2019
2019 Cruise Critic Editor’s Picks Awards - Best Shore Excursions
2019 Conde Nast Traveler Readers’ Choice Awards – #2 Top Cruise Lines - Small Ships
2019 AFAR Travelers’ Choice Awards 2019 – Best Small Ship Cruise Line Winner
2019 Travel Weekly Magellan Award - Gold: Windstar's Sail Amsterdam Celebration, Cruise - Expeditions-Itinerary
2019 Travel Weekly Magellan Award - Gold: Windstar's Uncommon Indonesia, Cruise - Expeditions-Itinerary
2019 Travel Weekly Magellan Award - Gold: 2019-2021 Voyage Collection, Cruise Marketing-Direct Mail
2019 Travel Weekly Magellan Award - Gold: Windstar Small Ships, Cruise - Overall-Small Cruise Ship (500 passengers or under)
2019 Travel Weekly Magellan Award - Gold: Cruise – Overall Education Program Star Specialist Program for Travel Agents, Cruise - Overall-Education Program
2019 Travel Weekly Magellan Award - Silver: Windstar's Alaska Glaciers & Prince William Sound, Cruise - Expeditions-Itinerary
2019 Travel Weekly Magellan Award - Silver: Windstar's Star Collector: Grand Caribbean Adventure, Cruise - Expeditions-Itinerary
2019 Travel Weekly Magellan Award - Silver: Windstar's Star Collector: Journey to the Holy Lands, Cruise - Expeditions-Itinerary
2019 Travel Weekly Magellan Award - Silver: Cruise – Expeditions Shore Excursion Windstar Signature Expeditions program, Cruise - Expeditions-Shore Excursion
2019 Travel Weekly Magellan Award - Silver: Cruise – Expeditions Shore Excursion Concierge Collection Series, Cruise - Expeditions-Shore Excursion
2019 Maritz Travel Company - 2019 Cruise Supplier of the Year
2019 Conde Nast 2019 Hot List - Alaskan Splendors
2019 Northwest Travel + Life - 2019 Top Travel Picks
2019 Porthole Cruise - Best Cruise Partnership: Windstar Cruises & James Beard Foundation
2019 USA Today - #3 - Best Boutique
2019 USA Today - #7 for USA Today 10 Best Ocean Cruise Lines
2019 Conde Nast - Conde Nast Traveler 2019 Gold List
2019 USA Today - #6 for USA Today 10 Best Small Ships
2019 USA Today - #6 for USA Today 10 Best Cruise Ship for Dining
2019 Travel Age West WAVE - Best Small Ship Cruise Line
2019 Cruise Critic Cruisers Choice 2019 - Best Small Ship Dining: Wind Spirit
2019 Cruise Critic Cruisers Choice 2019 - Best Fitness + Recreation: Wind Surf
2019 Cruise Critic 2019 Cruisers’ Choice Destination Awards - Top Small Ship Cruise Line in the Eastern Caribbean, Bahamas & Bermuda
2019 Travel + Leisure - #6 in Top 10 Small-Ship Ocean Cruise Lines
2019 Travel + Leisure - #3 in Midsize Ship in Top 5 Midsize Ships