Star Collector: Sicilian Circumnavigation & Monaco Prix du Monde
 
Rome to Rome
Thu May 21, 2026 - Sun Jun 7, 2026,
 17 days
 on Wind Surf
?All-inclusive from
$14,612
?Cruise Only From
$13,099
VIEW ALL SAILING
DATES & FARES
ADD TO
WISH LIST
REMOVE
FROM
WISH LIST

ITINERARY AND SHORE EXCURSIONS

The best on land brought to you by the best at sea. Get to the heart of local cultures with Windstar shore excursions. You don't want to just dip a toe in local culture, you want to dive into the deep end, and that's exactly what Windstar shore excursions are designed to do. All of our excursion are created to provide authentic local experience - the kind travelers like you are looking for. And with more than 2,500 excursions to choose from, you can experience your destination in whatever way is most meaningful to you. Whether you're an outdoor enthusiast, a foodie, a history buff, or someone who loves to get to know the faces behind the many places we travel.

Date
Port
Arrive
Depart
Watersports
Platform
Shore
Excursions
Expand
Thu May 21
Rome
Arrive:
Depart:5:00 PM
Watersports Platform: 
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.
Fri May 22
Bastia
Arrive:8:00 AM
Depart:3:00 PM
Watersports Platform: 
4 Available
+_
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.
4 Shore Excursions Available
+
_
Bastia, Cap Corse *Essentials Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$119
VIEW DETAILS
Bastia, Corsican Tales And Legends *Essentials Collection | Sightseeing | Walking
Duration3 Hours
Activity LevelModerate-Strenuous
$59
VIEW DETAILS
Bastia, Concierge Collection: Patrimonio & Island Wine Tasting *Concierge Collection | Sightseeing | Wine
Duration3.5 Hours
Activity LevelEasy-Moderate
$169
VIEW DETAILS
Bastia, Bastia & Taste Of Corsica *Essentials Collection | Sightseeing | Refreshments | Walking
Duration3 Hours
Activity LevelModerate-Strenuous
$89
VIEW DETAILS
Sat May 23
Monte Carlo
Arrive:4:00 AM
Depart:
Watersports Platform: 
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.
Sun May 24
Monte Carlo
Arrive:
Depart:10:00 PM
Watersports Platform: 
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.
Mon May 25
St. Tropez
Arrive:7:00 AM
Depart:6:00 PM
Watersports Platform: 
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.
Tue May 26
Portofino
Arrive:9:00 AM
Depart:9:00 PM
Watersports Platform: 
8 Available
+_
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.
8 Shore Excursions Available
+
_
Portofino, Concierge Collection: Camogli Highlights & Punta Chiappa *Boating | Concierge Collection | Dining | Sightseeing | Snorkeling | Walking
Duration6 Hours
Activity LevelStrenuous
$315
VIEW DETAILS
Portofino, Concierge Collection: Cinque Terra by Boat Tour *Boating | Concierge Collection | Sightseeing
Duration7 Hours
Activity LevelStrenuous
$279
VIEW DETAILS
Portofino, Hiking to Santa Margherita *Essentials Collection | Hiking | Outdoors | Sightseeing | Refreshments
Duration3.5 Hours
Activity LevelStrenuous
$105
VIEW DETAILS
Portofino, Concierge Collection: Half Day Private CAR + Guide *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$735
VIEW DETAILS
Portofino, Concierge Collection: Half Day Private VAN + Guide *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$839
VIEW DETAILS
Portofino, Concierge Collection: Full Day Private CAR + Guide *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$1,155
VIEW DETAILS
Portofino, Concierge Collection: Full Day Private VAN + Guide *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$1,259
VIEW DETAILS
Portofino, San Fruttuoso & Camogli by Boat *Boating | Essentials Collection | Walking
Duration3.5 Hours
Activity LevelModerate
$135
VIEW DETAILS
Wed May 27
Portoferraio
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
5 Available
+_
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.
5 Shore Excursions Available
+
_
Portoferraio, Concierge Collection: Bike and Kayak Elba Island *Biking | Concierge Collection | Sightseeing
Duration3 Hours
Activity LevelStrenuous
$239
VIEW DETAILS
Portoferrario, Cable Car and Mount CapanneOutdoors | Sightseeing | Refreshments
Duration4.75 Hours
Activity LevelStrenuous
$179
VIEW DETAILS
Portoferraio, Countryside Drive & Wine Tasting *Culture | Essentials Collection | Sightseeing | Wine
Duration3.5 Hours
Activity LevelEasy
$169
VIEW DETAILS
Portoferraio, Port Azzurro and Napoleon Summer House *Culture | Essentials Collection | Sightseeing | Walking
Duration3.5 Hours
Activity LevelEasy-Moderate
$149
VIEW DETAILS
Portoferraio, Elba Visit & Lunch with a Local Family *Culture | Dining | Essentials Collection | Sightseeing | Wine
Duration3.5 Hours
Activity LevelEasy
$249
VIEW DETAILS
Thu May 28
Rome
Arrive:7:00 AM
Depart:5:00 PM
Watersports Platform: 
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.
Fri May 29
AT SEA
Arrive:
Depart:
Watersports Platform: 
Sat May 30
Syracuse, Italy
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
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.
 
 
Sun May 31
Gozo
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
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.
Mon Jun 1
Valletta
Arrive:12:01 AM
Depart:6:00 PM
Watersports Platform: 
7 Available
+_
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. 
7 Shore Excursions Available
+
_
Valletta, Concierge Collection: Half Day Private Car *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$419
VIEW DETAILS
Valletta, Concierge Collection: Half Day Private Van *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$525
VIEW DETAILS
Valletta, Concierge Collection: Full Day Private Car *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$629
VIEW DETAILS
Valletta, Concierge Collection: Full Day Private Van *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$945
VIEW DETAILS
Valletta, Concierge Collection: The Maltese Cooking ExperienceConcierge Collection | Culture | Dining
Duration3.5 Hours
Activity LevelEasy-Moderate
$229
VIEW DETAILS
Valletta, Mdina's Noble HeritageCulture | Essentials Collection | Sightseeing | Refreshments | Walking | Wine
Duration5 Hours
Activity LevelModerate-Strenuous
$139
VIEW DETAILS
Valletta & Three Cities Boat Ride *Boating | Essentials Collection | Sightseeing | UNESCO | Walking
Duration4 Hours
Activity LevelModerate-Strenuous
$129
VIEW DETAILS
Tue Jun 2
Porto Empedocle
Arrive:8:00 AM
Depart:5:00 PM
Watersports Platform: 
6 Available
+_
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. 
6 Shore Excursions Available
+
_
Porto Empedocle, Half Day Private Car w/Driver & GuideConcierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy-Moderate
$699
VIEW DETAILS
Porto Empedocle, Half Day Private Van w/Driver & GuideConcierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy-Moderate
$799
VIEW DETAILS
Porto Empedocle, Full Day Private Car w/Driver & GuideConcierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy-Moderate
$999
VIEW DETAILS
Porto Empedocle, Full Day Private Van w/Driver & GuideConcierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy-Moderate
$1,199
VIEW DETAILS
Porto Empedocle, A Taste of Sant'Angelo MuxaroCulture | Sightseeing | Refreshments
Duration3.25 Hours
Activity LevelModerate
$199
VIEW DETAILS
Porto Empedocle, Temples Valley *Essentials Collection | Sightseeing | UNESCO
Duration3.5 Hours
Activity LevelModerate
$129
VIEW DETAILS
Wed Jun 3
Trapani
Arrive:8:00 AM
Depart:4:00 PM
Watersports Platform: 
5 Available
+_
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. 
5 Shore Excursions Available
+
_
Trapani, Erice *Essentials Collection | Sightseeing | Walking
Duration4 Hours
Activity LevelModerate-Strenuous
$129
VIEW DETAILS
Trapani, Concierge Collection: Erice & Cooking Class at Palazzo Nuara *Concierge Collection | Culture | Dining | Sightseeing | Walking
Duration6 Hours
Activity LevelModerate
$229
VIEW DETAILS
Trapani, Marsala and Lite Lunch at Cantine Pellegrino *Dining | Essentials Collection | Sightseeing | Walking | Wine
Duration5.5 Hours
Activity LevelModerate
$189
VIEW DETAILS
Trapani, Segesta’s Ancient WondersCulture | Essentials Collection | Sightseeing
Duration4 Hours
Activity LevelModerate
$149
VIEW DETAILS
Trapani, Walking Tour with Sicilian Coffee Break *Essentials Collection | Outdoors | Sightseeing | Refreshments | Walking
Duration3 Hours
Activity LevelModerate
$59
VIEW DETAILS
Thu Jun 4
Lipari
Arrive:8:00 AM
Depart:4:00 PM
Watersports Platform: 
4 Available
+_
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. 
4 Shore Excursions Available
+
_
Lipari, Concierge Collection: Lipari by Bike *Biking | Concierge Collection | Sightseeing
Duration3 Hours
Activity LevelStrenuous
$159
VIEW DETAILS
Lipari, Lipari Walking Tour *Essentials Collection | Sightseeing | Refreshments | Walking
Duration2.5 Hours
Activity LevelStrenuous
$55
VIEW DETAILS
Lipari Island and Pizza Demonstration *Culture | Dining | Essentials Collection | Sightseeing | Wine
Duration4.5 Hours
Activity LevelModerate
$139
VIEW DETAILS
Lipari Highlights *Essentials Collection | Sightseeing | Refreshments
Duration3 Hours
Activity LevelModerate
$89
VIEW DETAILS
Fri Jun 5
Sorrento
Arrive:8:00 AM
Depart:11:59 PM
Watersports Platform: 
11 Available
+_
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. 
11 Shore Excursions Available
+
_
Sorrento, Concierge Collection: Half Day Private Car with Driver & Guide *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$1,199
VIEW DETAILS
Sorrento, Concierge Collection: Half Day Private Van with Driver & Guide *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$1,399
VIEW DETAILS
Sorrento, Concierge Collection: Full Day Private Car with Driver & Guide *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$1,499
VIEW DETAILS
Sorrento, Concierge Collection: Full Day Private Van with Driver & Guide *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$1,519
VIEW DETAILS
Sorrento, Concierge Collection: Positano & Amalfi by Private Speed Boat, for 6 GuestsBoating | Concierge Collection | Sightseeing | UNESCO | Walking
Duration8 Hours
Activity LevelEasy
$3,999
VIEW DETAILS
Sorrento, Boat Tour to Positano *Boating | Essentials Collection | Sightseeing | Walking
Duration5 Hours
Activity LevelModerate
$259
VIEW DETAILS
Sorrento, Discovery & Tasting *Essentials Collection | Sightseeing | Refreshments | Wine
Duration4 Hours
Activity LevelEasy
$115
VIEW DETAILS
Sorrento, Concierge Collection: Sorrento Gourmet *Concierge Collection | Dining | Sightseeing | Walking
Duration5.5 Hours
Activity LevelEasy
$419
VIEW DETAILS
Sorrento, Herculaneum *Culture | Essentials Collection | Sightseeing | UNESCO | Walking
Duration5.5 Hours
Activity LevelModerate
$179
VIEW DETAILS
Sorrento, Journey to Pompeii *Culture | Essentials Collection | Sightseeing | UNESCO | Walking
Duration5.5 Hours
Activity LevelModerate-Strenuous
$189
VIEW DETAILS
Sorrento, Concierge Collection: Positano by Private Speedboat, for 6 GuestsBoating | Concierge Collection | Sightseeing | Walking
Duration4 Hours
Activity LevelEasy
$3,299
VIEW DETAILS
Sat Jun 6
Amalfi
Arrive:7:00 AM
Depart:2:00 PM
Watersports Platform: 
5 Available
+_
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.
5 Shore Excursions Available
+
_
Amalfi, Concierge Collection: Half Day Private Car + Guide *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$1,199
VIEW DETAILS
Amalfi, Concierge Collection: Half Day Private Van + Guide *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$1,299
VIEW DETAILS
Amalfi, Pompeii *Culture | Essentials Collection | Sightseeing | UNESCO | Walking
Duration5.5 Hours
Activity LevelModerate-Strenuous
$179
VIEW DETAILS
Amalfi, Positano By Boat *Boating | Culture | Essentials Collection | UNESCO | Walking
Duration4 Hours
Activity LevelModerate-Strenuous
$89
VIEW DETAILS
Amalfi, Highlights of Ravello & Amalfi *Culture | Essentials Collection | Outdoors | Sightseeing | Walking
Duration4 Hours
Activity LevelModerate-Strenuous
$139
VIEW DETAILS
Sun Jun 7
Rome
Arrive:7:00 AM
Depart:
Watersports Platform: 
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.