Winter Riviera & Madrid Cruise Tour
 
Barcelona to Rome
Tue Dec 16, 2025 - Sat Dec 27, 2025,
 11 days
 on Star Legend
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Starting from $7,299 USD
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Barcelona to Rome
Luxuriate in the unhurried pace of the Riviera’s off-season and immerse yourself in the magic of Madrid.
 
Docking in some of world’s most iconic coastal cities – Rome, Nice, Florence, and Barcelona – you’ll have the rare opportunity to explore landmarks such as the Roman Coliseum, the Piazzale Michelangelo and the Sagrada Familia unfettered by crowds, while enjoying quiet moments in intimate cafés, trendy eateries, artisan shops, and galleries tucked away on cobblestone streets.
 
Traveling Comfort Class via high-speed train between Barcelona and Madrid, you’ll have two full days and four nights to take in the capital’s vibrant culture and rich history, with a gorgeous 5-star hotel as your home base.
 
Exclusive experiences such as early entry to the renowned Prado Museum, a flamenco dinner show at Spain’s only Michelin-starred tablao restaurant, and daytrips including a visit to a 450-year-old winery in the beautiful Penedés region complete this unforgettable journey.
voyage map

What’s Included?

  • New Madrid Cruise Tours – 4 night (5 day) pre- or post-cruise tour available on select itineraries starting or ending in Barcelona, Spain. This tour is also available on select 2025 itineraries.
  • 9 Meals included – breakfast (4), lunch (3), dinner (2)
  • 4 Nights at a 5-Star hotel
  • All Entrance fees, including insider tour of the Real Madrid CF Museum and Bernabéu Stadium, and early entrance to the Prado Museum – known for its comprehensive collection of work by Spanish masters from El Greco to Goya.
  • Traditional Cava tasting at the renowned Codorniu wine cellar and an in-depth tour explaining the intricacies of the traditional cava bottling process.
  • Innovative Flamenco show at the world’s most famous Flamenco Tablao, Corral de la Moreria, while enjoying a three-course gourmet meal created by a Michelin Star chef.
  • Tour of the countryside town of Segovia, a UNESCO World Heritage Site and medieval city characterized by its iconic Roman aqueduct and Alcazar de Segovia, the oldest active royal palace in Europe.
  • Experience high speed train travel like the locals, as you opt for this mode of transportation after a full day of touring.
  • All transfers from yacht to hotel, to and from sites and to the airport, so you can relax and enjoy your intentionally planned days without hassle.
  • Europe's Winter Riviera Cruise
Popular Highlights
Castel Sant’Angelo in Rome
Head to Castel Sant’Angelo in Rome for an ice-skating adventure.  Afterwards, stop by the nearby markets, cozy cafes, and festive lights that line the streets.
Promenade des Anglais
Stroll along the Promenade des Anglais, one of the most famous French promenades, exploring a variety of restaurants, cafes, trendy hotels, and boutique shops. 
Florence
Florence in the winter belongs to the locals, making this the ideal time to visit popular attractions.  Visit the Uffizi Museum, famous for housing artworks such as “The Birth of Venus”, the statue of David, or the Cathedral of Santa Maria del Fiore, the most famous church in Florence.
Itinerary at a Glance
Date
Port
Arrive
Depart
MarinaWatersports Platform: 
Tue Dec 16
Arrive in Madrid
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Wed Dec 17
Madrid: Santiago Bernabéu Stadium & Royal Palace
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Thu Dec 18
Madrid: Prado Museum & El Retiro Park
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Fri Dec 19
Segovia, Spain
Arrive:  
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Sat Dec 20
Barcelona
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Sat Dec 20
Barcelona
Arrive:  
Depart:  
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Sun Dec 21
Barcelona
Arrive:  
Depart:  4:00 PM
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Mon Dec 22
Nice
Arrive:  4:00 PM
Depart:  
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Tue Dec 23
Nice
Arrive:  
Depart:  10:00 PM
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Wed Dec 24
Genoa, Italy
Arrive:  8:00 AM
Depart:  10:00 PM
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Thu Dec 25
Livorno
Arrive:  8:00 AM
Depart:  
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Fri Dec 26
Livorno
Arrive:  
Depart:  6:00 PM
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Sat Dec 27
Rome
Arrive:  8:00 AM
Depart:  
Watersports Platform: 
Accommodations & Pricing
Star Porthole Suite
Star Porthole Suite
These rooms represent a nod to the sailing tradition of porthole windows. And while sailors might have had cramped quarters, your 277 square foot stateroom is wonderfully spacious and furnished with all the modern amenities and comforts of home.
? Cruise only from $7,299 per guest
? All-inclusive price from $7,992 per guest
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
ALL DATES &
FARES
Local Season Mediterranean
Pick Your Perk
Great cruise-only fares or make it an all-inclusive voyage with Wi-Fi, unlimited select beer, wine, and cocktails, and gratuities. From $99 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Tue, Dec 16 - Sat, Dec 27, 2025
STAR LEGEND
$7,992
$7,299
THIS
SAILING
Mon, Jan 12 - Sat, Jan 24, 2026
STAR LEGEND
$7,592
$6,899
Sat, Jan 24 - Wed, Feb 4, 2026
STAR LEGEND
$7,592
$6,899
Fri, Feb 20 - Wed, Mar 4, 2026
STAR LEGEND
$7,592
$6,899