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Let your imagination run wild with Windstar.

If you could sail anywhere, where would it be? With options that match your travel style, you get to make the most of your vacation, your way.

Reserve a Windstar cruise departing through June 2026 and you'll get to choose between an onboard credit, a hotel stay, or — for Premium Suite guests — an All-Inclusive package.

As a bonus for booking with us, receive $300 shipboard credit per couple on select sailings. Plus, ask about additional benefits on select hosted voyages.

RESERVE YOUR WINDSTAR CRUISE BY MARCH 31, 2025.

431-440 of 731 results
Roundtrip St. Maarten
7-night Beach Fun & Sun: A Remote Caribbean Getaway
January 4, 2026
Windstar Cruises: Wind Surf
Roundtrip St. Maarten
Vacation Offer ID 1512951
Reference this number when contacting our travel specialist.
Call for pricing
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St. Maarten/Barbados
14-night Star Collector: Leeward & Windward Caribbean Havens
January 4, 2026
Windstar Cruises: Wind Surf
St. Maarten/Barbados
Vacation Offer ID 1512965
Reference this number when contacting our travel specialist.
St. Maarten/Barbados
21-night Star Collector: A Lesser Antilles Odyssey
January 4, 2026
Windstar Cruises: Wind Surf
St. Maarten/Barbados
Vacation Offer ID 1512966
Reference this number when contacting our travel specialist.
Roundtrip St. Maarten
55-night Star Collector: A Grand Caribbean Adventure
January 4, 2026
Windstar Cruises: Wind Surf
Roundtrip St. Maarten
Vacation Offer ID 1512967
Reference this number when contacting our travel specialist.
St. Maarten/Oranjestad
28-night Star Collector: The Best Of The Windward & Leeward Isles Cruise
January 4, 2026
Windstar Cruises: Wind Surf
St. Maarten/Oranjestad
Vacation Offer ID 1525847
Reference this number when contacting our travel specialist.
Venice/Rome (Civitavecchia)
8-night Winter Italy And The Dalmatian Coast Cruise
January 4, 2026
Windstar Cruises: Star Legend
Venice/Rome (Civitavecchia)
Vacation Offer ID 1551271
Reference this number when contacting our travel specialist.
Exclusive Offer
  • $300 Per Couple Shipboard Credit

Note: Amenities may not be combinable with fares shown. Additional restrictions apply.

Venice/Barcelona
24-night Star Collector: Winter Mediterranean Adventure Cruise
January 4, 2026
Windstar Cruises: Star Legend
Venice/Barcelona
Vacation Offer ID 1551272
Reference this number when contacting our travel specialist.
Venice/Barcelona
15-night Star Collector: Winter In Europe's Rivieras & Croatia Cruise
January 4, 2026
Windstar Cruises: Star Legend
Venice/Barcelona
Vacation Offer ID 1551293
Reference this number when contacting our travel specialist.
Exclusive Offer
  • $300 Per Couple Shipboard Credit

Note: Amenities may not be combinable with fares shown. Additional restrictions apply.

Barbados/St. Maarten
7-night Lush & Lovely Island of the Lesser Antilles
January 7, 2026
Windstar Cruises: Wind Spirit
Barbados/St. Maarten
Vacation Offer ID 1512831
Reference this number when contacting our travel specialist.
Call for pricing
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Lima/Colon (Panama)
11-night Marvels Of Ecuador, Peru, And The Panama Canal Cruise
January 7, 2026
Windstar Cruises: Star Pride
Lima/Colon (Panama)
Vacation Offer ID 1559290
Reference this number when contacting our travel specialist.
Call for pricing
Request a Quote View Details
Exclusive Offer
  • $300 Per Couple Shipboard Credit

Note: Amenities may not be combinable with fares shown. Additional restrictions apply.

Contact your FROSCH Travel Advisor for applicable sailings. Pick Your Perk Windstar is offering a choice of extending your stay one night pre or post cruise OR up to $1,000 shipboard credit per stateroom for applicable sailings. The shipboard credit amount varies based on the length of sailing and type of cabin category booked. Premium Suites have a third choice to upgrade to the All-In Package. Available on all sailings departing 12/3/24 thru 06/30/26 with some exceptions*. Sailings of less than 14 days receive a choice of one of these added perks: All categories can choose between One complimentary hotel night** (pre or post) or onboard credit of $200 (or $100 USD per guest) for Standard Staterooms/Suites (B, BX, A, AX, TX, S, S1, SS1, S2, S3, BS, SBS, BS1, SBS1), or $400 ($200 USD per guest) for Premium Suites (Owner’s Suite, Classic Suite, Deluxe Suite, and on Wind Surf: Bridge Suite, Officer’s Suite and STE). Premium Suites have a third choice to upgrade to the All-In Package. Sailings of 14 or more days receive a choice of one of these added perks: All categories can choose between One complimentary hotel night** (pre or post) or onboard credit of $400 ($200 USD per guest) for Standard Staterooms/Suites (B, BX, A, AX, TX, S, S1, SS1, S2, S3, BS, SBS, BS1, SBS1, OV, IN, IN1, IN2, IN3, VS, VSS, VS1, VS2, VS3, VVB), or $1000 ($500 USD per guest) for Premium Suites (Owner’s Suite, Horizon Owner’s Suite, Classic Suite, Star Suite, Deluxe Suite, and on Wind Surf: Bridge Suite, Officer’s Suite and STE). Premium Suites have a third choice to upgrade to the All-In Package. Single and Triple fares will receive shipboard credit at the per guest rate. Perk selection must be locked in at least 90 days prior to sailing, Hotel option subject to availability. *Exclusions: Grand Prix sailings, Seeker Inaugural sailing (1/15/26) **Pre/Post Hotel is based on availability and some restrictions apply: Not all hotels are available on this offer including any hotels in Barbados. All fares mentioned are per person, in US dollars, cruise only, based on double occupancy in lowest category, and include non-discountable amounts. Government Taxes & Fees are additional and are published at www.windstarcruises.com. Offer is valid on new bookings only and subject to availability. Consult your FROSCH Travel Advisor for promotional offer or discount combinability. Bookings are non-transferable; no name changes can be made nor can this offer be applied retroactively. Cancellation fees may apply; please see Windstar's website for details. Fuel surcharges may be imposed or increased over time. Offer is capacity controlled and may be withdrawn or modified at Windstar’s discretion at any time. Information contained herein is accurate at time of publication and subject to change without notice. All terms and conditions stated on the Windstar website apply. Cruises are provided subject to the terms and conditions of the Passage Contract. Offer expires on March 31, 2025. Ships’ registry: Bahamas. Information and pricing are subject to change without notice, including changes in the currency exchange rate. All prices are per person, cruise only, based on double occupancy, unless otherwise noted. Prices may vary by day of travel, season, duration, and are subject to availability at time of booking. Certain blackout dates may apply. Airfares are not included except where noted. Air, immigration, and taxes are not included unless noted. All offers are for select dates, and select cabin categories, subject to availability, and are capacity controlled. Cruise fares shown are the lowest available nationwide non-past-passenger fare. Other fares, which may be lower and/or include restrictions, may be available. Please view the full offer for complete details. All efforts have been made to ensure the accuracy of the information contained herein. Should an error occur, we reserve the right to correct it. Additional terms and conditions may apply. CST #2079194-10