Spend a Magical Week in Rome with Katy and Tiffany!
If you’ve been dreaming about finally visiting the most incredible city on earth, and you want to do it right, this is your chance.
Or perhaps you’ve been to Rome before, but want to dig a little deeper and discover a side of the city that most tourists never see. Well, we have good news for you.
We will be taking a group of curious and passionate listeners on our fourth Bittersweet Life Roman Adventure in November of 2026!
This unforgettable trip is officially happening the first full week in November, from the 1st to the 7th, 2026!
Rooms are very limited because this is a small, intimate group—are they already selling out! So if this truly one-of-a-kind experience sounds like your dream trip, email us here to claim one of a very limited number of rooms. If you’re curious about the trip but not sure if it’s right for you, feel free to email us—we are more than happy to answer any questions you might have.
Explore the Eternal City with Katy and Tiffany at your side. Lavish in the incredible art that abounds on nearly every corner. Discover little-known delights and hidden gems. Eat delicious, authentic Roman cuisine. Dig into the many layers of history that created the most fascinating city on Earth.
Why is this trip to Rome like no other?
We’ll be going far beyond the top ten sites and tourist traps that make up most Rome itineraries. We’ll be taking you to see true hidden gems, incredible masterpieces, and unexplored side streets, all put in a historic and artist context that will make them come alive. We’ll escape the crowds and see a Rome that most tourists (and even many locals!) never discover.
This is also the ideal trip for anyone who doesn’t have time to research and plan. We’ve already planned the perfect trip for you. All you have to do is book your flight and we’ll do the rest…
You don’t have to figure out where to stay:
Your room is already booked and waiting for you, at the stunning and historic 4-star Donna Camilla Savelli Hotel in the heart of the picturesque neighborhood of Trastevere, with charming rooms full of period furniture and a lush courtyard where breakfast is served beside a bubbling fountain.
You don’t have to book any tickets or tours:
We’ve put together five mornings of fascinating tours. We’ll personally take you to see some of the most iconic monuments of the city, as well as incredible artistic masterpieces, thrilling historic sites, picturesque corners, and hidden gems many Romans have never even seen! Tiffany will draw from her 20 years’ experience as a Rome tour guide to make these sites come to life. All tickets are included.
And if you’d like to take additional tours during your free time, we’ll arrange them for you and book your tickets!
You don’t have to research what to see:
In addition to the five tours we personally offer, you’ll receive a mini-guide book with detailed, themed itineraries crafted by us, that you can follow on your own in your free time—so you won’t miss out on anything this amazing city has to offer. Each route is mapped out on a GoogleMap to make it even easier to follow.
You don’t have to stress over where to eat:
We’ve compiled a list of our 60 favorite restaurants, bars, caffès, and gelato shops in the city—places we have personally eaten at and loved—so you’ll never have to stress over where to eat. We’ve included all the pertinent information in our mini-guide book, as well as a custom GoogleMap. If you’re out and about, you can find an amazing restaurant near you in seconds.
You don’t have to figure out how to get into the city from the airport:
At arrival, your private chauffeured car will be waiting for you. Just hop in and relax while you’re whisked to the hotel in comfort.
You don’t have to wonder if you’ll be in good hands:
It’s us. If you’ve been listening to this podcast for a while, you already know us; you know how much we care about our listeners, and how well we know this city.
Let us take all the guesswork out of Rome. Let us show you our favorite places, take you there, and explain why they are so special. Let us pamper you and take care of every aspect of the trip so you can relax and enjoy it. In short, let us show you our Rome. By the end of the week, we have a feeling you’ll love it as much as we do. This trip is intimate, with a maximum of 16 guests, and likely fewer.
Email us to learn more or claim your spot!
What’s Included
- 6 nights in a deluxe room at a beautiful, historic 4-star hotel in Trastevere—the very hotel where Tiffany got married! Hotel Donna Camilla Savelli is a converted monastery designed by baroque architect Francesco Borromini, with exquisite details and period furnishings. Tourist tax included.
- A generous breakfast every morning in the hotel’s lush cloister, surrounded by plants and flowers and a bubbling fountain
- A transfer from the airport to the hotel in a private chauffeured car
- A welcome aperitivo with us on the first night, with prosecco and finger foods, on the rooftop of the hotel—a delightful terrace with sweeping views of the entire city
- A tour every morning (5 in total) with Tiffany and Katy as your guides! Each tour will last around three hours, and will center on a different neighborhood or aspect of the city, with a focus on hidden gems and little-known wonders
- Entrance tickets to all the sites we visit on our tours
- A generous and traditional Roman dinner all together on the final night at one of Katy and Tiffany’s favorite restaurants in Trastevere. Wine and dessert included!
- The opportunity to be interviewed by Katy and appear on an upcoming episode of The Bittersweet Life podcast if you wish
- A live taping of the podcast (with wine and snacks of course!). Hear (and watch) us in action, and appear on the show if you want to!
- Afternoons and evenings are free to do what you wish and explore Rome at your own pace. Want to take a tour in the afternoon too? We can arrange it for you.
- Our personal support and help if you need it, both before and during your stay. Want to stay an extra night before or after? We can book it for you. Want personalized advice? We’re here to answer all your questions.
- Detailed, suggested itineraries (crafted by us) for every afternoon of your stay with all stops pinned on a GoogleMap.
- A detailed know-before-you-go email so you can be prepared and get the most out of your trip.
- A mini-guide book (created by us) with our favorite restaurants, cafés, bars, gelato shops, and more, as well as practical tips.
- A welcome gift bag with fun goodies
Some Highlights of our Previous Trips
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Testimonials from Past Guests
“Have you ever visited a friend somewhere, in a place that you’d not been before, and they go out of their way to show you around and make your visit special? That’s what this reminds me of.” —Dan, 2024
“I came on this trip not knowing what to expect at all. It exceeded my expectations by a million miles. It took me by surprise by how emotional and how fun it was. I highly, highly recommend doing this trip.” —Cathy, 2024
“Tiffany and Katy curated a tour that wove together Rome’s grand history along with hidden gems you’d never find on your own. Their combined talents for insightful storytelling, along with a deep knowledge of art and history, made the experience both educational and fascinating. If you are dreaming of experiencing the real Rome—the Rome that makes people fall in love with it forever—don’t miss their 2025 tour.” —Susan, 2024
“My first time to Rome, and I feel so lucky that I got introduced to Rome through Tiffany and Katy. I feel I know Rome in a way that most tourists never will. This has been the highlight of my year.” —Robin, 2024
“I’ve had the most special week here in Rome, and I think it is very attributable to Tiffany and Katy, two women who are just fantastic at what they do. We have Katy who I like to think of as the glue. She brings this thing together. And her partner Tiffany was just magnificent at weaving a story.” —Bill, 2024
“By the end of the trip, everybody loved everybody. Everybody learned so much. And more importantly, everybody learned what they wanted to know more about. If you have an opportunity to come on this trip, do it” —Jon, 2023
“This was really an amazing week. I feel that we got to see so many things that most tourists don’t see in Rome. And just so much depth of knowledge from our hosts. It was really such a fantastic trip and I’m just so glad I came.” —Lindy, 2023
“I would absolutely recommend it. It was just one of the best weeks I can recall. It was a week of education and pleasure. Tiffany is an extraordinary guide. Knowledgeable! Oh my god, it’s unbelievable.” —Mike, 2023
“Having not been to Rome before, one of the things that hits you right in the face is how many layers there are to it. Layers of history. Layers of things to do. I love this trip because it allowed us to explore all those layers” —Vince, 2023
“Tiffany did a great job at sharing her own love for the art, and through her love of the art, I now have a better appreciation. It gave me a different way to look at art all together and that’s not something I was expecting to get out of the trip.” —Jesse, 2023
“It just exceeded my expectations by far. This was just a really great experience and if anyone else has the opportunity to come and see Rome with Katy and Tiffany, you should definitely take the opportunity.” —Bert, 2023
Details
Exact dates: Arrival Sunday, November 1st — Departure Saturday, November 7th, 2026
Email us at bittersweetlifepodcast@gmail.com for trip pricing, further details, our cancellation policy, or with any other questions.
Please note: You must be able to walk comfortably on cobblestones. Walking tours last about three hours each.
Claim your spot today by emailing us at bittersweetlifepodcast@gmail.com.