Cinque Terre & Tuscany Easygoing Walking 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 $4,299 - $4,699 /person

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 & 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 Easygoing Walking 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 1-2

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

Casual & 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: May-Oct

From $4,299 - $4,699 /person

Dolce Tempo Journey from Italy's Seaside to Tuscan Villages

La dolce vita. The good 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 through 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

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

Day 1

Description

Walk along stunning coastal trails, passing deep forests and terraced vineyards • Discover the dramatic landscapes of the Ligurian Riviera • Arrive in Portovenere, the stunning fisherman’s village set on the Gulf of La Spezia • Savor fresh frutti di mare at a seaside restaurant.

Accommodations

Night 1

Hotel della Baia
Portovenere
Casual Hotel

Experience Italian warmth and hospitality at this tranquil waterfront hotel, complete with sweeping views of the Golfo Dei Poeti.

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

Days 2-3

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 2-3

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.

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 • End your adventure in Florence, a perfect place to extend your stay.

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.

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.

Hiking in Cinque Terre National Park

Cinque Terre is a popular tourist destination with busy peak seasons, especially during the summer months and on national holidays. Like any sought-after national park destination and World Heritage site, 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. Like all public transportation, the trains can be subject to delay and may be crowded during peak seasons. Because the national park is still recovering from trail damage from previous years, weather-related trail closures may occur. In the event of a trail closure, your Backroads Trip Leaders will have alternate hikes and activities available.

Accommodations

​Hotel della Baia is a modest property with a picturesque location. While this property is simpler than the typical Backroads standard, we've chosen it because of its proximity to our favorite routes and the fantastic Mediterranean views.

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 Itinerary

From $4,299 - $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.

Night 1

Hotel della Baia
Portovenere

Casual Hotel

Experience Italian warmth and hospitality at this tranquil waterfront hotel, complete with sweeping views of the Golfo Dei Poeti.

Nights 2-3

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.

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)

From $4,299 - $4,699 /person

View Dates
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From $4,299 - $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.

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1 adult

1 room, 1 bed

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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 Itinerary

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

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From $4,299 - $4,699 /person

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