Tuscany City sightseeing Trips
City sightseeing trips in Tuscany. Looking to explore Tuscany on a city sightseeing tour? We offer 10+ city sightseeing tours through-out Tuscany, backed by 650+ reviews and offering discounts up to 35%. All our trips are offered by expert trip designers and Tuscany destination experts, with trip durations ranging from 5 to 18 days.
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10 Best City sightseeing Tours in Tuscany
Discover our best City sightseeing tours in Tuscany, based on reviews and times booked.
Discover Europe’s most celebrated cities and landscapes with the "Europe Escape" city sightseeing tour—a 12-day adventure beginning and ending in Rome. This flagship trip invites experienced travelers and seniors to journey through seven countries, including the magic of Paris, the wonder of the Swiss Alps, and the romance of Tuscany.
Explore iconic sights such as the Eiffel Tower, Pisa’s Leaning Tower, the canals of Venice, and the vibrant streets of Amsterdam. The moderate pace allows you to soak in each destination, while seamless logistics ensure a stress-free experience.
What makes this package a favorite among travelers? It’s the perfect mix of classic highlights and authentic local experiences, all wrapped into one action-packed and memorable European journey.
12 days
From Amsterdam’s charming canals to the majestic Swiss Alps, the Europe Jewel trip is a two-week art and architecture tour that spans the best of both Western and Eastern Europe. This immersive group journey takes you through 10 countries, including the Czech Republic, Austria, Hungary, and more. Explore vibrant capitals like Vienna and Budapest, sample authentic Italian cuisine, and lose yourself in the historic ambiance of Prague and Bratislava. Travelers who relish a balance of sightseeing, cultural experiences, and natural wonders will love the diversity on offer. The tour’s unique highlight? A seamless blend of Western allure and Eastern intrigue, ensuring an unforgettable, all-encompassing European adventure.
14 days
Experience the essence of Europe on the Europe Highlights trip—a 10-day whirlwind journey through Rome, Paris, Lauterbrunnen, and beyond. This moderate-activity tour is tailored for experienced travelers and seniors eager to tick off iconic sights: marvel at the Eiffel Tower, cruise the Rhine, explore the Swiss Alps, and wander Venice’s canals. Indulge in regional cuisine, stunning scenery, and vibrant cultures across seven countries.
The tour’s unique selling point is its expertly crafted itinerary, delivering Europe’s most beloved attractions in a single, unforgettable trip—perfect for those who want to see it all with maximum ease and enjoyment.
10 days
Italy’s charms unfold in every direction on the Italian Delights tour, a 12-day sightseeing journey from Rome’s ancient ruins to the colorful villages of Cinque Terre and the sun-kissed Amalfi Coast. Crafted for experienced travelers and seniors, this moderate-paced group tour balances iconic destinations—like Pompeii, Assisi, Tuscany, and Venice—with opportunities to sample local wines, cruise scenic canals, and relax around Italy’s shimmering lakes. Standout features include visits to Juliet’s balcony in Verona, the microstate of San Marino, and plenty of free time to craft your own Italian adventure. The unique selling point? A blend of ‘la dolce vita’ and expert guidance ensures you live like a local, experiencing Italy’s food, culture, and history with every step.
12 days
Dive into a grand European adventure with the Europe Explorer tour package—a sweeping 18-day journey launching from Amsterdam and looping through France, Spain, Switzerland, and beyond. Stand beneath the Eiffel Tower, bask in Barcelona’s creative energy, and savor the tranquility of Tuscany. Experience the timeless beauty of the Swiss Alps, the fairytale charm of Germany’s Black Forest, and the magic of canal cruises from Amsterdam to Venice. Designed for seasoned travelers and those chasing the ultimate sightseeing experience, this tour’s distinct advantage is its sheer breadth—exploring a dozen destinations and three countries’ worth of cultural riches in just over two weeks.
18 days
Craving a taste of Italy’s most iconic UNESCO sites in just five days? The "Italy City Break" is your passport to a whirlwind of art, history, and vibrant culture. Starting from Rome, you’ll journey to the medieval town of Assisi—birthplace of St Francis—before heading to Florence, the city where the Renaissance began.
Wander through Florence’s architectural marvels, then continue north to explore the artistic treasures of Bologna, Padua, and the canals of Venice. The adventure doesn’t stop there; Tuscany’s world-renowned vineyards invite you for a final taste of la dolce vita before a return to Rome.
Tailored for young adults and seasoned travelers who appreciate efficient yet immersive sightseeing, this trip ensures you soak up Italy’s best in record time. The guided tour package includes essential highlights, expert insights, and a seamless travel experience.
USP: A curated route through Italy’s cultural heartlands, blending world heritage sites, culinary delights, and breathtaking scenery—making it a perfect short escape for those who want to experience Italy’s essence without compromise.
5 days
Picture yourself wandering through the cobbled streets of Rome, savoring authentic gelato in Florence, and gazing at the sun setting over the Amalfi Coast—this is the essence of the Italy Explorer tour. Spanning 16 days, this comprehensive trip immerses discerning travelers in the heart of Italy’s most iconic destinations. From the ancient ruins of Pompeii to the vibrant canals of Venice, each stop reveals a new facet of Italian culture and history. The itinerary covers must-see highlights such as the Leaning Tower of Pisa, the picturesque villages of Cinque Terre, and the unique trulli houses of Alberobello, culminating with the captivating island of Sicily. Thoughtfully designed for experienced globetrotters and seniors seeking a moderate physical activity level, the tour balances guided city sightseeing with plenty of opportunities to savor world-class cuisine and local wines. Along the way, travelers will enjoy comfortable accommodations, reliable transport, and expert guidance, ensuring a seamless and enriching experience. What sets this tour package apart is its perfect blend of Italy’s timeless art, stunning scenery, and culinary delights, providing a deep dive into both famous sites and charming hidden corners. Whether you’re an art lover, a history enthusiast, or simply passionate about la dolce vita, the Italy Explorer promises a journey filled with unforgettable moments and genuine Italian hospitality.
16 days
From the cobbled streets of Amsterdam to Rome’s ancient ruins, the Amsterdam to Rome tour is an 11-day city sightseeing trip that packs Europe’s most dazzling cities into one seamless adventure. Marvel at Paris’s iconic landmarks, embrace the Mediterranean spirit in Barcelona, and immerse yourself in Florence’s artistic legacy. With included group activities and unstructured days for personal exploration, this journey is particularly appealing to travelers who value both companionship and independence. What sets this tour apart is its dynamic route—tracing a vibrant arc through Europe’s heart, ending in the Eternal City after a whirlwind of culture, cuisine, and unforgettable sights.
11 days
Italy’s classic wonders come alive on the "Grand Journey of Italy - 11 Days," an easy-paced tour designed for experienced travelers eager to savor the country’s highlights. Starting in Rome, this trip sweeps you through the hilltop charm of Assisi, the artistic treasures of Florence, and the iconic Leaning Tower of Pisa.
Stroll the refined streets of Bologna, glide through the romantic canals of Venice, and soak in Tuscany’s rolling landscapes. The adventure continues south to the haunting ruins of Pompeii, the coastal allure of Sorrento, and the sunlit glamour of Capri—each stop offering a fresh perspective on Italy’s rich heritage.
Throughout the journey, you’ll enjoy comfortable accommodations, seamless transport, and insightful guidance, ensuring a worry-free exploration of each destination. The tour finishes back in Rome, closing the circle on an epic Italian experience.
What makes this tour stand out? Its comprehensive itinerary brings together Italy’s most beloved cities and scenic regions in one seamless package—perfect for travelers seeking a grand, yet relaxed, immersion into Italian culture and history.
11 days
From the medieval charm of Assisi to the artistic grandeur of Florence, the Discovery of Italy: 8 Days tour offers an easy-paced journey for young adults and seasoned travelers alike. Explore the Leaning Tower of Pisa, wander Bologna’s elegant streets, and soak in Venice’s romantic canals. The itinerary captures Tuscany’s rolling hills and Montepulciano’s beauty, with Rome bookending your adventure. The unique selling point: a curated blend of Italy’s top attractions and cultural encounters, ideal for those eager to uncover the best of Italy in a single trip.
8 days
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Top Tuscany Tour Activities for City sightseeing
Discover tours tailored to your interests, from City sightseeing tours to Cultural, religious historic sites trips as well as Art architecture experiences. Find the perfect activity to match your passion.
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Discover Europe’s most celebrated cities and landscapes with the "Europe Escape" city sightseeing tour—a 12-day adventure beginning and ending in Rome. This flagship trip invites experienced travelers and seniors to journey through seven countries, including the magic of Paris, the wonder of the Swiss Alps, and the romance of Tuscany.
Explore iconic sights such as the Eiffel Tower, Pisa’s Leaning Tower, the canals of Venice, and the vibrant streets of Amsterdam. The moderate pace allows you to soak in each destination, while seamless logistics ensure a stress-free experience.
What makes this package a favorite among travelers? It’s the perfect mix of classic highlights and authentic local experiences, all wrapped into one action-packed and memorable European journey.
12 days
From Amsterdam’s charming canals to the majestic Swiss Alps, the Europe Jewel trip is a two-week art and architecture tour that spans the best of both Western and Eastern Europe. This immersive group journey takes you through 10 countries, including the Czech Republic, Austria, Hungary, and more. Explore vibrant capitals like Vienna and Budapest, sample authentic Italian cuisine, and lose yourself in the historic ambiance of Prague and Bratislava. Travelers who relish a balance of sightseeing, cultural experiences, and natural wonders will love the diversity on offer. The tour’s unique highlight? A seamless blend of Western allure and Eastern intrigue, ensuring an unforgettable, all-encompassing European adventure.
14 days
Italy’s charms unfold in every direction on the Italian Delights tour, a 12-day sightseeing journey from Rome’s ancient ruins to the colorful villages of Cinque Terre and the sun-kissed Amalfi Coast. Crafted for experienced travelers and seniors, this moderate-paced group tour balances iconic destinations—like Pompeii, Assisi, Tuscany, and Venice—with opportunities to sample local wines, cruise scenic canals, and relax around Italy’s shimmering lakes. Standout features include visits to Juliet’s balcony in Verona, the microstate of San Marino, and plenty of free time to craft your own Italian adventure. The unique selling point? A blend of ‘la dolce vita’ and expert guidance ensures you live like a local, experiencing Italy’s food, culture, and history with every step.
12 days
Dive into a grand European adventure with the Europe Explorer tour package—a sweeping 18-day journey launching from Amsterdam and looping through France, Spain, Switzerland, and beyond. Stand beneath the Eiffel Tower, bask in Barcelona’s creative energy, and savor the tranquility of Tuscany. Experience the timeless beauty of the Swiss Alps, the fairytale charm of Germany’s Black Forest, and the magic of canal cruises from Amsterdam to Venice. Designed for seasoned travelers and those chasing the ultimate sightseeing experience, this tour’s distinct advantage is its sheer breadth—exploring a dozen destinations and three countries’ worth of cultural riches in just over two weeks.
18 days
Craving a taste of Italy’s most iconic UNESCO sites in just five days? The "Italy City Break" is your passport to a whirlwind of art, history, and vibrant culture. Starting from Rome, you’ll journey to the medieval town of Assisi—birthplace of St Francis—before heading to Florence, the city where the Renaissance began.
Wander through Florence’s architectural marvels, then continue north to explore the artistic treasures of Bologna, Padua, and the canals of Venice. The adventure doesn’t stop there; Tuscany’s world-renowned vineyards invite you for a final taste of la dolce vita before a return to Rome.
Tailored for young adults and seasoned travelers who appreciate efficient yet immersive sightseeing, this trip ensures you soak up Italy’s best in record time. The guided tour package includes essential highlights, expert insights, and a seamless travel experience.
USP: A curated route through Italy’s cultural heartlands, blending world heritage sites, culinary delights, and breathtaking scenery—making it a perfect short escape for those who want to experience Italy’s essence without compromise.
5 days
Picture yourself wandering through the cobbled streets of Rome, savoring authentic gelato in Florence, and gazing at the sun setting over the Amalfi Coast—this is the essence of the Italy Explorer tour. Spanning 16 days, this comprehensive trip immerses discerning travelers in the heart of Italy’s most iconic destinations. From the ancient ruins of Pompeii to the vibrant canals of Venice, each stop reveals a new facet of Italian culture and history. The itinerary covers must-see highlights such as the Leaning Tower of Pisa, the picturesque villages of Cinque Terre, and the unique trulli houses of Alberobello, culminating with the captivating island of Sicily. Thoughtfully designed for experienced globetrotters and seniors seeking a moderate physical activity level, the tour balances guided city sightseeing with plenty of opportunities to savor world-class cuisine and local wines. Along the way, travelers will enjoy comfortable accommodations, reliable transport, and expert guidance, ensuring a seamless and enriching experience. What sets this tour package apart is its perfect blend of Italy’s timeless art, stunning scenery, and culinary delights, providing a deep dive into both famous sites and charming hidden corners. Whether you’re an art lover, a history enthusiast, or simply passionate about la dolce vita, the Italy Explorer promises a journey filled with unforgettable moments and genuine Italian hospitality.
16 days
From the cobbled streets of Amsterdam to Rome’s ancient ruins, the Amsterdam to Rome tour is an 11-day city sightseeing trip that packs Europe’s most dazzling cities into one seamless adventure. Marvel at Paris’s iconic landmarks, embrace the Mediterranean spirit in Barcelona, and immerse yourself in Florence’s artistic legacy. With included group activities and unstructured days for personal exploration, this journey is particularly appealing to travelers who value both companionship and independence. What sets this tour apart is its dynamic route—tracing a vibrant arc through Europe’s heart, ending in the Eternal City after a whirlwind of culture, cuisine, and unforgettable sights.
11 days
Italy’s classic wonders come alive on the "Grand Journey of Italy - 11 Days," an easy-paced tour designed for experienced travelers eager to savor the country’s highlights. Starting in Rome, this trip sweeps you through the hilltop charm of Assisi, the artistic treasures of Florence, and the iconic Leaning Tower of Pisa.
Stroll the refined streets of Bologna, glide through the romantic canals of Venice, and soak in Tuscany’s rolling landscapes. The adventure continues south to the haunting ruins of Pompeii, the coastal allure of Sorrento, and the sunlit glamour of Capri—each stop offering a fresh perspective on Italy’s rich heritage.
Throughout the journey, you’ll enjoy comfortable accommodations, seamless transport, and insightful guidance, ensuring a worry-free exploration of each destination. The tour finishes back in Rome, closing the circle on an epic Italian experience.
What makes this tour stand out? Its comprehensive itinerary brings together Italy’s most beloved cities and scenic regions in one seamless package—perfect for travelers seeking a grand, yet relaxed, immersion into Italian culture and history.
11 days
From the medieval charm of Assisi to the artistic grandeur of Florence, the Discovery of Italy: 8 Days tour offers an easy-paced journey for young adults and seasoned travelers alike. Explore the Leaning Tower of Pisa, wander Bologna’s elegant streets, and soak in Venice’s romantic canals. The itinerary captures Tuscany’s rolling hills and Montepulciano’s beauty, with Rome bookending your adventure. The unique selling point: a curated blend of Italy’s top attractions and cultural encounters, ideal for those eager to uncover the best of Italy in a single trip.
8 days
COACH TOUR: Take in the best of Italy on this 11-day journey from Rome, looping through Florence, Venice, and the sun-drenched south. Explore ancient ruins in Pompeii, cruise the canals of Venice, and marvel at the Vatican’s artistic treasures. Sip Tuscan wine in Montepulciano, discover Renaissance Florence, and see Pisa’s famous Leaning Tower. In the south, enjoy a formal dinner in Sorrento and a day trip to the glamorous island of Capri. With guided tours, scenic drives and plenty of local flavours, this trip blends history, culture and coastlines—perfect for anyone wanting a deep dive into Italy’s many highlights.
11 days
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Tuscany City sightseeing Tour Reviews
Guest reviews from travelers on City sightseeing tours in and around Tuscany
Gabby | Traveled in October
It was a great tour, my husband and I enjoyed the tour even its a fast pace we were able to see all the iconic spots in the itinerary. Always nice to start the day with all included breakfast and the included dinner was awesome. We had a great experience joining some of the optional tours with authentic local cuisine. I just wish we had more time to explore the cities we've been. I will rate this tour 4.1/5. Just remember anytime travelling its a must to always bring a comfy shoes.
Rebecca R. | Traveled in October
Excellent tour, and Dario, the tour guide was the best! Hotels were generally very nice - settings were exceptional. Slight snafu with water being turned off in the hotel 2 days in a row, but assume that couldn't be helped! Dario added a vineyard and wine lunch to appease, and it was lovely. We particularly enjoyed the evening where we prepared our own dinner! Thanks for everything - we will travel with Collette again!
Gina N. | Traveled in October
What a wonderful week! We especially loves Cinque Terre and the La Spezia region. Mike, our tour guide was amazing and all accommodations, tours, and everything in between was wonderful!
Eduardo | Traveled in December
The Expat Explore European Highlights tour in November 2024 was incredible! Every destination, from Venice's canals to Rome's ancient landmarks and Florence's Renaissance charm, was perfectly curated. The guides were knowledgeable, the itinerary seamless, and the autumn scenery breathtaking. Accommodations were comfortable, and the group dynamic made the trip even more special. This tour was the perfect blend of culture, history, and adventure—a truly unforgettable experience. Highly recommend!
Maymay | Traveled in December
I really enjoyed traveling with Expat Explore in this Europe Highlights Tour. It was very organized and we didn't encounter any problem at all. Roma was a very knowledgeable and informative tour guide and she makes sure that we follow our schedule. Meanwhile Peter was a very skilled driver, he knows his way around (I don't think he use Google map or gps to get to places hahahaha). We really felt safe during the entire trip. We love the hotels that we stayed, they're clean and some of them are spacious. I will definitely recommend Expat Explore to my friends and family!
Jane B. Baltimore | Traveled in November
Hi Stefania! Sorry to take so long to write back. It has been crazy trying to get back into the swing of things at work after that trip. Italy was amazing!! We absolutely loved it! As for feedback on the trip, we really don't have anything that was negative. We loved everything that was planned! We especially loved how you planned the sites that we went and how the pattern flowed (not sure if you did it on purpose but we think so). Also, thank you for being very accessible to us during the whole planning of the trip. You helped put us at ease and it was very reassuring that we chose the right company. That is all that I can given you that might be considered constructive. The rest I could say would just be compliments on everything else. If I can think of anything else that I think is useful I will definitely email you. Hope all is well, Jane P.S. - Does your company only provide trips for Italy or other countries as well, just wondering for the future :)
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