Train travel and short flights make it possible to visit five regions of Italy and Spain in two weeks. Foodies can immerse in Madrid's tapas, sip wine in the Chianti Hills, and perfect their pizza skills in Naples. Architecture enthusiasts will appreciate Antoni Gaudí's works in Barcelona and Arab-Norman architecture in Palermo. Active travelers can kayak the Costa Brava and tackle a three-day trek in the Dolomites, while those who enjoy a road trip can cruise Sicily or visit historic towns along Galicia's coast.

Itinerary #1: Highlights of Italy & Spain

This highlights itinerary is an excellent choice for first-time visitors seeking a mix of culinary experiences and historical sites in some of Spain and Italy's most popular destinations. In Italy, you'll visit the Colleseum and other hotspots and take a food-focused tour of Rome, go wine tasting in the Chianti Hills, sample Venetian tapas, and cruise the canals in a gondola. In Spain, you'll learn about Gaudí's architectural masterpieces in Barcelona, peruse the markets of Madrid, wander the grounds of the Alhambra fortress, capture photos of the Ronda gorge, and visit the Alcázar fort in Seville. 

Explore Barcelona's Gothic Quarter after sundown for great photo opportunities
Visit Barcelona's Gothic Quarter after sundown for great photo opportunities
Day Highlights Overnight
Day 1 Arrive in Rome (Italy), Local Food Tour Rome
Day 2 Rome Highlights Tour & Private Colosseum Visit Rome
Day 3 Train to Florence, Guided Culture Tour Florence
Day 4 Tuscan Wine Tour, Explore San Gimignano Florence
Day 5 Train to Venice, Local Food Tour Venice
Day 6 Best of Venice Tour, Gondola Ride Venice
Day 7 Fly to Barcelona (Spain), Tapas Tour Barcelona
Day 8 Gaudí Architecture Tour Barcelona
Day 9 Train to Madrid, Local Market Tour Madrid
Day 10 Madrid History & Culture Tour Madrid
Day 11 Train to Granada, Alhambra Tour & Flamenco Show Granada
Day 12 Transfer to Seville via Ronda & the White Villages Seville
Day 13 Guided Tour of Seville Seville
Day 14 Depart Seville  

Your adventure begins in Rome, Italy, where you'll dive into local cuisine with a food tour that includes a chance to taste fresh produce at the Mercato dei Fiori and tuck into traditional dishes in the Roman Ghetto. The next day, you'll visit the city's historic highlights, including the Spanish Steps and the Colosseum. Then, catch a train to Florence for a guided culture tour before heading to the Chianti Hills for wine tasting. The Italian leg of the trip concludes in Venice, where you'll sample cicchetti (the Venetian version of tapas) during a local food tour and cruise the canals on a gondola.

Next, fly to Barcelona, Spain, for a tapas experience and a tour of Gaudí's architectural masterpieces. Catch a train to Madrid and embark on a local markets tour followed by a journey through the city's history and culture, including a tour of the historic Hapsburg district and a visit to the Prado Museum. Day 11 takes you to Granada, where you'll explore the grounds of the Alhambra fortress and attend a flamenco performance. Finally, admire the whitewashed buildings and gorge of Ronda and the Pueblos Blancos (White Villages) before wrapping up your trip in Seville with a visit to the Alcázar Moorish fort. Learn more

Itinerary #2: Culinary Journey Through Italy & Spain

Aspiring chefs and wine connoisseurs will appreciate the opportunities to immerse in each region's unique flavors and foodie culture on this culinary journey. You'll perfect your pizza-making skills in a masterclass in Naples, prepare pasta and tiramisu in a cooking workshop in Rome, sip white wines in Frascati, taste prosciutto and Parmigiano Reggiano in Parma, visit the vineyards of the Chianti region, go bar hopping on a pintxos tour in Bilbao, sample the red wines of Rioja, and enjoy a tasting tour in the Madrid countryside.

Dive into the renowned food scene of San Sebastián
Dive into San Sebastián's food scene
Day Highlights Overnight
Day 1 Arrive in Naples (Italy), Neapolitan Street Food Experience Naples
Day 2 Free Morning, Neapolitan Pizza Masterclass Naples
Day 3 Half-Day Trip to Pompeii Naples
Day 4 Train to Rome, Private Highlights Tour of the Eternal City Rome
Day 5 Pasta & Tiramisu Cooking Class, Visit Frascati, Guided Wine Experience Rome
Day 6 Train to Bologna, Foodie Tour of Emilia-Romagna's Capital Bologna
Day 7 Day Trip to Parma, Prosciutto & Parmigiano Reggiano Tasting Bologna
Day 8 Transfer to Florence, Explore the Tuscan Capital Florence
Day 9 Excursion to Tuscany: Chianti Winery Visit & San Gimignano Florence
Day 10 Fly to Bilbao (Spain), Pintxos Gastronomy Experience Bilbao
Day 11 Private Tour of Bilbao, Transfer to San Sebastián San Sebastián
Day 12 Full-Day Wine Tasting & Tour of La Rioja San Sebastián
Day 13 Train to Madrid, Explore Spain's Capital  Madrid
Day 14 Madrid Countryside Wine Tour, Depart  

Starting in Naples, Italy, a street food tour will introduce you to taralli (mini circular breadsticks), cuoppo di pesce fritti (cones of fried fish), and other local favorites. Then, you'll make Neapolitan pizza in a masterclass with one of the city's oldest pizza-making families before heading to Pompeii to see the ruins. Take the train to Rome on Day 4, and you'll immerse in Italian cooking with a pasta and tiramisu-making class before sipping wines at a vineyard in Frascati, an idyllic town known as la città del vino (the city of wine) and surrounded by rolling hills carpeted in vineyards.

Continue to Bologna and feast on tortelloni in brodo (meat-filled pasta in a broth) and other regional specialties before sampling prosciutto and Parmigiano Reggiano in Parma. Your driver will transfer you to Florence, where you'll have time to visit Il Duomo and the art galleries at your own pace. The next day, your driver will whisk you away to the Chianti region for wine tasting, followed by a tour of the medieval town of San Gimignano. Fly to Bilbao, Spain, and experience local gastronomy on a pintxos (Basque tapas) tour. Cap off your trip with wine tasting in La Rioja and the Madrid countryside. Learn more

Plan your trip to Spain
Chat with a local specialist who can help organize your trip.

Itinerary #3: Coastal Spain & Southern Italy Trip: Barcelona, the Costa Brava, Sicily & the Amalfi Coast

Cover the highlights on this multicountry trip of coastal Spain and southern Italy, perfect for sun-seekers and those who enjoy road-tripping. You'll experience Barcelona's tapas culture, tour Antoni Gaudí's masterpieces, hike and kayak the Costa Brava, sample Sicilian street food, and check out Arab-Norman architecture in Palermo before embarking on a road trip that includes a hike at Mount Edna, a Sicilian cooking class in Catania, and Baroque architecture in Syracuse. Your final days will be spent cruising the Amalfi Coast by boat and Vespa. 

Visit towns like Tamariu along Spain's sparkling Costa Brava
Enjoy stop in coastal towns like Tamariu as you travel along Spain's Costa Brava
Day Highlights Overnight
Day 1 Arrive in Barcelona (Spain), Guided Tapas Walking Tour Barcelona
Day 2 Tour the Gaudí Masterpieces of La Sagrada Família & Park Güell Barcelona
Day 3 Transfer to the Costa Brava, Free Afternoon to Explore Costa Brava
Day 4 Coastal Hike, Kayaking & Lagoon Dipping in the Costa Brava Costa Brava
Day 5 Fly to Palermo (Italy), Street Food Experience Palermo
Day 6 Guided Tour of Palermo, Visit Monreale  Palermo
Day 7 Drive to Cefalù, Free Afternoon to Explore Cefalù
Day 8 Drive to Taormina via Mount Vesuvius, Free Afternoon to Explore Taormina
Day 9 Drive to Catania, Guided City Tour, Private Cooking Class  Catania
Day 10 Day Trip to Syracuse, Ortigia & Noto Catania
Day 11 Fly to Naples, Transfer to the Amalfi Coast, Sunset Cruise Along the Bay Amalfi Coast
Day 12 Amalfi Coast Tour by Vespa Amalfi Coast
Day 13 Day Trip to Capri & Anacapri  Amalfi Coast
Day 14 Transfer to Naples via Pompeii, Depart  

Refuel on arrival in Barcelona, Spain, with bomba Barceloneta (croquettes topped with aioli) and other tasty bites during a tapas tour. The next day, you'll visit La Sagrada Família and the whimsical Park Güell on a tour of architect Antoni Gaudí's work. Then, your driver will transfer you to the Costa Brava, where you'll swim in a lagoon, hike the coast, and kayak in the Sant Feliu de Guíxols area before flying to Palermo, Italy. Here, you'll be introduced to Sicilian street food, such as panelle (chickpea fritters), on a tasting tour and admire Arab-Norman architecture at the Duomo and the Piazza Vigliena.

Pick up your rental car on Day 7 and spend a day in Cefalù, relaxing on Lungomare Beach or checking out the views from the Bastione di Capo Marchiafava fortress. Continue to Mount Etna for a hike, then hit the road to Taormina, where you'll feast on seafood. Learn the secrets of Sicilian cuisine in a private cooking lesson in Catania, then admire the Baroque architecture in Syracuse before catching a flight to Naples. From there, your driver will transfer you to the Amalfi Coast, where you'll spend your final days soaking up the sun, cruising the bay by boat, touring the coastline by Vespa, and visiting the island of CapriLearn more

Itinerary #4: City Culture & Outdoor Adventure in Spain & Italy

This city culture and outdoor adventure is ideal for active travelers who enjoy hiking. After tapas and an architecture tour in Barcelona, you'll trek in Tossal de l'Àliga Mountain and Montsent de Pallars, forage for mushrooms in the Catalan Pyrenees, see the sites, and join a food tour in Venice, tackle a three-day hike in the Dolomites Mountains, and celebrate your journey with a hot spring soak in Sirmione and wine tasting in the Valpolicella region.

Snag incredible views from several scenic trails in the Pyrenees
Enjoy the views from the scenic trails in the Pyrenees
Day Highlights Overnight
Day 1 Arrive in Barcelona (Spain), Tapas Tour Barcelona
Day 2 Gaudí Architecture Walk Barcelona
Day 3 Transfer to the Pyrenees via Montserrat Pyrenees
Day 4 Hike Tossal de L'aliga Mountain Pyrenees
Day 5 Transfer to Sort, Hike to a Pyrenees Viewpoint Pyrenees
Day 6 Transfer to Arties, Mushroom Foraging Pyrenees
Day 7 Transfer to Barcelona via Alquézar Barcelona
Day 8 Fly to Venice (Italy), Food Tour Venice
Day 9 Best of Venice Tour, Gondola Ride Venice
Day 10 Transfer to the Dolomites, Trekking Day 1 Dolomites
Day 11 Dolomites Trekking Day 2 Dolomites
Day 12 Dolomites Trekking Day 3, Transfer to Lake Garda Dolomites
Day 13 Desenzano & Sirmione Tour, Optional Hot Springs Lake Garda
Day 14 Optional Wine Tasting, Transfer to Milan, Depart  

On arrival in Barcelona, experience the local food scene on a tapas tour with stops that include the Gothic Quarter. Then, learn about architect Antoni Gaudí on a walking tour to La Sagrada Família, Park Güell, and other well-known works before hitting the food stalls at La Boqueria market. On Day 3, your driver will take you to see the views from the Monastery of Montserrat en route to the Pyrenees mountains. Here, you'll hike Tossal de l'Àliga Mountain and Montsent de Pallars and refuel with a picnic at the Mainera Lakes.

Continue for a trek through the Catalan Pyrenees, where you'll forage for wild mushrooms, and visit the Montgarri, with options for additional hikes. Stop by the Alquézar Arab fortification on your way back to Barcelona, then catch a flight to Venice, Italy. Embark on a tasting tour around the canals and backstreets before visiting Piazzo San Marco and Basilica San Marco. After a gondola ride, transfer to the Dolomites Mountains for a three-day trek through the Ortler Alps and Val di Rabbi. End on a high note with a hot springs soak in Sirmione and a wine tasting in the Valpolicella region. Learn more

Itinerary #5: Off-the-Beaten-Path Road Trip in Spain & Italy

Travelers eager to get off the tourist track will enjoy this road trip. After experiencing Madrid's rooftops and tapas, you'll savor seafood on a market tour in Santiago de Compostela and visit historic cities along the Galicia coast. Then, you'll road trip from León, stopping for sightseeing in Burgos and a pintxos tour in Bilbao. In Rome, you'll hit the highlights before embarking on another road trip with adventures that include the medieval towns of Calcata and Viterbo, a walking tour of Civita di Bagnoregio, a boat tour and hike at Lake Bosena, and wine tasting in Orvieto.

Get off the tourist trail as you wind your way through Galician towns like Cambados
Get off the tourist trail as you wind your way through Galician towns like Cambados
Day Highlights Overnight
Day 1 Arrive in Madrid (Spain), Rooftops & Food Tour Madrid
Day 2 Transfer to Santiago de Compostela, Food Tour Santiago de Compostela
Day 3 Day Trip to Pontevedra & Cambados Santiago de Compostela
Day 4 Drive to León, Self-Guided Tour León
Day 5 Drive to Burgos, Visit Atapuerca Burgos
Day 6 Drive to Bilbao, Pintxos Tour Bilbao
Day 7 Fly to Rome (Italy), Highlights Tour Rome
Day 8 Drive to Viterbo, Stop in Calcata Viterbo
Day 9 Drive to Bolsena, Stop at Civita di Bagnoregio Bolsena
Day 10 Lake Bolsena Boat Tour Bolsena
Day 11 Drive to Orvieto, Tour & Wine Tasting Orvieto
Day 12 Drive to Spoleto, Walking Tour Spoleto
Day 13 Day Trip to Piediluco & Marmore Waterfalls Spoleto
Day 14 Drive to Rome, Depart  

See Madrid from above and sample local dishes on a rooftops and tapas tour before taking the train to Santiago de Compostela, the terminus of the Camino de Santiago pilgrimage. Here, you'll indulge in the region's seafood, such as pulpo a la Gallego (Galician octopus), on a walking tour through the markets, then enjoy a full-day tour of Galicia's coast and historic cities, including Pontevedra with its well-preserved historic center and Cambados, the capital of Albariño wine. From there, you'll drive to León to see the medieval landmarks and Gothic architecture and to the UNESCO-listed historic center of Burgos.

Continue to Bilbao for a pintxos tour before flying to Rome, where you'll visit the Pantheon and more on a highlights tour. Stop in Calcata en route to Viterbo, known for its medieval quarter and thermal baths. Next, take a walking tour of Civita di Bagnoregio, an ancient town only accessible by a pedestrian bridge, on your way to Bolsena. Here, you'll hike to Farnese Palace on Bisentina Island and tour the towns along Lake Bosena by boat. Partake in a wine tasting in Orvieto in central Italy, then visit the ruins of Spoleto and, finally, capture some photos at Marmore Waterfall before returning to Rome for departure. Learn more

More Great 2-Week Spain Itineraries

Looking for more inspiration for your trip to Spain? Check out these other two-week Spain itineraries, with outdoor adventures, cultural trips, and best-of tours to hit the highlights.


Map of 2 Weeks in Spain & Italy - 5 Unique Itinerary Ideas
Map of 2 Weeks in Spain & Italy - 5 Unique Itinerary Ideas