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1
Viareggio
2
Florence
3
San Gimignano
4
Siena

5-Day Tuscan Coastal & Cultural Roadtrip

5 days
4 cities
39 experiences
4 hotels
4 transports
Download
Lausanne
Viareggio
Oct 19 – 20
Florence
Oct 20 – 21
San Gimignano
Oct 21 – 22
Siena
Oct 22 – 23
Day 1
Oct 19 – 20
Viareggio

Hi! Your trip kicks off in the charming coastal town of Viareggio, Italy, where you can enjoy the fresh sea breeze and explore the famous promenade lined with Liberty-style architecture. This stop is perfect for your family to relax by the beach and savor delicious Tuscan seafood, setting a delightful tone for your Tuscan adventure. Plus, the kid-friendly beaches and vibrant local culture make Viareggio a fantastic start to your journey!

Car Rental
Oct 19
Volkswagen Polo

Volkswagen Polo

Economy • Automatic • 4-5 Door
Stay
Day 1
Oct 19 – 20
1 night

Sina Astor

Superior RoomBreakfast included
8.6
Very Good536 reviews
Itinerary
Day 1
Oct 19 – 20
Day 1•Oct 19•3 Experiences

Arrival in Viareggio and Seaside Stroll

Day 2•Oct 20•4 Experiences

Marshland Adventure and Coastal Charm

Day 2
Oct 20 – 21
Florence

Experience the heart of Tuscany with a day in Florence, a city renowned for its Renaissance art, stunning architecture, and rich history. Explore iconic landmarks like the Duomo, Uffizi Gallery, and Ponte Vecchio, and enjoy the vibrant atmosphere perfect for both adults and kids. This leg offers a perfect blend of culture, family-friendly activities, and delicious Tuscan cuisine to make your visit unforgettable.

Stay
Day 2
Oct 20 – 21
1 night

Fattoria il Milione Agriturismo

Superior Apartment (3 Guest)
8.2
Very Good266 reviews
Itinerary
Day 2
Oct 20 – 21
Day 2•Oct 20•Weather icon20°C•6 Experiences

Renaissance Wonders and Sunset Views in Florence

Day 3•Oct 21•Weather icon19°C•6 Experiences

Artistic Masterpieces and Garden Strolls

Day 3
Oct 21 – 22
San Gimignano

Experience the charm of San Gimignano, a medieval town famous for its towering skyline and well-preserved architecture. Wander through its narrow cobblestone streets, enjoy local Tuscan cuisine, and savor the stunning countryside views. This stop perfectly blends history, culture, and scenic beauty, making it a delightful break between Florence and Siena.

Stay
Day 3
Oct 21 – 22
1 night

Casanova di Pescille

Standard Room, 1 Bedroom, Non Smoking, Garden ViewBreakfast included
9.6
Wonderful83 reviews
Itinerary
Day 3
Oct 21 – 22
Day 3•Oct 21•Weather icon18°C•5 Experiences

Medieval Towers and World Famous Gelato in San Gimignano

Day 4•Oct 22•Weather icon18°C•4 Experiences

Truffle Hunting and Countryside Trails in San Gimignano

Day 4
Oct 22 – 23
Siena

Experience the heart of Tuscany in Siena, a city renowned for its medieval charm and stunning architecture. Wander through the Piazza del Campo, one of Europe's greatest medieval squares, and soak in the vibrant atmosphere. This leg offers a perfect blend of history, culture, and authentic Tuscan vibes, ideal for families seeking both education and enjoyment.

Stay
Day 4
Oct 22 – 23
1 night

La Coroncina Lodging

Studio
10.0
Wonderful43 reviews
Itinerary
Day 4
Oct 22 – 23
Day 4•Oct 22•Weather icon18°C•6 Experiences

Exploring the Heart of Siena and Piazza del Campo

Day 5•Oct 23•Weather icon19°C•5 Experiences

Siena Cathedral and Countryside Trails

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This itinerary was created with Layla, the free AI trip planner.