Departure Day — August 22, 2026
Saturday · Embark on your Italian journey
- 1:04 PMDepart St. Louis Lambert International Airport (STL) for Rome Fiumicino Airport (FCO).
- FlightsDelta DL 0566 / DL 0066
- ConfirmationGMY7ES
Arrival in Rome & Ancient Wonders — August 23
Sunday · Welcome to Rome
- 10:50 AMArrive at Rome Fiumicino Airport (FCO).
- TransferGet Airport Taxi to Rome Marriott Grand Hotel Flora.
- 4:00–7:00 PMThe Best of Colosseum & Ancient Rome with Exclusive Arena Access with LivTours.
Order number: LVO-662359 · Booking number: LVB-667009.
Meet in Largo Gaetana Agnesi, underneath the red Metro “M” sign outside the upper-floor entrance of Colosseum Metro Station, Line B. The station has upper and lower entrances; use the upper-level entrance.
Bring photo ID to guarantee entry. - EveningSettle in and enjoy a relaxing stroll.
- Dinner ideasReddit + local tourism shortlist: Trastevere for the liveliest dinner-and-bars night; Monti if you want to stay near the Colosseum for wine bars and trattorias; or Testaccio for classic Roman food and a more local nightlife feel.
Vatican City & Journey to Florence — August 24
Monday · Spiritual and scenic transitions
- 8:30–11:45 AMVatican Highlights, Sistine Chapel & St. Peter's Basilica | Semi-Private Tour with LivTours.
Order number: LVO-648781 · Booking number: LVB-653085.
Meet at Viale Vaticano 100, in front of Cafè Vaticano, right across the street from the Vatican Museums entrance.
Bring photo ID to guarantee entry. - Lunch ideasEasy after Vatican: Borgo Pio for characteristic streets near St. Peter's, or Prati / Via Cola di Rienzo for restaurants, wine bars, and shopping before hotel checkout.
- 1:30 PMCheck out from the hotel.
- 3:30–6:42 PMTravel to Florence by train. Booking platform: Trainline.
- 7:15 PMArrive at the Airbnb: Via degli Strozzi 2, Florence 50123.
- 8:00 PMDinner reservation at Osteria Santo Spirito. Reservation #943.
Florence’s Artistic Heart — August 25
Tuesday · Renaissance discoveries
- 12:00 PMFlorence Duomo Tour: Dome & Terraces or First Entry Dome Climb via Viator.
Meeting point: Via dei Lamberti, 1, 50123 Firenze FI.
Travelers: 4 adults · Language: English guide · Duration: 2 to 4 hours.
Experience: Duomo, terraces, and dome climb at 12:00. Ticket ready; show ticket on arrival.
Booking ID: 1404362763. - 6:00 PMPizza-making excursion with Viator.
- Evening ideasKeep it simple after the pizza class: Santo Spirito / San Frediano for the strongest Reddit consensus on lively local food, bars, and aperitivo; or Mercato Centrale / San Lorenzo for casual food-hall options if the group wants easy choices.
Arrive in Taormina — August 26
Wednesday · Ciao Sicilia
- 6:30 AMCheck out from the Florence Airbnb.
- 7:00 AMTaxi to Florence Airport — to be scheduled.
- 1:50 PMBrady and Elise arrive in Sicily, take a taxi to the Taormina Airbnb, and check in.
- AfternoonSwansons land shortly after and meet at the Airbnb.
- Airbnb
- 6:30 PMLeave the house and walk to dinner.
- 7:00 PMDinner reservation at Ristorante Da Giovanni, Via Nazionale, 117, 98039 Taormina ME.
- 10:00 PMReservation at Morgana club, Scesa Morgana, 4, 98039 Taormina ME.
Castelmola & Sunset Wine Tour — August 27
Thursday · Explore Taormina and Etna
- 10:00 AMTaxi picks up from the house and drops everyone off at Castelmola.
- 11:30 AMTaxi pickup from Castelmola and drop off at Corso Umberto, north end.
- Midday
- AfternoonWalk home and regroup.
- 3:00 PMTaxi pickup for the Sunset Wine Tour near Mount Etna.
- After tourTaxi drop off back in Taormina.
Boat Day & Al Saraceno — August 28
Friday · Coast, dinner, and views
- 8:30 AMTaxi pickup for boat day.
- Boat dayIsola Bella boat tour; taxi drops everyone back at the house afterward.
- 6:45 PMTaxi pickup for dinner.
- 7:00 PMDinner reservation at Al Saraceno, Via Madonna della Rocca, 16/18, 98039 Taormina ME.
- After dinnerWalk home.
Tao Beach Club & Velvet Rooftop — August 29
Saturday · Beach beds and sunset drinks
- 10:45 AMTaxi pickup for Tao Beach Club.
- 11:00 AMDay-bed reservations confirmed at Tao Beach Club, Via Nazionale, 175, 98039 Taormina ME. Order #30362.
- 3:00 PMTaxi pickup from beach club back to the house.
- 6:00 PMLeave the house and walk to drinks.
- 6:30 PMReservation for drinks at Velvet Rooftop Cocktail Bar, Via Nazionale, 147, 98039 Mazzarò.
Return to Rome — August 30
Sunday · Early flight and farewell dinner
- 6:00 AMTaxi pickup to the airport.
- 9:45 AMFlight departure from Sicily to Rome.
- HotelRome Marriott Grand Hotel Flora, Via Vittorio Veneto, 191, 00187 Rome. Three rooms booked.
- 7:30 PMDinner reservation at Mariuccia Campo dè Fiori, P.za della Cancelleria, 92, 00186 Roma RM.
Departure Day — August 31
Monday · Arrivederci, Italia
- 6:30 AMElise and Brady leave for Rome Fiumicino Airport (FCO).
- MorningSwansons leave for the airport.
- 9:00 AM–4:49 PMSwansons travel back to St. Louis (STL).
- FlightsDelta DL 0207 / DL 2822
- ConfirmationGMY7ES
Taormina Places & Reservations
Places from the shared Google Maps list plus reservations from the Taormina itinerary: open full list.