Windstar 18 Nights Southern Europe

Star Collector: Sicilian Circumnavigation & The Prix Du Monde Of Monaco

Star Legend • Embarkation: Rome (Civitavecchia)

Voyage Overview

Embark Date 22-May-2028
Disembark Date 09-Jun-2028
Duration 18 Nights
Vessel Star Legend

Day-by-Day Itinerary

Day 1: CIVITAVECCHIA, 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.

Day 2: SCENIC CRUISE STROMBOLI

Weather conditions depending, you will see the volcano that never sleeps as you cruise by Stromboli and with any luck observe the active lava stream by day or the glowing lava at night.

Day 3: 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. 

Day 4: PALERMO

Palermo, the vibrant capital of Sicily, is a city where history, culture, and flavor come alive. Known for its stunning mix of Arab-Norman architecture, bustling markets, and rich culinary traditions, it offers a unique blend of Mediterranean charm and timeless heritage. From ornate cathedrals and grand theaters to lively piazzas and street food stalls, Palermo is a feast for the senses and a true gateway to Sicily’s soul.

Day 5: 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. 

Day 6: PORTO EMPEDOCLE, AGRIGENTO

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. 

Day 7: 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. 

Day 8: SYRACUSE, SICILY

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.  

Day 9: GIARDINI NAXOS, TAORMINA

Today you'll discover one of Sicily's jewels, the charming village of Giardini Naxos, nestled in one of the world's most beautiful bays. An optional excursion to the popular hillside town of Taormina will be a highlight of your voyage - from the stunning setting of the iconic Greek Theater to the sparkling beaches along the Ionian Sea. Take a more adventurous tack and explore the UNESCO site of Mount Etna, Europe's most active volcano.

Day 10: TRANSIT STRAITS OF MESSINA

The Straits of Messina, a narrow passage between Sicily and mainland Italy, are famed for their dramatic scenery, strong currents, and mythological legends. Linking the Tyrrhenian and Ionian Seas, this strategic waterway has long been a crossroads of history and culture. As you sail through, you’ll be treated to views of rugged coastlines, picturesque villages, and possibly even the whirlpools that inspired the ancient tales of Scylla and Charybdis.

Day 11: 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. 

Day 12: CIVITAVECCHIA, 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.

Day 13: 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.

Day 14: 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.

Day 15: 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.

Day 16: 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.

Day 17: SANARY-SUR-MER

France's sunniest city, located on the French Riviera, was originally a small fishing village and still is adorned by a large collection of traditional wooden fishing boats. This is the home of a group of local artisan fisherman who sell their catch daily on the pier and where Jacques Cousteau had a residence, the Villa Baobab.

Day 18: COLLIOURE

Collioure is a picturesque seaside town on France’s Mediterranean coast, known for its colorful waterfront, cobblestone streets, and artistic heritage. Nestled between the Pyrenees and the sea, it has long inspired painters like Matisse and Derain with its vivid light and charm. Explore the 13th-century Château Royal, stroll the quaint harbor lined with pastel buildings, and soak in the relaxed Catalan-French atmosphere that makes Collioure a hidden gem on the Côte Vermeille.

Day 19: MAHON

What an entrance you will make as you cruise into one of the deepest natural harbors in the world. Picturesque Mahon is home to lovely white-sand beaches and delightful architecture, a gin distillery, and a dairy plant where delicious white cheese is made.

Day 20: BARCELONA

The old meets the new in this sunny Catalan metropolis, where narrow alleyways contrast with grand boulevards, trendy cuisine meets homemade tapas, and everywhere you're greeted by the warm, welcoming smiles of the fashionable locals. Don't miss UNESCO sites like the mind-boggling architecture of Antoni Gaudí or La Sagrada Familia Cathedral, with its eight decorative spires soaring hundreds of feet into the sky.

About Star Legend

Star Legend
  • Cruise Line: Windstar
  • Guest Capacity: 3 guests
  • Vessel Type: Ocean Liner / Mega-Cruise Ship
  • IMO Registration: 9008598
Starting From
$12,030
per person / based on double occupancy
Category Estimates
Inside Cabin: Call
Oceanview Cabin: $12,030
Private Balcony: $15,630
Luxury Suite: $13,136
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