tuscany on
a Vespa!

5 days/ 4 nights • Multiple departures • From 599€

What awaits you

Imagine this: the sun on your face, wind in your hair, and you cruising through Tuscany’s rolling hills on your very own Vespa. 🛵 Italy is all about those pinch-me moments. Like standing face-to-face with Michelangelo’s David and watching the sunset from Florence’s Ponte Vecchio like you’re living in an Italian rom-com.

This isn’t just a road trip, it’s espresso stops in hidden cafés, spontaneous photo ops in olive groves, and late-night laughs with your new travel crew. Think less tour group, more iconic Italian adventures with your besties. 🍷

With Yes-Trips, you’re not just seeing Tuscany, you’re living it! Because the best stories start on the road.

What you’ll
Love 🫶

Stand in front of Michelangelo’s David and cross the iconic Ponte Vecchio in Florence. Then swap the city for pure freedom as you ride your Vespa across Tuscany’s winding roads, hair flying, music blasting. This is la dolce vita, Yes-Trips style. 🛵

Florence

Renaissance art, the Duomo towering above you, gelato in hand, and sunset over the Ponte Vecchio … need we say more?

The Tuscan Sun

Ride your Vespa through Tuscany’s rolling olive groves and villages. Pure freedom at every bend and turn.

Montalcino

Sip Tuscany’s most famous wine in a medieval hilltop town. Vineyards, views, and vibes you’ll replay forever.

TRIP Highlights

We’ll start in Florence, soaking up Renaissance icons like Michelangelo’s David, the Duomo, and sunset views from the Ponte Vecchio before meeting your new crew over gelato. 🍦

The next day, it’s time to ride. Hop on your Vespa and cruise into Tuscany, winding past cypress trees and rolling hills until we reach Siena, with its medieval streets and buzzing Piazza del Campo. From there, the road leads to Montalcino, home of Brunello wine and hilltop views that glow at sunset.

Then we’ll wrap up back in Florence with hearts full already wishing we had one more ride.

Itinerary
What’s Included
Optional Activities
Frequently Asked Questions

Day 1 – Florence

Arrival Day

Meet Your Guide

Overnight Florence

Your adventure begins here! Today you’ll meet your fellow travelers and the Yes-Trips team. After settling in at the accommodation, your trip leader will share tips on what not to miss while in Florence. In the evening, get to know your new travel mates over dinner or gelato before resting up for the road ahead.

Day 2 – Siena

Pick up your Vespa

Scenic ride through Tuscany

Overnight Siena

This morning, we’ll head to the garage to collect our Vespas and set off into the Tuscan countryside. Rolling hills, sunflower fields, and cypress trees will be your backdrop as we make our way to Siena, one of Italy’s most enchanting medieval cities. Along the way, we’ll stop in small towns and local trattorias for a true taste of Tuscany. After parking the scooters, wander Siena’s Piazza del Campo before settling in for the night.

Day 3 – Montalcino

Scenic ride through Tuscany

Overnight Montalcino


Leaving Siena behind, we’ll venture deeper into Tuscany along winding routes lined with olive groves and vineyards. Expect spontaneous photo stops and jaw-dropping views as we roll through villages less touched by tourism. By evening, we’ll arrive in Montalcino, the hilltop town world-famous for its Brunello wine. Get ready for medieval streets, vineyard sunsets, and a night soaking in the countryside vibe.

Day 4 – Florence

Scenic ride back to Florence

Hand back the Vespas

Final night celebration 🎉

On our final road trip, we’ll head back to Florence via a new route, discovering more hidden gems along the way. In the afternoon, we’ll return the Vespas and enjoy one last evening together in Florence. With new friends, a head full of memories, and maybe one more gelato in hand, it’s time to celebrate the journey Italian style.

Day 5 – Departure

Check-out

Free time for your last cappuccino ☕️

After breakfast, it’s time to say farewell to Tuscany. Whether you squeeze in one last cappuccino, a quick wander through Florence’s streets, or just trade Instagrams with your new friends, you’ll leave with stories (and selfies) that you’ll keep long after the trip.

Itinerary is flexible to make sure you have the best experience, there may be small changes. Your full itinerary will be sent 2 weeks before your trip!

  • Vespa 125cc rental for 2 days
  • Accommodation: Florence 2 nights, Siena 1 night, Montalcino 1 night
  • Helmet for security 🔒
  • A car to drive your luggage 👝
  • Third-Party Liability Insurance ✅
  • Stops at the must-visit places in Tuscany’s
  • Night program with the group ⚡️
  • Yes-Trips Leader supporting you during the whole trip 🤩
  • International flights to/from Italy
  • Airport transfers for arrival/departure into Florence to the accomodations
  • Fuel, full insurance, road tolls and parking fees while renting the Vespa
  • Personal travel insurance (recommended)
  • Meals when not specified (lunches and dinners)
  • Visas if required
  • Anything not mentioned in the inclusions
  • More information coming soon!

Italy on a Vespa!

5 days / 4 nights from 599€
🗓️ Multiple departures
Summer 2026

If you’re planning your trip to italy, here’s some useful info!

We embrace many solo travellers, aiming to foster inclusivity. Whether you’re alone or with a group, expect to make friends. With 80% solo guests, we excel in crafting a superb solo travel experience.

To drive scooter models, you must hold an A1 licence. Holders of a B driving licence (for cars) may also drive a moped with an engine not exceeding 125cc if their driving licence is at least 3 years old.

Your package includes Third-Party Liability Insurance.
For extra peace of mind with your rented Vespa, you can add optional coverage for €15 per day, reducing your damage liability to €400. This additional insurance is not included in the package. You can purchase this later on!

Our groups are always made of people from all over the world and we want to give the chance to everyone to join us, no matter what airport they depart from!

When booking your flights, make sure you choose times that give you a smooth arrival and departure.

Arrival (Day 1): You should arrive in Florence (FLR) by the afternoon, so you have time to check in and meet your group in the evening.

Departure (Day 5): Book your flight out of Florence (FLR) after 14:00 PM, to give yourself enough time in the morning before heading to the airport.

Alternative airports near Florence:
Pisa (PSA) – ~1 hr by train
Bologna (BLQ) – ~1 hr by train
Rome (FCO/CIA) – ~2 hrs by high-speed train

Budget airlines flying to Italy:
Ryanair
EasyJet
Vueling
Wizz Air

Scheduled / national carriers:
ITA Airways
British Airways
Lufthansa
KLM

Websites to find cheap tickets:
Skyscanner
Google Flights
Kayak

We suggest to use these platforms to compare prices and then book directly on the airline website (ex: Ryanair, EasyJet, Vueling, etc)

Florence Airport (Peretola – FLR) is the closest airport to the city, located only about 6 km from the center. It’s super easy to get in and out:

  • By Tram: The T2 Tramway runs every 5–10 minutes between the airport and Florence’s main train station (Santa Maria Novella). The ride takes around 20 minutes and costs about €1.50.
  • By Bus: The Vola in Bus shuttle connects the airport to Santa Maria Novella in about 20–25 minutes. Tickets are around €6 one-way.
  • By Taxi: Official airport taxis have a fixed rate of €22 to/from the city center (plus small surcharges for luggage, night rides, or Sundays). Travel time: 15–20 minutes, depending on traffic.
  • By Rideshare: Uber works in Florence but is limited and usually more expensive than taxis.

👉 Tip: The tram is the fastest and cheapest option—super straightforward, even with luggage.

It is your responsibility to check whether you need a visa to enter Italy. Requirements depend on your nationality and residency status.

EU/EEA citizens & UK passport holders: No visa required for short trips to Italy (up to 90 days).
Non-EU students: You may need a Schengen visa to join this trip.
Important: Visa processing can take several weeks, so make sure to check the requirements well in advance.

👉 Yes-Trips cannot apply for visas on your behalf, but we’re happy to guide you with general information. Always confirm the latest requirements with the official consulate or embassy before booking.

Our typical guest age range falls between 18-40, but exceptions are always welcome, and guests of all ages are embraced.

Yes, of course! Everyone can join our trips.

We do not have a cancellation policy for this trip but you can re-sell your ticket to someone that wants to go.

    • Every story started with day one.

    What keeps them coming back

    Real stories from real people. It’s more than just a trip — it’s the crew and the energy that make it unforgettable.