Star Collector: Sicilian Circumnavigation & Monaco Prix du Monde
 
Rome to Rome
Thu May 21, 2026 - Sun Jun 7, 2026,
 17 days
 on Wind Surf
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Starting from $14,699 USD
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Rome to Rome
Indulge in the diverse Old World flavors of the Italian coastline and Sicily prior to partaking in the modern-day pageantry of Monaco’s Formula 1 racing during this delightfully decadent 17-day exploration of Italy and France. Take flight on a helicopter tour above smoldering Mount Etna. Sample uniquely textured dark chocolate bars handcrafted in Modica, a sweet treat blended with nuts, peppers, and vanilla that goes perfectly with smoky espresso. Study skilled Lipari chefs crafting Sicilian pizzas, then roll your own fresh dough for a memorable lunch paired with local red wines and sweet Aeolian cookies. Bicycle past Portoferraio’s weathered walls and rustic stone streets to Enfola’s rural roadways before stopping for delicious refreshments and a kayak tour of the Elba’s northern coastline. Wander between stacked tires and state-of-the-art race computing technology as you tour Monte Carlo’s Prix du Monde of Monaco pits on qualifying day, then party through the night prior to watching the complete race the following afternoon!
voyage map
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Day 1: Rome
In this enchanting city the past and present intersect in perfect harmony. Casually intermingled among ancient ruins and majestic cathedrals are the trappings of a modern metropolis: Skyscrapers,cafes, boutiques selling designer footwear. But of course what you seek first in the heart of Rome is its breathtaking history.  A good place to begin is the Vatican, with its Sistine Chapel and St. Peter’s Basilica. Works by Bernini, Michelangelo, Caravaggio, and Raphael are just a few of those on display, any one of which is worth hours of contemplation. Then the ancient ruins—Colosseum, Forum, Circus Maximus. And of course the Trevi Fountain for the obligatory coins promising your return to the Eternal City.
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Day 2: Bastia
As the principal port of Corsica, Bastia has vibrant historical neighborhoods with narrow streets and alleys between ancient shuttered buildings of the 18th century. One of the main squares is the Place du Marche, home of a morning market and the impressive 16th century Saint-Jean-Baptiste church. On the other side of the harbor sits the substantial citadel, the beautiful gardens of Jardin Romieu and the once very-elegant houses of the Terra Nova district.
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Day 3: Monte Carlo
Glide into port in one of Europe’s most exclusive harbors. Mingle with other privileged yachtsmen or step ashore and start walking. The glittering Grand Casino, legendary for its exotic setting on screen and off, is a must see, as is the royal family’s palace and the tomb of Philadelphia-born Princess Grace in the Cathedral.
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Day 4: Monte Carlo
Glide into port in one of Europe’s most exclusive harbors. Mingle with other privileged yachtsmen or step ashore and start walking. The glittering Grand Casino, legendary for its exotic setting on screen and off, is a must see, as is the royal family’s palace and the tomb of Philadelphia-born Princess Grace in the Cathedral.
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Day 5: St. Tropez
Small but chic, St. Tropez is a lively town whose beaches are legendary, both for their beauty and for the beauties on them. Follow the narrow lanes from the waterfront, and you’ll arrive at the oldest part of St. Tropez, where twisting narrow streets open onto tiny squares and fountains. Great views can be had from the 16th century Citadel, but the most interesting views are from a chair in a sidewalk café: sit on the terrace and watch the fascinating, flirtatious French Riviera pass by.
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Day 6: Portofino
With its golden ochre and terracotta buildings, designer shops, and chic cafés, Portofino represents the height of Italian artistry and sophistication. Sip a cappuccino along the fabled marina or enjoy a day of shopping in one of the town’s tempting little boutiques. As you look out over the harbor from the famous Hotel Splendido, it’s hard not to admire the sleek, streamlined beauty of your Windstar ship.
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Day 7: Portoferraio
Pine-scented forests and miles of sandy beach await your arrival on the tranquil island of Elba. Enjoy a glass of local Moscato with the fresh catch of the day before pondering your next move. Perhaps you’ll visit the nearby countryside with its small fishing villages and dramatic mountain passes. Or see the calming beauty of Tuscan Archipelago National Park, a UNESCO Biosphere Reserve.  Or maybe you’ll decide to walk to the nearest beach and dip your toes into the warm Mediterranean.
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Day 8: Rome
In this enchanting city the past and present intersect in perfect harmony. Casually intermingled among ancient ruins and majestic cathedrals are the trappings of a modern metropolis: Skyscrapers,cafes, boutiques selling designer footwear. But of course what you seek first in the heart of Rome is its breathtaking history.  A good place to begin is the Vatican, with its Sistine Chapel and St. Peter’s Basilica. Works by Bernini, Michelangelo, Caravaggio, and Raphael are just a few of those on display, any one of which is worth hours of contemplation. Then the ancient ruins—Colosseum, Forum, Circus Maximus. And of course the Trevi Fountain for the obligatory coins promising your return to the Eternal City.
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Day 10: Syracuse, Italy
Rich in both Greek and Roman history and home of the mathematician Archimedes, Syracuse is full of ancient ruins including the Roman Amphitheater, Teatro Greco, and the Orecchio di Dionisio. The Ortigia, or Old Town is full of sites to see like the Ortigia Cathedral which houses a number of relics of St. Lucy, the patron saint of Syracuse.
 
 
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Day 11: Gozo
Pretty Xlendi Bay lies on the west coast of Gozo, an island long thought to be the mythical Ogygia of Homer’s Odyssey. In the story, Calypso fell in love with Odysseus and held him captive for seven years.. The reputed Calypso Cave is just one of several intriguing caves on the island. There’s also Caroline’s Cave, a natural grotto that was once a private swimming hole for nuns. Surprisingly for such a small island, Gozo is home to the oldest freestanding temples in the world, the Ggantija Temples, nestled among the rolling green hills. You should also visit the Citadella, a small, fortified town that houses the island’s Cathedral, the Museum of Archaeology, the Folklore Museum, and the Old Prisons.
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Day 12: Valletta
Malta’s capital city, a UNESCO World Heritage Site, is among the world’s smallest, yet definitely most charming.  Graced with the paintings of Caravaggio and kissed by beautiful shorelines, you’ll find photographic icons at almost every turn.  Not to be missed is a visit to the stately Palazzo Parisio to glimpse the enchanting lifestyle of Malta’s nobility. 
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Day 13: Porto Empedocle
Here you’ll find what are widely acclaimed as the best, ancient ruins in the entire Mediterranean. Imagine the wonders of Athens, of Ephesus, of legendary Olympia itself. Then imagine them all in one place, at Agrigento, a UNESCO World Heritage Site. As you wander the verdant ridge overlooking the Mediterranean you will be transported to the 5th and 6th centuries. The irresistible scent of olive, almond, and eucalyptus trees will entice you back to the present. This is one of the world’s most beautiful sites. 
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Day 14: Trapani
At once ancient and contemporary, Trapani is a city of contrasts. From the salt marshes that produce much of the Mediterranean’s signature colored salts, to the intricate mosaics of Mozia and the famous wines of Marsala, to the best view in all of Sicily from the medieval hill town of Erice where the colorful gardens are rivaled only by the cannolis for pure sensory delight. The line of 17th century windmills, still hard at work in ancient Phoenician salt marshes beckons you to return to Trapani again and again. 
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Day 15: Lipari
Take time on shore to explore the beautiful village and enjoy the exclusive access that only a small ship can provide in a port large cruise ships cannot reach.   An optional tour will introduce you to the highlights of the largest of the seven Aeolian Islands, well-known for its mythological connections and a UNESCO World Heritage Site. 
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Day 16: Sorrento
UNESCO World Heritage Sites abound in Sorrento.   Optional tours will take you to the archaeological areas of Pompeii and Torre Annunziata, or the 4th century B.C. city of Herculaneum. Perhaps your choice will be a boat ride to Positano, the legendary home of the Sirens. Perched on a terrace on the spectacular Amalfi Coast, Sorrento offers exceptional views of the Bay of Naples and Mount Vesuvius. 
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Day 17: Amalfi
The town of Amalfi lies at the mouth of a deep ravine surrounded by dramatic cliffs and coastal scenery. As part of the Amalfi Coast, it has been designated a UNESCO World Heritage Site and is an important tourist destination. The whole region is famed for its lemons, which are about double the size of other lemons, and the production of the limoncello liqueur. An optional tour can take you to the UNESCO archaeological areas of Pompeii, Positano and Ravello.
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Day 18: Rome
In this enchanting city the past and present intersect in perfect harmony. Casually intermingled among ancient ruins and majestic cathedrals are the trappings of a modern metropolis: Skyscrapers,cafes, boutiques selling designer footwear. But of course what you seek first in the heart of Rome is its breathtaking history.  A good place to begin is the Vatican, with its Sistine Chapel and St. Peter’s Basilica. Works by Bernini, Michelangelo, Caravaggio, and Raphael are just a few of those on display, any one of which is worth hours of contemplation. Then the ancient ruins—Colosseum, Forum, Circus Maximus. And of course the Trevi Fountain for the obligatory coins promising your return to the Eternal City.
Popular Highlights
catania
Stand in the massive Greek amphitheater in Syracuse, a city with 2,700 years of history near Catania
 
Complimentary laundry
Pack light with complimentary daily laundry service
 
Monte Carlo
Overnight in Monte Carlo, where the Royal Palace and Grand Casino beckon and watch one of the biggest races in the world
 
Portoferraio
Relax in the calming beauty of Tuscan Archipelago National Park, a UNESCO Biosphere Reserve in Portoferraio
 
Sanary-sur-Mer
Stroll the streets of Sanary-sur-Mer, considered the sunniest city in France and find Villa Baobab, the residence of Jacques Cousteau
 
Trapani
From Trapani travel to the medieval town of Erice and admire the Castle of Venus and the 700-year-old Mother Church
 
Valletta
Relive the Middle Ages as you view the historic tapestries and armor in Valletta’s Palace of the Grand Masters
 
Itinerary at a Glance
Date
Port
Arrive
Depart
Watersports
PlatformWatersports Platform: 
Thu May 21
Rome
Arrive:  
Depart:  5:00 PM
Watersports Platform: 
Fri May 22
Bastia
Arrive:  8:00 AM
Depart:  3:00 PM
Watersports Platform: 
Sat May 23
Monte Carlo
Arrive:  4:00 AM
Depart:  
Watersports Platform: 
Sun May 24
Monte Carlo
Arrive:  
Depart:  10:00 PM
Watersports Platform: 
Mon May 25
St. Tropez
Arrive:  7:00 AM
Depart:  6:00 PM
Watersports Platform: 
Tue May 26
Portofino
Arrive:  9:00 AM
Depart:  9:00 PM
Watersports Platform: 
Wed May 27
Portoferraio
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Thu May 28
Rome
Arrive:  7:00 AM
Depart:  5:00 PM
Watersports Platform: 
Fri May 29
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Sat May 30
Syracuse, Italy
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Sun May 31
Gozo
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Mon Jun 1
Valletta
Arrive:  12:01 AM
Depart:  6:00 PM
Watersports Platform: 
Tue Jun 2
Porto Empedocle
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Wed Jun 3
Trapani
Arrive:  8:00 AM
Depart:  4:00 PM
Watersports Platform: 
Thu Jun 4
Lipari
Arrive:  8:00 AM
Depart:  4:00 PM
Watersports Platform: 
Fri Jun 5
Sorrento
Arrive:  8:00 AM
Depart:  11:59 PM
Watersports Platform: 
Sat Jun 6
Amalfi
Arrive:  7:00 AM
Depart:  2:00 PM
Watersports Platform: 
Sun Jun 7
Rome
Arrive:  7:00 AM
Depart:  
Watersports Platform: 
Wind Surf
On any day, our 342-guest flagship, Wind Surf, the world’s largest sailing ship, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. During their cruise, you will find the perfect setting for ‘making an entrance’ in the beautiful reception area – and, appropriately, that’s only the beginning.
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Accommodations & Pricing
Boutique cruising with fewer than 350 guests. Our expertly designed itineraries and unexpected shore excursions bring you closer to each destination.
Category BX Deluxe
Category BX Deluxe
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
? Cruise only from $14,699 per guest
? All-inclusive price from $16,382 per guest
Category A
Category A
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
? Cruise only from $15,599 per guest
? All-inclusive price from $17,282 per guest
Category AX Deluxe
Category AX Deluxe
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
? Cruise only from $16,699 per guest
? All-inclusive price from $18,382 per guest
Category TX Deluxe
Category TX Deluxe
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
? Cruise only from $17,299 per guest
? All-inclusive price from $18,982 per guest
Category B
Category B
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
? Call for Availability
Suite
Suite
With 376 square feet, you’ll find the perfect space for time together — and plenty of room for time to yourself. You’ll even enjoy two full separate bathrooms. All the amenities of the staterooms await you, plus a beautiful sitting area, and two flat-screen television sets with DVD players.
? Call for Availability
Officer's Suite
Officer's Suite
For the ultimate in nautical experiences, reserve the new Officer’s Suite located close to the Bridge where our own ship’s officers have their quarters. With its unique “insider” location and 242 square feet of comfort, the nautically appointed Officer’s Suite offers an experience you won’t find on any other cruise line.
? Call for Availability
Bridge Suite
Bridge Suite
The ultimate in space and style surrounds you in 495 square feet of pure indulgence. Separate bedroom and living room with an in-suite dining area is an invitation to relaxation. And possibly best of all, your expansive bathroom features both a whirlpool spa tub and a massage shower.
? Call for Availability
The Windstar Life
The Windstar staff-to-guest ratio is 1:1.5, and it shows.The moment you board you’ll feel it: an ever-attentive crew at your service, providing you with what you want and need, when you want and need it.
Friendly and Relaxed Atmosphere
Signature Onboard Barbecue
Cooking Demonstrations
Genuine and Thoughtful Crew
Crew Talent Show
Open Bridge
Local and Live Performances
Relax at the Pool or Hot Tub
Complimentary 24 Hour Room Service
Signature Sail Away
Shopping With The Chef
Take In The Sun
Watersports Platform
Enjoy regionally inspired treatments at World Spa by Windstar
Relax With A Morning Yoga Session
ALL DATES &
FARES
Great cruise-only fares or make it an all-inclusive voyage with Wi-Fi, unlimited beer, wine, and cocktails, and gratuities. From $99 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Tue, May 20 - Fri, Jun 6, 2025
WIND SURF
Call For Availability
Thu, May 21 - Sun, Jun 7, 2026
WIND SURF
$16,382
$14,699
THIS
SAILING