Cinque Terre & Tuscany Easygoing Walking Tour

Couples, Friends & Solos

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 Teens & 20s Best for ages 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

6 days

5 nights

Activity Levels 1-2

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

Casual & Premiere Hotels

Premiere Hotels - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

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 Easygoing Walking Tour

Couples, Friends & Solos

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 Teens & 20s Best for ages 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

6 days

5 nights

Activity Levels 1-2

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

Casual & Premiere Hotels

Premiere Hotels - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

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.

2025: Apr-May, Sep-Oct

From $4,699 - $5,599 /person

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.

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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
Italy Cinque Terre & Tuscany Easygoing Walking Tour map

Italy

StartPisa

EndFlorence

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

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.

Accommodations

Nights 1-3

Grand Hotel Miramare
Santa Margherita Ligure
*Premiere 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)

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

Days 4-6

Description

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.

Accommodations
Villa Le Barone

(2 nights)

Nights 4-5

Villa Le Barone
Panzano in Chianti
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)

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.

From $4,699 /person

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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

Grand Hotel Miramare
Santa Margherita Ligure

*Premiere 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

Villa Le Barone
Panzano in Chianti

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)

From $4,699 /person

View Dates
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From $4,699 /person

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Dates & Prices

Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.

Unplugged dates are perfect for guests who want to ride an acoustic bike.
E-bikes are available to travel companions by request only.

Your guest & room selections

1 adult

1 room, 1 bed

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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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From $4,699 /person

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