Italia 2026
Mar 16 — Mar 26 · 4 travelers
Monday · March 16
Travel Day
Fly to Venice
Outbound flights — everyone heads to Italy. Check in online 24hrs before. Pack light, no carry-on drama.
Tuesday · March 17
Venice Day 1
Arrive Venice Marco Polo Airport
Flight lands. Grab bags, follow signs to water taxi dock — 10 min covered walkway from terminal.
Venice Marco Polo Airport, Viale Galileo Galilei 30/1, Tessera, Venice
Water Taxi to Madonna dell'Orto
Private boat through the Venice lagoon — your first real look at the city from the water. ~30 minutes.
Madonna dell'Orto, Cannaregio, Venice
Bag Drop at Oficina Ormesini
Drop bags here before check-in. The Airbnb host will arrange for you — just leave luggage and explore.
Fondamenta degli Ormesini, Cannaregio 2710, Venice
Lunch at Osteria L'Orto dei Mori
Outstanding Venetian cuisine — try the sarde in saor (sweet & sour sardines) and any pasta with seafood. Popular spot, worth the wait.
Campo dei Mori, Cannaregio 3386, Venice
Explore Cannaregio & Jewish Ghetto
Walk through the world's first Jewish ghetto (est. 1516). Less touristy than San Marco — quiet canals, local artisan shops, beautiful bridges.
Campo del Ghetto Nuovo, Cannaregio, Venice
Cicchetti & Spritz at Timon
Iconic canal-side bar. Order spritzes and pick cicchetti (Venetian tapas) from the counter — fried artichokes, baccalà, crostini.
Fondamenta degli Ormesini, Cannaregio 2754, Venice
Check in to Airbnb
Self check-in at the Cannaregio apartment. Drop bags, freshen up, get settled.
Fondamenta de la Sensa 3274, Cannaregio, Venice
Golden Hour Walk: Rialto Bridge & San Marco
Walk from Cannaregio down to the Rialto Bridge as the sun sets. Continue to Piazza San Marco — it hits different in golden light with fewer crowds.
Ponte di Rialto, Venice
Dinner at Trattoria da Bepi
Classic Venetian trattoria near Campo SS Apostoli. Known for perfectly done risotto al nero di seppia (squid ink risotto) and grilled fish.
Campo SS Apostoli, Cannaregio 4550, Venice
Night Walk & Drinks
Venice at night is magical — empty streets, glowing reflections on canals. Wander back toward Cannaregio. Stop for a nightcap wherever looks good.
Wednesday · March 18
Venice Day 2
Breakfast at Pasticceria Rizzardini
One of the oldest pastry shops in Venice (since 1742). Grab a cornetto and cappuccino at the bar like a local — don't sit, stand and sip.
Campiello dei Meloni, San Polo 1415, Venice
Doge's Palace (Palazzo Ducale)
The seat of Venetian power for 700 years. Stunning Gothic architecture, the massive Great Council Hall, and the Bridge of Sighs. Don't miss the armory and the prison cells.
Piazza San Marco 1, Venice
St. Mark's Basilica
Right next to the Doge's Palace. Byzantine gold mosaics covering every surface. The Pala d'Oro altarpiece is jaw-dropping. Free entry, but pay for the museum/terrace.
Piazza San Marco, Venice
Lunch at Rosticceria Gislon
A no-frills local favorite near Rialto. Get the mozzarella in carrozza (fried mozzarella sandwich) — it's legendary. Standing room only downstairs, sit upstairs for a markup.
Calle de la Bissa, San Marco 5424, Venice
Explore San Polo & Rialto Market
Cross the Rialto Bridge into San Polo. The fish market (Pescheria) has been here since 1097. Wander through narrow alleys — every turn is a postcard.
Rialto Fish Market, San Polo, Venice
Aperitivo at Cantina Do Spade
Hidden gem cicchetti bar — been serving since 1488. Try the polpette (meatballs) and baccalà mantecato with an Aperol spritz.
Calle de Do Spade, San Polo 860, Venice
Gondola Ride
Yes, it's touristy. Yes, it's worth it. 30-min ride through the back canals. Split the cost 4 ways and enjoy it. Best at golden hour.
Gondola Station near Rialto, Venice
Dinner at Osteria Bancogiro
Canal-side dining right on the Grand Canal at Rialto. Modern Venetian cuisine with incredible views. The seafood risotto here is outstanding.
Campo San Giacometto, San Polo 122, Venice
Bar Hop in San Polo
San Polo has the best nightlife in Venice. Start at Campo Santa Margherita or stay near Rialto — both areas buzz with locals and travelers.
Campo Santa Margherita, Dorsoduro, Venice
Thursday · March 19
Venice → Florence
Breakfast & Check-out
Pack up, grab a quick breakfast nearby. Check-out by 10 AM. Leave bags at the Airbnb if the host allows a late pickup.
Fondamenta de la Sensa 3274, Cannaregio, Venice
Last Morning Walk
One last stroll through Venice. Say goodbye to the canals. Grab a final espresso at the bar.
Vaporetto to Santa Lucia Station
Take the vaporetto (water bus) from Cannaregio to Venezia Santa Lucia train station. Line 4.2 or walk (~20 min).
Stazione di Venezia Santa Lucia, Venice
Train: Venice → Florence (Trenitalia Frecciarossa)
High-speed train — 2 hours through the Italian countryside. Sit back, watch Tuscany roll past the window.
Stazione di Venezia Santa Lucia
Arrive Florence SMN & Lunch
Arrive at Santa Maria Novella station. Grab a quick lunch nearby before heading to the Airbnb. Try Mercato Centrale upstairs for diverse options.
Mercato Centrale Firenze, Via dell'Ariento, Florence
Check in to Florence Airbnb
Oltrarno neighborhood — the artisan side of Florence. Drop bags, freshen up. You're steps from Palazzo Pitti and the Ponte Vecchio.
Via de' Guicciardini #4, Florence
Walk the Hits: Ponte Vecchio & Piazza della Signoria
Cross the iconic Ponte Vecchio (goldsmiths' bridge since 1345). Walk through to Piazza della Signoria — the outdoor sculpture gallery of Florence with Neptune's Fountain and a copy of David.
Ponte Vecchio, Florence
Aperitivo at La Terrazza Rooftop
Rooftop bar at Hotel Continentale. Negronis with a panoramic view of the Arno River and Ponte Vecchio. One of the best sunset spots in Florence.
Vicolo dell'Oro 6r, Florence
Dinner at Trattoria Mario
A Florence institution since 1953. Communal tables, no reservations, incredible Florentine steak (bistecca). Cash only. The ribollita (bread soup) is perfection.
Via Rosina 2, Florence
Friday · March 20
Florence Day 1
Breakfast at Ditta Artigianale
Florence's best specialty coffee. Great pastries and avocado toast if you need a break from cornetti. Chill vibes.
Via dei Neri 32r, Florence
Uffizi Gallery
One of the greatest art museums on Earth. Botticelli's Birth of Venus, Caravaggio, Leonardo, Raphael — it's overwhelming in the best way. Budget 2+ hours.
Piazzale degli Uffizi, Florence
Lunch at All'Antico Vinaio
The most famous sandwich shop in Florence — possibly in all of Italy. Massive schiacciata sandwiches with incredible fillings. The line moves fast.
Via dei Neri 74r, Florence
Accademia Gallery (David)
Come face to face with Michelangelo's David — 17 feet of carved marble perfection. The gallery also has his unfinished 'Prisoners' sculptures, which are hauntingly beautiful.
Via Ricasoli 58-60, Florence
Climb the Duomo (Brunelleschi's Dome)
463 steps to the top of the Florence Cathedral dome. Narrow, claustrophobic, absolutely worth it. 360° panoramic views of Florence and the Tuscan hills.
Piazza del Duomo, Florence
Gelato at Vivoli & Oltrarno Stroll
Vivoli has been scooping since 1930. Grab a cup (not a cone — locals don't do cones) and wander through the Oltrarno artisan district.
Via dell'Isola delle Stinche 7r, Florence
Piazzale Michelangelo Sunset
THE sunset viewpoint of Florence. Walk or take bus 12/13. The panoramic view of the Duomo, Ponte Vecchio, and the Arno valley is unforgettable.
Piazzale Michelangelo, Florence
Dinner at Buca Mario
Underground restaurant operating since 1886. Famous for the bistecca alla fiorentina — a massive T-bone steak for the table to share, cooked rare over hot coals.
Piazza degli Ottaviani 16r, Florence
Saturday · March 21
Florence Day 2
Breakfast at S.Forno
Bakery in Oltrarno — fresh bread, pastries, and great coffee. A chill start to the day.
Via Santa Monaca 3r, Florence
Palazzo Pitti & Boboli Gardens
The Medici family's massive Renaissance palace. The Palatine Gallery has Raphaels and Titians. Boboli Gardens behind it are a masterpiece of Italian landscaping.
Piazza de' Pitti 1, Florence
Lunch at Trattoria Sostanza
Famous for their butter chicken (pollo al burro) and artichoke omelette. Old-school, no-frills Florentine cooking. Cash only.
Via del Porcellana 25r, Florence
Free Time / Shopping
Explore at your own pace. San Lorenzo leather market, Via Tornabuoni for designer shops, or just get lost in the streets. This is your flex time.
Santa Croce Basilica
The burial place of Michelangelo, Galileo, and Machiavelli. Beautiful frescoes and a serene cloister. The leather school in the back is world-class.
Piazza di Santa Croce 16, Florence
Dinner at Il Latini
Huge communal tables, hams hanging from the ceiling, unlimited wine. A boisterous, classic Florentine experience. Great for a group night.
Via dei Palchetti 6r, Florence
Sunday · March 22
Florence → Rome
Check-out & Last Florence Espresso
Check out of the Airbnb. Grab one final coffee at a local bar. Head to Santa Maria Novella station.
Via de' Guicciardini #4, Florence
Train: Florence → Rome (Frecciarossa)
1.5 hour high-speed train to Roma Termini. The Italian countryside flies by at 300 km/h.
Stazione di Firenze Santa Maria Novella
Arrive Rome & Lunch near Termini
Drop bags at accommodation (or luggage storage). Grab a quick Roman lunch — supplì (fried rice balls) and pizza al taglio (by the slice).
Roma Termini Station, Rome
Check in to Rome Accommodation
TBD — Rome accommodation details to be confirmed.
Colosseum & Roman Forum
The icon. 2,000 years of history right in front of you. Walk through where gladiators fought, then into the Roman Forum — the heart of ancient Rome.
Piazza del Colosseo, Rome
Trevi Fountain & Spanish Steps
Toss a coin in the Trevi Fountain (legend says you'll return to Rome). Walk up to the Spanish Steps for a great view of the city.
Piazza di Trevi, Rome
Dinner in Trastevere
Cross the Tiber into Trastevere — Rome's most charming neighborhood. Cobblestone streets, ivy-covered buildings, incredible food. Pick any place that looks packed with Italians.
Trastevere, Rome
Monday · March 23
Rome Day 1
Breakfast at Roscioli Caffè
A temple of Roman breakfast. Fresh cornetti, great espresso, and if you're hungry — their egg dishes are legit.
Piazza Benedetto Cairoli 16, Rome
Vatican Museums & Sistine Chapel
One of the greatest art collections ever assembled. The walk through the museums builds to the crescendo of the Sistine Chapel ceiling — Michelangelo's masterpiece. Plan 3 hours minimum.
Viale Vaticano, Vatican City
St. Peter's Basilica
The largest church in the world. Michelangelo's Pietà is inside on the right. Climb the dome for incredible views (551 steps, worth every one).
Piazza San Pietro, Vatican City
Lunch at Pizzarium (Bonci)
Gabriele Bonci — the Michelangelo of pizza. Pizza al taglio (by the slice) with creative toppings. There's always a line but it moves fast. Life-changing crust.
Via della Meloria 43, Rome
Pantheon & Piazza Navona
The Pantheon is 2,000 years old and still has the world's largest unreinforced concrete dome. The oculus at the top is open to the sky. Then walk to Piazza Navona for Bernini's fountains.
Piazza della Rotonda, Rome
Coffee & Gelato Break
Refuel time. Hit Giolitti (since 1900) for world-class gelato or Sant'Eustachio Il Caffè for the best coffee in Rome.
Giolitti, Via degli Uffici del Vicario 40, Rome
Dinner at Cacio e Pepe (Da Felice)
In Testaccio, the original working-class food neighborhood. Da Felice is famous for the most dramatic cacio e pepe presentation in Rome — the waiter finishes it tableside in a cheese wheel.
Via Mastro Giorgio 29, Rome
Tuesday · March 24
Rome Day 2
Breakfast at Bar del Fico
Trendy spot near Piazza Navona. Great people-watching, solid espresso and pastries under the fig tree.
Piazza del Fico 26, Rome
Borghese Gallery
The most beautiful small museum in the world. Bernini's sculptures will break your brain — Apollo and Daphne, David, The Rape of Proserpina. Also has Caravaggio and Raphael. Only 360 people allowed in at a time.
Piazzale Scipione Borghese 5, Rome
Walk through Villa Borghese Gardens
Rome's Central Park. Rent a rowboat on the lake, walk to the Pincio terrace for sweeping city views, or just chill on the grass.
Villa Borghese, Rome
Lunch at Supplizio
Gourmet supplì (fried rice balls) — Rome's signature street food elevated. Try the classic cacio e pepe supplì and the amatriciana.
Via dei Banchi Vecchi 143, Rome
Explore Trastevere by Day
Trastevere is different during the day — artisan workshops, vintage stores, street art. Visit Santa Maria in Trastevere, one of Rome's oldest churches with stunning gold mosaics.
Piazza di Santa Maria in Trastevere, Rome
Aperitivo at Il Barretto
Rooftop terrace overlooking the Roman rooftops. Negroni o'clock with a view. Classic Roman aperitivo spot.
Via Garibaldi 27, Trastevere, Rome
Dinner at Roscioli
Part deli, part restaurant, all incredible. Famous for their carbonara and curated wine list. One of the best meals you'll have in Italy.
Via dei Giubbonari 21-22, Rome
Wednesday · March 25
Rome Day 3
Free Morning — Your Choice
Sleep in, revisit a favorite spot, or explore somewhere new. Options: Castel Sant'Angelo, Aventine Hill keyhole, Testaccio food market, or just wander.
Lunch at Tonnarello
Trastevere classic — massive portions of handmade pasta. The tonnarelli cacio e pepe here is textbook.
Via della Paglia 77, Trastevere, Rome
Appian Way & Catacombs
Walk the ancient Appian Way — the road that connected Rome to southern Italy 2,300 years ago. Visit the Catacombs of San Callisto for an eerie underground burial complex.
Via Appia Antica, Rome
Sunset at Pincian Hill / Terrazza del Pincio
The best free sunset viewpoint in Rome — overlooking Piazza del Popolo with St. Peter's dome in the distance. Bring a drink.
Last Night Dinner — Group Pick
Last big dinner in Rome. Go back to a favorite or try somewhere new. Make it count. Suggested: Armando al Pantheon for classic Roman cuisine.
Thursday · March 26
Departure Day
Breakfast & Check-out
Last Italian breakfast. Pack up, check out, say arrivederci.
Transfer to Airport
Leonardo Express train from Roma Termini to Fiumicino Airport — 32 minutes, runs every 15 min. Or take a taxi (~€50 fixed rate).
Roma Termini Station
Fly Home
Departure from Rome Fiumicino (FCO). Grab one last espresso and a panino at the airport. Arrivederci, Italia! 🇮🇹
Rome Fiumicino Airport, FCO