Italy, On Your Terms—New Off-Season Trips for 2026

Paid subscribers, tonight is the premiere of the Naples Destination Deep Dive! See you at 8 pm ET. The replay will be sent out tomorrow and will be available until Monday. The Zoom link was sent last week and will be posted again in the subscriber chat.This week I have a quick video episode to share with you some of my new programs for 2026.I share that I have developed four hybrid experiences, all during the quieter off-season, in Florence, Naples, Venice, and Rome.* One guided tour each day, so you get to see the good stuff with the smartest guides, without feeling over-programmed.* Four shared group meals—think real conversations at local favorites. We’ll talk about books, politics, truth, beauty, and all the things we’re discovering in the city when we’re not together.* Pay only for your time with me and what’s included: the tours, entrance tickets, and the four shared meals.* Freedom to choose your own lodging, whether that’s an Airbnb, a five-star, or use the Marriott Bonvoy points burning a hole in your pocket. Stay wherever best suits your budget and vibe.* No single supplements or “forced group activities.” Bring a partner or friend, and let them do their own thing while you spend time with us. (Perfect if you have a cranky spouse.)Each city’s experience is built around what I think makes it unique:* 5 Days in Florence, January 20-25: All about art. We’ll be at the Fra Angelico exhibition during its final week and dig deep into Renaissance masterpieces.* 5 Days in Naples, January 27-31: A journey from ancient times to today, including a special day trip to Herculaneum and Villa Oplontis. The intensity of a city positioned between two active super volcanoes without the heat. Be sure to read some Elena Ferrante before the trip.* 5 Days in Venice, October 27th-31: Venice is a fever dream, and I’m designing this itinerary to draw out its inherent magic. This is Venice for people who hate selfies.* 5 Days in Rome, November 3-7: More focused, for travelers who love art with a dramatic edge. Caravaggio, Baroque drama, and all the classic Roman dishes.I’m also excited to share the dates for the next artist retreat with Jenny Kroik at Borgo La Pietraia. This will be the fourth time we host this special week focused on peace, calm, and the chance to reconnect with your creativity. Jenny welcomes everyone—total beginners, working artists, and anyone who just wants focused time to enjoy making art. Daily sessions are relaxed and supportive, with inspiration from the landscape, local food, and easy day trips. The only thing you need to bring is the desire to create and be inspired—no experience required.Also, this retreat has the best food ever. Chef Mario Stellato prepares most of our meals, and it is just BEYOND.If the idea of exploring Italy with structure but not rigidity appeals to you, I think you’ll find these trips hit the mark. You can look at all the trips here. This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.danielleoteri.com/subscribe