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Route Rating Level 2 to Level 4

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TRIP NOTES

All meals included.

Cancellation Policy

Cancellation fees may vary based upon departure date. Please call our expert Trip Consultants at (800) GO-ACTIVE (462-2848) for more information.

Meet / Depart

Santa Margherita Ligure, Italy/Florence, Italy

Special Interest

Boat, Culture & History, Fine Wine & Cuisine, Natural Beauty &/or Wildlife, Romance &/or Honeymoon, Swim

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Cinque Terre Walking

Cinque Terre & Tuscany Walking

From the Ligurian Coast to Timeless Tuscany

This trip is currently only available as a Private Trip. Looking for a similar trip? See Cinque Terre/Tuscany Walking (Casual Inns), Amalfi Coast Walking (Premiere Inns), Amalfi Coast Walking (Casual Inns), and Tuscany Walking. Or call 800-462-2848 to speak with a Trip Consultant.

Delve into two different captivating regions of Italy during this one-of-a-kind trip. Savor unsurpassed coastal views as you hike amid the gardens, cacti and lemon trees of the Cinque Terre, a collection of five diminutive villages clinging to terraced cliffs above the Mediterranean. Luxuriate in Portofino, one of Italy's premiere seaside villages - a favorite of the rich and famous. Then head to the famed wine region of Chianti, a landscape adored for its archetypal hilltop villages, vineyards and cypress-flanked lanes. After tackling coastal climbs, indulge in fresh seafood, pesto and sweet Sciacchetrà wine. Farther inland, savor hearty ribollita, mild pecorino toscano and grilled meats accompanied by velvety Chianti Classico and Brunello. At night, reminisce about your day's activities in the comfort of the region's finest hotels.

You are viewing the Classic Premiere Inns version of this trip.
View the Classic Casual Inns Itineraries.

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Day 1 Camogli

Meet in Santa Margherita Ligure Shuttle to the nearby town of Ruta for a hike into a 3,000-acre nature sanctuary Walk along a winding path in the Parcodi Portofino toward the hamlet of San Rocco for a relaxing hilltop picnic  The longer option leads to Punta Chiappa, where a boat transports you to the fishing village of Camogli  Enjoy a cooking lesson at our hotel, followed by a dinner of Ligurian specialties, including trofie al pesto Genovese.

Days 2-3 Portofino

Hike from Camogli to breathtaking San Fruttuoso  In the Parco di Portofino, stroll to the Benedictine abbey at San Fruttuoso via Piettre Strette Take a dip in the Mediterranean before we enjoy a seaside lunch of fresh seafood, pesto and Ligurian wine  Hike to Portofino, the most elegant village on the Italian Riviera, and continue to San Fruttuoso (or take the local boat!) to our home for the next few nights, the Hotel Splendido Savor dinner at a local favorite in Portofino's harbor Travel by train to the picture-perfect fishing village of Riomaggiore, a World Heritage site  Hike along well-groomed footpaths lined by ancient stone walls to Monterosso al Mare, the northernmost town of the Cinque Terre En route, pass through cliffside Manarola (the center of Cinque Terre winemaking), quiet Corniglia and colorful Vernazza.

Days 4-6 San Felice

Tour the grounds of the Castello di Meleto before hiking to Castello di Brolio, where the first Chianti Classico wine was crafted Take in scenic views from the castle and sample Chianti Classico in the cantina before continuing your hike through a timeless Tuscan landscape of cypress-lined roads and rolling hills dotted with villas and hamlets to San Felice  Stroll from Borgo San Felice to Villa Sesta and then down toward Castelnuovo Berardenga   Enjoy a picnic lunch on the terrace of a local home and then learn some of the secrets of Tuscan cooking in an afternoon cooking lesson Taste local wines with a local expert before dining on Tuscan specialties Discover the ancient ridgetop village of Radda in Chianti, known as the center of Chianti Classico wine production, on a walking tour  Enjoy lunch at a restored farmhouse before shuttling to Florence. 

Guest Trip Reviews

Great sampling of two distinct regions! The spectacular seaviews from the Cinque Terre Coastline, combined with the small picturesque villages perched on the cliffsides and forested walking trails in the heart of the Chianti will definitely keep you coming back for more.
Kathleen Maich - Regional Manager, Italian Trip Operations

All Guest Reviews

For 30 years, Backroads has been perfecting the art of active travel. We are the Cinque Terre/Tuscany tour experts. For walking tours and hiking tours in Europe Italy, trust our in-depth connections. To see all our Europe Italy walking tours and hiking tours click here. For our selection of award-winning Europe Italy biking tours click here. For our selection of award-winning Europe Italy multisport tours click here.

Cinque Terre & Tuscany Walking

LOCAL FLAVOR: Premiere Inns

Hotel Cenobio dei Dogi

Camogli (1 night): A four-star Mediterranean haven with a beautiful swimming pool, a private beach and enchanting sea views.

Hotel Splendido

Portofino (2 nights): Adorned with romantic frescoes, this world-renowned villa and member of Orient Express Hotels overlooks Portofino's yacht harbor - it's the ultimate extravagance.

Borgo San Felice

San Felice (2 nights): A member of Relais & Châteaux, this hotel is a beautifully restored medieval Tuscan hamlet dating from the Middle Ages with a swimming pool, tennis courts and a setting amid vineyards, olive groves and oak-covered hills.

Cinque Terre & Tuscany Walking Cinque Terre & Tuscany Walking

Hotel Splendido

You are viewing the Classic Premiere Inns version of this trip.
View the Classic Casual Inns Itineraries.

Cinque Terre & Tuscany Walking

Route Rating

Daily Mileage Options & Cumulative Elevation Gain

Day 1
  • Level 1  3 Route Options Available
  • 2.3, 3.2, 3.8 miles 
  • 1000 - 1500 feet elevation gain
Day 2
  • Levels 1 to 2  3 Route Options Available
  • 3.5, 3.7, 7.2 miles
  • 1000 - 2500 feet elevation gain
Day 3
  • Levels 3 to 5  2 Route Options Available
  • 7.6, 11.7 miles
  • 500 - 1000 feet elevation gain
Day 4
  • Levels 1 to 2 2 Route Options Available
  • 4.7, 6.2 miles
  • 500 - 1000 feet elevation gain
Day 5
  • Levels 1 to 3 3 Route Options Available
  • 4.5, 6.6, 8.8 miles
  • 500 - 1500 feet elevation gain
Day 6
  • Level 1  1 Route Option Available
  • 0.9 miles
  • 1000 feet elevation gain

Please keep in mind that routes may feel more difficult due to the hilly and challenging terrain.

Cinque Terre & Tuscany Walking Cinque Terre & Tuscany Walking

Trips For All Abilities

Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. We know your pace may vary from one day to the next-and your traveling companion's may differ somewhat from yours. So we present a range of mileage options, and each day you decide exactly what and how much you want to do.

Activity Level Average Time Average Distance
    Biking Walking
& Hiking
1 2-3
hours
10-20
miles
2-5
miles
2 2-4
hours
21-30
miles
5-7
miles
3 3-5
hours
31-40
miles
7-9
miles
4 4-6
hours
41-55
miles
9-11
miles
5 5-7+
hours
56-75+
miles
11-13+
miles