Escape from your daily routine and relish in valuable moments of solitude on a beautiful Windstar yacht. As a solo traveler, enjoy the freedom of traveling when and how you want and tailoring your experiences according to your preferences. Now is the time to start planning your Windstar cruise and take advantage of fantastic single supplements on a variety of sailings!
Search the sailings below or call our experts at 1 (877) 734-6858 to start planning your solo cruise with Windstar now!
Submit the form below or call us at 1 (877) 734-6858
Includes free extras and bonus savings available only from CruiseInsider.
| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 8/3/25 | Call For Pricing |
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 8/17/25 | Call For Pricing |
| 11-night Comprehensive Spain Cruise Bordeaux to Barcelona | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 8/24/25 | Call For Pricing |
| 7-night Dreams of Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 8/28/25 | Call For Pricing |
| 7-night Enchanting Greece and the Amalfi Coast Cruise Athens (Piraeus) to Rome (Civitavecchia) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 10/19/25 | Call For Pricing |
| 7-night Mediterranean Island Mosaic Cruise Rome (Civitavecchia) to Barcelona | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 10/26/25 | Call For Pricing |
| 7-night Southern Spain Winter Escapes Cruise Malaga to Barcelona | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 11/14/25 | Call For Pricing |
| 7-night Southern Spain Winter Escapes Cruise Barcelona to Malaga | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 11/21/25 | Call For Pricing |
| 7-night Dreams of Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 12/4/25 | Call For Pricing |
| 6-night The Spanish Main: Rise Of The New World Cruise San Juan to Colon (Panama) | Cruise Line Windstar Cruises | Cruise Ship Star Pride | Departs 12/7/25 | Call For Pricing |
| 7-night Southern Spain Winter Escapes Cruise Malaga to Barcelona | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 12/13/25 | Call For Pricing |
| 11-night Tahiti & the Tuamotu Islands Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 12/18/25 | Call For Pricing |
| 7-night Europe's Winter Riviera Cruise Barcelona to Rome (Civitavecchia) | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 12/20/25 | Call For Pricing |
| 8-night Winter Italy And The Dalmatian Coast Cruise Venice to Rome (Civitavecchia) | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 1/4/26 | Call For Pricing |
| 7-night Europe's Winter Riviera Cruise Rome (Civitavecchia) to Barcelona | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 1/12/26 | Call For Pricing |
| 9-night Southern Spain Winter Escapes Cruise Roundtrip Barcelona | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 1/19/26 | Call For Pricing |
| 7-night Europe's Winter Riviera Cruise Barcelona to Rome (Civitavecchia) | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 1/28/26 | Call For Pricing |
| 8-night Winter Italy And The Dalmatian Coast Cruise Rome (Civitavecchia) to Venice | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 2/4/26 | Call For Pricing |
| 15-night Star Collector: Winter In Europe's Rivieras & Croatia Cruise Venice to Barcelona | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 2/12/26 | Call For Pricing |
| 7-night Europe's Winter Riviera Cruise Rome (Civitavecchia) to Barcelona | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 2/20/26 | Call For Pricing |
Single supplement amounts vary based on sailing booked. Offer is based on availability and may be withdrawn at any time without notice. Single supplement savings may not be combinable with certain fares, offers, and/or amenities. Other restrictions may apply. Call our experts for details. Fares/rates are per person, based on double occupancy for select sail and travel dates; are capacity controlled and subject to availability at time booking and may be pulled without notice. We reserve the right to correct errors. Information and pricing is subject to change without notice. While we do our very best to ensure that information and pricing appearing in this website is complete and accurate, we cannot be responsible for incomplete and inaccurate representations, which may or may not be under our control. In the event of a pricing error, misrepresentation or omission, we reserve the right to adjust the pricing or make any other corrections.