Tuscany Tours and Trips
Whether you’re going for the superbly crafted fine wines of Tuscan vineyards or the incomparable renaissance art of Florence, a Tuscany tour is cultural awakening. The region is found on Italy’s west coast and is greeted by the Tyrrhenian sea. One of Italy’s most popular tourist regions, the many faces of Tuscany create an authentic taste of what makes Italy such a fascinating travel destination.
10 Best Tuscany Tours
Discover our highly acclaimed tours in Tuscany, based on reviews and times booked.
Outside the hiking community, few know about the Garfagnana region in northern Tuscany. It’s a hiker’s dream with dramatic mountain trails, wild national parks and spectacular views – a stark contrast to the vineyards and rolling hills of the south. Join an expert tour leader to explore the most beautiful trails in the area and return each evening to our stone farmhouse on the lower slopes of the Apennines. Traditional Italian hospitality and good food await, plus there’s a free day to explore nearby Lucca, the Cinque Terre, Florence or Pisa.
Please note: Most departures for this trip are graded Activity Level 3 (Moderate); however, if you’re looking to push yourself, join one of our Activity Level 5 (Challenging) departures to tackle more difficult treks and spend a night in a mountain refuge. See the itinerary for a day-by-day schedule for each Activity Level. Please check the Dates & Prices tab to confirm the Activity Level rating for each departure before booking.
8 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
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
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
Craving the flavors and artistry of Italy but short on time? The Taste of Italy tour condenses the country’s finest experiences into an unforgettable 7-day trip. Specially crafted for travelers who appreciate both cultural depth and culinary indulgence, this moderately-paced journey takes you from the ancient streets of Rome to the Renaissance masterpieces of Florence and the romantic allure of Venice. Guided walking tours in Rome and Florence reveal the stories behind iconic landmarks, while a free day in Venice lets you explore at your own pace—perhaps gliding down its legendary canals. The itinerary doesn’t stop there: marvel at the medieval towers of San Gimignano, the rolling vineyards of Siena, and the colorful cliffside villages of Cinque Terre. Savor every moment as you sample top Italian wines and regional specialties, embracing the bella vita lifestyle throughout. Ideal for experienced travelers and seniors seeking a lively yet comfortable adventure, this tour package stands out for its unique combination of sightseeing and gourmet experiences. With thoughtfully selected hotels, convenient transport, and knowledgeable guides, Taste of Italy offers a rich immersion without the rush, ensuring every day brings a new delight for the senses.
7 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
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
Discover the magic of Europe on the Scenic Europe tour, a 9-day journey that artfully blends natural beauty and iconic landmarks. Starting and ending in Munich, this tour package whisks travelers through Germany, Italy, and Switzerland, weaving together the storybook landscapes of Tuscany, Como, Lauterbrunnen, and more. Immerse yourself in Munich’s vibrant culture and savor authentic Bavarian cuisine before marveling at the fairytale Neuschwanstein Castle. The trip continues with unforgettable moments: capture photos beside the Leaning Tower of Pisa, wander the Renaissance streets of Florence, and enjoy serene free time amid the snow-capped peaks of the Swiss Alps.
The itinerary is designed for experienced explorers and senior adventurers seeking a moderate balance of sightseeing and leisure. Glide along Venice’s romantic canals, uncover Innsbruck’s historic Goldenes Dachl, and explore charming towns nestled amidst breathtaking scenery. Each day offers a thoughtful mix of guided sightseeing and opportunities for independent exploration, ensuring a rich, unhurried experience.
A unique highlight of this tour package is its seamless blend of cultural immersion and access to Europe’s most captivating vistas—whether you’re drawn to world-famous art in Florence or the tranquil pace of life in the Alpine valleys. With accommodation, transport, and meals included, you can focus on soaking in each destination without a worry. Embrace the slow life as you journey through the heart of Europe, creating memories that linger long after the last sunset over Venice’s waterways.
9 days
Northern Italy’s finest treasures await on the 'Italy’s Treasures: Art, Food & Wine of Italy' trip, a 12-day guided tour from Lake Maggiore to Venice. Experience a harmonious blend of natural beauty, culinary delights, and artistic heritage as you journey through Stresa, Cinque Terre, Tuscany, Florence, and Venice.
Relax by the tranquil Alpine Lakes, explore Cinque Terre’s medieval villages, and ride off-road vehicles through the marble quarries of Carrara. Enjoy a leisurely four-night stay at a Tuscan villa, where you’ll learn the secrets of Tuscan cuisine in a hands-on cooking class. Discover Florence’s Renaissance wonders and the enchanting canals of Venice.
The USP? The immersive culinary and cultural experiences—like cooking in a family-owned villa—set against the backdrop of Italy’s iconic art and landscapes, creating a tour that’s both indulgent and inspiring.
12 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
See all Tuscany Tours
Essential Travel Guides for Touring Tuscany
Explore Tuscany with comprehensive travel guides covering when to go, how long to stay, what to do, and where to explore across the country.
7 Best Wineries in Tuscany
A wine trip to Italy isn't complete without exploring Tuscany. Tuscany is home to some of the world’s most renowned vineyards and cellars, which is why it should come as no surprise that this central Italian region is one of the most popular wine destinations in Europe. And to help you make the first steps towards exploring Italy’s beloved wine country, here is a round-up of the best wineries in Tuscany.
Tuscany Tour Reviews
Read reviews from travelers who have experienced Tuscany tours, and find the best tour for your next adventure.
Anonymous | Traveled in July
Need 1 more day in Rome for st Peter's Basilica and the pantheon. Rest was really good.
Darryl T. | Traveled in July
The include guided tours are informative as they are conducted by local guides. The optional experiences were also well chosen by Insight.
Anonymous | Traveled in July
I walked with a cane (awaiting a knee replacement within 2 weeks after the trip. Vivian and the group of travelers were very patient with me. I would suggest this trip for the healthier individuals. Sites were beautiful, but all the walking is a challenge if handicapped. I was very fortunate to be with our special group of 24 and having Vivian as our tour guide! Overall it was a wonderful trip!!!
Jennifer C. | Traveled in July
The most beautiful country I have ever visited. I highly recommend this trip as it captures everything and beyond that Italy has to offer.
Russel K. | Traveled in July
The travel director and driver made it a wonderful trip
Anonymous | Traveled in July
"Travel Matters" excursions are often just glorified shopping trips. Especially frustrating was going to a "oil/scent" shop for 2 hours
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