reduced single supplement
Reduced Single Supplement

Reduced Single Supplement

Do you love to travel, but like the privacy of your own sanctuary without paying high single supplements? Do you like guided tours with lots of insightful nuggets? Or do you prefer wandering through off-the-beaten path villages and discovering on your own? Or do you just want to relax on the beach, with mojito in hand?

As a solo traveler, you have the freedom to travel when and how you want. Right now is the time to book an extraordinary journey full of wonder and adventure. Enjoy fantastic single supplements as low as 20%.

Like sailing on your own private yacht, you’ll traverse picturesque shorelines, stopping at stunning intimate ports with boundless options to take an enriching shore excursion, a private tour, or perhaps choose to spend the day relaxing on sunny teak decks while appreciating genuine, personalized service.

Escape from the everyday and unwind in a luxurious stateroom that you’ll have all to yourself, revel in the freedom to choose experiences on your own terms and savor precious alone time — making your cruise exactly as private or social as you like.

You can set sail with confidence on Windstar knowing that your health and safety is a top priority with our Beyond Ordinary Care Program. Plus, we've extended our flexible Travel Assurance Booking Policy to allow you to cancel cruise reservations departing from now until March 31, 2022 up to 48 hours prior to departure for 100% Future Cruise Credit in case you decide to change your plans.

Check this page often as we'll add and update the sailings based on availability. With these savings, now is the perfect time to book your next adventure, but hurry – voyages are selling out!

FEATURED CRUISES
CaribbeanSHIPDAYSFROM - TODATESSINGLE OCCUPANCY FARE
St. Maarten & the Virgin Islands
Star Legend7St. Maarten to St. Maarten01/08/2022From $2,854 per guest
Windward Islands Surf & Sunsets
Star Legend7St. Maarten to St. Maarten01/15/2022From $2,616 per guest
St. Maarten & the Virgin Islands
Star Legend7St. Maarten to St. Maarten01/22/2022From $2,735 per guest
Windward Islands Surf & Sunsets
Star Legend7St. Maarten to St. Maarten01/29/2022From $2,616 per guest
St. Maarten & the Virgin Islands
Star Legend7St. Maarten to St. Maarten02/05/2022From $3,687 per guest
James Beard Foundation: In the Wake of the Spanish Armadas
Wind Surf8Oranjestad to Colón02/06/2022From $3,211 per guest
Windward Islands Surf & Sunsets
Star Pride7San Juan to San Juan11/12/2022From $2,973 per guest
Windward Islands Surf & Sunsets
Star Pride7San Juan to San Juan11/26/2022From $2,973 per guest
San Juan & the Virgin Islands
Star Pride7San Juan to San Juan12/03/2022From $2,973 per guest
U.S. CoastalsSHIPDAYSFROM - TODATESSINGLE OCCUPANCY FARE
Baja Blue Water & Treasures on the Sea of Cortez
Star Breeze10San Diego to Puerto Vallarta04/20/2022From $3,330 per guest
Baja Blue Water & Treasures on the Sea of Cortez
Star Breeze10Puerto Vallarta to San Diego04/30/2022From $3,330 per guest
Star Collector VoyagesSHIPDAYSFROM - TODATESSINGLE OCCUPANCY FARE
Star Collector: Lovely Leewards
Star Legend14St. Maarten to St. Maarten01/29/2022From $5,353 per guest
Star Collector: Classic Crossing to Spain & More
Wind Star25St. Maarten to Barcelona03/26/2022From $5,948 per guest
Cruise ToursSHIPDAYSFROM - TODATESSINGLE OCCUPANCY FARE
Monteverde Cloud Forest & Arenal Volcano Cruise Tour
Wind Star11San Jose to Colón12/06/2022From $5,316 per guest
GreeceSHIPDAYSFROM - TODATESSINGLE OCCUPANCY FARE
Adriatic Archipelagos and Greek Goddesses
Wind Surf9Athens to Venice07/07/2022From $5,591 per guest
Costa Rica & Panama CanalSHIPDAYSFROM - TODATESSINGLE OCCUPANCY FARE
Costa Rica & Panama Canal
Wind Star7Puerto Caldera to Colón12/10/2022From $2,616 per guest
MediterraneanSHIPDAYSFROM - TODATESSINGLE OCCUPANCY FARE
Souks & Sherries: Iberia & Morocco
Star Legend10Barcelona to Lisbon11/03/2022From $4,758 per guest
Ocean CrossingsSHIPDAYSFROM - TODATESSINGLE OCCUPANCY FARE
Ocean Crossings
Wind Star15St. Maarten to Lisbon03/26/2022From $2,616 per guest
Ocean Crossings + Ponta Delgada, Azores
Wind Surf14St. Maarten to Lisbon04/02/2022From $2,378 per guest
Ocean Crossings
Wind Surf14Lisbon to St. Maarten11/26/2022From $2,140 per guest
Ocean Crossings
Star Legend14Lisbon to Miami12/03/2022From $2,140 per guest
TahitiSHIPDAYSFROM - TODATESSINGLE OCCUPANCY FARE
Tahiti & the Tuamotu Islands
Star Breeze10Papeete to Papeete01/06/2022From $8,328 per guest
Dreams of Tahiti
Star Breeze7Papeete to Papeete02/03/2022From $3,210 per guest
Dreams of Tahiti
Star Breeze7Papeete to Papeete02/24/2022From $2,972 per guest
Dreams of Tahiti Air + Hotel Package
Star Breeze8Papeete to Papeete03/02/2022From $5,703 per guest
Dreams of Tahiti
Star Breeze7Papeete to Papeete03/03/2022From $2,853 per guest
Dreams of Tahiti Air + Hotel Package
Star Breeze8Papeete to Papeete03/09/2022From $5,941 per guest
Dreams of Tahiti
Star Breeze7Papeete to Papeete03/10/2022From $3,091 per guest
Dreams of Tahiti Air + Hotel Package
Star Breeze8Papeete to Papeete03/23/2022From $5,346 per guest
Dreams of Tahiti
Star Breeze7Papeete to Papeete03/24/2022From $2,496 per guest
Dreams of Tahiti Air + Hotel Package
Star Breeze8Papeete to Papeete03/30/2022From $5,941 per guest
Dreams of Tahiti
Star Breeze7Papeete to Papeete03/31/2022From $3,091 per guest
Dreams of Tahiti Air + Hotel Package
Wind Spirit8Papeete to Papeete12/14/2022From $6,418 per guest
Dreams of Tahiti
Wind Spirit7Papeete to Papeete12/15/2022From $3,568 per guest
The Windstar experience is less like a cruise and more like sailing on your own private yacht. With only 148 to 342 guests on board, you get a level of personalized attention that doesn't exist on bigger ships. With world-class dining and amenities including a Watersports Platform, enriching excursions that get you closer to local culture, and more freedom to come and go, you can follow your curiosity.
SELECT SAILINGS
Handpicked, must-do voyages for those that have already "been there, done that."
Dreams of Tahiti
A graceful yacht is the perfect way to experience the true wonder of Tahiti. We’ll let the trade winds fill our sails as we visit one legendary island after another, with plenty of casual time to swim and snorkel in crystal-clear lagoons, meander through lush rainforests, and experience the fascinating Polynesian culture from tikis to tiare flowers.
Tahiti & the Tuamotu Islands
The trade winds of French Polynesia have enticed sailors for centuries – and now those same beautiful breezes welcome us as we sail through the windward and leeward Society Islands to the serene natural beauty of the Tuamotu Islands, where pristine atolls and crystal lagoons welcome you to a hidden paradise. Visit Fakarava where rare species are found nowhere else on earth.
Treasures of the Greek Isles
Discover the magic and mythology of the Greek Isles – one of the most storied regions of the world. Sail across the azure waters of the Aegean Sea visiting the small hidden ports of Nafplio, Monemvasia, and Patmos and the legendary islands of Santorini and Mykonos. Windstar brings you closer to unique island cultures, ancient treasures, and the breathtaking beaches of Greece. Your vacation includes visits to nine UNESCO World Heritage Sites and a complimentary local Destination Discovery Event featuring dinner in the ancient city of Ephesus.

Looking for more? Go in-land and combine the best of the land and sea with a Cruise Tour that includes this itinerary:

Delphi & Meteora: Grecian Treasures Cruise Tour
A Piece of Greece, a Slice of Sicily & the Corinth Canal
Discover Italy and Greece at their best, when towns and beaches are less crowded and the weather is just right for strolling historic ruins and admiring Greece’s 5,000-plus wildflowers. Feast your eyes on the smooth bone-white columns of Athens’ Parthenon, and the honeycombed spires of Barcelona’s Sagrada Familia. Inhale the heady aroma of wild rosemary and thyme mingled with fresh-baked guttiau bread in Cagliari, and the citrus tang of kumquat liqueur in Corfu. In Messina, watch as the bell tower clock’s bronze characters come to life, announcing noon with a lion’s fierce roar and a rooster’s loud crow. Spot bright pink flamingos stilt-walking the white salt flats in Trapani. Enjoy the sweet sound of Argostoli’s street musicians playing kantades on mandolins. And discover the tranquility of Delphi, where oracles channeled the prophecies of Apollo to kings and commoners. On this voyage you’ll visit ports reserved for small ships like Itea, dock closer to key attractions than larger ships can in Trapani and Barcelona, and cross the Corinth Canal, too narrow for most modern ships but just wide enough for your small ship.
Alaska Glaciers & Prince William Sound
Set sail on an Alaskan adventure of a lifetime. This 11-day cruise departs from Seward, and explores natural and remote settings throughout Prince William Sound inaccessible to larger cruise ships. It’s a journey optimized for small ship cruising, with stops in quaint and uncrowded small harbors like Valdez and Wrangell, along with isolated coastlines rich in waterfalls, lofty peaks, and roaming wildlife. Board a helicopter for coastal or inland flightseeing around Valdez. Cast a line for Chinook or sockeye salmon in the legendary Copper River. Master your ‘Gee’ and ‘Haw’ calls as you guide a dogsled team across the Mendelhall Glacier near Juneau. This journey explores Point Adolphus near Glacier Bay, one of the most highly regarded whale watching destinations on the planet, where you’ll observe humpback whales engaging in bubble-net feeding, a learned group behavior in which whales work as a team to hunt and trap schools of fish near the surface.  In British Columbia’s Inside Passage, there will be countless opportunities to spot seals, whales, seabirds, and roving shoreline moose and bears before your memorable journey concludes at Vancouver’s cosmopolitan waterfront. Browse specialty shops and galleries in Gastown, take a walk along the breakwater trail surrounding Stanley Park, or if you’re not ready to return to your urban surroundings, escape on a gondola to the scenic alpine expanses surrounding nearby Grouse Mountain.
Alaskan Splendors
Conde Nast Traveler 2019 Hot List
"As far as Alaskan expeditions go, this itinerary gives passengers more access to so many aspects of the state's culture than any competitor."  - Conde Nast Traveler

Witness the grandeur of Alaska’s premier glaciers: Mendenhall in Juneau, Kenai Fjords’ Harding Icefield, Tracy Arm’s twin Sawyer Glaciers. Discover Alaskan Native villages, Russian cathedrals, and Gold Rush history. Thrill as you watch a wild brown bear snatch a struggling salmon from a stream or a humpback whale breach off the bow. Cruise Misty Fjords and Kenai Fjords on your lovely all-suite ship, waters beyond the reach of larger Alaska cruise ships.

Looking for more? Go in-land and combine the best of the land and sea with a Cruise Tour that includes this itinerary:

Alaskan Explorations & Denali Discovery Cruise Tour
Around Iceland
Dramatic scenery and curious communities coalesce on this week-long circumnavigation of Iceland. Explore a country few people will ever visit, and go far beyond the tourist hotspots to remote fjords, raging waterfalls, and small fishing villages. Get to know the independent and creative Icelanders, and watch whales and seabirds play offshore. This Iceland cruise is yachting at its most inventive.

Looking for more? Go in-land and combine the best of the land and sea with a Cruise Tour that includes this itinerary:

Comprehensive Iceland Cruise Tour
Classic Italy & Dalmatian Coast
Explore the shores of Italy, Croatia and Montenegro, discovering the charm of Venice, the magnificence of Rome, and the vast beauty of the Dalmatian Coast. Wander down the ancient cobblestone streets of Taormina, travel up the sparking fjord to Kotor and bask in the allure of small ship cruising as your small ship anchors in the heart of Old Town Dubrovnik while larger ships only pass by. From remarkable small ports such as Rovinj to timeless cities like Venice and Rome, discover the Mediterranean’s most charming and historic destinations in one incomparable voyage.

Looking for more? Go in-land and combine the best of the land and sea with Cruise Tours that include this itinerary:
 
Costa Rica & Panama Canal
Come find the natural and man-made wonders combined on this exotic Costa Rican and Panama Canal cruise full of bucket list places and activities.  Learn about the area from a local Naturalist on board, then take a Zodiac ashore and find rare experiences for yourself. Hike through Manuel Antonio National Park in search of its lovely beaches and abundant animal life. Soar high above the Quepos jungle floor as you zipline searching for such wildlife residents as monkeys, sloths, and toucans, then explore Golfo Dulce with some of the most intense rainforest landscapes in the world. Take a daylight transit through the massive Panama Canal, one of the world's most stunning feats of engineering on a ship that lets you see it all.

Looking for more? Go in-land and combine the best of the land and sea with a Cruise Tour that includes this itinerary:

Monteverde Cloud Forest & Arenal Volcano Cruise Tour
Icons of the Ancient World: Greece & Israel
Greek mythology, courageous rebellions against Rome, and the rediscovered wonders of Petra’s sandstone tombs, temples, and treasuries are a few of the hallmarks on this 8-day journey along the eastern Mediterranean harbors and coastlines of Greece, Cyprus and Israel. Savor sweet, almond flavors of amigdalota pastries in Mykonos, or catch a boat bound for the temples and amphitheater on Delos, the mythical birthplace of Apollo and Artemis. Wander the shadowy recesses of the Minoan palace of Knossos on Crete, lair of the mythic Minotaur, and peruse ancient sacred relics at the Archaeological Museum of Heraklion. Follow Jesus’s footsteps through Gethsemane to the former garden and olive grove where he was arrested, and visit the cave of the Nativity in Bethlehem. Ride a cable car to the imposing heights of Masada Fortress. Float in the warm, mineral rich waters of the Dead Sea. Stroll among Petra’s pink, sandstone columns and caves in the glowing morning light.

Looking for more? Go in-land and combine the best of the land and sea with a Cruise Tour that includes this itinerary:

Holy Lands & Petra Cruise Tour
 
San Juan & the Virgin Islands
Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. One day, you’re shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen – like you. Skip more common and commercial ports in favor of less-visited destinations like Montserrat. Bypass the major cruise terminals in favor of exclusive marinas and anchorages on this Caribbean cruise. And as guests on larger cruise ships take an excursion from Tortola to reach tiny Jost Van Dyke, your elegant ship is already there.
Sicilian Splendors
Encircle the Isle of Sicily and discover sparkling resorts favored by emperors, towns frozen in time by legendary volcanoes, Maltese palaces where knights and Grand Masters once gathered … this itinerary has them all. Watch the stunning Amalfi Coast pass by from the deck of your intimate small ship and raise a glass of limoncello to another blissful day in the warm Mediterranean sunshine.
Souks & Sherries: Iberia & Morocco
Discover unforgettable destinations overlooked by larger cruise lines during this 10-day Western Mediterranean cruise that visits historic landmarks and little-known spaces in Portugal, Spain, and Morocco. Wander warm sandy beaches near Portimao or board a small boat bound for caves and bronze- and umber-hued rock formations at the Alfanzina Grotto. Sip fino and oloroso sherries in a quiet cellar outside of Cádiz. Prepare traditional Moroccan flat bread for baking in a local oven during a Tangier cooking school lesson. Barter for handmade jewelry and handpainted ceramics in a crowded souk. Browse Pablo Picasso’s sculptures and obscure works and savor a Spanish sunset and evening tapas—best paired with spicy Grenacha and dark Tempranillo wines—during an overnight stay in Málaga. Unearth the ancient influences of Hispania Antiqua as you explore the Roman Theatre and Museum prior to observing the excavations and 2,000-year-old Punic relics at the Muralla Punica archaeological site.

NOTE: All departures on Star Pride through April 11, 2022 will be on her sister yacht, Star Legend
Spanish Symphony
Poised as if to kiss the continent of Africa, Andalusia hugs the southern coast of Spain and embraces cultural influences from both sides of the strait. This is the birthplace of Don Juan and Carmen, evening paseos by women in lace mantillas, cape-twirling matadors. In short, it is quintessential Spain. The beaches of the Costa del Sol are legendary. And behind lie equally magnificent mountain ranges sheltering picturesque “white villages.” Here you won’t find cookie-cutter castles, but amazing cultural amalgams like the Alhambra and Alcázar. On your elegant ship, you will cruise past larger ships right to the heart of old towns and to the steps of friendly bodegas.

Looking for more? Go in-land and combine the best of the land and sea with a Cruise Tour that includes this itinerary:

Portuguese Passages & Spanish Shorelines Cruise Tour
St. Maarten & the Virgin Islands
Depart from St. Maarten on this bewitching Caribbean cruise through the Virgin Islands where no two days are alike. One day, you’re shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen – like you. Skip more common and commercial ports in favor of less-visited destinations like St. Kitts and Montserrat. Bypass the major cruise terminals in favor of exclusive marinas and anchorages on this Caribbean cruise. And as guests on larger cruise ships take an excursion from Tortola to reach tiny Jost Van Dyke, your elegant yacht is already there.

Caribbean Air + Cruise Packages
Windward Islands Surf & Sunsets
Revel in seven days of surf, sand and sunsets during this leisurely cruise up and down the Caribbean’s Windward Islands. It’s a perfect vacation getaway for anyone craving a quick escape from life’s everyday obligations. Swim among sea turtles and glide above dazzling coral reefs with a highly skilled diving guide off the coast of Les Saintes’ volcanic shoreline. Clip into a zipline and hang on as moss-covered limbs and colorful wild birds rush by your head as you glide through St. Lucia’s rainforest canopy. Vacation time is always well spent among the Windward Islands, but nothing makes it more perfect than the personalized attention and unique excursion opportunities offered by Windstar.

NOTE: All departures on Star Pride through April 11, 2022 will be on her sister yacht, Star Legend

Caribbean Air + Cruise Packages
Yachtsman's Harbors of the Rivieras
Enjoy the world’s premier yachting playgrounds in a beautiful small ship that feels like your own private yacht. These beautiful ports string together like perfect pearls, each glowing with its own special beauty. Sparkling cities and charming villages. Secluded harbors and immaculate beaches. Discover the mystique and magic of the Rivieras that only an intimate small ship can show you.

Looking for more? Go in-land and combine the best of the land and sea with a Cruise Tour that includes this itinerary:

Vatican & Italian Riviera Cruise Tour