusive
10-Night Asia Cruise
$8,499
Windstar Cruises – Star Seeker
Departs Sep 26, 2026 from Kobe, Japan
Up to 2 deals including an Avoya Exclusive
Roundtrip
10-Night Mediterranean Cruise
$4,399
Windstar Cruises – Wind Surf
145 Reviews
Departs Sep 27, 2026 from Rome (Civitavecchia), Italy
Up to 2 deals including an Avoya Exclusive
18-Night Mediterranean Cruise
$6,899
Windstar Cruises – Wind Surf
145 Reviews
Departs Sep 27, 2026 from Rome (Civitavecchia), Italy
Up to 2 deals including an Avoya Exclusive
Roundtrip
7-Night South Pacific Cruise
$3,199
Windstar Cruises – Star Breeze
83 Reviews
Departs Oct 01, 2026 from Papeete (Tahiti), French Polynesia
Up to 2 deals including an Avoya Exclusive
Roundtrip
7-Night Mediterranean Cruise
$5,299
Windstar Cruises – Wind Spirit
98 Reviews
Departs Oct 01, 2026 from Piraeus (Athens), Greece
Up to 2 deals including an Avoya Exclusive
Roundtrip
8-Night Mediterranean Cruise
$5,299
Windstar Cruises – Star Legend
85 Reviews
Departs Oct 03, 2026 from Piraeus (Athens), Greece
Up to 2 deals including an Avoya Exclusive
Roundtrip
7-Night Mediterranean Cruise
$5,299
Windstar Cruises – Wind Star
89 Reviews
Departs Oct 03, 2026 from Piraeus (Athens), Greece
Up to 2 deals including an Avoya Exclusive
16-Night Mediterranean Cruise
$7,599
Windstar Cruises – Star Legend
85 Reviews
Departs Oct 03, 2026 from Piraeus (Athens), Greece
Up to 2 deals including an Avoya Exclusive
10-Night Asia Cruise
$8,099
Windstar Cruises – Star Seeker
Departs Oct 06, 2026 from Tokyo (Yokohama), Japan
Up to 2 deals including an Avoya Exclusive
8-Night Mediterranean Cruise
$4,199
Windstar Cruises – Wind Surf
145 Reviews
Departs Oct 07, 2026 from Rome (Civitavecchia), Italy
Up to 2 deals including an Avoya Exclusive
Roundtrip
7-Night South Pacific Cruise
$3,199
Windstar Cruises – Star Breeze
83 Reviews
Departs Oct 08, 2026 from Papeete (Tahiti), French Polynesia
Up to 2 deals including an Avoya Exclusive
Roundtrip
7-Night Mediterranean Cruise
$5,299
Windstar Cruises – Wind Star
89 Reviews
Departs Oct 10, 2026 from Piraeus (Athens), Greece
Up to 2 deals including an Avoya Exclusive
8-Night Mediterranean Cruise
$4,299
Windstar Cruises – Star Legend
85 Reviews
Departs Oct 11, 2026 from Piraeus (Athens), Greece
Up to 2 deals including an Avoya Exclusive

Terms and Conditions

  • Offer applicable to new bookings only and is combinable with select offers. Please contact an Avoya Travel Windstar Cruises Specialist to see what other offers may be combined with your desired sail date.
  • Please Note: Pricing above does not include airfare, please contact an Avoya Travel Windstar Cruises Specialist to find out about air-inclusive pricing.
  • Free Perks are based on promotional fares and amenities at the time of publishing and are subject to change or removal at any time without notice.
  • Exclusive Free Onboard Credit is up to $400 per cabin (up to $200 per person), in U.S. dollars, varies by sailing, applies to the 1st and 2nd guests only, and applies to select sailings only.
  • Free Onboard Credit is in U.S. dollars, has no cash value, is non-refundable, non-transferable, and cannot be used in the casino or for gratuities.
  • All-In Package includes an Unlimited Beverage Package, WiFi Package, and Pre-Paid Gratuities for an upcharge of $89 per person, per day, is in U.S. dollars, applies to all guests in a cabin who choose to upgrade, and applies to select sailings only.
    • Unlimited Beverage Package provides for a Captain’s Exclusive Beverage Package and includes unlimited house and select brands of domestic and imported beer, a variety of wine and sparkling wine by the glass, spirits, cordials, aperitifs, and mini bar beverages, and applies to select sailings only.
    • WiFi Package applies to select sailings only, is subject to availability, and can be accessed in most public areas and cabins, except on ocean crossings when Internet is unavailable.
    • Pre-Paid Gratuities are per person, cruise only, based on the amounts suggested by Windstar Cruises guidelines, include accommodation and beverage package gratuities, apply to select sailings only, and vary by sailing.
  • Offer is capacity controlled and subject to change or removal at any time without notice.
  • Deposit must be made within the booking window for offer to apply.
  • Select pricing may not be combinable with this promotion.
  • Prices listed are in U.S. dollars and are cruise only, per person, based on double occupancy, and subject to availability at time of booking.
  • Additional restrictions may apply, please call an Avoya Travel Windstar Cruises Specialist for more information.
  • Hurry, this is a limited time offer!
  • Prior to booking, we strongly recommend reviewing both the U.S. State Department and U.S. Centers For Disease Control travel advisories. The State Department and Centers for Disease Control provide valuable, up-to-date information on safety and health conditions, visa requirements, and other important factors that may affect your trip.
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