Cinque Terre & Tuscany Easygoing Walking Tour
Couples, Friends & Solos
6 days
5 nights
Activity Levels 1-2
Casual & Premiere Hotels
Cinque Terre & Tuscany Easygoing Walking Tour
Couples, Friends & Solos
6 days
5 nights
Activity Levels 1-2
Casual & Premiere Hotels
2025: Oct 2026: May-Oct
Dolce Tempo Journey from Italy's Seaside to Tuscan Villages
Wander. Linger. Sip. Repeat. Like a good Prosecco, this relaxed journey sparkles with la dolce vita. Stroll coastal paths in Cinque Terre. Picnic under the Tuscan sun. Find magic in life’s simple joys.
Highlights
- Walk coastal trails connecting the seaside villages of Cinque Terre, a World Heritage site
- Follow the Ligurian Riviera to Portofino’s postcard-perfect waterfront
- Journey deep into Tuscany, picnicking among vineyards and savoring local wines at private tastings
- Stroll quaint Tuscan villages like Greve and Radda, sipping espresso in piazzas and practicing your Italian in local boutiques
- Stay in casually comfortable hotels like seaside retreats and country manor homes
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
Just steps from the bay of Santa Margherita, this art nouveau-style hotel is set atop a promontory, surrounded by oak, pine and palm trees. Take a dip in the sea from the hotel's private beach.
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.
Our routes through this captivating region follow mostly narrow trails, with occasional technical sections featuring roots, stones or steps. Because of the nature of these coastal paths, vehicle support won’t be available on some days. Alternative options to move along the coast—such as local trains or ferries—are always available.
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 Hotel
Just steps from the bay of Santa Margherita, this art nouveau-style hotel is set atop a promontory, surrounded by oak, pine and palm trees. Take a dip in the sea from the hotel's private beach.
Nights 4-5
Casual 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
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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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