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Tuscany, Italian Riviera

May 29 - Jun 5, 2027

8 days, 7 nights

Exclusive Small Group (7 passengers max)

Perfect For: Travelers Looking to Experience Italy's Most Renowned Destinations

From $10,374 for one person (including single supplement)

From $8,698 per person based on 2 people

Discover two of Italy’s most famous destinations in one remarkable adventure. In Tuscany, you’ll explore the medieval charm of Lucca and see the iconic leaning tower of Pisa, while savoring the region’s famed wines and culinary delights. From there, you’ll experience the breathtaking Italian Riviera, including the coastal villages of Cinque Terre followed by historic Genoa. This is the ideal journey to get to know Italy’s diverse landscapes and rich cultural heritage.

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Why You'll Love It
  • Enjoy private guided tours across Tuscany, a private boat trip to Portofino, and a private tour of the villages of Cinque Terre, where our local experts will show you all of the sites and help you escape the crowds
  • Savor the diverse food and wine traditions of two distinct Italian regions, with feasts featuring local cuisine, behind-the-scenes Tuscan wine visits and tastings, and a hands-on pesto-making class in Genoa
  • Relax knowing that your tour will be led by Max, one of Ciao Andiamo’s co-owners and Genoa native, who will ensure that every travel detail is taken care of, and that you’ll get to enjoy a mix of tours & excursions balanced with free time for independent exploration
Day 1

Welcome to Tuscany, internationally renowned for its wineries tucked amongst the gently rolling hills. Meet your trip leader and your fellow travelers and kick off your tour with a Tuscan-wine tasting lunch at a historic winery in the Chianti region, where you’ll savor a wine tasting paired with local specialties. In the afternoon, the group will head to charming Lucca for a guided tour of your first stop. Here, you will explore Lucca’s beautifully preserved Renaissance walls and charming historic center with cobbled streets and Romanesque churches, before settling into a trattoria for a special welcome dinner.

Day 2

Today, you’ll travel to Volterra, a charming hilltop town rich in Etruscan history and artisan tradition. Here, you’ll visit a local alabaster workshop, where skilled craftsmen shape this luminous stone into delicate sculptures and decorative pieces. Watch the artistry unfold and gain insight into a centuries-old craft that has made Volterra renowned throughout Tuscany and beyond. Next, you’re off to Pisa to marvel at the iconic Leaning Tower, a world-famous architectural wonder standing beside the stunning Pisa Cathedral and Baptistery in the grand Piazza dei Miracoli. Admire the intricate Romanesque details and snap a classic photo with the tilting tower.

Day 3

Begin your day with a fascinating tour of the marble quarries of Carrara, where Michelangelo once sourced stone for his masterpieces. The scale and beauty of the quarries are truly awe-inspiring. Afterward, travel toward the coast to the charming seaside town of Sestri Levante, nestled along the Italian Riviera. With its pastel-colored buildings, stunning beaches, and relaxed atmosphere, it’s the perfect place to unwind and enjoy breathtaking views of the Ligurian Sea.

Day 4

Enjoy a relaxing boat tour along the breathtaking Ligurian coastline, with its dramatic cliffs and colorful seaside villages. Your first stop is Camogli, a picturesque fishing town known for its charming harbor, pastel buildings, and authentic local flavor. Stroll the narrow streets or sip coffee with a sea view before continuing to the glamorous village of Portofino. Famous for its luxury yachts and elegant boutiques, Portofino also offers waterfront cafés perfect for soaking up the Riviera charm.

Day 5

Spend the day touring the vibrant beauty of the Cinque Terre, a string of five colorful villages clinging to the rugged cliffs of the Ligurian coast. Each village offers its own charm to discover, with quaint harbors, fresh seafood, and picture-perfect streets. During your visit, you’ll have the chance to try your hand at pesto-making with a local expert, learning to craft this iconic sauce using fresh basil, pine nuts, and olive oil. It’s a flavorful way to taste Liguria’s rich heritage, as you’ll see yourself when you feast on the fruits of your labor at lunch.

Day 6

Today, journey to the lively port city of Genoa, a hidden gem of the Italian Riviera bursting with history, character, and charm. Max, co-owner of Ciao Andiamo and a proud Genovese, will personally introduce you to his hometown’s rich culture and vibrant energy. Stroll through the historic center—Europe’s largest medieval old town—where winding alleyways reveal Baroque churches, bustling markets, and Renaissance palaces. Discover Genoa’s maritime legacy, sample local street food like focaccia and fresh pesto, and experience the city through the eyes of a local. With Max as your guide, Genoa truly comes alive.

Day 7

Today, dive into Genoa’s vibrant food scene guided by Max, co-owner of Ciao Andiamo, who will share local flavors and hidden gems, including a traditional Genovese lunch at one of his favorite restaurants. Be part of the famiglia as Max takes you to his favorite places in town. Wander through lively markets filled with olives, cheeses, and Ligurian specialties before settling in at a cozy café for a sweet canestrello cookie paired with espresso. This delicious journey offers an authentic taste of Genoa’s culinary heart.

Day 8

Arrivederci! Today, your tour comes to a close – but not before one last wine tasting in Piedmont along the way to Milan for your flight back home. Or if you wish to extend your stay, you can continue on to your next Italian destination, be it the Dolomites, the Lakes, or another one of the country’s many treasures.

We bid you arrivederci and buon viaggio!

Meet your tour leader

Max: The Ultimate Insider

As one of Ciao Andiamo’s co-owners and Chief Italy Officer, Max is a true insider who knows the hidden gems, local secrets, and authentic flavors that make this country so extraordinary. With decades of experience in the Italian travel industry, he’s befriended countless food and wine producers, restaurateurs, artisans, and guides across the country.

Max doesn’t just show you the sights—he introduces you to Italy in a way that’s personal and unforgettable. That’s what you get on a small group Insider Journey.

Join Max and discover Puglia from the inside out, the way the locals live it.

Getting around

Dedicated Private Driver

Throughout your tour, travel seamlessly in the comfort of dedicated car service, as you journey on daily excursions spanning small towns and off-the-beaten path adventures.

Where you'll stay

Home Away From Home

Where you call home when you are away from home can make all the difference. That’s why we’ve handpicked accommodations across all our small group tours that blend a mix of Italian hospitality, comfort and local character (you want to feel like you’re in Italy, not Idaho).

Our Guides

We partner with local guides, drivers, chefs and artisans of the highest caliber across all 20 regions of Italy. Every Ciao Andiamo expert is hand-selected by our team and passionate about sharing the best of Italy with our travelers.

Getting Around

In Italy, getting around isn’t always easy, which is why we design each trip to flow as seamlessly as possible. From private transfers to expert guidance and assistance with public transportation, we’ll make sure you get from point A to point B without the stress.

Dedicated Private Driver

Throughout your tour, travel seamlessly in the comfort of dedicated car service, as you journey on daily excursions spanning small towns and off-the-beaten path adventures.

Where You'll Stay

Where you call home when you are away from home can make all the difference. That’s why we’ve handpicked accommodations across all our small group tours that blend a mix of Italian hospitality, comfort and local character (you want to feel like you’re in Italy, not Idaho).

What's Included

Seven nights stay in 4-star level hotels with daily breakfast

At least one daily meal (lunch or dinner) featuring regional specialties and local wines

Visits to alabaster workshop and marble quarry

Guided walking tours of Lucca, Pisa, and Genoa

Hands-on pesto cooking class in the Cinque Terre

Two wine tastings with food pairings at local wineries

A boat excursion along the Riviera coast (weather permitting)

Dedicated English-speaking tour leader with daily excursions and ground transportation

Pick-up in center of Florence and drop-off in center of Milan

Gratuities

What's Not Included

Single supplement (1400 EUR), airfare, travel insurance, personal expenditures, meals and transfers not specified, tour leader gratuity (optional)

The Ciao Difference

Every Ciao Andiamo Trip Includes
Hand Selected Hotels

Hand-Selected Hotels

Expert Local Guides

Private Tours

Insider Access

One-On-One Expert Planning

Personal Concierge in Italy

Receive Your Full Itinerary


Discover Ciao Stories

Max and Cristiana had a wonderful balance between planned outings while still allowing for spontaneous moments of discovery. Highly recommended!

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Max/ Ciao Andiamo provided us such a unique learning and relaxing experience that we will talk about it forever!

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Max was so great! He took us to places we would never have found on our own. One special experience after another! With a very personal touch and he listened to our wants!

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Max and Cristiana exemplify the warm and welcoming nature of the Italian people. They were so attentive and responsive, checking in with me a lot which I appreciated greatly as a solo traveler.

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