Tuscany and Cinque Terre: An Active Journey
10 days from $5,399
Explore the stunning landscapes of Tuscany and the Cinque Terre by foot, bike, train, and funicular. Begin with an insider tour of Florence, then set out to hike all five Cinque Terre villages and Palmaria Island, with an optional wine trek. Settle into a Tuscan agriturismo for vineyard walks, tastings, cooking classes, and visits to hilltop towns like Certaldo and San Gimignano.
This Active Journey is limited to a maximum of 16 travelers per departure.
Highlights
- Florence: Investigate the history and mysteries of Florence's legendary families on a unique walking tour that highlights the city’s little-known stories and symbols.
- Cinque Terre: Go on and off the beaten trail during three full days of exploring this World Heritage site. Follow mountainside paths (or take the train) through each of the five villages, climb to Punto Mesca for extraordinary views of the entire Cinque Terre coast, and hike to secluded coves and beaches on Palmaria.
- Lucca: Pedal an e-bike around the Renaissance walls of Lucca and visit an aqueduct in the lovely surrounding countryside. Then enjoy free time to discover this enchanting historic city on your own.
- TuscanyAgriturismo Stay: Experience the flavors and rhythms of life on a traditional family-owned farm in Tuscany. Hike through vineyards and visit the wine cellar for a tour and tasting of house-made wines and other local produce. Whip up a delicious Tuscan lunch during a cooking class with a local chef and savor it with your fellow travelers. Enjoy down time to relax by the property’s pool or take walks in the countryside.
- San Gimignano and Certaldo: Explore some of Tuscany’s quintessential hilltop towns. Hike through cypress-lined paths to Certaldo and wander the town’s medieval center for a walking tour and dinner. Walk a centuries-old pilgrim road on a guided tour of the World Heritage site of San Gimignano before a festive farewell dinner in one of the town’s popular restaurants.
Activity Level – Moderate: Travelers can expect 3 to 7 miles of hiking or walking on most days, with some elevation gains, as well as an e-biking excursion of up to 10 miles. Day-by-day activity descriptions can be found on the itinerary page at the end of each day. Read more about Active Journeys activity levels here.
Itinerary
To see itinerary, please click on an option below.
Days 1-2 — Depart Home / Florence, Italy
Depart the U.S. and arrive in Florence, the capital of Tuscany and the birthplace of the Renaissance. Transfer to your hotel in the city center and take time to get settled. This evening, meet up with your trip leader and fellow travelers for an orientation walk, followed by a welcome dinner at a local restaurant. (D)
Day 3 — Florence
Join a local guide for a walking tour of the historic center, hearing a unique perspective on Florence’s art and monuments—and the families that made it one of Italy’s most important cities. Enjoy lunch on your own and a free afternoon to explore Florence as you wish. Gather with the group for dinner tonight. (B,D)
Walking: 2-3 hour city tour on city streets.
Day 4 — La Spezia and the Cinque Terre
Transfer to La Spezia, your base for discovering the World Heritage site of Cinque Terre National Park. Enjoy three days to explore the region surrounding the “Cinque Terre”— five jewel-like villages tucked into the folds of steep coastal mountains. Take the train to Riomaggiore, where pastel-hued houses appear to cascade down the hillside to the sea. After lunch, continue north along the Via dell’Amore trail to Manarola, following your guide along centuries-old footpaths and mule tracks. Hike through olive orchards, vineyards, villages, and terraced hills, looking out at the sparkling sea below. Continue to Corniglia by train, or ascend to the hilltop hamlet of Volastra on a moderately challenging trail that awards even more scenic views of the coast. You’ll have an unlimited train pass to use in case you need to take a break or wish to linger in one of the villages and catch up later. From the last village, return by train to La Spezia and check into your hotel. (B,L)
Walking/Hiking: 5-6 miles up-and-down various terrain (pavement, dirt tracks, stone steps, rocky/mountainous) with 1300 ft of elevation gain.
Day 5 — Cinque Terre
Rise early this morning for a short train ride to Levanto and hike through coastal forests and countryside. Climb to the Hermitage of Sant’Antonio del Mesco, a crumbling church atop the promontory of Punta Mesco, and take in a panoramic view of the entire Cinque Terre coast. Continue to Monterosso and enjoy free time for lunch. Set off on a wine trek (at additional cost) through the spectacular vineyards of Cinque Terre, learning about the history of local viticulture and visiting a wine cellar for a tasting. Alternatively, join your trip leader for a hike from Monterosso to Vernazza, taking in more of the local scenery. Travel back to La Spezia by train and enjoy an evening at leisure. (B)
Hiking: 5-6 miles over mountainous coastal terrain with 1200 ft of elevation gain.
Optional activity 1: Two-hour wine trek (at additional cost, offered based on seasonality and weather conditions). Please inform your Trip Leader during the Welcome Reception if you would like to book this optional wine trekking excursion.
Optional activity 2: Monterosso to Vernazza hike, varied terrain with uphill and downhill sections, 2-3 miles (2 hours) 650 ft elevation change.
Day 6 — Palmaria Island and Portovenere
A short ride on the public ferry brings you to Palmaria Island, just off the Cinque Terre coast and part of the area’s World Heritage site. Here, set out on a circular hiking route that brings you to hidden caves, stunning coves, and ruined fortresses. Learn about the island’s interesting natural history and cool off with a swim at one of the beaches you pass if you choose. Take the ferry to Portovenere, located on the Gulf of Poets, for a free afternoon to relax in a café or meander the town’s medieval streets. Return to La Spezia by ferry and enjoy dinner at a local restaurant. (B,D)
Hiking: 3 miles over gentle trails with 600 ft of elevation gain.
Day 7 — Lucca / Tuscany
Travel back into Tuscany this morning, and spend the morning at one of its historic gems: the walled city of Lucca. Visit Nottolini’s Aqueduct before walking into Lucca. Join a local guide for an e-bike tour around the well-preserved Renaissance walls surrounding the city’s historical center. After free time for lunch and exploring Lucca on your own, drive to the picturesque hills of Chianti. Your home here is a delightful, family-owned agriturismo that produces its own organic wines and olive oils. This evening, sit down to a farm-to-table dinner featuring traditional Tuscan recipes made with produce from the farm. (B,D)
Biking: 10 miles (over 2 hours) with e-bikes, mostly flat terrain.
Day 8 — Tuscany / Certaldo
Split into two groups for this morning’s activities: a vineyard tour and a cooking class. One group will set off with the trip leader on a walk in the vineyards, and then meet with a wine expert at the agriturismo to learn the steps of making wine. Take a wine cellar tour and enjoy a tasting—of the agriturismo’s wines and olive oils as well as locally produced cured meats and bruschetta. The group in the cooking class will learn from a local chef how to concoct a full Tuscan lunch, including handmade pasta, a traditional sauce, a main course, and a dessert. When the lunch is prepared, the two groups will gather to enjoy it on the terrace with views of the countryside and the farm’s own wines. Later in the afternoon, set out on a leisurely hike through cypress-lined paths to Canonica Park before walking into the charming medieval center of Certaldo, set high on a hilltop above the modern town. Meader its maze of streets before dinner at a local restaurant. (B,L,D)
Walking: 1-2 miles on a morning vineyard walk.
Hiking: 3 miles afternoon hike/walk; slight elevation gain through fields, vineyards, town streets.
Day 9 — Tuscany / San Gimignano
Today the group will divide again to take a vineyard hike and wine cellar tour or participate in a cooking class. During free time after lunch, relax at the pool or go for a walk on your own. Then set out on an excursion to the medieval hill town of San Gimignano, discovering the history and the secrets of this World Heritage site on a walking tour with a local guide. Celebrate your Italian sojourn tonight during a farewell dinner at a local restaurant. (B,L,D)
Hiking: 1-2 miles on a morning vineyard walk.
Walking (afternoon): Walking tour, appromixately 2 hours.
Day 10 — Return Home
After breakfast, transfer to the airport in Florence for your flight home or extend your stay in Tuscany. (B)
Included meals are denoted as follows: Breakfast (B), Lunch (L), Reception (R), Dinner (D)
Dates & Prices
Click on the departure date to see pricing. Click the for more information.
Dates
Availability
Price
Sep 25 - Oct 4, 2026
Available
from $5,399
| Occupancy | Double | Single |
|---|---|---|
| Price | $5,399 | $6,599 |
Prices are based on rates of exchange, airfare & fuel (where applicable), tariffs, taxes, and other costs as of the tour publication date. We reserve the right to correct errors and to increase program prices to cover increased costs, tariffs, and taxes received after prices are published and to reflect currency fluctuations.
Enrichment
Enriching Excursions
On our Active Journeys, you’ll delve into what makes your destination unique—from its cultural heritage to its wildlife and geology—connecting with local people as well as experts in the field.
Investigate the history and mysteries of Florence's legendary families on a unique walking tour that highlights the city’s little-known stories and symbols. Discover the unique natural history of the island of Palmaria, just off the coast of Cinque Terre. In Tuscany, talk a walk through a vineyard, then meet with a wine expert to learn the steps of making wine. Sample wines and olive oils produced at your agriturismo. Then whip up a delicious Tuscan lunch during a cooking class with a local chef and savor it with your fellow travelers. Walk a centuries-old pilgrim road on a guided tour of the World Heritage site of San Gimignano.
Leaders with Deep Local Knowledge
Your trip leaders are avid outdoorspeople themselves who come from the region you’re exploring and know the trails, the natural history, and the local culture inside and out. With their native knowledge of your destination, they will be your best resource for finding hidden gems in your free time—from restaurants loved by the locals to worthwhile sites to visit. And, they are able to adapt nimbly to changing circumstances and unexpected opportunities to make the most of each day.
Tour Details
Accommodations
Ambasciatori Hotel Florence
Florence, Italy
The Hotel Ambasciatori features elegant, fashionable rooms and spaces in the heart of Florence. Situated close to the train station, the museums of Via Tornabuoni, the Duomo and Ponte Vecchio are a short distance away. Enjoy traditional pastries and seasonal fruit at the breakfast buffet and an Italian aperitif at the bar. Amenities include an on-site gym and concierge services.
CDH Hotel La Spezia
La Spezia, Italy
The CDH Hotel is a comfortable, modern accommodation with an excellent location in the center of historic La Spezia, just a few minutes’ walk from the train to Cinque Terre and the waterfront. Rooms are neat and spacious and equipped with modern amenities, and the hotel offers a copious breakfast buffet.
Poderi Arcangelo
San Gimignano, Italy
Set among the vineyards of Chianti between the hilltop towns of Certaldo and San Gimignano, the Poderi Arcangelo is an inviting agriturismo that produces its own wine and olive oil. Individually furnished rooms are located in three lovely houses, one of which dates back to the 1600s. The restaurant features a terrace with sweeping views and the grounds encompass vineyards, gardens, and a swimming pool.
Activity Description
Daily Activities: This is a Moderate Active Journey. Travelers should be reasonably fit and capable of walking or hiking for several hours at a time, occasionally over steep and uneven terrain. Travelers can expect 3 to 7 miles of hiking or walking on most days, with some elevation gains, as well as an e-biking excursion of up to 10 miles. Day-by-day activity descriptions can be found on the itinerary page at the end of each day.
Options: While this journey includes well-paced activities throughout the itinerary, you can always opt to sit out certain excursions. On some days, there may be opportunities to take a shorter or easier walk or hike. For the Cinque Terre hike, you will be provided with an unlimited train pass, allowing you to hike at your own pace and shorten or lengthen the hike as you wish.
Accommodations: As hotels are selected based on location and character, some may be set in smaller, boutique properties and/or restored historic buildings. They may require additional walking or stairs to get to guest rooms and may not be equipped with elevators.
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Travel Insurance
For the convenience of our travelers, Smithsonian Journeys includes a basic medical expense and evacuation plan through Trip Mate, a Generali Global Assistance & Insurance Services brand, at no additional charge. This plan provides post-departure Medical and Dental coverage of $250,000 per person and Emergency Assistance and Transportation coverage of $1,000,000 per person (U.S. Residents Only). Note: For full details regarding these coverages please review the following Plan Documents here.
In addition, we recommend that travelers purchase a travel protection plan to help protect their travel investment from unforeseen events such as cancellation due to illness, flight delays due to adverse weather, baggage loss, and more. For your convenience, Smithsonian Journeys offers an optional Travel Protection Plan administered by Trip Mate, a Generali Global Assistance & Insurance Services brand. For those interested, optional "Cancel for Any Reason" coverage is available for an additional charge. Note: Certain eligibility requirements apply and Cancel for Any Reason coverage is not available to New York residents. For full details regarding this coverage please review the following Plan Documents here.
To learn more about the Travel Protection Plan, you may visit https://www.generalipartner.com/smithsonianjourneys or call the administrator, Trip Mate, a Generali Global Assistance & Insurance Services brand at (866) 501-3252.