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 Enchanting Greece and the Amalfi Coast Cruise Rome (Civitavecchia) to Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 5/5/24 | Call For Pricing |
| 11-night The Emerald Isle and Scottish Highlands Cruise Amsterdam to Edinburgh | Cruise Line Windstar Cruises | Cruise Ship Star Pride | Departs 5/30/24 | Call For Pricing |
| 7-night Dreams of Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 6/27/24 | Call For Pricing |
| 7-night Around Iceland Cruise Roundtrip Reykjavik | Cruise Line Windstar Cruises | Cruise Ship Star Pride | Departs 6/28/24 | Call For Pricing |
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 7/13/24 | Call For Pricing |
| 10-night Delphi and Meteora – Grecian Treasures Cruise/Land Package Athens to Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 7/31/24 | Call For Pricing |
| 7-night Dreams of Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 8/1/24 | Call For Pricing |
| 7-night Around Iceland Cruise Roundtrip Reykjavik | Cruise Line Windstar Cruises | Cruise Ship Star Pride | Departs 8/9/24 | Call For Pricing |
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 8/10/24 | Call For Pricing |
| 7-night Yachtsman's Harbors of the Rivieras Cruise Barcelona to Rome (Civitavecchia) | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 8/13/24 | Call For Pricing |
| 9-night Adriatic Icons and Venetian Treasures Cruise Roundtrip Venice | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 8/13/24 | Call For Pricing |
| 8-night Classic Italy and Dalmatian Coast Cruise Rome (Civitavecchia) to Venice | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 8/20/24 | Call For Pricing |
| 8-night Adriatic Archipelagos and Greek Goddesses Cruise Venice to Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 8/28/24 | Call For Pricing |
| 14-night Greenland – North Atlantic Odyssey Cruise Reykjavik to Montreal | Cruise Line Windstar Cruises | Cruise Ship Star Pride | Departs 9/6/24 | Call For Pricing |
| 11-night Southeast Canadian Explorations Cruise Montreal to Boston | Cruise Line Windstar Cruises | Cruise Ship Star Pride | Departs 10/12/24 | Call For Pricing |
| 8-night Romance on the Rivieras Cruise Roundtrip Rome (Civitavecchia) | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 10/17/24 | Call For Pricing |
| 8-night Myths & Marvels of the Aegean Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 10/21/24 | Call For Pricing |
| 9-night Vatican & Italian Riviera Cruise/Land Package Rome (Civitavecchia) to Barcelona | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 10/23/24 | Call For Pricing |
| 7-night Dreams of Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 10/24/24 | Call For Pricing |
| 10-night Treasures of Southern Spain and Morocco Cruise Barcelona to Lisbon | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 11/3/24 | Call For Pricing |
| 14-night Ocean Crossing Cruise Lisbon to Bridgetown (Barbados) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 11/5/24 | Call For Pricing |
| 11-night Tahiti and the Tuamotu Islands Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 11/7/24 | Call For Pricing |
| 15-night Star Collector: Winter in Europe's Riverias & Croatia Cruise Venice to Barcelona | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 11/22/24 | Call For Pricing |
| 7-night Europe Winter Riviera Cruise Rome to Barcelona | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 11/30/24 | Call For Pricing |
| 7-night Jewels of the Windward Islands Cruise Roundtrip Bridgetown (Barbados) | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 12/7/24 | Call For Pricing |
| 7-night Dreams of Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 12/12/24 | Call For Pricing |
| 7-night Naturally Costa Rica Cruise Roundtrip Puerto Caldera | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 12/21/24 | Call For Pricing |
| 7-night Europe Winter Riviera Cruise Barcelona to Rome | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 1/8/25 | Call For Pricing |
| 15-night Star Collector: Winter in Europe's Riverias & Croatia Cruise Barcelona to Venice | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 1/8/25 | Call For Pricing |
| 7-night Panama Canal, Cartagena, San Blas Islands, and More Cruise Oranjestad, Aruba to Fuerte Amador | Cruise Line Windstar Cruises | Cruise Ship Star Pride | Departs 2/1/25 | Call For Pricing |
| 7-night Jewels of the Windward Islands Cruise Roundtrip Bridgetown (Barbados) | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 2/1/25 | Call For Pricing |
| 7-night Naturally Costa Rica Cruise Roundtrip Puerto Caldera | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 2/15/25 | Call For Pricing |
| 9-night Southern Spain Winter Escapes Cruise Roundtrip Barcelona | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 3/2/25 | Call For Pricing |
| 8-night Aegean Sea Odyssey via the Corinth Canal Cruise Athens (Piraeus) to Istanbul | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 4/3/25 | Call For Pricing |
| 7-night Dreams of Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 4/17/25 | Call For Pricing |
| 10-night Overwater Bungalow & Tahitian Paradises Cruise/Land Package Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 4/17/25 | Call For Pricing |
| 7-night Enchanting Greece and the Amalfi Coast Cruise Rome (Civitavecchia) to Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 4/27/25 | Call For Pricing |
| 10-night Comprehensive Iceland Cruise/Land Package Roundtrip Reykjavik | Cruise Line Windstar Cruises | Cruise Ship Star Pride | Departs 8/1/25 | Call For Pricing |
| 7-night Around Iceland Cruise Roundtrip Reykjavik | Cruise Line Windstar Cruises | Cruise Ship Star Pride | Departs 8/4/25 | Call For Pricing |
| 8-night Classic Italy and Dalmatian Coast Cruise Rome (Civitavecchia) to Venice | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 8/19/25 | 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 Dreams of Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 9/4/25 | 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.