Northern Tuscany to the Italian Riviera

  • Sample Itinerary
  • Experiences
  • Pricing
  • Featured Hotels
  • Custom Quote

Journey from the verdant olive groves and vineyard landscapes of Northern Tuscany to the pastel seaside hamlets and aquamarine waters of the Ligurian Riviera on this voyage through Central and Northern Italy. Delight in the Renaissance riches and artisan gourmet treasures of Toscana’s lesser known corners, before discovering the idyllic villages and romantic bays of Liguria’s enchanting coastline.

Sample Itinerary

Day 1

Arrive to Florence Peretola Airport where you will be welcomed by your private chauffeur and set off for Northern Tuscany. Arrive in the sophisticated town of Pietrasanta for check-in to your 17th century palazzo turned luxurious four-star hotel. This evening you’ll celebrate the start of your journey with a welcome dinner of Northern Tuscan flavors prepared with a contemporary twist at a refined ristorante.

Day 2

Today you will experience the elegant city of Lucca, birthplace of composer Giacomo Puccini, and revered for its Etruscan, Roman and medieval heritage. Embark on a privately guided walking tour of some of the city’s most celebrated historical and artistic sights, including the enchanting Piazza dell’Anfiteatro and Piazza San Michele. Stop to admire the impressive 15th century marble tomb of Ilaria del Carretto designed by master sculptor Jacopo della Quercia, before savoring lunch at a historic trattoria in the center of town. Set off for an afternoon visit to the quaint village of Torre del Lago, nestled along the banks of Lake Massaciuccoli. Enjoy a guided visit of famed Villa Puccini, the lakefront residence where Giacomo Puccini composed some of his most famous operatic works including Madama Butterfly, Tosca, and Turandot.

Day 3

This morning your chauffeur will transport you to the hilltop village of San Miniato where you will be greeted by a local truffle hunter and depart on an exciting hunt for San Miniato’s prized truffles. Afterward, be welcomed into the truffle hunter’s very own kitchen where you’ll roll-up your sleeves for a private cooking lesson celebrating the truffle. Your lesson will culminate with a special family-style meal of your delectable creations.

Day 4

Spend the day discovering the historic treasures of Pisa with a local expert. Along the way, you’ll experience such revered sites as the Piazza dei Miracoli, the 11th century Duomo, and 12th century baptistry. From Pisa travel by chauffeur to a boutique wine estate and organic farm situated amongst the bucolic hillsides of the Colline Pisane. Enjoy a guided visit of the estate before tasting the producer’s exceptional organic extra virgin olive oil and Colline Pisane DOCG wines. You will crown the afternoon with a seasonal lunch of rustic Tuscan dishes at a quaint 16th century farm located in the surrounding countryside.

Day 5

Check-out and depart Tuscany for the sparkling shores of Liguria’s Gulf of La Spezia. Arrive in Porto Venere where you’ll embark on a scenic boat ride to the nearby island of Palmaria. Enjoy a privately guided hike through the island’s majestic Mediterranean ecosystem of with brilliant and fragrant flora. Return to Porto Venere for a lunch featuring the region’s fresh seafood before having free time to discover the town’s distinct seafront, the Palazzata, where colorfully painted houses line Porto Venere’s picturesque marina. In the afternoon you will travel to a nearby village, named one of Italy’s 100 most beautiful towns, to take in splendid sea views and savor a traditional Ligurian gelato with fresh fruit. Your day will end in the lovely town of Sestri Levante, situated between the Bay of Fables and the Bay of Silence, for check-in to your historic four-star hotel perched above the sea.

Day 6

Spend a free day basking in the Ligurian sun and swimming along Sestri Levante’s idyllic promontory with reserved access to your hotel’s private beach. In the evening feast on a bounty of coastal delights at an acclaimed seafood restaurant beloved by the locals.

Day 7

Today you will explore the pastel villages and breathtaking landscapes of Liguria’s Cinque Terre during an exclusive captain-led boat tour along the coast. Discover the idyllic villages of Monterosso, Vernazza and Riomaggiore from the unique vantage of your private boat, with stops along the way to swim in some of the area’s most scenic bays. Savor a lunch of typical Ligurian fare before returning to Sestri Levante in the afternoon.

Day 8

Following check-out, bid farewell to Sestri Levante and travel by private chauffeur to Florence Peretola Airport, in preparation for your return flight or the next leg of your adventure.

Experiences We Recommend

  • Privately guided historical walking tour of Lucca’s UNESCO designated city center
  • Visit of Villa Puccini in Torre del Lago
  • Private truffle hunt and cooking class experience in San Miniato
  • Privately guided architecture tour of Pisa’s UNESCO designated sites
  • Visit of marble sculpting workshop with immersive sculpting class
  • Organic farm visit with tasting of Colline Pisane DOCG wines and extra virgin olive oil
  • Guided hike on the island of Palmaria
  • Exclusive private boat tour along the Cinque Terre


The minimum trip length for a CountryBred Encounter is 5 Days/4 Nights

Pricing for our Italy Encounters begins at:

  • $850-$1,000/per person, per day* based on double occupancy and a travel party of two
Small group pricing available for travel parties of four or more

*The final price of your custom tour will be determined by your travel party size, departure dates, trip length, amount of meals included, percentage of guided time requested, cities chosen in your itinerary and signature CountryBred excursions selected. This sample itinerary can also be crafted for solo travelers.

Encounters Include

  • Stays at five & four-star boutique luxury hotels
  • Chauffeured transport for touring & transfers
  • Private touring with professional local guides
  • Engaging activities led by cultural experts
  • Signature experiences with insider access
  • Regionally authentic dining
  • Traveler Welcome Package
  • Taxes & base gratuities

Read Client Reviews

  • Toni E.

    Sojourn to Tuscany, Cinque Terre & Venice
    It was the trip of a lifetime for our family and CountryBred took care of every detail! Our personal regional ambassadors in each city were incredibly knowledgable
  • Gay B.

    Alentejo to Lisbon
    Above and beyond our expectations for an amazing well organized adventure for 26!!
  • Mark W.

    From Castilla to Basque Country
    Our third CountryBred travel experience guided us through the rich cultural history, food, wine & unique culture throughout central/northern Spain. Our selected experiences coupled with the region/city ambassadors throughout our trip were exceptional and made our experience GREAT! (hotels too!)

Crafting the Experience

Experiential travel takes time, passion and local ingredients to make something truly special.

Read more


We turn travel inspiration into unforgettable journeys. Begin the trip design process by filling out the form below and a CountryBred specialist will contact you to get your next great adventure underway.


  • CountryBred Encounters begin at $750-$1,000/per person, per day
  • The minimum trip length for a CountryBred Encounter is 5 Days/4 Nights
  • All CountryBred Encounters are land touring experiences only and do not include airfare
  • Groups of four or more are eligible for small group pricing


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(Early start denotes 8:30 AM; Later start denotes 10:30 AM)

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