Cinque Terre & Tuscany Walking & Hiking Tour

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Older Teens & 20s Best for ages 17-23 (min. age 14)

Families with Teens & Kids Best for ages 9-17 (min. age 4)

From $4,399 - $4,799 /person

View dates for specific pricing

6 days

5 nights

Activity Levels 1-4

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Casual & Casual Plus Hotels

Premiere Hotels - From lavish luxury to on-trend boutique, offering experiences as unique as the regions we explore.

Casual Plus Hotels - A step above Casual but not quite Premiere.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

Cinque Terre & Tuscany Walking & Hiking Tour

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Older Teens & 20s Best for ages 17-23 (min. age 14)

Families with Teens & Kids Best for ages 9-17 (min. age 4)

6 days

5 nights

Activity Levels 1-4

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Casual & Casual Plus Hotels

Premiere Hotels - From lavish luxury to on-trend boutique, offering experiences as unique as the regions we explore.

Casual Plus Hotels - A step above Casual but not quite Premiere.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

2024: Jul-Oct 2025: Apr-Oct

From $4,399 - $4,799 /person

View dates for specific pricing

Coastal Italy's Seaside Charm & Tuscan Villages

To prepare for this hiking tour in Cinque Terre and Tuscany, learn how to say beautiful in Italian. So you'll know what to say when you admire Cinque Terre’s spectacular views or Tuscany’s gorgeous landscape. It’s the simplest way to describe a journey with your fill of seafood, delectable wines, friendly people, warm sunlight, the azure sea, cypress trees and hill towns. Bellissimo.

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Highlights

  • Hike Cinque Terre's World Heritage coastline, with brightly colored cliffside villages and unbeatable views of the sea
  • Savor seafood on the Mediterranean coast and simple hearty fare with the renowned local wine in Chianti
  • Stroll through archetypal Tuscan villages, picturesque vineyards and peaceful tree-lined country lanes
  • Delight in the subtleties of crisp Ligurian white wines and full-bodied Tuscan reds at enchanting family-run wineries
Italy Cinque Terre Walking and Hiking Tour map

Italy

Start Pisa

End Florence

Airports & Travel details*

* Start/End locations may vary. Do not book flights until your trip details are confirmed.

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Itinerary

Days 1-3

Description

Walk along coastal trails past terraced vineyards and olive groves • Get to know the Cinque Terre’s majestic coastline, a World Heritage site, by hiking and by train • Well-groomed paths lined with ancient stone walls lead from stunning Riomaggiore through cliffside Manarola, quiet Corniglia and vibrant Vernazza to inviting Monterosso al Mare • Venture into the rugged highlands to see this impressive region from a new perspective • Pass elegant villas en route to posh Portofino • A walk along Portofino’s postcard-perfect waterfront is a must • Explore Santa Margherita Ligure and the Golfo del Tigullio • Relax under the sun and swim at our hotel's private beach • Enjoy Mediterranean flavors and dinners by the sea.

Accommodations

Nights 1-3

Hotel Continental
Santa Margherita Ligure
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.

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Days 4-6

Description

Head inland to Chianti's quintessential Tuscan villages, vineyards and cypress-flanked lanes • Hike through the medieval villages of Greve in Chianti and Panzano • Stroll through the narrow streets of the historic ridgetop Radda, the epicenter of Chianti Classico • Walk to 1,000-year-old Castelvecchi wine cellars to enjoy a signature Backroads picnic with a glass of local wine • Soak up grand pastoral panoramas from the strada bianca (white road), surrounded by vineyards and olive groves • Sip regional wines at a fun and informative tasting • Unwind each night at our tranquil Tuscan oasis • Extend your walking tour in Cinque Terre and Tuscany with a visit to Florence, birthplace of the Italian Renaissance and our magnificent gateway city.

Accommodations

Nights 4-5

Villa Le Barone
Panzano in Chianti
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)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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What's Included

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Straight 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.

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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

Hotel Continental
Santa Margherita Ligure

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

Villa Le Barone
Panzano in Chianti

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)

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Dates & Prices

Looks like you’re traveling with a smaller group

Our Private Trips are best for groups of 6 or more. We suggest joining a scheduled trip.

Please Select a Group Size

Group size is required to show per-person pricing. Your group size can be approximate and can change.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

Download & Share

Book with Confidence

Backroads provides flexible booking policies so that you can plan your vacation with complete peace of mind.

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