7 Days / 6 Nights

Early Signup: $2,995

Regular: $3,195

or $195 Down


Welcome to Italy!

Italy is a must-visit destination in Europe with incredible sights, delicious food & wine, and rich history.

Visit the Eternal City of Rome, wine and dine in Florence, and immerse yourself in the local sustainable lifestyle of the Umbria region.

Hike the countryside hills at Marmore Waterfall, the highest man-made waterfall in Europe, and explore medieval castles in Bevagna and Monteriggioni.

Eat delicious Italian food along the way, intermingle with locals in the bustling piazzas, and sip wine while taking in beautiful sunsets.


Trip begins at Rome Fiumicino International Airport (FCO) at 2:00 p.m
Please book arrival flight a few hours before this time.

Arrival time is not mandatory, but guarantees included group transportation.


Trip ends in Florence, Italy
Plan to depart anytime on Day 7

Travelers are responsible for their own transportation to the airport or can choose to extend their trip.

Physical Activity:


This trip is relaxing and includes light activities with optional moderate activities. Participants can decide how much time they spend being active. No physical preparation is required to make the most of the experience.

Physical Activity:


This trip is a good mix of activity and relaxation and includes moderate physical activities. Participants should expect to be active 3-4 hours most days. An active lifestyle is helpful though not required to enjoy the trip.

Physical Activity:


This trip is for those who enjoy being physically challenged and reaping the rewards. It includes moderate to intense physical activities and participants should expect to be active 6-8 hours most days. Participants should have an active lifestyle.

Cancellation Policy:

Very Flexible

This trip has a 30-day cancellation policy. Give us at least 30 days notice and you can switch your trip for free, or we'll hold your Experience Credits for future use.

Cancellation Policy:


Because this trip has non-refundable tickets we have a 60-day cancellation policy. Give us at least 60 days notice and you can switch your trip less $195, or we'll hold your Experience Credits for future use.

Cancellation Policy:


Because this trip has non-refundable tickets we have a 60-day cancellation policy. Give us at least 60 days notice and you can switch your trip for free, or we'll hold your Experience Credits for future use.

Trip Overview

Day 1

Benvenuti in Italia!

Arrive in Rome and take included transportation to your boutique hotel located in a vibrant neighborhood of the city.

Let your imagination run wild as your take in the rich history & magnificent views. Walk past the Roman Colosseum, the Tiber River, and the Vatican City.

In the late afternoon, indulge your taste buds on a food expedition through the historical center of Rome. As you walk past the Pantheon and explore the colorful Trastevere, you’ll be stopping at various food establishments all along the way.

Day 2

Marmore Waterfalls

Visit the Marmore Waterfalls which are the tallest man-made waterfalls in the world. We’ll spend the morning hiking the various trails around the waterfalls and enjoying the variety of perspectives.

In the afternoon, continue to your countryside stay in the region of Umbria, the green heart of Italy. Take in the views as you are introduced to your new home and learn about the olive grove which produces home-pressed olive oil.

Experience a home-cooked dinner made with locally sourced ingredients.

Day 3

Umbrian Farmstay

Enjoy your morning with some Italian coffee and a farm-to-table breakfast.

Go on a walking tour through Bevagna, Umbria’s secret pearl nestled in the valley of the Assisi and Sibillini mountains. Visit a medieval workshop to learn about traditional craftsmanship and then have lunch at a local winery.

Gather with your friends for a cooking demonstration to learn the secrets of cooking authentic Italian dishes, with most of the ingredients grown on the farm.

Day 4


In the morning, say goodbye to your agriturismo hosts and travel to Siena, one of Italy’s loveliest medieval cities. Your Trip Leader will guide you on an orientation walk and then you will have time to explore the cobbled alleys and artists’ studios in the historic old town.

Experience the small town of Monteriggioni, a real highlight of the Tuscany region. Take a walk to discover the historic castle and view the well-preserved defense towers. 

Arrive to your accommodation in the Tuscany countryside and enjoy a delicious meal as you unwind and relax after a full day of explorations.

Day 5

San Gimignano

Visit the small walled village of San Gimignano, famous for its fascinating medieval architecture and bristling ancient towers which date back to the 12th and 13th centuries. Enjoy a guided walk to learn about the history of this village.

Taste San Gimignano famous gelato as part of your walking tour and then select your own Italian cafe for lunch.

Arrive to Florence, a spectacular city, home to world-famous art museums, such as Galleria dell'Accademia. Observe the sun setting over Florence from Piazzale Michelangelo and then have a free evening to explore the city.

Day 6

Explore Florence

Discover the historical and architectural evolution of Florence on a guided walking tour through the city. 

Visit the Piazza della Signoria, marvel at the Doors of Paradise in the Baptistery, and take in the view of Giotto’s Bell Tower, where some of history's greatest minds and artists have stood and been inspired.

In the afternoon, choose from a variety of optional activities, including an espresso-making class at the Espresso Academy or an Aperitivo Time Tour through Florence’s unique neighborhoods, or experience David of Michelangelo.

Day 7

Arrivederci Italia!

On the final day of your Italy experience, wake-up early to soak in the last morning together.

After breakfast, say arrivederci to your new friends and depart at any time of the day with instructions from your Trip Leader on how to take taxis, buses, or local transportation to the airport.

Ask your Trip Leader for suggestions if you want to spend more time in Florence or elsewhere in Italy.

Welcome to the Under30Experiences Community.

Day 8

Day 9

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What's Included:

  • 7 days & 6 nights shared accommodations in boutique hotel rooms and a local farmstay
  • 7 breakfasts, 1 lunches, & 5 dinners
  • Guided food expedition through the historical city center of Rome
  • Walking tour in Rome, The Eternal City
  • Take in the view of the world-famous Colosseum, Pantheon, and Piazza Navarro
  • Experience the mind-blowing Marmore Waterfalls
  • Italian cooking demonstration 
  • Indulge in delicious farm-to-fork Italian meals
  • Bevagna walking tour and medieval workshop
  • Visit a winery in Bevagna for lunch
  • Experience Siena’s old town 
  • Visit a medieval castle in Monteriggioni
  • Guided walking tour of San Gimignano
  • Taste world-renowned gelato in San Gimignano
  • Guided walking tour of Florence
  • Visit Piazzale Michelangelo in Florence
  • Entrance fees and ground transportation to all included activities
  • Private airport pick-up upon arrival
  • Under30Experiences Trip Leader
  • Personal recommendations for optional activities
  • The chance to meet some kick-ass people
  • Access to the Under30Experiences Community
  • Taxes are always included, never hidden fees, & NO blackout dates
Book with confidence: it's free to switch your trip more than 30 days out

Travelers are responsible for international airfare to and from Italy
Travelers are responsible for booking tickets to
Optional Activities ahead of time.

Airfare booking details will be sent after registration – please wait to book your flight until you receive further instructions.

All Under30Experiences trip prices are in USD.


7 Days / 6 Nights

Early Signup: $2,995

Regular: $3,195

OUR travelers LOVE US

Italy Trip Reviews

"I had the absolute BEST time on my trip to Italy. My trip leaders, Angelo and Jonno, were super fun to travel with and made the trip an awesome experience. I found myself looking on the website during my trip whenever we had wifi to decide which one I would go on next. It was a super authentic Italian experience; I only remember seeing one other tourist the whole time, and all the people on the trip were amazing. We're already talking about reunions. Don't wait any longer, just sign up!! You won't regret it!!" -Rachel T.

"I just completed my THIRD trip with Under30 and I would highly recommend to anyone who loves to travel and meet rad people! I have met some of my most favorite humans through this travel group - it’s truly a beautiful community. The trip I just completed was the magical Italy experience with Angelo and Lindsey. We explored caves, a waterfall and a lot of beautiful, quaint cities. The best part was the accommodation in the hills of the Italian countryside - I couldn’t think of a way to make the farm stay more perfect. Angelo and Lindsey had everything planned perfectly and easily adapted to what the group wanted to do. Every trip has far exceeded my expectations. Highly recommend!! I love U30!!" -Angela M.

"Huge fan of Under30Experiences! I've always traveled with friends and family in the past, so this was the first time I've done the small group travel thing on my own before. Couldn't have been happier with my experience. The group size was perfect -- small enough that you had a chance to chat with everyone, but big enough to get a really interesting, fun group of people from completely different backgrounds. If you want to travel ASAP, no need to impatiently wait for your friends/family to become available...Under30Experiences is a really great option!" -Rachel L.

our awesome travelers