Windstar Cruises offers intimate yacht-style voyages on small ships that blend sailing heritage with modern luxury, accommodating just 148–342 guests per vessel. Originally launched in 1984 with computer-controlled sailing yachts, the line expanded in 2013–2015 by acquiring three all-suite motor yachts from Seabourn, creating a hybrid fleet that accesses hidden harbours and overnights in ports too small for larger ships. It’s ideal for couples and solo travellers seeking authentic destination immersion with personalised service and watersports from an open aft marina. 

The line is renowned for its “Star Plus” initiative, which lengthened and upgraded the three motor yachts between 2021–2023, adding suites, dining venues, and Wärtsilä engines while retaining the 1:1.5 crew-to-guest ratio. Windstar emphasises authentic experiences—walking off into villages, private charters, and culinary partnerships like James Beard chefs—across 330+ ports worldwide. Guests appreciate the casual elegance: no formal nights, open seating dining, and all-veranda or oceanview accommodations.

Operations span Europe, the Caribbean/Panama Canal, Alaska/Canada, Tahiti/South Pacific, Asia, and South America, often with 7–12 night itineraries featuring overnights and fewer sea days. The atmosphere is sophisticated yet relaxed, with live music, stargazing under sails (on Wind-class ships), and an emphasis on exploration over onboard spectacle.