Winter Riviera & Madrid Cruise Tour
 
Barcelona to Rome
Sat Jan 24, 2026 - Wed Feb 4, 2026,
 11 days
 on Star Legend
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Starting from $6,899 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
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Day 1: Arrive in Madrid
Upon your arrival at Madrid-Barajas International Airport, you’ll pick up your reserved car and drive to your 5-star hotel. Check in and you’ll have the entire afternoon and evening to spend at your leisure with world-class shopping and dining just steps away on the iconic Gran Via (the “Spanish Broadway”).
 
(includes transfers from the airport to your hotel and overnight in Madrid hotel)
 
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Day 2: Madrid: Royal Palace and Santiago Bernabéu Stadium
After breakfast at the hotel, you’ll kick off your day with a visit to the Royal Palace, an awe-inspiring architectural wonder and the largest functioning palace in Europe. You’ll learn about the site’s rich history, capture pictures at Armoury Square, get a chance to walk the iconic marble Grand Staircase, and explore majestic rooms and spaces displaying sculptures, paintings, tapestries and jewels offering insight into the 18-century Spanish Monarchy. Next, you’re free to enjoy lunch on your own at any of Madrid’s restaurants. The tour continues at the world-famous Santiago Bernabéu stadium—host to Real Madrid CF since 1947. Fans of the football (aka American soccer) will go wild over the panoramic view of the inside of the renovated stadium, with admission to the Real Madrid CF Museum, where you’ll learn about the history of the club and its members, take pictures next to famous trophies and watch the club’s most iconic moments. In the evening, you’ll head to renowned tablao Corral de la Morería (Madrid’s “Cathedral of Flamenco) to see a fiery flamenco show performed by some of Spain’s top dancers and musicians, while enjoying a three-course gourmet meal created by a Michelin Star chef.
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Day 3: Madrid: Prado Museum and El Retiro Park
After breakfast at the hotel, you’ll head right to the Prado Museum. Your exclusive early access gives you the ability to explore some the world’s richest and most comprehensive collection of Spanish works at your own pace without the crowds. Take your time admiring works from Spanish masters, like Valázquez, El Greco, Goya and El Bosco as you have the museum to yourself for the first hour. The museum also houses a vast collection of classical European paintings and sculptures, including the largest collections of Italian art outside of Italy. Next, you’ll head to the famous “El Retiro Park,” a UNESCO World Heritage Site offering a vast green oasis in the heart of the city. Stroll through a variety of gardens with interesting monuments, view a nearly 400-year-old Mexican conifer, sit by the lake or rent a rowing boat, and explore the exhibitions halls, including the Glass Palace, a glass pavilion built in 1887, regarded as one of Spain’s finest examples of cast-iron architecture. Afterwards, you will have free time for lunch on your own. Dinner tonight will be an immersive experience, as you participate in a unique culinary experience at a boutique cooking school. You’ll learn the art of preparing tapas, then enjoy them along with a chef-prepared entree and two desserts for a 5-course tasting menu served with a bottomless wine pairing of five different Spanish wines.

(Includes breakfast, entrance to Prado Museum, cooking class and dinner, overnight in Madrid hotel)
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Day 4: Segovia, Spain
You’ll have breakfast at your hotel in Madrid before taking off for an incredible day in Segovia, a medieval city located in Castile and Leó, designated a UNESCO World Heritage Site. You’ll look back in time as you admire the incredible Roman Aqueduct winding its way around the edge of town. You’ll visit Plaza Mayor, a town square framed by the beautiful pinnacles of the apse of the Cathedral, built in Castilian Late Gothic style, then head inside to meet your guide and tour the Cathedral, learning about its historical significance and architectural highlights that have earned it the name Lady of the Cathedrals. Next, you’ll enjoy a classic Segovian lunch at a delightful restaurant, followed by a stop at the renowned Alcázar of Segovia, a medieval castle built in the 12th century that has served as home for 22 kings and inspired the design of castles in shows and movies, including Cinderella’s castle. You’ll travel back to Madrid, where you’ll catch the high-speed train to Barcelona, traveling in Comfort Class, with your luggage waiting for you at your hotel Barcelona hotel. Upon arrival, you’ll be driven to your 5-star hotel, where you’ll enjoy a Catalan dinner and can share stories about the day.
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Day 5: Barcelona to Ship
After breakfast at your hotel, you’ll be driven to the Penedés Region in Catalonia, where almost all cava and wine is produced due to the region’s favorable climate for growing grapes—mild temperatures, intense sunshine and moderate rainfall. This also makes it great region to visit. This tour will bring you to one of the most renowned Spanish wine cellars: Codorniu. You’ll learn the traditional process of how a bottle of cava is created and the history of the cellars dating back 450 years. Surrounded by the winery’s beautiful architectural complex and gardens, you’ll take an intensive wine tasting course. By the time you head to a delicious three-course lunch, you’ll have learned the art of wine tasting and discovered the secrets of Cavas Codorniu. Later, you’ll travel to Barcelona and take a panoramic tour of the city before embarking on the ship.
(Includes breakfast, lunch, wine tasting, transfer to the ship)
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Day 5: 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.
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Day 6: 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.
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Day 7: Nice
With its flower-lined streets, flourishing markets, and interesting museums (the Musée Chagall and Musée Matisse are highlights), Nice is a charming introduction to the spirit of the Riviera. Pull up a chaise bleu on the wide sunny Promenade des Anglais and watch the world sail by. Or stop for bouillabaisse, a specialty of the area, in a local restaurant. 
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Day 8: Nice
With its flower-lined streets, flourishing markets, and interesting museums (the Musée Chagall and Musée Matisse are highlights), Nice is a charming introduction to the spirit of the Riviera. Pull up a chaise bleu on the wide sunny Promenade des Anglais and watch the world sail by. Or stop for bouillabaisse, a specialty of the area, in a local restaurant. 
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Day 9: Genoa, Italy
Nestled along Italy’s northwest coast, Genoa is brimming with rich maritime history, vibrant culture, and architectural elegance. It is famous for its many examples of medieval, Renaissance, Baroque, and Gothic architecture as well as its multiple luxurious palaces.  From its stunning medieval old town to its vibrant contemporary art scene, Genoa offers a captivating blend of the past and the present, inviting travelers to immerse themselves in its enchanting atmosphere and explore its diverse cultural offerings. As the birthplace of pesto, Genoa has an active food scene and is home to many food markets worth exploring.
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Day 10: Livorno
Known for its amazing seafood, modern harbor, Renaissance-era architecture and lovely Tuscany countryside, Livorno is the gateway to both Florence and Pisa, not to mention the numerous wineries full of delicious wines to tempt your palate. Stroll the waterside promenade or take a canal ride in the Venezia Nuova quarter.
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Day 11: Livorno
Known for its amazing seafood, modern harbor, Renaissance-era architecture and lovely Tuscany countryside, Livorno is the gateway to both Florence and Pisa, not to mention the numerous wineries full of delicious wines to tempt your palate. Stroll the waterside promenade or take a canal ride in the Venezia Nuova quarter.
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Day 12: 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.

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 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.
Penedés Region
In the Penedés Region of Catalonia, Spain you’ll have spectacular views of the Montserrat Mountains as you sip cava sparkling and learn about the traditional bottling process.
 
Prado Museum
An early admission to Prado Museum allows you to take in the world’s richest and most comprehensive collection of art from Spanish artists at your own pace.
Santiago Bernabéu stadium
Visit the world-famous Santiago Bernabéu stadium—host to Real Madrid CF. Here, you’ll visit the Real Madrid CF Museum, where you’ll learn about the history of the club, its famous members, and see the club’s trophies up close.
Segovia, Spain
In Segovia, Spain, walk the incredible Roman aqueduct winding its way around the city.  This aqueduct is thought to have been built around the first century AD and was a civil engineering feat ahead of its time.
Itinerary at a Glance
Date
Port
Arrive
Depart
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Sat Jan 24
Arrive in Madrid
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Sun Jan 25
Madrid: Royal Palace and Santiago Bernabéu Stadium
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Mon Jan 26
Madrid: Prado Museum and El Retiro Park
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Tue Jan 27
Segovia, Spain
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Wed Jan 28
Barcelona to Ship
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Wed Jan 28
Barcelona
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Thu Jan 29
Barcelona
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Depart:  4:00 PM
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Fri Jan 30
Nice
Arrive:  4:00 PM
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Sat Jan 31
Nice
Arrive:  
Depart:  10:00 PM
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Sun Feb 1
Genoa, Italy
Arrive:  8:00 AM
Depart:  10:00 PM
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Mon Feb 2
Livorno
Arrive:  8:00 AM
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Tue Feb 3
Livorno
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Depart:  6:00 PM
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Wed Feb 4
Rome
Arrive:  8:00 AM
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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 $6,899 per guest
? All-inclusive price from $7,592 per guest
Ocean View Suite
Ocean View Suite
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, and savor a treat from the fresh fruit bowl.
? Cruise only from $7,199 per guest
? All-inclusive price from $7,892 per guest
Ocean View Suite 1
Ocean View Suite 1
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
? Cruise only from $7,299 per guest
? All-inclusive price from $7,992 per guest
Star Ocean View Suite 1
Star Ocean View Suite 1
As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago.
? Cruise only from $7,379 per guest
? All-inclusive price from $8,072 per guest
Ocean View Suite 2
Ocean View Suite 2
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
? Cruise only from $7,459 per guest
? All-inclusive price from $8,152 per guest
Ocean View Suite 3
Ocean View Suite 3
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
? Cruise only from $7,539 per guest
? All-inclusive price from $8,232 per guest
Balcony Suite
Balcony Suite
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
? Cruise only from $8,339 per guest
? All-inclusive price from $9,032 per guest
Star Balcony Suite
Star Balcony Suite
As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago.
? Cruise only from $8,579 per guest
? All-inclusive price from $9,272 per guest
Balcony Suite 1
Balcony Suite 1
Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
? Cruise only from $8,819 per guest
? All-inclusive price from $9,512 per guest
Star Balcony Suite 1
Star Balcony Suite 1
As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago.
? Cruise only from $9,059 per guest
? All-inclusive price from $9,752 per guest
Deluxe Suite
Deluxe Suite
Brand new Deluxe Suites welcome you with 468 square feet of casually elegant living space and an ocean viewing French balcony. All these suites feature 3rd berths, and a sleep-inducing queen bed easily converted to twins.
? Cruise only from $9,859 per guest
? All-inclusive price from $10,552 per guest
Classic Suite
Classic Suite
Relax in 400 to 530 spacious square feet. Your living area offers beautiful views from the forward-facing window and French doors onto your private veranda. Two spacious closets give you plenty of room to unpack.
? Cruise only from $10,819 per guest
? All-inclusive price from $11,512 per guest
Owner's Suite
Owner's Suite
With 575 square feet, your Owner’s Suite offers separate living room and dining areas. A veranda, Interactive TVs, and a full master bath and separate powder room indulge you in spacious comfort. 
? Cruise only from $12,019 per guest
? All-inclusive price from $12,712 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
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
Pick Your Perk
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, Dec 16 - Sat, Dec 27, 2025
STAR LEGEND
$7,992
$7,299
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
THIS
SAILING
Fri, Feb 20 - Wed, Mar 4, 2026
STAR LEGEND
$7,592
$6,899