Private itinerary & planning dossier · Rome · Naples · Florence · Rome · Milan
Prepared for Richard & Michelle — Rome, Naples, Florence, Pisa and on to Milan. Michelle's 50th birthday trip.
Current state as of Sun Nov 15, 2026. Every "booked" label has a confirmation behind it; everything else is an option. Booked tickets fix the dates.
All stays are booked. Rome Nov 22–25 is two reservations at the same hotel; Argentina Residenza Dec 3–5 is two reservations (a room move may be needed). Milan is Richard only.
The diagrams use the same colours: green = booked, gold = planned, terracotta = decision, grey dashed = optional. All times are Italy local time unless marked CT (US Central).
Sixteen days, one great experience a day. One card per day; tap a card to jump to that city in the brochure below.
Land at Fiumicino at 07:55, taxi to Le Méridien Visconti, and rest after the overnight flight. Evening options: Glocal at 18:00, then the free 21:00 Escolanía del Escorial concert (reserved, 1 seat for Richard); Richard attends alone while Michelle keeps dinner.
Booked Crown Tours / GetYourGuide: Colosseum + Forum + Palatine at 10:30; check in 10:00 at Via della Polveriera 13.
St Peter's in the morning, the Vatican Museums from 12:30. Both tickets are bought and cannot be refunded. In the evening Richard may attend the free 21:00 Mozart concert at Sant'Ignazio alone (reserved, 1 seat for Richard); Michelle keeps dinner.
Italo Prima Flex 10:40–11:53 south (recommended, not booked). After the ROMEO bag drop, lunch at La Locanda Gesù Vecchio (about €20–30 each, not reserved), then Cappella Sansevero at 16:00. Booked and paid, €30.
The one day where a guide beats the audio: two hours with an English small group across a very large site, Vesuvius behind the Forum.
Open for an Amalfi private tour, not booked. Capri is dropped. MANN about 09:00 is a recommended unbooked slot and conflicts with Amalfi. Saturday stays the booked Italo 8918 at 13:25.
A slow morning in Naples, the booked Italo 8918 north at 13:25, a walk to the Duomo, then the 20:00 Rarità mozartiane concert (not booked; no dinner reservation).
Out of Florence before the runners, a full morning on the Field of Miracles, lunch, and the Leaning Tower at 15:30.
Florence's museums close on Mondays, so the day goes to Siena: the cathedral and the Piccolomini Library, then the shell-shaped Campo.
Booked: the Uffizi from about 09:00, then the Vasari Corridor at 11:00. Lunch, then the booked Brunelleschi Dome climb at 16:30 sharp (€60 paid for two). Pitti stays on Dec 2 (R12 A).
The Medici palace from opening, lunch in the Oltrarno, then the Boboli terraces over the city while the light is good — on the Passepartout already bought.
Accademia was Wednesday. Thursday is a free morning, then booked Italo 8911 at 13:28 to Rome and Argentina Residenza; The Rake's Progress at 20:00 (not booked).
Borghese when released, Pantheon inside 16:30–17:30, then booked Armando al Pantheon dinner at 18:00 (late-cancel fee €25 per person); piazza walk after dinner.
Michelle leaves FCO at 07:05. Richard takes booked Italo 9976 and arrives Milan at 13:15, then joins the booked GetYourGuide Last Supper + Sforza Castle tour at 16:15 ($109.79). He stays at The Plein Hotel Dec 5–7. Sun Dec 6 and Mon Dec 7 continue on this same page (Dec 6 in Milan, Dec 7 Duomo and Malpensa). On Mon Dec 7, two Duomo + rooftop tours are duplicates: GetYourGuide 09:15 ($85.40) and Viator 10:00 ($72.21); Richard choosing, to confirm. Then Malpensa for BA589; Malpensa Express time to confirm, not booked.
Cities, booked transfers and the main fixed items. Hexagons are open decisions.
flowchart LR R1["Sun Nov 22 · land FCO 07:55
Le Méridien Visconti"]:::booked --> R2["Tue Nov 24 · St Peter's, Vatican Museums 12:30"]:::booked R2 --> T1["🚆 Wed Nov 25 · Rome → Naples 10:40
not booked"]:::planned T1 --> N1["Thu Nov 26 · Askos Pompeii 10:30–12:30"]:::booked N1 --> N2{{"Fri Nov 27 · Amalfi private tour
not booked; MANN 09:00 conflicts
Capri dropped"}}:::decision N2 --> T2["🚆 Sat Nov 28 · Italo 8918 Napoli C.le 13:25 → Firenze SMN 16:31"]:::booked T2 --> S1["Mon Nov 30 · Siena, full day"]:::planned --> F1["Tue Dec 1 · Uffizi + Vasari 11:00"]:::booked --> F2["Wed Dec 2 · Accademia 09:15"]:::booked F2 --> T3["🚆 Thu Dec 3 · Italo 8911 Firenze SMN 13:28 → Roma Termini 15:10"]:::booked T3 --> C{{"Fri Dec 4 · Borghese when released
Pantheon 16:30–17:30; Armando dinner 18:00 booked"}}:::decision C --> D["Sat Dec 5 · Michelle FCO 07:05
Richard Italo 9976 to Milan 13:15"]:::booked D --> E["Richard · GetYourGuide Last Supper + Sforza Castle
16:15 booked; meet 16:10"]:::booked classDef booked fill:#e4efe7,stroke:#2f6b4f,stroke-width:1.6px,color:#1d3b2c; classDef planned fill:#f6ecd6,stroke:#b08d57,stroke-width:1.6px,color:#4a3a1a; classDef decision fill:#f8e1d8,stroke:#b5583a,stroke-width:1.8px,color:#5a2414;
Each night's show, dinner and bars together, in date order. Dinners are optional picks; only Armando al Pantheon on Fri 4 Dec is booked. On show nights Richard goes to the show and Michelle keeps her dinner.
Booked and reserved items with where to enter, when to arrive and what to bring. Tickets themselves stay in the apps and inboxes; nothing here is a ticket.
已訂或已登記的行程：從哪個門進、幾點到、要帶什麼。票券本身留在 App 或信箱裡，這裡不是票。
Door / meeting point: Basilica of St Paul Outside the Walls, Piazzale San Paolo 1; show the free registration coupon at the door.
Arrive by: Arrive early for security.
Bring: The free registration coupon (sent by email to Richard; check junk too). Dress for a papal basilica: shoulders and knees covered.
Door / meeting point: Check in at the Crown Tours office, Via della Polveriera 13. From the terrace above Colosseo Metro, cross the footbridge, then walk up the road on your left.
Arrive by: By 10:00 (30 minutes before the 10:30 start); late arrivals may lose the slot.
Bring: Passport or ID and comfortable shoes. Tickets are in Michelle's GetYourGuide app (no ticket-office collection); complete Crown Tours' pre-tour check-in beforehand.
Door / meeting point: Online-bookings route from Largo del Colonnato / Via di Porta Angelica (keep right after Porta Sant'Anna; staff wear yellow bibs): ticket check at the gazebo, then security under the colonnade. After the exhibition, go to the Sobieski lift (point H) for another ticket check.
Arrive by: In St Peter's Square by 08:00, at least 30 minutes before the 08:30 entry; at the Sobieski lift at least 15 minutes before the 10:30 dome time.
Bring: Each person's ticket on a phone or printed. Dress for a church. Bags, backpacks and cameras are not allowed in the exhibition (small bags go in lockers before the lift).
Door / meeting point: Viale Vaticano entrance: reserved-ticket queue on the right side of the main entrance to Passageway 1. Have the ticket validated in the entrance-area corridors (it will not work at the turnstiles otherwise), then security, then the first-floor turnstiles.
Arrive by: For the 12:30 slot; the ticket is valid only at 12:30.
Bring: Digital or printed ticket plus a valid ID.
Door / meeting point: Church of Sant'Ignazio di Loyola, Piazza di Sant'Ignazio; show the free registration coupon at the door.
Bring: The free registration coupon (sent by email to Richard; check junk too). Dress for a church.
Door / meeting point: Via Francesco De Sanctis 19/21, through the “Individual tickets” gate (not Groups and Schools). Show the e-ticket at the museum door; no ticket-office stop.
Arrive by: By 16:00; the slot is valid only until 16:10.
Bring: The ticket printed or on a phone.
Door / meeting point: Meet at Porta Marina Superiore, Via Villa dei Misteri 1 (main ruins entrance, opposite the Circumvesuviana Pompei Scavi–Villa dei Misteri stop, in front of Hortus Bar); look for the guide with the Askos Tours sign. Entry tickets are included.
Arrive by: By 10:20 (10 minutes early).
Bring: IDs or passports.
Door / meeting point: Door 1 (priority / pre-booked entrance) on Piazzale degli Uffizi, not Door 2 (walk-up tickets).
Arrive by: About 09:00, two hours before the 11:00 Vasari Corridor slot; allow about 45 minutes to walk from the gallery entrance to the corridor.
Bring: The Passepartout ticket, digital or printed (a phone ticket is fine).
Door / meeting point: Meeting Point room D19 inside the Uffizi (not the street door).
Arrive by: On time for 11:00; once the group starts you cannot join late or re-enter the main gallery.
Bring: The same Passepartout ticket on a phone or printed.
Door / meeting point: Porta della Mandorla, north side of the Duomo.
Arrive by: 16:30 sharp; the slot is exact and cannot be changed.
Bring: ID (staff check names). 463 steps, no lift. Dress modestly (no bare legs or shoulders). Leave large bags at luggage storage, Piazza Duomo 38/r.
Door / meeting point: Via Ricasoli 58/60 (ticket office and accessible entrance at No. 60); expect a security check.
Arrive by: For the 09:15 timed entry.
Bring: The digital timed ticket on a phone or printed. No cloakroom: no large bags or backpacks (luggage storage at the MyAccademia store).
Door / meeting point: Salita de' Crescenzi 31, beside the Pantheon.
Arrive by: Be punctual: the table is held 15 minutes, then may be released. The booking shift is 2 hours.
Door / meeting point: Meet the guide outside the museum at Piazza di Santa Maria delle Grazie 2. The tour ends at Piazza Castello.
Arrive by: By 16:10 (5 minutes early); late arrivals may be refused and the time cannot be changed.
Bring: The GetYourGuide ticket in the app or printed, and a passport or ID.
Entrance details not on file yet: Palazzo Pitti & Boboli (Wed 2 Dec); Milan Duomo (Mon 7 Dec).
Everything worth knowing at a glance, in date order (Italian local time): dinners, nightlife bars, evening shows, museums, monuments and stunning interiors. Dinners are optional picks, not required bookings; only Armando is booked. Badges: type and Booked / Optional / Not booked. Each 📍 pin opens OpenStreetMap. Weather notes are an optional outlook as of Nov 15.
Jump to: Rome · Naples · Florence · Milan
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Weather (optional): Rain likely Tue 24 Nov: keep that day indoors.
Back in Rome · Thu 3 – Fri 4 Dec
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Weather (optional): Rain likely Wed 25 Nov; Fri 27 Nov looks like the driest day in Naples.
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Weather (optional): Rain likely Sat 28 Nov. Items marked “Florence, any day” fit any free hour.
Day trips: Pisa (Sun 29 Nov) and Siena (Mon 30 Nov). Items are marked as day trips.
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Only the booked trains are listed; older options were removed. Richard and Michelle, Italo Prima Business for two, booked Oct 26, 2026.
| Date | Train | From → to | Coach / seats | Status | Price note |
|---|---|---|---|---|---|
| Sat Nov 28 | Italo 8918 | Napoli Centrale 13:25 → Firenze SMN 16:31 | Coach 3, seats 15 & 16 | Booked | Prima Business Flex, 2 × €82.90 = €165.80 total (confirmed from the ticket PDF) |
| Thu Dec 3 | Italo 8911 | Firenze SMN 13:28 → Roma Termini 15:10 | Coach 2, seats 15 & 16 | Booked | Prima Business Flex, 2 × €55.90 = €111.80 total (confirmed from the ticket PDF) |
Shopping guide by city and stay: travel/shopping.md in the repo.
| Item | Date | Status | Note |
|---|---|---|---|
| Flights | |||
| Outbound, both (UA 40 EWR → FCO) | Sun Nov 22 | Booked | Lands FCO 07:55 |
| Richard: Italo 9976 Roma Termini 10:05 → Milano Centrale 13:15 | Sat Dec 5 | Booked | Salotto Flex, one adult. Later Malpensa Express on Mon 7 Dec for BA589 (current return; ticket not in trip folder; time to confirm) is not booked. |
| Michelle's return: UA 8805 FCO 07:05 → FRA, then UA 8717 → SEA | Sat Dec 5 | Booked | |
| Hotels | |||
| Le Méridien Visconti, Rome | Nov 22–25 | Booked | Two reservations: direct Nov 22–23, €256 incl. tax; Bilt Travel Nov 23–25, $428.48 paid, €30 due at the hotel, fully refundable before Nov 22. Confirm they are linked at check-in. |
| ROMEO Napoli | Nov 25–28 | Booked | |
| AC Hotel Firenze | Nov 28 – Dec 3 | Booked | Free cancellation until Nov 27 |
| Argentina Residenza, Rome | Dec 3–5 | Booked | Separate reservations; room move may be needed |
| The Plein Hotel, Milan | Dec 5–7 | Booked | Richard only; Deluxe with breakfast; price TBD |
| Sights | |||
| St Peter's morning, then Vatican Museums 12:30 | Tue Nov 24 | Booked | In St Peter's Square by 08:00 |
| Askos Pompeii small-group English tour 10:30–12:30 | Thu Nov 26 | Booked | Entry included |
| Uffizi + Vasari Corridor 11:00 | Tue Dec 1 | Booked | 5-day Passepartout |
| Accademia 09:15 | Wed Dec 2 | Booked | Then Pitti + Boboli |
| Colosseum + Forum + Palatine, Richard and Michelle | Mon 23 Nov, 10:30 | Booked | GetYourGuide / Crown Tours, English, check in 10:00 at Via della Polveriera 13, two people, $153.56; standard tour; free cancellation until Nov 20 10:30; voucher not yet saved in the trip folder. |
| Last Supper + Sforza Castle, Richard | Sat 5 Dec, 16:15 | Booked | GetYourGuide, English, 1 adult, $109.79. Meet Piazza di Santa Maria delle Grazie 2 by 16:10; ends Piazza Castello; free cancellation until Dec 2 at 16:15. |
| Sansevero Chapel, Veiled Christ, two | Wed 25 Nov 16:00 | Paid | €30 paid 7 Nov 2026. Two standard tickets plus the two-audioguide offer. Show the PDF or the phone, blue line, entry up to 10 minutes after 16:00. |
Booked Crown Tours / GetYourGuide at 10:30; check in 10:00 at Via della Polveriera 13. Forum + Palatine included; standard tour. Free cancellation until Nov 20 at 10:30. Voucher not yet saved in the trip folder.
