Discover Windstar’s Degrees of Difference.
Leave the crowds and clichés behind on small, elegant ships that carry less than 350 guests. Enjoy late-night departures, overnights in port, and one-of-a-kind tours and activities. Connect to the wonder, authenticity, and majesty of a world discovered in private-yacht style. With access to small ports, you’ll visit popular must-sees as well as the best-kept secrets.
Complimentary All-Inclusive Upgrade
Embark on a Windstar voyage to specially selected destinations, and sail beyond ordinary with a complimentary upgrade to the All-Inclusive Fare, featuring onboard Wi-Fi, all gratuities, and unlimited wine, beer and cocktails.
Our Exclusive Bonus: On select sailings you'll receive up to $150 Onboard Credit per person.
Recommended Windstar Voyages
Be sure to ask your Travel Advisor for other dates and itineraries available.
Europe's Winter Riviera7 days
Barcelona to Rome | Star Legend | Star Porthole SuiteCAD $4,385 Per Person Incl taxes
Complimentary Upgrade to All-Inclusive Fare!
Enjoy Italy, southern France, and Spain at an unhurried pace in exclusive off-season coastal haunts of reclusive celebrities, savvy travelers, and approachable locals. Stretch your overnight port stay at Livorno into an indulgent exploration of uncrowded iconic landmarks, intimate cafes, and inviting artisan shops in Florence, Pisa, Siena, and San Gimignano. This is a rare opportunity to enjoy quiet moments with unobstructed views of artistic works by Renaissance masters. Discover Genoa’s rich maritime heritage, stunning architecture, and convenient location to Milan. Wander baroque architectural edifices in Marseille prior to a wine and cheese pairing in an ancient cellar. Take in the expansive city views from Barcelona's iconic Montjuic Hill and stroll the imposing Gothic Quarter with its cavernous cathedral and Sant Maria del Mar Basilica. Take advantage of a two-day port stay in the Catalonian capital to browse shops on La Ramblas, ponder the vibrant local art scene, and graze the ample culinary opportunities for tasty tapas, seafood paella, decadent sangrias, and savory jamon hams.Winter Antilles Escape7 days
San Juan to Bridgetown | Star Pride | Star Porthole SuiteCAD $3,432 Per Person Incl taxes
Complimentary Upgrade to the All-Inclusive Fare!
Uncurl your frozen toes as you escape the winter doldrums during this week-long cruise featuring sundrenched beaches and steamy tropical rainforests along the Lesser Antilles Islands in the Caribbean. Set sail from the colorful Colonial Era homes and shops in San Juan, Puerto Rico, then roam like the untethered horses across the tiny island of Vieques, wandering barefoot on beige sandy beaches, or delving deep into the shady, tropical recesses of the Vieques National Wildlife Refuge. Gleaming white sands, sparkling turquoise waters and Philipsburg’s vibrant pastel buildings offer respite from the starker winter hues up north this time of year, but if you’re seeking culinary adventures, the delicious saltfish fritters, meat-filled pastries and potent and refreshing fruity Le Planteur punch will certainly compete for your attention. Learn about the future plans for Montserrat’s newly-developed capital in Little Bay, or visit the ghostly past among the dusty ruins of the Buried City, where former homes remain entombed in volcanic ash. G Master SCUBA diving in the company of expert divers or venture inland and sample delicious organic gourmet chocolate at a cocoa processing facility near St. George's in Grenada. Your adventure concludes in Bridgetown, Barbados, where you can reflect upon memories and deeper thoughts in the quiet shadows of the Gothic-inspired, St. John’s Church, or find the perfect surf conditions during a drive up the scenic Gold Coast.Beach Fun & Sun: A Remote Caribbean Getaway7 days
Roundtrip St. Maarten | Wind Star | Porthole Stateroom (Cat. B)CAD $7,251 Per Person Incl taxes
Complimentary Upgrade to the All-Inclusive Fare!
Bask on remote beaches resplendent in natural beauty during this relaxing, unrushed, and uncrowded 7-day getaway to secluded Caribbean destinations Windstar specializes in. Board a private speedboat bound for Little Bay, Anguilla’s smallest and most private beach, then snorkel among flitting grunts, wrasses and snappers. Guide your own rigid inflatable boat (RIB) through Sir Francis Drake Waterway bays and isles around Jost Van Dyke. Sink in solitude to the silent depths where an 1867 steamship rests, an iconic Tortola dive site that doubled as an underwater movie set. Embark from Windstar’s onboard Watersports Platform on your own self-directed snorkeling and kayaking adventures. Find the warm sunset twilight during an overnight port stay at Virgin Gorda. Windstar takes you to the secret beaches and invites you to join us for our private Signature Beach Party, a fun in the sun affair, full of the rhythm and joy of the Caribbean.Southern Spain's Winter Escapes9 days
Roundtrip Bar | Star Legend | Star Porthole Suite (PS)CAD $4,698 Per Person Incl taxes
Complimentary Upgrade to All-Inclusive Fare!
Walk in the shadows of Gaudi's architectural splendors and sip decadent Spanish red wines paired with savory tapas during an overnight stay near the heart of Barcelona's Gothic Quarter. Master the toasty, crackling craft of perfect socarrat as you cook up paella from regional ingredients at an exclusive cooking class hosted in a Malaga home. An inviting coastal city, Malaga enjoys the warmest winter weather in Europe, so it's likely that you'll sample regional wines and local delicacies like pescaíto frito--fried fish--comfortably seated at outdoor cafes. Wander Alcazaba Fortress's ancient halls and fortifications dating back to the 11th Century. Delightfully dawdle in roomy galleries adorned with a half century of Pablo Picasso's paintings, drawings, sculptures, and ceramics. Rise to the airy heights of the formidable British stronghold at Gibraltar, where you'll gaze out across one of the world's busiest channels to North Africa's distant mountains.Windward Ways & Tobago Cays7 days
Bridgetown to Oranjestad | Star Pride | Star Porthole SuiteCAD $4,485 Per Person Incl taxes
Complimentary Upgrade to the All-Inclusive Fare!
Those who love watersports, snorkeling and diving will be on Cloud 9 on this cruise through the Windward and ABC islands. Swim with vibrant fish and friendly sea turtles as you visit ports in Tobago Cays Marine Park, in Bonaire National Marine Park, and in the proposed Speyside Marine Protected Area. Paddleboard right from the Watersports Platform as we visit smaller ports and less-visited bays away from the crowds. And when you’ve had your fill of ocean action (if you ever do), head to shore and explore colorful Dutch colonial harbors, sugar-white beaches and mouthwatering island cuisines.Star Collector: Winter in Europe's Riviera's & Croatia15 days
Barcelona to Venice | Star Legend | Star Porthole SuiteCAD $7,303 Per Person Incl taxes
Complimentary Upgrade to the All-Inclusive Fare!
Explore the Mediterranean shores during the quiet season for a different perspective. Sail along both sides of the Adriatic and trace the French Riviera and Spanish coasts during this 15-day journey with overnight port stays in Dubrovnik, Livorno (Florence), and Barcelona. Wander St. Mark's Square as you choose your favorite Venetian cafe table when pigeons outnumber pedestrians. Immerse yourself in Dubrovnik's highly acclaimed Red Museum exhibits and learn about Yugoslavian daily life as citizens. Meander through Pompeii's restored villas and lanes without crowds or stifling summer humidity. Discover the perfect balance of tart, Tuscan wine acidity paired with decadent pasta dishes in Florence and Capri in relative solitude from Naples. Delve into the abstraction of modern art and Matisse's intense colors as you stroll the unhurried elegance of Nice's contemporary art museums and visit the tiny shops in the alleyways. Indulge in tapas tastings and cocktails along Barcelona's las Ramblas.Europe's Winter Riviera7 days
Barcelona to Rome | Star Legend | Star Porthole SuiteCAD $3,439 Per Person Incl taxes
Complimentary Upgrade to All-Inclusive Fare!
Enjoy Italy, southern France, and Spain at an unhurried pace in exclusive off-season coastal haunts of reclusive celebrities, savvy travelers, and approachable locals. Stretch your overnight port stay at Livorno into an indulgent exploration of uncrowded iconic landmarks, intimate cafes, and inviting artisan shops in Florence, Pisa, Siena, and San Gimignano. This is a rare opportunity to enjoy quiet moments with unobstructed views of artistic works by Renaissance masters. Discover Genoa’s rich maritime heritage, stunning architecture, and convenient location to Milan. Wander baroque architectural edifices in Marseille prior to a wine and cheese pairing in an ancient cellar. Take in the expansive city views from Barcelona's iconic Montjuic Hill and stroll the imposing Gothic Quarter with its cavernous cathedral and Sant Maria del Mar Basilica. Take advantage of a two-day port stay in the Catalonian capital to browse shops on La Ramblas, ponder the vibrant local art scene, and graze the ample culinary opportunities for tasty tapas, seafood paella, decadent sangrias, and savory jamon hams.