• Classic Italy: Rome, Florence, and Cinque Terre

  • Classic Italy: Rome, Florence, and Cinque Terre

  • Classic Italy: Rome, Florence, and Cinque Terre

Journey from Rome to Florence, then to the Coastal Cinque Terre

Days: 12 | From: $11,275/per person

  • Enjoy accommodations at best-in-class boutique hotels.
  • Curated tours with excellent private guides. You’ll have an instant local friend with insider access!
  • Experience ancient history, art, and architecture and savor culinary masterpieces and world-famous cuisine.

Start your adventure in Rome, where you can soak in the mix of ancient history and modern culture. From there head to Florence, a charming city with artisan workshops and a Tuscan ambiance. Spend a few days biking in Tuscany, tasting local wine varietals, visiting markets, and enjoying Renaissance art. Make your way north to the famed Cinque Terre, five colorful villages perched on the Ligurian Coast. Hike the paths connecting the villages, take in the breathtaking views, and try local delicacies such as focaccia and pesto.

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We tailor itineraries to your dates and interests, adjusting hotels, excursions and length as desired.

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At a glance

  • Rome
    3 nights: Visit the City of Seven Hills, where ancient history meets modern culture
  • Florence
    4 nights: Explore the hills of Tuscany, taste the culinary delights of the region and enjoy the Renaissance architecture
  • Cinque Terre
    4 nights: Hike the scenic trails between the 5 towns and relax on the beaches along the Ligurian sea

  • All itineraries are fully customizable. We will send you a personalized variation that reflects your interests and travel dates at no extra cost. Call to discuss your travel plans with one of our Specialists who know this region firsthand.

Customize this trip
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Sample itinerary

Day 1:



Arrive into Rome, the Eternal City, and begin your Italian adventure. Steeped in history, Rome has no shortage of fascinating sights and entertaining excursions. When you arrive in Rome, your local guide will transfer you to your hotel, located near the Spanish Steps. Relax, explore your surroundings and enjoy the evening at leisure.

Accommodations: Nerva Boutique, 3 nights

Nerva is a boutique hotel with twenty rooms and suites situated in the heart of Rome's historical city center. You'll discover an authentic Italian experience with careful attention to detail in interior design, comfort, homemade fresh breakfast, and personalized service from the staff. Nerva's mission is to provide you with warm Italian hospitality and ensure unforgettable experiences during your stay.

*Includes: Breakfast

Upgrades and alternatives: Crossing Condotti, Hotel Vilòn, Rose Garden Palace, Inn at the Spanish Steps, AND OTHERS.
Day 2:


Visit the smallest country in the world, one ruled by the Pope and at the center of the Roman Catholic Church: Vatican City. Spend the morning exploring such famous sights as the Sistine Chapel and St. Peter’s Basilica. In the evening, enjoy a culinary walking tour across several Roman neighborhoods. Taste local dishes, meet the proprietors, and learn about Rome’s rich and varied culinary culture.

Accommodations: Nerva Boutique, 3 nights

*Includes: Breakfast

Day 3:


Colosseum in Rome and morning sun, Italy

Wander the streets of Rome at leisure today. Explore the beautiful piazzas, stroll through one of the many idyllic gardens, or simply relax at a café with a glass of wine and watch locals go about their day. Consider adding entrance tickets to the Colosseum or perhaps a few more hours with a private guide to round out the day.

Accommodations: Nerva Boutique, 3 nights

*Includes: Breakfast

Day 4:

Travel to Florence, the Capital of Tuscany


Hop on a fast train to Florence. Set in the heart of Tuscany, explore this enchanting city for a few days to eat, drink and be merry! Upon arrival, your guide will meet you at the train station and transfer you to your hotel. Then, head out together on a private walking tour to gain an overview of the city’s history and get the lay of the land for the coming days. Your tour will include time at the renowned Accademia Museum, where you will have the chance to see Michelangelo’s David. Explore the museum with your guide and then at your own pace before enjoying the remainder of the evening at leisure.

Accommodations: Hotel Calimala, 4 nights

The Hotel Calimala in Florence is a stylish and elegant boutique hotel nestled in the heart of the city's historic center. This charming establishment offers a perfect blend of modern luxury and Renaissance charm, with meticulously designed rooms that showcase a fusion of contemporary amenities and classical Italian aesthetics. Guests can enjoy the convenience of being just steps away from Florence's iconic landmarks, making it an ideal base for exploring the city's rich cultural heritage. The Hotel Calimala provides a refined and welcoming atmosphere, ensuring a memorable and comfortable stay for visitors in one of Italy's most enchanting cities.

*Includes: Breakfast

Upgrades and alternatives: Hotel Brunelleschi, Hotel Lungarno, Ottantotto Firenze, Plaza Lucchesi, AND OTHERS.
Day 5:

Artisans of Florence

Visit the workshop of a local Florentine artisan today with your expert guide. Choose from one of the numerous crafts that Florentine artists have been doing for centuries and dive in deeper. Watch Florentine paper being made or visit the shop of a shoemaker, leather worker, or watchmaker. These, and countless other forms of artistry, have been passed down from generation to generation and have a rich history and significant importance in Tuscan culture. Take time to wander the streets of Florence on your own this afternoon and discover why this city has captivated so many intellectuals and artists over the years.

Accommodations: Hotel Calimala, 4 nights

*Includes: Breakfast

Day 6:

The Vineyards of Tuscany


Take in Tuscany by bicycle and enjoy one of the best ways to see this famed Italian countryside. E-bikes are also available! Setting off through the hills, you’ll bike along Tuscan country roads with stops to taste wine along the way. After lunch at a local farm, continue your ride through the afternoon, taking in the beautiful scenery as you pedal among the vineyards. At the end of your tour, you’ll be taken back to Florence for a relaxing evening at leisure.

Accommodations: Hotel Calimala, 4 nights

*Includes: Breakfast

Day 7:



Enjoy a market tour this morning with a local chef. Head to one of the bustling markets and shop for your ingredients while learning about local cuisine. Then, take your purchases to the kitchen, roll up your sleeves and dive into a hands-on cooking class. Learn how to make multiple Italian dishes, while enjoying local wines paired perfectly to all that you create. Finally, dine on your culinary delights for an incredibly memorable lunch! Take the afternoon to rest or explore at your own leisure.

Accommodations: Hotel Calimala, 4 nights

*Includes: Breakfast

Day 8:

Journey to the Italian Riviera

Head to the Italian Riviera. This morning you will be met at your hotel and transferred to the western coast of Italy. Arrive to your hotel at the edge of the sea in Santa Margherita Ligure and enjoy the afternoon at leisure to relax and explore this picturesque paradise.

Accommodations: Grand Hotel Miramare, 4 nights

Situated in the heart of Italy’s Riviera, in Santa Margherita Ligure, the Grand Hotel Miramare is the perfect base for exploring the Cinque Terre. This 75 room luxury hotel overlooks the azure waters of the Tigullio Gulf, is waking distance to the shops and restaurants of Santa Margherita and 3 miles from the popular resort town of Portofino.

*Includes: Breakfast

Day 9:

Hiking the Cinque Terre


Hike the famed Five Lands, or Cinque Terre, with your private local guide. These five colorful villages are built into the cliffside above the Mediterranean Sea and are part of a national park, all linked by a scenic hiking trail. Spend the day walking from one village to the next, stopping in each to explore, grab a bite, and enjoy the views. After this full day of hiking, hop on a local train back to Santa Margherita.

Accommodations: Grand Hotel Miramare, 4 nights

*Includes: Breakfast

Day 10:

Ligurian Culinary Immersion

Homemade pesto sauce with basil leaves, pine nuts, parmesan and garlic

Embark on a culinary adventure in the heart of Liguria. Join a local chef for a hands-on pesto-making session, where you’ll learn the traditional art of crafting this iconic Italian sauce. Grind fragrant basil, garlic, and pine nuts to perfection in a rustic kitchen, savoring the aromatic blend. Sit down to a mouthwatering lunch where you’ll indulge in your freshly made pesto paired with perfectly cooked pasta. Relish the harmony of flavors in your dish, enhanced by a glass of local wine, while enjoying stellar views of the Ligurian landscape.

Accommodations: Grand Hotel Miramare, 4 nights

*Includes: Breakfast

Day 11:

Beach Day


Soak up the sun on the Mediterranean Sea; this area is known for its calm coves and beautiful blue water. Rent a kayak or paddle board, go fishing with the local fisherman, or simply relax and enjoy the beach.

Accommodations: Grand Hotel Miramare, 4 nights

*Includes: Breakfast

Day 12:


This morning, say goodbye to your local guide as you are transferred to the Genoa airport for your flight home or to your next destination.

*Includes: Breakfast

Popular Ways to Customize This Itinerary

  • Take a private transfer from Florence to Santa Margherita, stopping in Pisa along the way.

  • Customize your city touring to suit your interests; whether it’s food and wine, cooking and creating, or history and art, there is something for everyone in each city.

  • Contact us to learn about more options for designing and customizing your trip!

Call us to start planning your journey today:

1 (510) 954-3224

Request more information

Why Travel with Vaya?

We're TRUE specialists

We’ve not only traveled there, we’ve lived there. Our smart and engaging specialists are all current or former expatriates with years of experience in the region.

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From the first phone call to after you get back, we're here for you every step of the way. We listen, create, customize and advocate for you, and design experiences that go beyond the expected.

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Our discerning sensibility and good taste go beyond just choices in hotels and top guides; we have a walk the walk commitment to the environment and are genuine leaders in conservation efforts.