Timeline Category
Wednesday, Jul 22, 2026
Flight
DFW → JFK → Milan (MXP)
DFW → MXP • American Airlines AA 198
7:00 PM
Thursday, Jul 23, 2026
Activity
Malpensa Express → Milano Centrale
Malpensa Airport
10:30 AM
Dining
Lunch near Via Varese
Party of 4
11:45 AM
Hotel
Milan Retreats Brera
Milan Retreats Brera • Via Varese 4, 20121 Milan
2:00 PM
Activity
Duomo di Milano + Rooftop Terraces
Piazza del Duomo
2:45 PM
Activity
Galleria Vittorio Emanuele II + La Scala
Milan
4:30 PM
Dining
Aperitivo + Dinner in Brera
Party of 4
7:30 PM
Friday, Jul 24, 2026
Activity
Train to Como
Milano Centrale / Porta Garibaldi
7:45 AM
Activity
Como Lakefront + Como Cathedral
Como
9:00 AM
Activity
Brunate Funicular panorama
Como
9:30 AM
Dining
Lunch in Milan
Party of 4
12:30 PM
Activity
Sforzesco Castle + Sempione Park
Milan
2:30 PM
Activity
Brera Art Quarter
Brera, Milan
4:30 PM
Dining
Aperitivo + Dinner in the Navigli
Party of 4
7:00 PM
Saturday, Jul 25, 2026
Train
Milan → Florence · Italo 9923
Milano Centrale → Firenze S.M.N.
9:40 AM
Dining
Lunch near Firenze S.M.N.
Party of 4
11:50 AM
Activity
Accademia / David
Galleria dell'Accademia
1:30 PM
Activity
Duomo Dome Climb
Piazza del Duomo, Florence
3:00 PM
Hotel
Alloggi Palmini
Alloggi Palmini • Via San Jacopino 12, 50144 Florence
3:30 PM
Activity
Baptistery + Piazza del Duomo
Florence
4:30 PM
Activity
Ponte Vecchio + Historic Center
Ponte Vecchio
5:30 PM
Dining
Piazzale Michelangelo Sunset + Oltrarno Dinner
Party of 4
8:00 PM
Sunday, Jul 26, 2026
Activity
Uffizi Gallery
Uffizi
8:15 AM
Activity
Cathedral Interior (free)
Duomo, Florence
11:00 AM
Dining
Lunch
Party of 4
12:30 PM
Activity
Pitti Palace + Boboli Gardens
Pitti Palace
2:00 PM
Activity
Oltrarno Artisan Streets
Oltrarno, Florence
5:00 PM
Dining
San Miniato al Monte + Dinner
Party of 4
7:30 PM
Monday, Jul 27, 2026
Train
Florence S.M.N. → Campo di Marte · Shuttle Bus FR405
Firenze S.M.N. → Campo di Marte
10:10 AM
Train
Campo di Marte → Rome · Frecciarossa 9583
Campo di Marte → Roma Termini
11:10 AM
Dining
Lunch near Piazza Navona
Party of 4
1:15 PM
Hotel
Paolina Place
Paolina Place • Via Paola 38, Navona, 00186 Rome
3:00 PM
Activity
Capuchin Crypt / Bone Museum
Via Vittorio Veneto, Rome
4:00 PM
Activity
Trevi Fountain
Fontana di Trevi
5:15 PM
Activity
Pantheon
Piazza della Rotonda
5:45 PM
Activity
Piazza Navona
Piazza Navona
6:30 PM
Dining
Dinner in the Centro Storico
Party of 4
8:00 PM
Tuesday, Jul 28, 2026
Activity
Colosseum + Roman Forum + Palatine
Colosseo
8:30 AM
Dining
Lunch in Monti
Party of 4
12:30 PM
Activity
Vatican Museums + Sistine Chapel
Vatican City
2:30 PM
Activity
St. Peter's Basilica + Dome
St. Peter's Square
5:00 PM
Activity
Castel Sant'Angelo at Golden Hour
Castel Sant'Angelo
6:30 PM
Dining
Farewell Dinner
Party of 4
8:00 PM
Wednesday, Jul 29, 2026
Activity
Taxi Via Paola → FCO
Rome
8:45 AM
Flight
Rome (FCO) → DFW
FCO → DFW • American Airlines AA 239
1:10 PM