Relaxed Winter Trip to Italy: Venice, Milan, Florence, & Rome

See the rich collection of 20th-century art inside one of Europe's most important museums.

The Peggy Guggenheim Museum is one of the top sights in Venice, not just for art lovers. Housed in the Palazzo Venier dei Leoni, this was the former residence of the flamboyant copper heiress Peggy Guggenheim from 1949 until her death 30 years later. It houses masterpieces ranging from Cubism and Surrealism to Abstract Expressionism from artists such as Magritte, Picasso, Ernst and Miro.

Acquaint yourself with Venetian art of the 18th century and get a taste of what it was like to live in a fabulously ornate palace.

Ca' Rezzonico is one of the most important 17th-18th-century palaces in Venice, abd it now houses the Museo del Settecento Veneziano, the city's collection of 18th-century art. Apart from some wonderful paintings by Tiepolo in addition to his ceiling frescoes, the museum also contains Venetian scenes painted by the brilliant landscape artist, Canaletto. Of course it is not just the art hanging on the walls that visitors come for, but the artistry of the building itself. The beautifully decorated interior, including colorful frescoes and ornate marble staircases, is well worth seeing in its own right.

Catch the iconic photo of the Grand Canal from the this attractive wood and metal bridge.

As one of only four bridges to span the Grand Canal, the Ponte dell'Accademia bridge, located right next to the Gallerie Dell'Accademia, is an important pedestrian thoroughfare and a popular spot for taking the iconic Grand Canal photograph. 

See the incredible masterpieces held within Venice's most renowned art gallery.

Filled with some of the very best 13th- to 18th-century Venetian artwork, this is one of the most important art galleries in Italy. Here you can see masterpieces by Giovanni Bellini, Carpaccio, Titian, Tintoretto, Veronese, and Giambattista Tiepolo. There are too many masterpieces to list here, but if time allows you should definitely rent the audioguide and spend some serious time acquainting yourself with Venice's glorious art heritage. The galleries occupy the former church and convent of Santa Maria della Carità and the adjoining Scuola Grande della Carità, which was the oldest of the six "scuole grandi" – lay confraternities dedicated to charitable works. Dating back to 1343 AD, the Carità was mostly destroyed by fire, but two of its richly decorated rooms can still be seen. The other scuole grandi were also important art patrons and collectors, and many of their greatest works have also ended up in the Accademia. 

Watch the sun set from the steps of this beautifully decorated 18th-century church.

The Church of Gesuati, or Santa Maria del Rosario, sits directly on the large Giudecca Canal and its steps are a favorite spot to catch the last of the sun's rays. Located on the waterfront area known as the Zattere, its a lively scene with several vaporetto stops and many nearby al fresco cafes. The interior gives you a good opportunity to acquaint yourself with the best known and successful of Venice's 18th-century painters, Giambattista Tiepolo, who frescoed the ceiling and painted the scene on the first south altar. Almost all its sculpture and paintings were created within a thirty-year period, making it an excellent time capsule of the mid-1700's. Construction began in 1725, the church was consecrated in 1743, and the last sculptural decoration was in place by 1755. Its highlight is the preserved ceiling paintings and the four large sculptures on the exterior facade, that represent Prudence, Justice, Fortitude and Temperance. 

See the rich collection of 20th-century art inside one of Europe's most important museums.

The Peggy Guggenheim Museum is one of the top sights in Venice, not just for art lovers. Housed in the Palazzo Venier dei Leoni, this was the former residence of the flamboyant copper heiress Peggy Guggenheim from 1949 until her death 30 years later. It houses masterpieces ranging from Cubism and Surrealism to Abstract Expressionism from artists such as Magritte, Picasso, Ernst and Miro.

Step inside this inconspicuous Gothic 15th-century church to discover some of Venice's most famous tombs and artwork.

The relatively austere brick Gothic Church of Santa Maria Gloriosa dei Frari holds many surprises. It has the second tallest campanile in Venice after St Mark's, and contains numerous masterpieces of painting and sculpture by the likes of Titian, Bellini and Donatello, plus a number of important doges' tombs, as well as Titian's tomb. Titian's majestic painting of The Assumption in the sanctuary, with its dramatic movement and coloring, is the work that established Titian's reputation as one of the greatest of all Italian painters. Even if you feel you've seen too many churches already, this one is definitely worth visiting and we recommend investing in the audio guide to get the best out of your time here.

Visit this underrated art museum featuring works by the famed Renaissance artist Tintoretto.

Next door to the Frari, one of the most magnificent of Venice's charitable associations, The Scuola Grande di San Rocco is one of the most magnificent of Venice's charitable associations. The building was completed in 1560, and Tintoretto won a competition held to select an artist to decorate the interior. Over the next 23 years, he executed an incomparable series of paintings that cover the walls and ceilings. According to the writer Jan Morris, "no collection of sacred pictures is more overwhelming of impact than the immense series of Tintorettos in the Scuola [...] - often dark, often grandiose, often incomprehensible, but culminating in the huge masterpiece of the Crucifixion, which Velazquez humbly copied, and before which, to this day, you may still see strong men moved to tears."

Walk over or ride under the most famous bridge on the Grand Canal.

The 16th-century Rialto Bridge is the most iconic bridge in Venice. With a width of other 75 feet (23m) and span of over 100 feet (31m), the wide stone footbridge crosses over the Grand Canal and connects the San Marco and San Polo districts. It stands on the spot of an earlier wooden drawbridge which collapsed under the weight of a crowd gathered on it to watch a wedding procession. It took almost 150 years before the current Rialto bridge was built, this time in stone, and thus still stands as a symbol of the city. Surrounded by tourist shops and pricey restaurants, it sits on 12,000 wooden pilings and will be forever immortalised in millions of photographs as the backdrop to the classic Venetian photo shot, which captures the city's gondolas as they ferry lovers around the Grand Canal. While for many a gondola ride is a must-do experience in Venice, it's also possible to admire the bridge on foot. For a less-pricey way of seeing it from the water, you can always take the Number 1 local Vaporetto (water bus) and see the bridge as you pass underneath. 

Experience the sights, tastes, and smells of Venice's historic "Pescaria" fish market, as well as the fresh produce market.

Located close to the Rialto Bridge stands the Rialto Market, "the incomparable fish market of Venice, a glorious wet, colorful, high-smelling concourse of the sea, to which in the down hours fleets of barges bring the day's supply of sea-foods" (Jan Morris). Established well before the bridge was built, Venice's iconic market is a sight to behold, with colourful vegetable stalls and loud market vendors touting for business. It is a great spot for photographs and of course for a taste of the freshly caught fish with a host of appetising snacks on offer. Adjacent to the fish market you'll find a produce market, which is also important for a city which demands fresh ingredients for its cuisine. Keep in mind that the markets close at 1pm, and both markets are closed on Sundays (the fish market is also closed on Mondays).

Take a tour or experience an opera or ballet in this world-famous opera house.

Considered one of the most important and famous theatres in the world, known as the ‘Temple of Opera’, La Scala has hosted the most revered names in the world of music and theatre. Many famous operas have had their first production in La Scala, such as Othello, Nabucco by Verdi or Madame Butterfly by Giacomo Puccini. While seeing a performance is the best way to experience the theater, visiting the Theatre Museum or taking a guided tour which includes the museum are also great options. In addition to a large collection of paintings, busts, costumes, and other objects related to the world of opera and theater, you will get to see parts of La Scala which are otherwise off limits, like the boxes. Unless a rehearsal or show is in progress, visitors can even watch the set-moving machinery in action. 

A huge Medieval-Renaissance fortress with a number of interesting history and art museums

The Sforzesco Castle, one of the most popular monuments in Milan, has undergone various and complex transformations over the centuries; it has been defense fortress, military barracks, private residence and now a center of cultural institutions with several specialized museums and galleries that hold important fragments of Milan's cultural and civic history.

Take a stroll through this ornate covered shopping mall that was completed in 1877.

Known as the "drawing room" of Milan, due to its numerous shops and importance as a common Milanese meeting and dining place, the Galleria Vittorio Emanuele II is Italy's oldest active shopping mall and a major landmark in the city. It is one of the most magnificent shopping arcades in the world, home to some of the most luxurious boutiques and brands including Prada, Armani, Gucci.

Take a tour or experience an opera or ballet in this world-famous opera house.

Considered one of the most important and famous theatres in the world, known as the ‘Temple of Opera’, La Scala has hosted the most revered names in the world of music and theatre. Many famous operas have had their first production in La Scala, such as Othello, Nabucco by Verdi or Madame Butterfly by Giacomo Puccini. While seeing a performance is the best way to experience the theater, visiting the Theatre Museum or taking a guided tour which includes the museum are also great options. In addition to a large collection of paintings, busts, costumes, and other objects related to the world of opera and theater, you will get to see parts of La Scala which are otherwise off limits, like the boxes. Unless a rehearsal or show is in progress, visitors can even watch the set-moving machinery in action. 

Discover a fascinating and oft-missed church that dates all the way back to 387 AD.

One of the finest examples of Romanesque churches in all of Lombardy, the Basilica of Sant'Ambrogio is perhaps Milan's most underrated place of worship. Founded back in the 4th century and renovated in the 11th, the basilica is dedicated to St Ambrose, the patron saint of Milan whose relics can be seen in a glass crypt within the church. St. Ambrose was key in the conversion of St. Augustine, who later become one of the most significant figures in Christian history and theology. The red-bricked Basilica’s exterior is quite unique, with two bell towers of differing height towering above a courtyard which is almost as large as the church itself. The Basilica’s earliest history can still be seen near the back of the church, where you will discover 4th-century mosaics and a picture of Saint Ambrose. Another precious piece of more-than-thousand-year-old history is the 9th century Golden Altar, which is completely covered in gold, silver, and over 400 precious stones. It is covered by a Byzantine-Lombard style canopy resting on four salvaged Roman columns.

Discover this large science museum dedicated to Leonardo da Vinci, and see some of his theoretical inventions brought to life.

The museum first opened to the public in 1953 with the Leonardo da Vinci exhibition, the Museo Nazionale della Scienza e della Tecnologia (National Science and Technology Museum) is the largest museum of science and technology in Italy and one of the most important in the world. It houses a number of permanent exhibitions including more than 1,300 square meters and 170 historical models and works of art from Leonardo da Vinci, bringing his creations and antiquities to life. 

Discover this famous Renaissance church and convent which is the home of The Last Supper.

This terracotta Renaissance church and Dominican convent is the home to Da Vinci's The Last Supper. It was also once home to another great masterpiece, Titian's altarpiece depicting Christ receiving the crown of thorns. However, as that work was stolen by the French in 1797, you would have to travel to the Louvre in Paris to see it. Luckily The Last Supper was painted onto the wall, otherwise it probably would have ended up in the Louvre as well. The church is now a UNESCO World Heritage Site, as it is an outstanding work of architecture in its own right. In 1460, the Duke of Milan Francesco I Sforza ordered the construction of the convent and church, which was also to serve as a family burial place. The groundbreaking architecture of the church, attributed to its architect Bramante, as well as Da Vinci’s The Last Supper, are both considered symbols of Renaissance Milan, as well as of a new era in European art. 

Visit a historic vineyard that once beloved by Leonardo di Vinci.

In 1498, the Duke of Milan, Ludovico “Il Moro”, gifted this beautiful vineyard to Leonardo in return for his work on The Last Supper. It is said that Leonardo da Vinci cherished the vineyard, so much so that he cared for it until the day he died. Even after fleeing Milan during the French invasion, he returned to the city and recovered his precious vineyard. The vineyard, as well as a museum dedicated to the artist , can both be visited. 

Art museum and home to Michelangelo's famous David

The Gallery's prized exhibits are naturally its works by Michelangelo, including in addition to David his unfinished Slaves (or Prisoners). 

Art museum and home to Michelangelo's famous David

The Gallery's prized exhibits are naturally its works by Michelangelo, including in addition to David his unfinished Slaves (or Prisoners). 

Art museum and home to Michelangelo's famous David

The Gallery's prized exhibits are naturally its works by Michelangelo, including in addition to David his unfinished Slaves (or Prisoners). 

Art museum and home to Michelangelo's famous David

The Gallery's prized exhibits are naturally its works by Michelangelo, including in addition to David his unfinished Slaves (or Prisoners). 

Column formerly dedicated to Emperor Marcus Aurelius; a statue of St. Paul now stands in place of his.

If you turn left at the far end of the Temple of Adrian, you'll arrive at the Column of Marcus Aurelius (Colonna di Marco Aurelio). The column located on Piazza Colonna commemorates the Roman Emperor Marcus Aurelius and his victories over the Germanic tribes in Danubian and Marcomannic wars. It was modeled on Trajan's Column (which is located in Trajan's Forum). The column consists of 27 or 28 blocks of Carrara marble, each of 3.7 meters (12 ft) diameter, and was nicknamed the Centenaria, "hundred-footer" because it was 100 Roman feet or 29.60 meters high. On the top of the column was a statue of Marcus Aurelius; today, the apostle Paul stands there.

One of the main streets in Rome.

The main street running alongside the Piazza Colonna is one of the main streets in Rome, called the Via del Corso. It is remarkable for being absolutely straight in an area characterized by narrow meandering alleys and small piazzas. Its runs 1.5km from Piazza del Popolo all the way to Piazza Venezia and is one of the busiest shopping streets in Rome. You’ll find lots of large international stores all over the street including major retailers such as Nike and Zara, as well as smaller Italian retailers where bargains on boutique pieces of Italian clothing and souvenirs can be found.

Stand in one of the most beautiful squares in Rome, home to the famous Fontana dei Fiumi Fountain by Bernini.

A Roman rendezvous, Piazza Navona is, for many people, the most beautiful square in the world. Like many of Rome's landmarks, Piazza Navona is located over the foundations of an ancient monument, a 30,000 seat stadium of Domitian. The former tiers of seats have since made way for ornate fountains, exuberant baroque palazzi, and bustling pavement cafes. The square has long been the hub for local life, hosting Rome's main market for over 300 years. Today it attracts a colorful circus of tourists, performers, hawkers, street artists, and pigeons. The first visit to Piazza Navona might well result in a stiff neck from gazing up at all the sumptuous Baroque beauty.

Visit this iconic former pagan temple converted into a Christian church.

This sanctuary of impressive dimensions is one of the best-preserved buildings of ancient Rome. Erected by Agrippa in 27 BC, the Pantheon was originally a Pagan temple. The building's consecration as a church in 609 AD saved it from the abandonment, destruction, and the worst of the spoliation that befell the majority of ancient Rome's buildings during the early medieval period. Its greying exterior may look its age, but inside, a spectacular experience awaits. With light streaming through its oculus, the marble-clad interior seems vast. The Pantheon is home to some notable tombs, including those of painters Annibale Carracci and Raphael and King Vittorio Emanuele II.

Book early if you want to see the Vatican Museum's monumental works of art from the greatest Italian artists of the Renaissance.

The Vatican Museum is actually 26 different museums, which include not only exhibitions but chapels, apartments, and other rooms of the Vatican palace, covering a huge range of fine and applied arts patronized by the popes. There's also an outstanding collection of ancient antiquities (including even the Emperor Nero's red stone bathtub), a gallery of hand-painted maps, and whole rooms turned into works of art. In addition to ancient and medieval works of art, you'll see masterpieces by the "who's who" of the Italian Renaissance, including Raphael, Leonardo da Vinci, Titian, and Caravaggio. Other highlights include panels by the brilliant monk-artist Fra Angelico, works from the Venetian school, including Vavarini, and much, much more.  Booking in advance is highly recommended as otherwise you can wait for hours or not even be able to get in at all.

Explore the gigantic and incredibly beautiful church known as "the greatest of all churches of Christendom".

The basilica is one of the chief pilgrimage sites in the Christian world, and one of the most popular tourist destinations in Rome. The basilica is the symbolic center of the church not only because the Pope frequently celebrates Mass there, but because it is believed that the apostle St. Peter is buried beneath it. Catholics consider Peter as the first Bishop of Rome and "the rock" upon which the Catholic Church was built, in accordance with Christ's instructions. Inside you can admire sculptures by Bernini as well as Michelangelo's famous sculpture of the Virgin Mary holding the crucified Jesus, known as The Pietà. The church's elaborate and impressive golden interior is a sight to behold. Other sights include St Peter's tomb, the Papal crypts in the necropolis under the basilica, as well as the dome, which rewards visitors with views over Rome.  Entry is free, but queues to visit the Basilica can be lengthy, so it is highly advised to either get there early or to purchase a skip the line entrance. The dome is also paid entry. 

Escape the crowds in this oasis of green hidden behind the walls of the Vatican.

Accessible only via a guided tour, the gardens are definitely worth a visit. Just as the Popes have for hundreds of years, you can stroll the gardens and relax amidst the greenery, while taking in the perfect view of St. Peter's. 

Stand in the middle of this famous square in which the faithful gather to hear the Pope give audiences and celebrate mass.

As one of the most superb conceptions of its kind in civic architecture, St Peter’s Square is the masterpiece of Gian Lorenzo Bernini and makes a wonderful approach to one of the world’s most magnificent churches, St Peter's Basilica. An oval rather than an actual square, the piazza, laid out in 1656-67, is partially enclosed by two semi-circular colonnades on which stand 96 statues of saints and martyrs. At the center of the oval stands an 84-foot (26m) tall Egyptian obelisk of red granite.

Gaze up at the world's most famous ceiling, the masterpiece of Michelangelo.

This famous chapel inside the Vatican Museums is best known for Michelangelo's 16th-century painted ceiling of "The Creation of Adam" and "The Last Judgement" fresco that covers the whole altar wall of the chapel. The jaw-dropping sight is not to be missed, considered one of the top highlights of visiting the Vatican Museums and one of the top artistic wonders of the world. 

Book early if you want to see the Vatican Museum's monumental works of art from the greatest Italian artists of the Renaissance.

The Vatican Museum is actually 26 different museums, which include not only exhibitions but chapels, apartments, and other rooms of the Vatican palace, covering a huge range of fine and applied arts patronized by the popes. There's also an outstanding collection of ancient antiquities (including even the Emperor Nero's red stone bathtub), a gallery of hand-painted maps, and whole rooms turned into works of art. In addition to ancient and medieval works of art, you'll see masterpieces by the "who's who" of the Italian Renaissance, including Raphael, Leonardo da Vinci, Titian, and Caravaggio. Other highlights include panels by the brilliant monk-artist Fra Angelico, works from the Venetian school, including Vavarini, and much, much more.  Booking in advance is highly recommended as otherwise you can wait for hours or not even be able to get in at all.