Plantrip
Sign In
Home
Tools
Create Itinerary
Step-by-Step Builder
Packing List
Travel Expert
Trip Cost Estimator
Weather Expert
Deals
Guides
Pricing
About
About Plantrip
News
Partner Dispatches
Help
Travel Glossary
Sign In
Home
Ultimate Tuscany Rail Trip Itinerary
Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version
Get new itinerary
Initializing...
0%
Cancel
Step 1 Outline Preview:
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
Ultimate Tuscany Rail Trip Itinerary
Viewed by 67 travelers
Save This Itinerary
Share
Day 1: Art & Culture Exploration
Florence, Italy
8:00AM
Visit Uffizi Gallery
Immerse yourself in Renaissance art at the Uffizi Gallery, home to masterpieces by Michelangelo and Leonardo da Vinci.
The gallery is a short walk from the Florence train station.
€20, 2 hours
12:00PM
Lunch at Trattoria ZaZa
Indulge in traditional Tuscan cuisine with a hearty meal at the renowned Trattoria ZaZa.
Located in the heart of Florence, easily accessible by foot.
€30, 1.5 hours
3:00PM
Explore Duomo Cathedral
Marvel at the stunning architecture of the Duomo Cathedral, an iconic landmark of Florence.
A short stroll from Trattoria ZaZa, offering a perfect post-lunch walk.
€18, 1 hour
7:00PM
Dinner at Osteria Cipolla Rossa
Enjoy a delicious dinner at Osteria Cipolla Rossa, known for its authentic Tuscan dishes and welcoming atmosphere.
Located in the historic centre, ideal for a relaxing evening walk after dinner.
€40, 2 hours
Find Hotels in Florence
Day 2: Vineyard Excursion
Montepulciano, Italy
9:00AM
Visit Avignonesi Winery
Embark on a wine-tasting journey at Avignonesi Winery, known for its organic Vino Nobile di Montepulciano.
Take a short taxi ride from the Montepulciano train station to the winery.
€25, 3 hours
1:00PM
Lunch at Osteria Acquacheta
Savour authentic Tuscan flavours at Osteria Acquacheta, a charming restaurant offering local specialities.
A leisurely walk from Avignonesi Winery, perfect for enjoying the picturesque streets of Montepulciano.
€35, 1.5 hours
4:00PM
Stroll through Piazza Grande
Explore the historic Piazza Grande, the main square of Montepulciano, lined with elegant Renaissance buildings.
Easily accessible on foot from Osteria Acquacheta, allowing you to immerse yourself in the local atmosphere.
Free, 1 hour
7:00PM
Dinner at La Grotta
Delight your taste buds with a gourmet dinner at La Grotta, known for its innovative Tuscan dishes and exquisite presentation.
Located in the historical centre, offering a magical evening setting.
€50, 2 hours
Find Hotels in Montepulciano
Day 3: Iconic Landmarks & Cuisine
Pisa, Italy
9:00AM
Discover the Leaning Tower of Pisa
Marvel at the famous Leaning Tower of Pisa, an iconic symbol of Italy's architectural prowess.
A short train journey from Montepulciano, followed by a pleasant walk from the Pisa Centrale station.
€18, 2 hours
12:00PM
Lunch at Ristorante Il Peperoncino
Treat yourself to a delectable meal at Ristorante Il Peperoncino, offering a blend of traditional and modern Italian cuisine.
Located near the Leaning Tower, providing a convenient dining option after sightseeing.
€25, 1.5 hours
3:00PM
Explore Pisa Cathedral & Baptistery
Visit the stunning Pisa Cathedral and Baptistery, architectural wonders that complement the Leaning Tower.
Both sites are within walking distance from Ristorante Il Peperoncino, allowing you to admire the intricate details of the structures.
€5, 1.5 hours
7:00PM
Dinner at Osteria di Culegna
Indulge in a gastronomic experience at Osteria di Culegna, a hidden gem offering exquisite Tuscan delicacies.
Nestled in the heart of Pisa, perfect for a relaxing evening after a day of exploration.
€45, 2 hours
Find Hotels in Pisa
Day 4: Historic Charm & Gastronomy
Lucca, Italy
9:00AM
Walk the Lucca City Walls
Embark on a leisurely stroll along the well-preserved Lucca City Walls, offering panoramic views of the city and its charming rooftops.
A short train ride from Pisa to Lucca, followed by a walk to the city walls.
Free, 2 hours
12:00PM
Lunch at Buca di Sant'Antonio
Enjoy a traditional Tuscan meal at Buca di Sant'Antonio, a historic restaurant known for its authentic recipes and warm hospitality.
Located near the city centre, providing a convenient dining spot after your walk along the city walls.
€40, 1.5 hours
3:00PM
Visit the Cathedral of San Martino
Admire the architectural beauty of the Cathedral of San Martino, showcasing a blend of Romanesque and Gothic styles.
Easily accessible from Buca di Sant'Antonio, allowing you to appreciate the religious grandeur of the cathedral.
€6, 1 hour
7:00PM
Dinner at Gli Orti di Via Elisa
Delight in a culinary experience at Gli Orti di Via Elisa, a charming garden restaurant offering a fusion of Tuscan and Mediterranean flavours.
Situated in a picturesque setting, ideal for a relaxing evening amidst the lush greenery.
€55, 2 hours
Find Hotels in Lucca
0
Travel Requirements
Local Sayings
Connectivity Info
Nearby Shopping
Accepted Currency + Payment Types
Safety
Cultural Norms + Etiquette
Health + Medical Facilities
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
More About tuscany
Trip Packing List: Tuscany (late February 2026)
Packing List
Trip Packing List: Italy in May — Lakes (couple days), Dolomites (5 days), Tuscany (10 days)
Packing List
April Weather in Tuscany, Calgary: A Guide to Spring Extremes
Weather Guide
Tuscany in April: A Guide to Spring Weather & Climate
Weather Guide
Essential Tips Before Visiting Tuscany, Italy
Travel Expert
Itinerary created by
Plantrip Team
June 23, 2024
AI-assisted, human-reviewed
Plan Your tuscany Trip
Cost Estimator
Estimate your trip budget
Packing List
Get a custom checklist
Weather Expert
Check weather & best time to go
Unlock Unlimited Trips
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Upgrade to Plus
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Sign in to save this itinerary.
Sign Up
or
Sign In
Create a Free Account
Sign up for free to keep generating itineraries!
Sign Up Free
I already have an account
Trip Locations
Share Itinerary
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email