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Italy with Jen White
Dates
Oct 21–26, 2024
Group Size
10–23 Travelers
Duration
6 days, 5 nights
Activity Level
Exploration
About This Trip
Meet Your Host
View Full ProfileJen White
Jen is a multifaceted content creator, influencer, & public speaker. Since delving into social media over a decade ago, she has transitioned from her roots on YouTube to curate lifestyle-focused content, offering glimpses into her vibrant adventures in the bustling city of Chicago.
Trip Activities
Milan Cycling Tour
Italian Cooking Class
Lake Como Experience
Franciacorta Winery Visit and Tasting
Guided Walking Tour of Venice
Gondola Ride on the Canals
Included in Your Trip
Double occupancy in 4-star hotels (limited single rooms available)
Local Guide throughout trip
All city transfers
Not Included
Flights (except as noted)
Food and alcohol (except as noted)
Visas and travel insurance
Airport transfers
Tips and gratuity
Itinerary
*All durations are approximate
Info
dinner
Get to know your group and toast to the adventure ahead! Your welcome dinner at a local restaurant is included. Dinner tonight will be a set menu of traditional Italian cuisine and include an appetizer, main entree, and dessert. Alcoholic drinks not included. Final restaurant to be determined.
Hotel Mercure Milano Centro (or similar)
Overnight in Milan.
Info
breakfast
Breakfast at the hotel is included. Typical hotel breakfasts are continental, full/American, or buffet style. The exact breakfast offered will be determined by your finalized hotel.
Milan Cycling Tour
You’ll walk 10-15 minutes from the hotel to the cycling tour’s starting point. As you pedal through the streets of Milan, you’ll see the Duomo Cathedral, the Royal Palace, the chic Vittorio Emanuele Gallery, and the Opera House La Scala before entering the Brera district, known for its Italian art. Finally, you’ll finish with a stop at the Sforza Castle after cycling for approximately 2 hours (4 miles) on normal road surfaces, with the exception of some cobblestone streets. Physical activity level: Moderate
Italian Cooking Class
Milan is famous not only for its fashion and culture, but also its incredible cuisine. This evening you’ll learn some of its secrets as you make pasta by hand, to be accompanied by a freshly prepared sauce. The final menu will vary but the delicious Italian flavors and cooking fun will remain exactly as they have for centuries! After dinner, you’ll be transferred back to your hotel.
dinner
After the cooking class, you will enjoy the dinner you prepared, accompanied by some good Italian wine.
Hotel Mercure Milano Centro (or similar)
Overnight in Milan.
Info
breakfast
Breakfast at the hotel is included. Typical hotel breakfasts are continental, full/American, or buffet style. The exact breakfast offered will be determined by your finalized hotel.
Transfer to Bellagio
Take a private transfer to Bellagio, one of the most renowned and charming towns on Lake Como. Located at the intersection of the lake's three branches, Bellagio is often referred to as the "Pearl of Lake Como" due to its natural beauty, historic significance, and picturesque setting. Stops for bathrooms/snacks will be made along the way as needed.
Lake Como Experience
After reaching the charming town of Bellagio, you’ll have 2 hours to explore on your own with sightseeing and restaurant recommendations from your Guide. After lunch, the group will then reconvene at the public dock and board the shared ferry. Your included ferry ticket is valid for 1 day and allows you to hop on and off at different lakeside villages such as Varenna, Cadenabbia, and Tremezzo. From the ferry, enjoy views of the surrounding mountains and the colorful dwellings nestled in Lake Como’s lush hillsides. Afterwards, you’ll return to Bellagio and be privately transferred back to Milan where you’ll have the rest of the day free. Please be prepared to walk through narrow cobblestone alleys, and up and down stairs.
Transfer to Milan
Take a private transfer to Milan. Stops for bathrooms/snacks will be made along the way as needed.
Hotel Mercure Milano Centro (or similar)
Overnight in Milan.
Info
breakfast
Breakfast at the hotel is included. Typical hotel breakfasts are continental, full/American, or buffet style. The exact breakfast offered will be determined by your finalized hotel.
Transfer from Milan to Franciacorta Winery
Take a private transfer to a winery in the Franciacorta region for a tour and a tasting with lunch. Stops for bathrooms/snacks will be made along the way as needed.
Franciacorta Winery Visit and Tasting
Franciacorta is a wine-producing region in Lombardy, Italy, known for its high-quality sparkling wines. So much so that it’s often compared to Champagne, in France. While you’re at the vineyard you’ll be able to taste 3 different wines and enjoy a light lunch of local regional products such as breads, meats, and cheeses.
Transfer from Franciacorta Winery to Venice
After lunch, take a private transfer to Venice (~1.5 hours). Upon arrival in Venice, you will transfer to your hotel on a private canal water taxi (~30 mins). The boat will either drop you to the closest dock to the hotel and you will walk the remaining short distance or you will be dropped off at the hotel's private dock. To be determined once the hotel has been confirmed.
Eurostars Residenza Cannaregio (or similar)
Overnight in Venice.
Info
breakfast
Breakfast at the hotel is included. Typical hotel breakfasts are continental, full/American, or buffet style. The exact breakfast offered will be determined by your finalized hotel.
Guided Walking Tour of Venice
Starting from your hotel, your Guide will take you on a sightseeing tour including the Ponte di Rialto, Piazza San Marco, Palazzo Ducale, and the Bridge of Sighs. You’ll be walking around for approximately 2 hours so please remember to wear comfortable walking shoes, and pack a hat, sunscreen, and sunglasses as needed. The tour will end at the Piazza San Marco, where your gondola ride will begin.
Gondola Ride on the Canals
From Piazza San Marco, board your private gondola and experience Venice from the sea. There is nothing more quintessentially Venetian than a gondola ride on the canal, relax and enjoy the experience! Some of the highlights of this tour include seeing the tower bell of Piazza San Marco and Palazzo Ducale from a different vantage point. Once you return to Piazza San Marco you will have the remainder of the afternoon at your leisure.
dinner
Conclude your Italian journey with a heartwarming farewell dinner. Share laughter and memories with newfound friends at a local restaurant. Savor the best of Italian cuisine, toast to your adventures, and bid farewell to La Serenissima. Dinner tonight is a set menu of traditional Venetian cuisine and includes an appetizer, main entree, and dessert. Alcoholic drinks are not included. Final restaurant to be determined.
Eurostars Residenza Cannaregio (or similar)
Overnight in Venice.
Info
breakfast
Breakfast at the hotel is included. Typical hotel breakfasts are continental, full/American, or buffet style. The exact breakfast offered will be determined by your finalized hotel.
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
Spot Confirmed With 91 or More Days Before Your Trip
Spot Confirmed With 90 or Fewer Days Before Your Trip
HIGHLY RECOMMENDED: Protect Your Adventure-Invest in Peace of Mind
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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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 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 days or fewer 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.
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.