Cinque Terre & Tuscany Easygoing Walking Tour
From $4,449 - $5,099 /person
6 days
5 nights
Activity Levels 1-2
Casual Plus Hotels
Cinque Terre & Tuscany Easygoing Walking Tour
6 days
5 nights
Activity Levels 1-2
Casual Plus Hotels
2024: Aug-Oct 2025: Apr-May, Sep-Oct
Dolce Tempo Journey from Italy's Seaside to Tuscan Villages
La dolce vita. The sweet life. The ingredients seem so simple: a stroll along the Mediterranean every morning. Lots of time outside and with your fellow travelers. Crisp, local wine, freshly caught frutti di mare, handmade pasta. Languorous afternoons at the café or the beach. But as every chef knows, you’ve got to know how to put it all together. The Italians understand. You’ll just have to come see for yourself.
Highlights
- Walk the centuries-old trails that connect the five villages of the Cinque Terre’s coast, a World Heritage site, before continuing to the rolling hills of Tuscany
- Stroll through classic Italian villages and picturesque vineyards and be welcomed by friendly locals eager to share their culture and the fruits of their labors
- Discover Portofino’s postcard-perfect waterfront, visit historic Radda and explore the dramatic landscapes of the Ligurian Riviera
- Enjoy comfortable casual hotels, family-owned and strategically located—and savor Italian cuisine as you traverse the countryside, sampling regional wines and local specialties
Start Pisa
End Florence
* Start/End locations may vary. Do not book flights until your trip details are confirmed.
Itinerary
Days 1-3
Meet the magnificent coastline of the Cinque Terre, a World Heritage Site • Explore age-old trails and ride the train that connects these car-free villages to the world • Walk well-groomed paths lined with ancient stone walls en route from Riomaggiore to Monterosso al Mare • Wander the streets of Santa Margherita Ligure, a vibrant summer destination popular with Italians • Stroll the Parco all the way to Portofino’s postcard-perfect waterfront • Enjoy an unforgettable Mediterranean dinner by the sea.
Nights 1-3
Resting along the shore of the Ligurian Sea and set amid a lush garden, this picturesque art nouveau hotel exudes Old World elegance. (pool, spa)
Days 4-6
Take in striking vistas of Greve in Chianti and Montefioralle as you walk through the Chianti Fiorentino • Relax with a signature Backroads picnic and some local wine at a 1,000-year-old vineyard • Bask in the Tuscan sun, surrounded by vineyards and olive groves • Learn the history of Chianti Classico and sample regional wines • Explore Radda, the former capital of the ancient League of Chianti, and shop for local artisanal products • End your adventure in Florence, a perfect place to extend your stay.
Nights 4-5
Owned by the same family since the 1500s, this former manor house offers vistas of the countryside, olive groves and vineyards of Chianti Classico. (pool)
What's Included
See moreStraight Talk
We want to make sure you're on the trip that's right for you. Every Backroads trip is unique and this one is no exception.
Cinque Terre is a popular tourist destination with busy peak seasons including summer months and on national holidays. During these periods, crowds are common. To access the best hiking areas in the Cinque Terre, we will sometimes be riding on state-operated regional trains alongside locals and other tourists. The trains can be subject to delays and crowded during peak seasons. Because the national park is still recovering from trail damage from previous years, closures may occur. In the event of a trail closure, your Backroads Trip Leaders will have alternate hikes and activities available. For more information on the park and trail closures, please visit www.parconazionale5terre.it.
Hotels
Adventure-Ready Hotels
Ideally located with ready access to trip activities, our Casual hotels are also known for their character and charm.
Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Nights 1-3
Casual Plus Hotel
Resting along the shore of the Ligurian Sea and set amid a lush garden, this picturesque art nouveau hotel exudes Old World elegance. (pool, spa)
Nights 4-5
Casual Plus Hotel
Owned by the same family since the 1500s, this former manor house offers vistas of the countryside, olive groves and vineyards of Chianti Classico. (pool)
Gallery
Dates & Prices
Dates & Prices
Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.
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Our Private Trips are best for groups of 6 or more. We suggest joining a scheduled trip.
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