Highlights of Italy & Spain - 14 Days

Highlights

• Eat your way through Rome and Barcelona on food tours
• Visit awe-inspiring castles and palaces in Italy and Spain
• Go on wine tours in Tuscany and ride a gondola in Venice
• See the most famous architectural landmarks in Barcelona
• Enjoy the best of Andalusia, from the Alhambra to Seville

Brief Itinerary

Detailed Itinerary

Day 1: Arrive in Rome (Italy), Local Food Tour

Welcome to Italy! Your adventure begins in Rome, a superb capital whose settled history dates way back to around the eighth century BCE. Even more impressive is the fact that many of Ancient Rome's most iconic landmarks remain to this day. In short, Rome is the perfect city to embark on a grand highlights tour of Europe. Upon arrival at the airport, a driver will pick you up and transfer you to your hotel in the city.

After checking in, you'll meet a local guide and head out on a food tour to discover Rome's culture in the most appetizing way possible. This half-day excursion is a lesson in the city's rich history and culture through its cuisine. You'll browse the stalls at the Mercato dei Fiori, where locals shop for fresh produce and flowers; stop at a café at historic Piazza Navona; and visit the Roman Ghetto (the former Jewish quarter) to enjoy traditional dishes at local tavernas (taverns). 

Day 2: Rome Highlights Tour & Private Colosseum Visit

Wake up early and enjoy a passeggiata (stroll) in Rome. Perhaps grab an espresso and fresh-baked cornetto (a croissant-like pastry). Then, meet a local guide and head out on a highlights tour of Rome's historic center, starting with a hike up the Spanish Steps, where you'll enter Rome's maze of charming cobblestone streets. Along the way, your guide will recount stories and historical anecdotes of the many fountains, buildings, and hidden piazzas tucked away in the corners of this magnificent city.

As you weave in and out of the labyrinthine streets, you'll eventually wind up outside of the Pantheon, the only intact pagan temple left in Rome. The tour continues to the ornate Trevi Fountain, arguably the most famous fountain in the world. Make sure to toss in a coin to ensure this isn't your last visit to Rome! Next, you'll stop at an authentic Roman gelateria, where you'll get a tasty lesson in the difference between gelato and ice cream. The tour concludes at Piazza Navona, home to Bernini's Four Rivers Fountain.

Later, you'll meet up with a historian guide for a private tour of the world's largest amphitheater: the Colosseum. At its prime, it held 50,000 spectators and was the central venue for gladiator fights. Learn about some of ancient Rome's most famous and illustrious citizens, such as Julius Caesar, Emperors Augustus and Nero, and the Flavian emperors who built the Colosseum. From here, continue to two other testaments to the grandeur of ancient Rome: the Forum and Palatine Hill, which were built between 46 BCE and 113 CE. Afterward, you'll say goodbye to your guide and have the rest of the day free.

Day 3: Train to Florence, Guided Culture Tour

In the morning, you'll transfer to the station and board a train for the scenic 1.5-hour train ride north to Florence. The capital of Italy's rustic and romantic Tuscany region is a hub of classic art, architecture, and culture. After all, Florence was the birthplace of the Renaissance movement during the Middle Ages, and that heritage still permeates every corner of the city.

After checking into your hotel, you'll meet a local expert guide to discover the highlights of Florence. It begins in the city center at the Piazza della Signoria, the main square. From there, the two of you'll head off down the same medieval streets that Dante Alighieri, Michelangelo, Leonardo da Vinci, and some of Italy's most renowned artists once called home. You'll also make your way to Palazzo Vecchio and see a replica of Michelangelo's "David"—a taste of what's to come.

After passing the renowned Ponte Vecchio that crosses the River Arno, you'll arrive at Piazza della Repubblica. Today, it's a popular meet-up spot, but it once stood as an ancient Roman Forum. Continue the stroll until you reach the 15th-century Florence Cathedral (Cattedrale di Santa Maria del Fiore). Also known as Il Duomo, it's the most iconic landmark in the city. The final stop is at the Accademia Gallery, where you'll witness the breathtaking masterpiece that is Michelangelo's "David." While here, your guide will reveal the history behind the statue and how it came to be.

Day 4: Tuscan Wine Tour, Explore San Gimignano

You're in for a treat, as this morning, you'll meet your driver for a road trip out of the city into the Chianti Hills, birthplace of the eponymous wine. This day trip is a celebration of viticulture and history, as you'll not only visit a winery but also tour the countryside and picturesque villages near Siena.

The first stop is at a historic vineyard, where you'll walk the grounds and taste some of the best Chiantis in the region. But that's not all; the second stop takes you to a smaller traditional vineyard, where you'll enjoy a light lunch paired with beautiful wines produced on-site, enjoying them amid gorgeous views of the nearby town of San Gimignano, your next destination.

San Gimignano is a quintessential Tuscan village of medieval buildings perched atop a rolling green hill. It's most famous for the 13th-century walls that encircle it, as well as its medieval plazas, churches, and stone towers dominating the skyline. Located in the Elsa Valley, the UNESCO-listed village is also known for producing Vernaccia di San Gimignano, a white wine with floral and fruity notes. Your driver will leave you here for some time to explore the town at your leisure. Later, you'll return to Florence.

Day 5: Train to Venice, Local Food Tour

Say goodbye to Florence and transfer to the station, where you'll board a train for the 2.5-hour ride to Venice. With nicknames like "Queen of the Adriatic" and "City of Water," Venice's reputation precedes it. It's long been a commercial and cultural hub, stretching across 117 small islands in the marshy Venetian Lagoon along the Adriatic Sea. The city itself is defined by its romantic canals—a top tourist draw—as well as a rich heritage that dates back to its founding in the fifth century.

Upon arrival, you'll transfer to your hotel. Then, it's time to head out and experience the Venetian wonders that attract over a million visitors annually. Today's excursion focuses on food as you'll head off along the canals and narrow backstreets as your local expert guide reveals insight into the city's gastronomic history. Of course, there will be plenty of food along the way. Stop at a local eatery and indulge in cicchetti (the Venetian version of tapas) paired with a refreshing spritz—a classic aperitif born right in Venice.

Then, walk to the Rialto Bridge—one of the four scenic bridges that span the Grand Canal. A short stroll from here brings you to the bustling Rialto Market. Browse this lively epicenter of daily Venetian life and culture, tasting local products that help create the city's incomparable cuisine.

Day 6: Best of Venice Tour, Gondola Ride

Head out early for a three-hour tour to experience the grand highlights of Venice. Meet your guide, venture down alleyways and across piazzas to the Rialto Bridge, and spend some time people-watching. The next stop is Piazza San Marco (Saint Mark's Square), where you'll soak up the atmosphere and marvel at the Gothic and Renaissance architecture—you might even find yourself serenaded by an outdoor orchestra.

At the plaza, you'll visit the impressive Basilica San Marco. Dating to the 11th century, the exterior is a mix of architectural styles that reflect its ties to the Byzantine Empire. Inside, the basilica is famous for its high altar and thousands of square meters of shimmering, gold-leaf-covered mosaics depicting religious and historical scenes. Next, you'll visit the adjacent Doge's Palace, home to one of the world's longest-standing governments. Over an hour, you'll see all the best sights, from ceilings frescoed by Tintoretto to Veronese paintings. Then return to your hotel for a break.

Later, you'll enjoy something of a classic. When in Rome, do as the Romans do, and when in Venice, take a gondola tour of its romantic canals. This is a leisurely 30-minute ride along Venice's waterways under the power and guidance of a professional gondolier. It may be a popular tourist activity, but gondolas have been used as transport in the "City of Water" for well over 1,000 years. This elegant and romantic journey will leave you perfectly content as you glide on the water's surface, under the Rialto Bridge, passing iconic landmarks like Rialto Square.

Day 7: Fly to Barcelona (Spain), Tapas Tour

It's time to bid a fond arrivederci to Italy. In the morning, you'll transfer to the airport for the two-hour flight to Barcelona. Welcome to Spain! The capital of Spain's gorgeous Catalonia region offers sun-kissed beaches, mind-blowing cuisine, great wine, world-class nightlife, a rich history, and some of the most distinct architecture in the country.

Upon arrival at the airport, a driver will pick you up at the terminal and transfer you to your hotel. Don't get too comfortable because later, you'll head out on a guided food tour to discover Spain's famous tapas culture. The word "tapas" literally translates to "tops" (or "caps"), and you can find these small plates (designed to be shared) at bars, bodegas, and tabernas (taverns) throughout the country.

During this three-hour culinary experience, your guide will lead you around Barcelona's favorite neighborhoods, like the Gothic Quarter, ducking into alleys leading to beloved tapas spots to taste various dishes. As you go, your expert local guide will share tips and insider knowledge regarding which dishes to try. At each stop, you'll pair your bites with sips of local wine, beer, or nonalcoholic drinks.

Day 8: Gaudí Architecture Tour

In the morning, head out on a guided walking tour of some famous landmarks designed by renowned Catalan architect Antoni Gaudí. First, you'll visit La Sagrada Família, a spectacular Roman Catholic church and UNESCO World Heritage Site. During a building tour, you'll learn all about Gaudí and his jaw-dropping masterpiece. Despite first being built in 1882, the church is still technically under construction and was only consecrated in 2010.

Afterward, you'll continue to Park Güell, Barcelona's most famous green space. Located atop Carmel Hill and offering incredible city views, Park Güell is defined by its pretty gardens and Gaudí's artistic elements. Some of the most iconic include the dragon fountain near the entrance and the mosaic-covered "serpent bench." Don't miss the local buskers performing in the park's many nooks and crannies.

Day 9: Train to Madrid, Local Market Tour

In the morning, head to the station in Barcelona and catch a 2.5-hour train ride to Madrid. Spain's capital boasts a rich history dating back long before the Middle Ages. From around the eighth to the 11th centuries, this territory was under Muslim rule, and before that, it was the site of a Roman conquest that started in 218 BCE. On arrival at Atocha Station, a driver will pick you up and take you to your hotel in the city.

Later, embark on a gastronomic adventure to a few of Madrid's many local markets. It's a great excuse to do some people-watching and feel the city's pulse while browsing fresh produce and delicious tidbits. The markets you'll visit (some of which have served the city since medieval times) include Mercado de San Miguel, Madrid's most popular market turned gourmet food hall; Mercado Ildefonso, which features both market goods and tapas, plus a beautiful roof terrace; and Mercado San Antón, a creative food market spread over three levels. 

Day 10: Madrid History & Culture Tour

Get to know Madrid on a private tour of its history, culture, and architecture. Accompanied by a local guide, head to the historic Habsburg district. This is the oldest part of the city, known in Spanish as El Madrid de Los Austrias. During the walk, you'll visit the 18th-century Royal Palace, Almudena Cathedral, and the expansive Plaza Mayor, which dates to the 15th century. Your guide will also take you to hidden gems and tell stories about Madrid's fascinating history.

The tour continues as you soak up some culture and art history in Madrid's "Golden Triangle of Art." Located in the city center near El Retiro Park, this area comprises some of the best museums in the city. During this guided tour, you'll visit three such museums, starting at the Museo Nacional del Prado (Prado Museum). The museum showcases one of the finest collections of European art spanning the 12th through to the 20th centuries, featuring the works of masters like Goya, Bosch, El Greco, Titian, and Diego Velázquez, among others.

Then visit the Thyssen-Bornemisza Museum. Here, you'll witness one of the world's finest private art collections, which contains nearly 1,000 paintings spanning the 13th-20th century. Several of the world's most celebrated artists are on display here, from Dalí to Degas, Rembrandt to Renoir, and van Eyck to Van Gogh. You'll also tour the Reina Sofia Museum, which features a collection dedicated to 20th-century and contemporary art, including the world-famous "Guernica," painted by Pablo Picasso.

Day 11: Train to Granada, Alhambra Tour & Flamenco Show

This morning, you'll catch a 3.5-hour train south into the Andalusia region and Granada. This is a city that rivals any other in Spain for history and beauty. Granada was once the last stronghold of Al-Andalus (Muslim Spain) during the 400-year reign of the Moors, which lasted from 711 to 1086 CE. You can see examples of this history at Granada's most famous landmark, the Alhambra, which receives more than two million visitors annually.

Upon arrival, a driver will pick you up for the transfer to your hotel. After check-in, you'll meet a guide and experience the Alhambra yourself. Built atop a hill overlooking the city, this 26-acre (12 ha) Muslim fortress dates to the ninth century. It was rebuilt in the 14th century by the Nasrid Dynasty and served as a Moorish palace until 1492, when, after the Christian reconquest, it became the Royal Court of Ferdinand and Isabella. During a three-hour guided tour, you'll walk its grand halls and stroll the Generalife Gardens, which are filled with flowers and fountains and offer panoramic city views.

Later, you'll head out and enjoy another cultural touchstone of this region: flamenco. The ultimate artistic expression of Andalusia, it's said that this combined dance/singing style dates back to the 16th century when performers would entertain passing travelers in the hills above Granada, using caves as stages. Today, you'll witness a recreation of this experience on a visit to one such cave for an authentic flamenco show—an event you won't find anywhere else. After the show, you'll return to your hotel.

Day 12: Transfer to Seville via Ronda & the White Villages

This morning, meet your driver and head out on a trip to Seville, the capital of Andalusia. The trip takes about 2.5 hours, but you'll break up the journey with stops at some of the region's most stunning locales. Enjoy the scenery as you pass olive groves, rolling meadows, cork forests, and mountainous terrain while visiting the region's famous Pueblos Blancos (White Villages). A few dozen such villages exist in Spain, defined by their charming whitewashed buildings and scenic locations, often near the coast.

You'll also stop in Ronda. This ancient town dates to the sixth century when the Celts settled it. It's a storybook locale carved out of a mountain and situated over a deep gorge, making it one of the most dramatic towns in the country. Like many places in Spain, Ronda is famous for its wine culture. You'll discover this firsthand during a tasting at two local, small-production wineries. At one, you'll even sit down to a gourmet lunch prepared by the winemakers.

Eventually, you'll arrive in Seville, a charming city on the shores of the Guadalquivir River, with a mix of Moorish, Christian, and Jewish architecture. It's also home to a rich history and phenomenal cuisine. Upon arrival, check into your hotel and enjoy some free time.

Day 13: Guided Tour of Seville

After breakfast, you'll meet a local guide and embark on a three-hour private walking tour in and around Seville's historic center. First up is the Seville Cathedral, a 15th-century Roman-Catholic church home to the tomb of Christopher Columbus. It's a UNESCO World Heritage Site, the largest Gothic church in the world, and an impressive testament to pious grandiosity. Also here is La Giralda, the cathedral's looming bell tower.

Continue to the fashionable Santa Cruz neighborhood, once the Jewish Quarter in the city. It's a colorful and well-preserved part of the historic center, with many cafés and tapas bars—the perfect excuse to take a break and enjoy some small plates and local wine. Capping the walk is a real highlight: a visit to the Alcázar. Seville's Royal Palace began life as a Moorish fort in the 10th century and is famous for its well-manicured gardens. After the tour, you'll have the rest of the day free.

Day 14: Depart Seville

Your grand highlights tour across Spain and Italy has reached its conclusion. Enjoy one last Spanish breakfast of pan con tomate (toast and tomato) and perhaps a cup of hot chocolate before transferring to the airport to catch your flight home. Safe travels!

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