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.

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Comprehensive Iceland Cruise Tour

The solar eclipse on August 12, 2026, promises to be a spectacular celestial event, captivating observers around the world as the moon passes directly between the Earth and the sun, turning day into night.  One of the best places to experience this incredible phenomenon – Iceland. We will maneuver our ship into the perfect location at sea to experience the totality with minimal light pollution. As totality nears, the impending darkness is easy to see thanks to an unobstructed view of the sky down to the horizon. The eclipse will pass directly over the Western coast of Iceland, near Isafjordur, allowing viewers to experience the solar eclipse’s totality.
 
In the land of fire and ice, your Windstar cruise around Iceland brings you to landscapes both otherworldly and astonishing beautiful. The earth is still shifting here. Dark volcanic peaks rise above fluorescent green hillsides. Lava fields bubble with mud pots and steam vents. Glaciers top mountains, even volcanos. Waterfalls, some of the largest in Europe, create their own rainbows. Startlingly blue lagoons, heated by vents from under the Earth's crust, are natural relaxation spots for bathers.
 
Your cruise begins in the capital city of Reykjavik, which radiates a small-town, artsy vibe. As your ship circumnavigates Iceland, you’ll encounter once-in-a-lifetime experiences such as hikes on ice and on lava fields, and riding Icelandic horses through lush countryside. You may explore lava caves with helmet and flashlight or take a flightseeing tour over icy glacial terrain that includes “The North” filming locations for the TV show, “The Game of Thrones.”
 
Nature tours by Zodiac provide up-close views of humpback whales and seabird cliffs, including the largest Atlantic puffin colony. History tours include Viking lore. In quiet interludes, you might find yourself alone with your thoughts while kayaking in the calm waters of a fjord. By nature of the fact you are on a Windstar small ship Iceland cruise, you’ll travel deeper into local waters than you would on larger ships.
 
Under the near 24-hour Midnight Sun, your Iceland cruise takes you far beyond the typical tourist hot spots, your yacht sailing to remote islands and fjords and tiny villages – including an overnight in Seydisfjordur, with its colorful chalet-style homes and lively arts scene. The leisurely pace affords time to converse with the locals, sample Icelandic cuisine and craft beer, and, perhaps, hear folk tales of elves and trolls.
 
Please Note: Viewing the total solar eclipse will depend on the weather and Windstar Cruises cannot guarantee the viewing conditions of the total solar eclipse. There is the possibility that passengers may not see the totality or may only see it for a brief period, due to factors that are out of our control.

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.
 

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.

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• VATICAN & CROATIAN COASTLINES CRUISE TOUR
• LAKE COMO & ADRIATIC ROMANCE CRUISE TOUR

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.

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Monteverde Cloud Forest & Arenal Volcano Cruise Tour

A graceful yacht is the perfect way to experience the true wonder of Tahiti. We’ll let the trade winds take us to 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.

For 2027 voyages, your ship arrives in Papeete the night before disembarkation, which allows you the convenience of returning home within a week. If you're interested in an Early Goodbye, please call Windstar Cruises or your Travel Advisor for more information.

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.
 

Bougainvillea-covered balconies, jungles teeming with wildlife, one of the most brazen engineering feats in human history… there’s more treasure here than the Spanish ever dreamed of. Step back in time to the height of the Spanish Empire in Cartagena and Santa Marta, where you can tour museums glittering with pre-Colombian gold and jewelers display fresh-from-the-mine emeralds. Join the birds in the rainforest canopy and caimans in thick mangroves. Relive history as you transit the Panama Canal, enormous locks gaping above you and Lake Gatun spread out below. Interact with the Kunas at the San Blas Islands and celebrate the day with our Signature Beach Barbecue there. Dine alfresco beneath a colony of stars and toast the perfect antidote to winter.

 

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.

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Vatican & Italian Riviera Cruise Tour
Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour

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.

Visit sun-drenched places as you sail the Greek Isles, discovering a world abounding with seaside scenery and ancient treasures. On such legendary islands as Santorini and Mykonos, views of azure sea and white-washed villages will take your breath away. On your Greek islands cruise, you may embrace the magic and mythology of ancient temples built to honor Greek gods and goddesses. Visit UNESCO World Heritage Sites such as the amazing hilltop Acropolis in Athens, the haunts of St. John on the tiny island of Patmos, and the ancient Roman city of Ephesus. You may imagine you are Mark Antony, as you walk the same marble streets where the Roman general (and lover of Cleopatra) was once cheered by residents. Dine among the fascinating ruins as a complimentary treat, a Windstar-exclusive evening Destination Discovery Event planned for Ephesus.
 
Windstar’s Treasures of Greek Isles, and all other Greece itineraries, deliver you into the heart of Greek culture. As you cruise to Athens, call, too, at small secluded ports such as Monemvasia, a pedestrians-only village built into a cliffside, and Nafplio, a delightful mainland town where you can wander cobblestone streets and explore Venetian fortresses. On your Windstar small ship cruise, Greece unfolds at a leisurely pace. You’ll have time to linger in magical places, to swim from powdery sand beaches, to explore local cuisine and get to know friendly locals, shouting “ya mas” (“cheers”) as you toast with ouzo. You may even dance like Zorba the Greek at a local taverna. Your Windstar cruise is the best of Greece, the way you imagined it.

Click here for an in-depth look at some of our shore excursion options for this sailing.

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Delphi & Meteora: Grecian Treasures Cruise Tour

Marking Wind Star’s exciting move to sail year-round in Tahiti, this island-hopping itinerary offers a week of tropical discovery among the Society Islands’ most iconic destinations. Snorkel or paddle from Windstar’s watersports platform in Bora Bora’s legendary lagoon, explore Huahine’s lush interior and sacred marae, visit a working vanilla plantation on Taha’a, and soak up the fragrant beauty of Moorea’s Cook’s Bay. Enjoy overnight stays in both Raiatea and Bora Bora, where you’ll be treated to Windstar’s exclusive Destination Discovery Event: Polynesian Feast & Fire—a magical night of island culture, dance, and cuisine under the stars. Special onboard events commemorating Wind Star’s new home in Tahiti will be announced closer to the sailing date.

Visit sun-drenched places as you sail the Greek Isles, discovering a world abounding with seaside scenery and ancient treasures. On such legendary islands as Santorini and Mykonos, views of azure sea and white-washed villages will take your breath away. On your Greek islands cruise, you may embrace the magic and mythology of ancient temples built to honor Greek gods and goddesses. Visit UNESCO World Heritage Sites such as the amazing hilltop Acropolis in Athens, the haunts of St. John on the tiny island of Patmos, and the ancient Roman city of Ephesus. You may imagine you are Mark Antony, as you walk the same marble streets where the Roman general (and lover of Cleopatra) was once cheered by residents. Dine among the fascinating ruins as a complimentary treat, a Windstar-exclusive evening Destination Discovery Event planned for Ephesus.
 
Windstar’s Treasures of Greek Isles, and all other Greece itineraries, deliver you into the heart of Greek culture. As you cruise to Athens, call, too, at small secluded ports such as Monemvasia, a pedestrians-only village built into a cliffside, and Nafplio, a delightful mainland town where you can wander cobblestone streets and explore Venetian fortresses. On your Windstar small ship cruise, Greece unfolds at a leisurely pace. You’ll have time to linger in magical places, to swim from powdery sand beaches, to explore local cuisine and get to know friendly locals, shouting “ya mas” (“cheers”) as you toast with ouzo. You may even dance like Zorba the Greek at a local taverna. Your Windstar cruise is the best of Greece, the way you imagined it.

Click here for an in-depth look at some of our shore excursion options for this sailing.

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

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.

Vatican & Italian Riviera Cruise Tour
Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour

Leave the crowds behind and experience Italy and the Adriatic from a different perspective on this unique off-season voyage. Overnighting in the heart of Venice during Carnival reveals a side of the city that daytime visitors never see, when the maze of bridges and canals glows softly under lantern light and masked Venetians drift through the night in quiet celebration. Staying after dark lets you feel the true soul of Carnevale—intimate, theatrical, and irresistibly romantic—an experience that lingers long after you leave. See popular attractions like the Sistine Chapel, St. Mark’s Square, and Pompeii with fewer people, giving you time to absorb the talent of Michelangelo, the ravishing beauty of Venice, and the tragedy of Pompeii. You’ll find more intimate and meaningful experiences everywhere you go as locals take the place of visitors. Walk the legendary walls of Dubrovnik’s Old Town and take your time looking over the red roofs of the medieval city during an overnight stay. Hike in tranquil Dalmatian parks, dine in family homes in small villages, and learn to cook authentic pizza in a Sicilian kitchen.

Leave the crowds behind and experience Italy and the Adriatic from a different perspective on this unique off-season voyage. See popular attractions like the Sistine Chapel, St. Mark’s Square, and Pompeii with fewer people, giving you time to absorb the talent of Michelangelo, the ravishing beauty of Venice, and the tragedy of Pompeii. You’ll find more intimate and meaningful experiences everywhere you go as locals take the place of visitors. Walk the legendary walls of Dubrovnik’s Old Town and take your time looking over the red roofs of the medieval city during an overnight stay. Hike in tranquil Dalmatian parks, dine in family homes in small villages, and learn to cook authentic pizza in a Sicilian kitchen. Then there are winter celebrations, Carnaval parades, festive lights, Christmas markets and more that make everything shine brighter, from grand gothic and baroque cathedrals to luminous canals .

Columbus slept here, Winston Churchill painted here, and Agatha Christie wrote here, but you don’t have to be famous to fall in love with this place. This volcanic archipelago off the coast of Africa can and does charm just about everyone who visits, although it’s not the same charm for all. Some ooh and ahh at the diversity and drama of the landscapes, a tapestry of smooth and rough, black and green, blue and gold. Others are wooed by quaint colonial towns built a century before Columbus sailed, their cobbled streets lined by dry-stone homes with hand-carved wooden balconies. Then there’s the culture, or cultures, derived from European and African roots but infused with elements of all the Atlantic sailors who paused here for provisions. Sip a glass of sweet and citrusy poncha. Ride wicker toboggans, camels and classic cars. Breathe in air scented with orange, oleander, and eucalyptus. And gaze at stars so numerous and bright they seem to put galaxies within reach.

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.  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.

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Winter Riviera & Madrid Cruise Tour

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.

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Portuguese Passages & Spanish Shorelines Cruise Tour
Spanish Symphony & Madrid Medley