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Compare Cinque Terre & Tuscany Walking & Hiking Tour by Backroads vs Classic Northern Italy by Culture Trip

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Duration 6 days 10 days
Price From $ 3,198 $ 3,529
Price Per Day $ 533 $ 353
Highlights
  • Two distinct and beloved regions of Italy in one amazing trip
  • Hike the Cinque Terre's spectacular coastline, with brightly colored cliffside villages
  • Outstanding seafood by the Mediterranean and simple hearty fare in Chianti
  • Stroll through archetypal Tuscan villages, vineyards and cypress-flanked lanes
  • Taste crisp Ligurian white wines and full-bodied Tuscan reds
  • Cycle past the famed architectural attractions of Rome on a guided tour
  • Stay overnight in the Tuscan hills overlooking Siena
  • Enjoy a San Gimignano vineyard tour, wine tasting and cooking class
  • Hike along the cliffs of the Cinque Terre National Park
  • Sip an aperitif on a boat tour of Lake Como
  • Taste the gastronomic delights of Milan on a food tour
Trip Style Group tour Small group tour
Lodging Level Premium Premium
Physical Level
  • 4- Strenuous
  • 2- Easy
Travel Themes
  • Hiking & Walking
  • Cultural
  • Nature & Wildlife
  • Culinary & Wine
  • Cycling & Biking
  • Hiking & Walking
  • Photography
  • Festivals & Special Events
  • Relaxing Retreats
Countries Visited
Cities and Attractions
  • Cinque Terre
  • Florence
  • Pisa
  • Siena
  • Cinque Terre
  • Colosseum
  • Florence
  • Lake Como
  • Leaning Tower of Pisa
  • Milan
  • Rome
  • Siena
Flights & Transport Ground transport included Ground transport included
Activities
  • Hiking
  • Historic sightseeing
  • Nature
  • Trains & Rail
  • Winetasting
  • Adventure & Adrenaline
  • Cooking
  • Culture
  • Cycling
  • Festivals & Special Events
  • Hiking
  • Nature
  • Photography
  • Relaxing Retreat
  • Winetasting
Meals Included

6 Breakfasts, 4 Lunches and 4 Dinners

10 breakfasts, four lunches, two dinners
Description

To prepare for this trip, practice stopping suddenly while you walk. So you'll be ready for the remarkable views. Then pick the most delectable vino you can find. Finally get your fill of just-off-the-boat fresh seafood, friendly people, warm sunlight, the azure sea, cypress trees and hill towns. You've got a good start.

From wine-tasting and pasta-making to exploring centuries-old cities, this 10-day adventure showcases the best of northern Italy. Starting with a cycling tour of the ancient ruins in Rome, you’ll get to see the sights of Siena, Florence, Pisa, the Italian Riviera and Lake Como, before finishing off with a foodie walking tour of Milan. This trip combines the buzz of the old urban centres of Italy with the tranquil countryside and coastline. Along the way, you’ll explore winemaking cellars, hike along the Mediterranean coast, float across an Alpine lake and learn how to make the perfect tiramisu.
Itinerary: Cinque Terre & Tuscany Walking & Hiking Tour

Days 1-2: Explore two distinct regions of Italy in one amazing trip

Hike through the dramatic landscape to Portovenere, taking in sweeping vistas of the Golfo della Spezia  Feast on fresh seafood on Palmaria Island Get to know the Cinque Terre's spectacular coastline, a World Heritage site, by foot and train  Well-groomed paths lined by ancient stone walls lead from stunning Riomaggiore through cliffside Manarola, quiet Corniglia and colorful Vernazza to inviting Monterosso al Mare.

Day 3: Pass trompe l'oeil-adorned villas

En route to pretty Portofino, playground of the rich and famous  A walk along Portofino's postcard-perfect waterfront is a must before heading inland to Chianti.

Day 4: Stroll through quintessential Tuscan villages

Vineyards and cypress-flanked lanes  Enjoy the distant views of Siena as you walk from historical Badia a Passignano Abbey to Greve in Chianti, and perhaps shop for local delicacies  A classic Tuscan landscape, with vistas of the medieval hamlet of Montefioralle, spreads out before you Sip regional wines at a fun and informative tasting.

Days 5-6: Savor full-bodied Chianti reds

Tuscany's simple hearty fare  Bold balsamic vinegars dance across your tongue in ancient ridgetop Radda, the epicenter of Chianti Classico  Visit Volpaia, a medieval village-turned-winery  Soak up grand pastoral panoramas from the strada bianca (white road), surrounded by vineyards and olive groves.

Itinerary: Classic Northern Italy

DAY 1

Arrive in Rome and dine at a family-run restaurant

Your Italian adventure gets underway at 6pm with a welcome drink at your hotel and the chance to meet your group and our Local Insider who will accompany your group throughout the trip. Dinner will be served at Ristorante Al 34, opened by Walter and Maria Luisa Casalini in 1968 and now helmed by son Nicola, whose extensive menu revolves around Italian classics such as lobster linguini and Roman meatballs. After dinner, you’ll be free to explore before turning in for the night.

ACCOMMODATION

  • Hotel Art

ACTIVITIES INCLUDED

  • Welcome dinner

DAY 2

Explore the highlights of the Italian capital by bike

The action starts with a three-hour guided bike tour through Roman antiquity (bikes, helmets and insurance are all included). You’ll pedal past landmark attractions such as the ruins of Trajan’s Market, the Mausoleum (built in 28BCE and commissioned by Augustus, the first Roman emperor), and piazzas Spagna, Navona and Venezia, before finishing near the Colosseum. Refuel over lunch at Ristorante Isidoro – the building in which it sits was a convent in the 17th century – before walking to the Colosseum, Roman Forum and Palatine Hill, all of which you can access with your pre-booked ticket. The rest of the day and the evening’s dinner venue are up to you.

ACCOMMODATION

  • Hotel Art

ACTIVITIES INCLUDED

  • Rome bicycle tour
  • Colosseum, Roman Forum and Palatine Hill entry

DAY 3

Uncover the sights and sounds of Siena

Day three kicks off with a private transfer and train to Siena, one of the most important medieval cities in Tuscany. On arrival, lunch will be served in the 13th-century dining room of Gallo Nero; expect typical Tuscan dishes with locally sourced ingredients, freshly pulled pasta and homemade bread. Next, you’ll be whisked off to your hotel in the Chianti wine region; you’re free to explore by yourself for the rest of the day. You could make your way into Siena and admire the beautiful gothic Duomo di Siena, or unwind with an Aperol spritz by the hotel pool.

ACCOMMODATION

  • Villa Curina Resort

ACTIVITIES INCLUDED

  • Train to Siena

DAY 4

Wine and olive oil tasting, vineyard tour and cooking class

Go light on breakfast, because today is all about eating and drinking. Departing at 9am, you’ll be driven 45 minutes north of Siena, to a winemaking estate in the walled medieval village of San Gimignano. Tour the vineyards and olive groves, visit the cellars, then taste fresh produce on a terrace with panoramic views. Then, the main event: a rustic Tuscan lunch outdoors and a cooking class in which you’ll learn how to make tiramisu and pici pasta. Don’t worry about over-indulging – all you have to do afterwards is sit back as you are driven to your Florence hotel.

ACCOMMODATION

  • Hotel De La Ville

ACTIVITIES INCLUDED

  • Vineyard tour and wine tasting
  • Cookery class

DAY 5

Discover Florence on foot

Start the morning with a walking tour of Florence. Afterwards, you can spend the day as you wish. There’s so much to explore in Florence. Beyond art, the Accademia has an extraordinary collection of instruments for music lovers, while Farmaceutica di Santa Maria Novella will entice perfume fans. Alternatively, recharge at the hotel and take a cocktail in the American Bar. You’re ideally placed for shopping and sightseeing, as the hotel is just off Via Tornabuoni, where designer stores such as Gucci and Tod’s mingle with Renaissance palaces, such as Palazzo Strozzi.

ACCOMMODATION

  • Hotel De La Ville

ACTIVITIES INCLUDED

  • Guided Florence walking tour

DAY 6

Wander through Pisa and the coastal village of Levanto

Today you’ll be whisked away in a private vehicle to Pisa, giving you the chance to see the leaning tower. Next, it’s onto the coastal resort town of Levanto, a hidden gem in the heart of the Italian Riviera with views over the leafy hillsides on the edge of the Cinque Terre National Park. Stroll down to the medieval town where pastel-coloured houses cling to the cliffside, snap those all-important photos along the promenade and enjoy an Aperol spritz at sunset. If you’re in the mood, take the chance to cool off with a swim in the Mediterranean.

ACCOMMODATION

  • Park Hotel Argento

ACTIVITIES INCLUDED

  • Leaning Tower of Pisa entry

DAY 7

Trek the Cinque Terre coastal route

The main event today is a coastal hike through the five fishing villages of Cinque Terre, a Unesco National Park. It’s a six-minute train ride from Levanto to Monterosso, from where you’ll trek 13km (8mi) along basil-strewn clifftops to Manarola, via Vernazza, Corniglia and Volastra. Drink in panoramic Mediterranean views through the pine trees. Then take the train from Manarola back to Levanto. The excursion will take about four hours, which leaves you free to explore this stretch of unspoilt coastline at your leisure. Alternatively, enjoy the coastline by train and ferry ride.

ACCOMMODATION

  • Park Hotel Argento

ACTIVITIES INCLUDED

  • Guided Cinque Terre coastal hike
  • Train back to Levanto

DAY 8

Admire Lake Como from the water

Today starts bright and early with a private four-hour transfer to the shores of Lake Como. Enjoy lunch by the lakeside and perhaps a visit to the 14th-century Como Cathedral and its 18th-century bell tower, which offers astonishing views. Next, hop on a boat where an English-speaking skipper will lead a tour of Lake Como. Sip an aperitif as you watch the sunset, and later, wander the romantic cobbled streets of Como to find a restaurant of your choice.

ACCOMMODATION

  • Hotel Metropole Suisse

ACTIVITIES INCLUDED

  • Lake Como boat tour

DAY 9

Indulge in Milan’s gastronomic side

After a slow breakfast, it’s time to say goodbye to Lake Como. You’ll be in Milan by midday, in time to start a three-hour culinary walking tour of the economic powerhouse of Italy. Among the gastronomic treats you’ll sample are 24-month-aged Parma ham, artisanal ice cream, melanzane alla parmigiana, lasagne and mondeghili (meatballs done the Milanese way). Finish the day with a farewell dinner at 10 Corso Como, where a conservatory-style interior blends seamlessly into a secluded patio overflowing with foliage and flowers. Choose a bottle or two of Italian wine and toast an unforgettable trip with new friends.

ACCOMMODATION

  • iH Hotels Milano Ambasciatori

ACTIVITIES INCLUDED

  • Milan Walking food tour
  • Farewell Dinner

DAY 10

Depart from Milan

Your trip around northern Italy concludes with one final breakfast. Say goodbye to your group at 10am before catching your return flight home (or staying in Italy to explore some more). Remember: if you got a little carried away with the souvenir shopping during your trip, check an extra bag.

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