Cinque Terre & Tuscany Family 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 Kids & Teens Best for ages 9-17 (min. age 4)

One or more kids 20+ required (siblings 17+ ok)

From $4,399 - $4,499 /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 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 Family 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 Kids & Teens Best for ages 9-17 (min. age 4)

One or more kids 20+ required (siblings 17+ ok)

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 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: Jun-Aug

From $4,399 - $4,499 /person

View dates for specific pricing

Coastal Italy's Seaside Charm & Tuscan Villages

Bellissimo. It means beautiful in Italian. And you'll say it again and again as you gaze out at Cinque Terre’s spectacular views. As you hike through Tuscany’s gorgeous landscape. And as you experience freshly caught seafood, exquisite wines, the azure sea, cypress trees, hill towns, welcoming people and warm sunlight. There's no better word to describe this family hiking tour.

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Highlights

  • Hike the Cinque Terre's spectacular coastline, with brightly colored cliffside villages and unbeatable views of the sea
  • Taste seafood on the Mediterranean coast and simple hearty fare with the renowned local wine in Chianti
  • Wander through archetypal Tuscan villages, picturesque vineyards and peaceful tree-lined country lanes
  • Celebrate the subtleties of crisp Ligurian white wines and full-bodied Tuscan reds at enchanting family-run wineries
Italy Cinque Terre & Tuscany Family 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

Hike along coastal trails past terraced vineyards and olive groves • Get to know the Cinque Terre’s majestic coastline, a World Heritage site, on foot 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 • Cheers over a fun and informative tasting of regional wines • Stroll through the narrow streets of the historic ridgetop Radda, the epicenter of Chianti Classico • Walk to 1,000-year-old Castelvecchi wine cellars, the perfect setting for a signature Backroads picnic paired with a glass of local wine • Take in grand pastoral panoramas from the strada bianca (white road), surrounded by vineyards and olive groves • Complete your Cinque Terre and Tuscany walking tour with a visit to dazzling Florence, birthplace of the Italian Renaissance.

Accommodations

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.

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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 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

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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