Two Backroads guests holding handfuls of fresh picked olives.
Vernazza in Cinque Terre, Italy, at sunset.
Mozzarella and tomato slices arranged with basil leaves in a salad.
Woman backlit in front of vibrant sunset horizon.
Three very old and dusty bottles of wine in a half barrel.
Three women posing together with Italian landscape behind them.
Ornate, multi paneled painted ceiling with gold leaf depicting images of angels.
Two women posing in front of colorful orange houses.
Riomaggiore fisherman village in a dramatic windy weather. Riomaggiore is one of five famous colorful villages of Cinque Terre in Italy, suspended between sea and land on sheer cliffs.
Two women hugging on the deck of a ship at sea.
Aerial view of villa property in Tuscany.
Two women hiking along a vineyard in Italy.
Five women posing to have their photo taken by Backroads leader with Cinque Terre in background.
Picturesque wood frame window in a stone house with plants on the sill.
Walking & Hiking
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Cinque Terre & Tuscany Women's Walking & Hiking Tour

Coastal Italy's Seaside Charm & Tuscan Villages

Women's Adventures

6 days 5 nights

Activity Level: 1-4

Casual & Casual Plus Hotels

From: $4,299 - $4,499 pp dbl occ

($1,000 for sgl occ)

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 freshly caught seafood, delectable wines, friendly people, warm sunlight, the azure sea, cypress trees and hill towns. Bellissimo.

Italy Cinque Terre & Tuscany Women Walking & Hiking Tour map
Italy Cinque Terre & Tuscany Women Walking & Hiking Tour map


Start Pisa / End Florence

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


  • 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 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


Accommodations may vary based on departure date.
6 Days Casual & Casual Plus Hotels
Accommodations may vary based on departure.
Day 1

Hike across a dramatic landscape to Portovenere, taking in expansive vistas of the Golfo della Spezia | Walk along coastal trails past terraced vineyards and olive groves | Splendid views await at our waterfront hotel | Savor fresh frutti di mare at a seaside restaurant.

Interior dining room at Hotel Della Baia
Hotel della Baia
| Casual Hotel

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

Days 2-3

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 | Pass elegant villas en route to posh Portofino | A walk along Portofino’s postcard-perfect waterfront is a must | Explore Santa Margherita Ligure, the childhood home of Christopher Columbus | Enjoy Mediterranean flavors and dinners by the sea.

Exterior view of Hotel Continental
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.

Days 4-6

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 Volpaia and its 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 | Extend your walking tour in Cinque Terre and Tuscany with a visit to Florence, birthplace of the Italian Renaissance and our magnificent gateway city.

Pool view of Villa Le Barone
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)

The earlier you book, the more choice you'll have and the lower your price. And you can always change your mind — you won't be charged to transfer to a different trip before your final payment is due. View cancellation policy.

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

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

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

Activity Level: 1-4

Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. Several routes and a range of levels are offered each day so you can choose how much or how little activity you want to do. Learn more about how we determine activity levels.

Route notes

The terrain on this trip includes a mix of rolling dirt and paved trails with sections of stone steps, forest paths and gravel country roads. Significant elevation gains and losses can make the routes feel more challenging than the mileage may suggest, especially along the coastal paths in Cinque Terre.

Daily Route Options

* Includes shuttle.
Day 1
Walking & Hiking
Level 1 | 4 miles* | 400 ft. gain
Level 2 | 5 miles | 1100 ft. gain
Day 2
Walking & Hiking
Level 1 | 1 mile | 600 ft. gain
Level 2 | 3 miles | 1000 ft. gain
Level 3 | 5 miles | 1500 ft. gain
Level 4 | 8 miles | 2200 ft. gain
Day 3
Walking & Hiking
Level 1 | 4 miles* | 300 ft. gain
Level 2 | 5 miles* | 1000 ft. gain
Level 3 | 8 miles | 1400 ft. gain
Level 4 | 8 miles | 2000 ft. gain
Day 4
Walking & Hiking
Level 1 | 2 miles* | 500 ft. gain
Level 2 | 3 miles | 800 ft. gain
Level 3 | 7 miles | 1400 ft. gain
Day 5
Walking & Hiking
Level 1 | 3 miles* | 600 ft. gain
Level 2 | 5 miles* | 1000 ft. gain
Level 4 | 11 miles | 1600 ft. gain
Day 6
Walking & Hiking
Level 1 | 1 mile | minimal elevation gain
Level 2 | 2 miles | 300 ft. gain

What's Included

  • All breakfasts, 4 lunches, 4 dinners
  • Expertise and services of our experienced Trip Leaders
  • Snacks and beverages between meals
  • Additional guides and experts from the region on many trips
  • Van shuttles to support a variety of route options
  • Comprehensive Travel Planner with detailed pre-trip information
  • Private guided tours at museums, historic sites, wineries and other select attractions as noted in the Travel Planner
  • All gratuities at hotels and restaurants
  • Special events, including wine tastings and other select attractions as mentioned in the Travel Planner
  • On biking and multi-adventure trips, use of fully equipped Backroads titanium bike plus helmet and accessories
  • Trailercycles, carriers, and kid-sized helmets for Family Trips
  • Equipment and experienced guides for kayaking, rafting, snorkeling, sailing and canoeing as described
  • Park and other entry fees
  • Fares for trains, ferries and other modes of travel as listed in the Travel Planner
  • Select coach transfers
  • Baggage transfers and porterage

Straight talk

We want to make sure you're on the right trip and that you have the best experience possible. 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.

Terrain & Trail Support

Our routes through this captivating terrain are a combination of loop hikes and out-and-back trails that begin and end in the same location. In some cases our shuttles will get us to and from the trailheads, but due to the nature of these trails, we usually won't see our vehicles along the route. Ample trail support in the form of water, snacks and encouragement is provided by your Backroads leaders and local guides. 


​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.

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