Italy with Kristen Cook!

Dates

Oct 2–8, 2023

Group Size

10–24 Travelers

Duration

7 days, 6 nights

Activity Level

Exploration

About This Trip

Ciao! Prepare to enjoy the best of Italy - wine, food and history - on this 7-day journey to Rome and Tuscany, two of the world's most beloved destinations. From learning how to make perfect pasta at a Chianti cooking class to hiking and lunching at a local farmhouse in San Gimignano, you'll explore both the iconic and lesser-known sites of Italy.
$3,100USD
$3,200USD
Oct 2–8, 2023
7 days
Trip Closed

Meet Your Host

Kristen Cook
Kristen Cook

I CANNOT tell you how excited I am to get to meet some of you in person! My name is Kristen Cook I am a content creator and full-time mom. I am wanting to create a safe, relaxing, exciting, no judgment zone, laughing until we pee our pants, type of girls trip!

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Trip Activities

  • Testaccio Neighborhood Gastro Tour

  • Ancient Rome Tour (Colosseum, Spanish Steps, Trevi Fountain and the Pantheon)

  • Walking Tour of Orvieto

  • Wine Tasting in Montalcino

  • Pasta Cooking Class

  • Florence Walking Tour

  • Olive Oil and Wine Tasting at Farmhouse

  • Pecorino Cheese Tasting

Included in Your Trip

  • Double occupancy in 3- and 4-star hotels

  • Local Guide throughout trip

  • All city transfers

  • Arrival airport transfer (until 5 pm on first day)

  • Departure airport transfer (morning of last day)

Not Included

  • International flights

  • Food and alcohol (except as noted)

  • Visas and travel insurance

  • Airport transfers outside of designated times

Itinerary

*All durations are approximate

Day 1

Info

Welcome to the land of pizza, pasta, Vespas and Versace! Get ready for an incredible adventure ahead.

Arrival Transfer

1 Hour

Transfer from airport

dinner

Welcome dinner, with your group, at a local restaurant is included.

Grand Hotel Palatino (or similar)

Accommodations may vary based on availability or group size, but no matter what, you can expect the same comfort and quality.

Night 1/2

Overnight in Rome.

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Day 2

Info

Today is your first full day in Italy! You'll be exploring the Eternal City, so be prepared to walk, learn and indulge as you discover Rome.

breakfast

Breakfast at the hotel is included.

Testaccio Neighborhood Gastro Tour

2 Hours

Testaccio is known to those who live, eat and shop in this foodie neighborhood, as the “Heart of Rome”, where Roman cuisine originated. This walking tour will have you experiencing the vibe and sampling cheeses, pastries and cured meats like a local.

Ancient Rome Tour (Colosseum, Spanish Steps, Trevi Fountain and the Pantheon)

4 Hours

The Colosseum was constructed around 70-72 CE as a gift to the Roman people. Throughout its history, this massive stone amphitheater would be used for events such as gladiatorial combats and wild animal fights. After standing for 4 centuries, the Colosseum began to crumble due to neglect and was used as a source of building materials. To this day, the amphitheater remains an iconic symbol of Rome. The Spanish Steps were built between 1723 and 1725, to join the Trinita dei Monti church to the Spanish square below. Not only a popular meeting place for tourists and locals but the Spanish Steps have been featured in many movie scenes throughout the years. At 86 feet high and 161.3 feet wide, the Trevi Fountain is the largest fountain in Rome and one of the most famous fountains in the world. Have some coins handy, legend has it that if you toss a coin into the fountain, you’ll always return to the Eternal City! The Pantheon, built more than 2,000 years ago, is a former Roman temple and the only structure of its age and size to have successfully survived the ravages of raids, war and other disasters. With all its original beauty, the Pantheon has been standing since the year 609. PLEASE NOTE: Entrance to the Colosseum and Pantheon are not included.

lunch

Lunch at a local restaurant is included.

Grand Hotel Palatino (or similar)

Accommodations may vary based on availability or group size, but no matter what, you can expect the same comfort and quality.

Night 2/2

Overnight in Rome.

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Day 3

Info

Say goodbye to Rome as you travel to the beautiful region of Tuscany. The drive will be scenic and the destination spectacular.

breakfast

Breakfast at the hotel is included.

Walking Tour of Orvieto

1 Hour

Your Guide will lead you on a walking tour of the charming city of Orvieto, situated on a steep rocky plateau amongst vineyards and olive groves.

lunch

Lunch at a local restaurant is included.

Wine Tasting in Montalcino

1 Hour 30 Mins

Enjoy an included Brunello wine tasting in the medieval city of Montalcino, where many of the wineries are family-owned and their unique wines are world-renowned.

Grand Hotel Tamerici & Principe (or similar)

Accommodations may vary based on availability or group size, but no matter what, you can expect the same comfort and quality.

Night 1/2

Overnight in Montecatini Terme.

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Day 4

Info

Today you’ll visit the Chianti Valley, home of one of the most famous red wines in the world. This breathtaking area of rolling hills between Florence and the hills of Pisa is considered the “Heart of Tuscany”.

breakfast

Breakfast at the hotel is included.

Pasta Cooking Class

1 Hour 30 Mins

Set in an ancient castle, learn how Italian pasta is made during this unique pasta cooking class.

lunch

Lunch after pasta cooking class is included.

Grand Hotel Tamerici & Principe (or similar)

Accommodations may vary based on availability or group size, but no matter what, you can expect the same comfort and quality.

Night 2/2

Overnight in Montecatini Terme.

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Day 5

Info

After a few days in the countryside, you’ll head to Florence to explore the city’s architecture, history and modern way of life.

breakfast

Breakfast at the hotel is included.

Florence Walking Tour

2 Hours

Your Guide will take you on a walking tour of the beautiful city of Florence, the capital of Italy’s Tuscany region. This UNESCO World Heritage site is the birthplace of many of the world’s artistic geniuses, including Leonardo da Vinci, Michelangelo and Galileo and the ancient city is home to some of the most famous works of art, architecture and sculptures.

Olive Oil and Wine Tasting at Farmhouse

2 Hours

Set in a farmhouse, the owner will teach you about the art of olive oil production. Afterward, you’ll be treated to an olive oil and wine tasting.

Four Points By Sheraton Siena (or similar)

Accommodations may vary based on availability or group size, but no matter what, you can expect the same comfort and quality.

Night 1/1

Overnight in Siena.

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Day 6

Info

Say farewell to Tuscany as you head back to Rome. Along the way, enjoy a pecorino cheese tasting before your final farewell dinner in Rome with the group.

breakfast

Breakfast at the hotel is included.

Pecorino Cheese Tasting

1 Hour

Fully experience the region’s best with a pecorino cheese tasting. Pecorino cheese, produced from whole sheep milk, is the most common in the area. Considered a culinary delight since the 15th century, pecorino cheese was celebrated as one of the best cheeses in Italy, second only to parmesan.

dinner

Farewell dinner at a local restaurant is included.

Grand Hotel Palatino (or similar)

Accommodations may vary based on availability or group size, but no matter what, you can expect the same comfort and quality.

Night 1/1

Overnight in Rome.

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Day 7

Info

Unfortunately, all good things must come to an end. Until next time!

breakfast

Breakfast at the hotel is included.

Departure Transfer

1 Hour

Departure transfer

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Physical Activity Level:Exploration

These trips require some movement, but slow and steady is the name of the game. Maybe a mid-length walking tour or at-your-pace sightseeing. No rush.

Cancellation Policy

We get it—life happens. Here's how cancellations work depending on where you're at in the process:

Spot Pending

100% refundable
Not confirmed yet? No worries. You can cancel at any time for a full refund.

Spot Confirmed With 91 or More Days Before Your Trip

Partially refundable + credit towards a future trip
You'll receive a future trip credit for the amount of your down payment (minus a $100 cancellation fee per Traveler). This trip credit is valid for one year from the date it is issued. Additionally, any payments made beyond the original 25% down payment will be refunded to your original form of payment.

Spot Confirmed With 90 or Fewer Days Before Your Trip

Non-refundable
At this point, all payments are non-refundable because your experience is already in motion behind the scenes. By this time, our operating partners will be working with local businesses to secure your accommodations and finalize your activities.

HIGHLY RECOMMENDED: Protect Your Adventure-Invest in Peace of Mind

We strongly encourage purchasing travel insurance with trip cancellation coverage to safeguard your investment. With travel insurance, you're covered in case of unexpected events—from illness to emergencies—that could affect your plans. Life is unpredictable, but your dream trip doesn't have to be.

After booking, you'll receive a personalized recommendation for coverage tailored to your trip. For full details on our cancellation policy, please refer to our Terms & Conditions.

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Flexible Payment Options

Reserve your spot with just 25% down, pay in full, or apply for a payment plan at booking. Your dream trip, your way.

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FAQ

Traveling with TrovaTrip

What's it like to travel on a Trova Trip?

Trova Trips are curated group travel experiences designed to help you see the world, meet new people, and connect over shared interests. Each trip is hosted by a community leader you know and trust, and run by professional local Operators who handle the logistics. Expect meaningful experiences, authentic activities, and a like-minded group to share it all with.

What's the difference between the Host, the Operator, and Trova?

Great question! Each plays a key role in bringing your experience to life:

  • The Host is your community leader who brings the group together, fosters connection, and perhaps leads a workshop or two. They're there to bring the vibes, not the logistics. That's the Tour Operator's job.
  • The Operator is the professional travel company that runs the trip on the ground. They handle it all—accommodations, local Guides, activities, and safety. Every Operator we partner with is licensed, insured, and vetted to deliver high-quality group travel.
  • TrovaTrip is the platform who connects it all. We help design the trips, partner with Hosts with Operators, and support you before and during your journey to ensure everything runs smoothly.

In short: The Host brings the vibe, the Operator runs the trip, and we make it all happen. Read more about who does what here.

I'm nervous to book. How can I feel more confident?

First, let us say—it's totally understandable, and you're not alone! Travel can feel intimidating, but we built Trova to take the guesswork out of group travel and earn your trust every step of the way:

    • Every trip is run by licensed Tour Operators with vetted local Guides.
    • Hosts are there to foster connection, meaning you'll arrive solo but never feel alone.
    • Itineraries are clearly outlined so you know what to expect, including activity level, example accommodations, and what's included.
    • Our team is available to support you pre-departure, and Operators—plus your local Guide—are on the ground to assist during the trip. And rest assured, all our Operating partners are trained in crisis management.
    • We always recommend travel insurance for extra peace of mind, whether you're traveling with Trova or solo. It can cover medical issues, lost luggage, or even cancellations.

We know it takes trust to book a trip with new people, and we're here to make sure you feel ready, supported, and excited!”

Can I book solo?

Absolutely! As of 2025, almost 84% of TrovaTrip Travelers go solo. (And yes, we may be a little biased, but we think group travel is one of the best ways to meet new people!) You'll have your own bed and the option to book a private room on most trips. Plus you'll be traveling with others who are just as excited to explore and connect.

What if I need to cancel?

We understand that life happens. Our cancellation policy is designed to provide flexibility while balancing the logistics of group travel:

  • Spot pending100% refundable. Not confirmed yet? No worries. You can cancel at any time for a full refund.
  • Spot confirmed with 91 or more days before your tripPartially refundable + credit towards a future trip. You'll receive a future trip credit for the amount of your down payment (minus a $100 cancellation fee per Traveler). This trip credit is valid for one year from the date it is issued. Additionally, any payments made beyond the original 25% down payment will be refunded to your original form of payment. 
  • Spot confirmed with 90 days or fewer before your tripNon-refundable. At this point, all payments are non-refundable because your experience is already in motion behind the scenes. By this time, our operating partners will be working with local businesses to secure your accommodations and finalize your activities.

HIGHLY RECOMMENDED: Protect Your Adventure–Invest in Peace of Mind
We strongly encourage purchasing travel insurance with trip cancellation coverage to safeguard your investment. With travel insurance, you're covered in case of unexpected events–from illness to emergencies–that could affect your plans. Life is unpredictable, but your dream trip doesn't have to be.

After booking, you'll receive a personalized recommendation for coverage tailored to your trip. For full details on our cancellation policy, please refer to our Terms & Conditions.

What's included in the trip cost?

Most trips include accommodations, daily activities, ground transportation, some meals, and a dedicated local Guide. Because Travelers are coming from all around the world, flights to and from your destination are not included. Each trip page breaks it all down for you.

Will I have free time?

Yes! While we pack in incredible experiences, most itineraries include built-in free time so you can relax, wander, or check out personal must-sees.

What do the activity levels mean?

Every trip has a physical Activity Level from 1 to 5 so you can find the right fit for your travel style:

  • Level 1 – Relax + Unwind: Minimal movement (spa days, beach lounging, local markets)
  • Level 2 – Low-Key Movement: Light, easy-paced activity (snorkeling, boat tours, gentle hikes)
  • Level 3 – Moderate Activity: Ready to move (multi-day hikes, skiing, camping)
  • Level 4 – Get Your Heart Rate Up: More intense movement (long hikes, biking, active days)
  • Level 5 – Extreme Adventure: High-adrenaline travel (challenging hikes, dives, technical climbs – experience may be required)

You'll find the Activity Level clearly listed on each trip page, and a more in-depth explanation of each level here.

Who can I contact with more questions?

Our support team is here to help! Visit trovatrip.com/company/contact-us to reach out. You can expect to hear back within 2 business days, but probably sooner—our Trova elves are pretty speedy!

Accommodations

What does "or similar" mean next to the accommodations?

When we say “or similar,” it means the hotel listed is an example of what you can expect—not always the exact spot you'll be staying. Sometimes Operators adjust accommodations due to seasonal availability or group size. But rest assured: the quality and comfort will match what's shown.

Why would the accommodations change from time of booking?

Flexibility allows Operators to choose the best-fit accommodations closer to your trip—based on availability, logistics, and what works best for the group (like the number of Travelers and room configurations). This ensures a smooth experience without sacrificing comfort or quality.

Finalized hotel info is typically shared about 30 days before departure in your Traveler Portal, along with your final itinerary.

Trip Operations & Compliance

Who actually runs my trip, and how does Trova keep things safe?

Your trip is operated by licensed, certified Tour Operators who manage all trip logistics and safety—from accommodations and local Guides and day-to-day logistics. All trips comply with local legal and regulatory standards. We vet each Operating partner carefully so you can travel with confidence.

Who do I talk to if I have questions about safety or compliance?

If you have any questions about safety protocols or trip compliance, reach out to us at safety@trovatrip.com. We're here to help.

General Travel Questions

Do I need any documentation to travel?

It depends on where you're headed. Though it is not a universal requirement, many countries require that your passport be valid for at least six months beyond your arrival date. This ensures Travelers have sufficient time to return home even if their visas are extended or if unexpected circumstances arise. 

Some destinations may also require a visa. Check our visa page to consult your country's travel resources.

Do I need any vaccines?

It's always best to check with your healthcare provider or a travel doctor before your trip. You can also visit the CDC website (or your local government's travel health resource) for destination-specific vaccine guidance. Health and safety first!

Are flights included in the trip cost?

Because our Hosts and Travelers are coming from all around the world, flights to and from your destination are not included. Some trips include internal flights (like a short domestic hop), and those details will always be listed on the trip page if applicable.

Can you accommodate my dietary needs?

We’ll do our very best! Our Operators aim to accommodate dietary restrictions, though availability varies by destination. For example, some places offer plenty of vegan and vegetarian choices, while others might be quite limited. The earlier you let us know—through your trip form or by contacting our support team—the better we can prepare. Once you arrive, be sure to remind your local Guide about any allergies or restrictions so they can help you enjoy your meals safely and comfortably.