Tuscany rolling hills with cypress trees and vineyards Colourful Cinque Terre villages at sunset seen from the Ligurian Sea Amalfi coast with picturesque coastal village Fresh pasta and lemon zest being prepared in a Southern Italian kitchen

Best 28 Days in Italy — Without Walking Tours

Rome → Florence → Venice → Sorrento → Capri → Positano → Milan → Cinque Terre → Tuscany → Lake Como

28 days · 10 cities · 51 activities · route optimized by distance

A mix of history and art & culture. A moderate mix of walking and active experiences, with a mix of self-guided and guided activities. Includes 18 must-see landmarks.

Highlights: Colosseum, Roman Forum & Palatine Hill, Rome, Vatican Museums & Sistine Chapel, Rome, Uffizi Gallery, Florence, The Last Supper — Cenacolo Vinciano, Milan, Florence Cathedral & Brunelleschi's Dome Climb

Arriving Wed, Jul 1 Change

Your Route — ordered to minimize backtracking

51+ activities scored and ranked · route optimized across 10 cities

Where you'll stay
Hotel in Rome · From €110/night +3 more
See lodging →
Trip cost
~$4,647 total · $166/day
See budget →
Top picks
Colosseum, Roman Forum & Palatine Hill, Rome, Vatican Museums & Sistine Chapel, Rome, Villa Borghese Gardens & Borghese Gallery, Rome
See itinerary →

Day-by-Day Schedule — heavy and light days alternate so you don’t burn out

Rome

Rome 10 stops · Open in Google Maps ↗
Day 1 Wed, Jul 1 Full Rome View on map
Morning
Colosseum, Roman Forum & Palatine Hill, Rome$$~4 hrs ★★★★★ 4.8 (192,047)

Book a timed entry to Rome's iconic Colosseum — free for EU youth under 18 — and walk the ancient Roman Forum

$20 Verified Mar 2026 Best March–May and Oct–Nov; summer very hot and crowded; open daily except 1 Jan and 25 Dec Book this experience → 📍 Map
Afternoon St. Peter's Basilica and Vatican Museums with Renaissance architecture
Vatican Museums & Sistine Chapel, Rome$$~4 hrs ★★★★★ 4.7 (143,802)

Pre-book Vatican Museums tickets to see the Sistine Chapel and Raphael Rooms without queuing for hours

$27 Verified Mar 2026 Fewer crowds Jan–Mar and Oct–Nov; closed Sundays except last Sunday of month (free entry); also closed major Italian public holidays Book this tour → 📍 Map
🏨 Hotel in Rome

Trastevere / Monti / Termini

wifibreakfastair-conditioning
Travelers book: Hotel Raphael €200-350/nightHotel Artemide €120-200/nightGenerator Rome €40-80/nightCapo Le Case Home 9 $100-200/nightMaddalena 6 - Pantheon $100-200/nightLa Porta Rossa di Borgo - Vatican Luxury Suite $100-200/nightVilla Spalletti Trivelli $100-200/nightArpinelli Relais $60-120/night
Book Hotel in Rome from €110/night Affiliate link — we may earn a commission at no extra cost to you
Day 2 Thu, Jul 2 Moderate Rome View on map
Morning Renaissance art gallery with classical sculptures and paintings
Villa Borghese Gardens & Borghese Gallery, Rome$$~4 hrs

Reserve a mandatory 2-hour slot at the Borghese Gallery, then let the children ride bikes and row boats in Rome's loveliest park

$20 Verified Mar 2026 Gardens most beautiful April–May and September–October; gallery open Tue–Sun year-round; each 2-hour slot limited to 360 visitors — book at least 4 weeks ahead for April–September 📍 Map
Afternoon
Ostia Antica Archaeological Park Day Trip from Rome$$~8 hrs

Take a 30-minute train to Ostia Antica and walk Rome's ancient port city — better-preserved and far less crowded than Pompeii

$20 Verified Mar 2026 Best March–May and Sept–Nov; very exposed in summer heat 📍 Map
🏨 Hotel in Rome

Trastevere / Monti / Termini

wifibreakfastair-conditioning
Travelers book: Hotel Raphael €200-350/nightHotel Artemide €120-200/nightGenerator Rome €40-80/nightCapo Le Case Home 9 $100-200/nightMaddalena 6 - Pantheon $100-200/nightLa Porta Rossa di Borgo - Vatican Luxury Suite $100-200/nightVilla Spalletti Trivelli $100-200/nightArpinelli Relais $60-120/night
Book Hotel in Rome from €110/night Affiliate link — we may earn a commission at no extra cost to you
Day 3 Fri, Jul 3 Moderate Rome View on map
Morning Fresh homemade Italian pasta on a wooden table
Fresh Pasta Making Class in Rome$$~3 hrs

Make fresh ravioli, fettuccine, and pappardelle in a small-group Roman cooking class — great for children age 5+

$87 Verified Mar 2026 Year-round indoor activity; busiest classes in spring and autumn 📍 Map
Afternoon St. Peter's Basilica dome and Vatican City aerial view
Vatican City & St. Peter's Basilica$$~3 hrs

Climb the dome of St. Peter's Basilica and walk the world's smallest country at the Vatican

Fewer queues off-season; book online year-round
🏨 Hotel in Rome

Trastevere / Monti / Termini

wifibreakfastair-conditioning
Travelers book: Hotel Raphael €200-350/nightHotel Artemide €120-200/nightGenerator Rome €40-80/nightCapo Le Case Home 9 $100-200/nightMaddalena 6 - Pantheon $100-200/nightLa Porta Rossa di Borgo - Vatican Luxury Suite $100-200/nightVilla Spalletti Trivelli $100-200/nightArpinelli Relais $60-120/night
Book Hotel in Rome from €110/night Affiliate link — we may earn a commission at no extra cost to you
Day 4 Sat, Jul 4 Moderate Rome View on map
Morning
Roman Catacombs on the Appian Way, Rome$~3 hrs

Descend into the Catacombs of San Callisto on the ancient Appian Way and walk 500,000-grave underground tunnels

$11 Verified Mar 2026 Year-round; cool 14°C underground makes this a welcome respite in summer; closed Wednesdays 📍 Map
Afternoon
Pizza-Making Class for Families in Rome$$~2 hrs

Kids and parents stretch, top, and bake their own Roman-style pizza in a hands-on family class near Trastevere

$55 Year-round indoor activity 📍 Map
🏨 Hotel in Rome

Trastevere / Monti / Termini

wifibreakfastair-conditioning
Travelers book: Hotel Raphael €200-350/nightHotel Artemide €120-200/nightGenerator Rome €40-80/nightCapo Le Case Home 9 $100-200/nightMaddalena 6 - Pantheon $100-200/nightLa Porta Rossa di Borgo - Vatican Luxury Suite $100-200/nightVilla Spalletti Trivelli $100-200/nightArpinelli Relais $60-120/night
Book Hotel in Rome from €110/night Affiliate link — we may earn a commission at no extra cost to you
Day 5 Sun, Jul 5 Moderate Rome View on map
Morning
Portico d'Ottavia & Roman-Jewish Cuisine Walk$$~2h 30m

Taste carciofi alla giudia and other Roman-Jewish dishes in Europe's oldest Jewish quarter

$28 Year-round; kosher restaurants may be closed on Shabbat (Saturday evening–Sunday); most lively in spring and autumn 📍 Map
Afternoon
Borghese Gardens Family Bike Ride in Rome$~2h 30m

Rent family bikes or a surrey cart and cycle through Rome's green heart — playground stops, lake views, and gelato breaks included

$18 Year-round; most pleasant in spring and autumn 📍 Map
🏨 Hotel in Rome

Trastevere / Monti / Termini

wifibreakfastair-conditioning
Travelers book: Hotel Raphael €200-350/nightHotel Artemide €120-200/nightGenerator Rome €40-80/nightCapo Le Case Home 9 $100-200/nightMaddalena 6 - Pantheon $100-200/nightLa Porta Rossa di Borgo - Vatican Luxury Suite $100-200/nightVilla Spalletti Trivelli $100-200/nightArpinelli Relais $60-120/night
Book Hotel in Rome from €110/night Affiliate link — we may earn a commission at no extra cost to you
Day 6 Mon, Jul 6 Moderate Rome View on map
Morning
Basilica di Santa Maria Maggiore, Rome$~1h 30m

Visit one of Rome's four papal basilicas, housing early Christian mosaics and a revered relic of Christ's manger

Year-round; August 5 snow miracle festival is especially atmospheric 📍 Map
Afternoon
Mama Eat Gluten-Free Trattoria, Rome$$~2 hrs

Dine on AIC-certified gluten-free Roman classics — cacio e pepe, carbonara, and tiramisu — in Trastevere

$40 Year-round 📍 Map
🏨 Hotel in Rome

Trastevere / Monti / Termini

wifibreakfastair-conditioning
Travelers book: Hotel Raphael €200-350/nightHotel Artemide €120-200/nightGenerator Rome €40-80/nightCapo Le Case Home 9 $100-200/nightMaddalena 6 - Pantheon $100-200/nightLa Porta Rossa di Borgo - Vatican Luxury Suite $100-200/nightVilla Spalletti Trivelli $100-200/nightArpinelli Relais $60-120/night
Book Hotel in Rome from €110/night Affiliate link — we may earn a commission at no extra cost to you
Day 7 Tue, Jul 7 Moderate Rome View on map
Morning
Voglia di Pizza Gluten-Free Pizzeria, Rome$~1h 30m

Eat AIC-certified gluten-free Roman pizza by the slice or whole pie near the Trevi Fountain

$18 Year-round 📍 Map
Afternoon
MEI — Museo Nazionale dell'Emigrazione Italiana, Rome$~2 hrs

Visit the National Museum of Italian Emigration inside the Vittoriano monument — 16 multimedia galleries tracing Italy's 30-million-strong global diaspora.

Year-round; free with Vittoriano monument entry
🏨 Hotel in Rome

Trastevere / Monti / Termini

wifibreakfastair-conditioning
Travelers book: Hotel Raphael €200-350/nightHotel Artemide €120-200/nightGenerator Rome €40-80/nightCapo Le Case Home 9 $100-200/nightMaddalena 6 - Pantheon $100-200/nightLa Porta Rossa di Borgo - Vatican Luxury Suite $100-200/nightVilla Spalletti Trivelli $100-200/nightArpinelli Relais $60-120/night
Book Hotel in Rome from €110/night Affiliate link — we may earn a commission at no extra cost to you
Day 8 Wed, Jul 8 Moderate Rome
Morning
Archivio di Stato di Roma — State Archives of Rome$~3 hrs

Trace Italian ancestors in the State Archives — civil registrations from 1871, Napoleonic records from 1810, and 85 km of parish and notarial documents.

Open Mon–Fri; closed Italian public holidays
Afternoon Ancient ruins of Pompeii with Mount Vesuvius in the background
Pompeii Archaeological Site Day Trip from Rome$$~8 hrs

Take the 2.5-hour train to Pompeii's UNESCO ruins buried by Vesuvius in 79 AD — walk a frozen Roman city

Avoid July-August — very hot with little shade
🏨 Hotel in Rome

Trastevere / Monti / Termini

wifibreakfastair-conditioning
Travelers book: Hotel Raphael €200-350/nightHotel Artemide €120-200/nightGenerator Rome €40-80/nightCapo Le Case Home 9 $100-200/nightMaddalena 6 - Pantheon $100-200/nightLa Porta Rossa di Borgo - Vatican Luxury Suite $100-200/nightVilla Spalletti Trivelli $100-200/nightArpinelli Relais $60-120/night
Book Hotel in Rome from €110/night Affiliate link — we may earn a commission at no extra cost to you
Day 9 Thu, Jul 9 Moderate Rome
Morning Rome cobblestone streets at golden hour with historic buildings
Rome Vintage Vespa Sidecar Tour$$$~3 hrs

Ride through Rome's ancient streets in a Vespa sidecar with a local guide narrating the city's history

$152 Verified Mar 2026 Year-round; spring and autumn most comfortable Book this tour →
Afternoon Fresh homemade pasta being prepared in an Italian cooking class
Roman Cooking Class for Families — Pasta, Cacio e Pepe & Tiramisu$$~3 hrs

Cook three Roman classics — fresh pasta, cacio e pepe, and tiramisu — in a hands-on family kitchen class

$82 Verified Mar 2026 Year-round indoor activity
🏨 Hotel in Rome

Trastevere / Monti / Termini

wifibreakfastair-conditioning
Travelers book: Hotel Raphael €200-350/nightHotel Artemide €120-200/nightGenerator Rome €40-80/nightCapo Le Case Home 9 $100-200/nightMaddalena 6 - Pantheon $100-200/nightLa Porta Rossa di Borgo - Vatican Luxury Suite $100-200/nightVilla Spalletti Trivelli $100-200/nightArpinelli Relais $60-120/night
Book Hotel in Rome from €110/night Affiliate link — we may earn a commission at no extra cost to you
Day 10 Fri, Jul 10 Light Rome
Full Day Tuscan countryside with rolling hills, cypress trees, and vineyards in Val d'Orcia
Tuscany Val d'Orcia Day Trip from Rome$$~12 hrs

Drive through UNESCO Val d'Orcia wine country visiting Montepulciano, Pienza, and Sant'Antimo Abbey

$131 Verified Mar 2026 Best spring and autumn harvest; Val d'Orcia most photogenic in May Book this tour →
🏨 Hotel in Rome

Trastevere / Monti / Termini

wifibreakfastair-conditioning
Travelers book: Hotel Raphael €200-350/nightHotel Artemide €120-200/nightGenerator Rome €40-80/nightCapo Le Case Home 9 $100-200/nightMaddalena 6 - Pantheon $100-200/nightLa Porta Rossa di Borgo - Vatican Luxury Suite $100-200/nightVilla Spalletti Trivelli $100-200/nightArpinelli Relais $60-120/night
Book Hotel in Rome from €110/night Affiliate link — we may earn a commission at no extra cost to you
Day 11 Sat, Jul 11 Light Rome
Full Day Renaissance garden fountains at Villa d'Este in Tivoli near Rome
Tivoli Day Trip — Hadrian's Villa & Villa d'Este Gardens$$~7 hrs

Visit two UNESCO sites 30km from Rome — Emperor Hadrian's 120-hectare villa and 500-fountain Renaissance gardens

$93 Verified Mar 2026 Best spring; Villa d'Este fountains most photogenic April-June Book this tour →
🏨 Hotel in Rome

Trastevere / Monti / Termini

wifibreakfastair-conditioning
Travelers book: Hotel Raphael €200-350/nightHotel Artemide €120-200/nightGenerator Rome €40-80/nightCapo Le Case Home 9 $100-200/nightMaddalena 6 - Pantheon $100-200/nightLa Porta Rossa di Borgo - Vatican Luxury Suite $100-200/nightVilla Spalletti Trivelli $100-200/nightArpinelli Relais $60-120/night
Book Hotel in Rome from €110/night Affiliate link — we may earn a commission at no extra cost to you
Day 12 Sun, Jul 12 Moderate Rome
Morning Florence Duomo and rooftops seen from above at sunset
Florence Day Trip from Rome by High-Speed Train$$~10 hrs

Take the 1.5-hour Frecciarossa train to Florence for a day of Renaissance art at the Uffizi and Duomo

Avoid summer weekends — crowds at every major site
Afternoon
Assisi & Orvieto Umbria Day Trip from Rome$$~12 hrs

Visit Orvieto's Gothic cathedral and UNESCO-listed Assisi — St. Francis's hilltop birthplace — on one full-day loop

$120 Verified Mar 2026 Best spring and autumn for Umbrian countryside Book this tour →
🏨 Hotel in Rome

Trastevere / Monti / Termini

wifibreakfastair-conditioning
Travelers book: Hotel Raphael €200-350/nightHotel Artemide €120-200/nightGenerator Rome €40-80/nightCapo Le Case Home 9 $100-200/nightMaddalena 6 - Pantheon $100-200/nightLa Porta Rossa di Borgo - Vatican Luxury Suite $100-200/nightVilla Spalletti Trivelli $100-200/nightArpinelli Relais $60-120/night
Book Hotel in Rome from €110/night Affiliate link — we may earn a commission at no extra cost to you
Rome → Florence
2h ~€45 Frecciarossa from Roma Termini to Firenze SMN (1h30m)

Florence

Florence 6 stops · Open in Google Maps ↗
Day 13 Mon, Jul 13 Full Florence View on map
Morning Florence Cathedral dome and rooftops viewed from Brunelleschi's lantern
Florence Cathedral & Brunelleschi's Dome Climb$$~3 hrs

Climb 463 steps to the top of Brunelleschi's revolutionary dome for 360° views over Florence's terracotta rooftops

$33 Verified Mar 2026 Book dome slots weeks ahead April–Oct; less crowded Nov–Mar; cathedral and monuments open daily (hours vary by component) 📍 Map
Afternoon Medieval tower rising above the town of San Gimignano in Tuscany
Tuscany Day Trip — San Gimignano, Siena & Chianti Vineyards$$~8 hrs

Join a small-group day tour through Chianti vineyards, medieval San Gimignano, and a Tuscan farmhouse lunch

$98 Verified Mar 2026 Harvest season Sept–Oct is most dramatic with wine-making; wildflowers May; avoid July–Aug heat; tours run year-round 📍 Map
🏨 Hotel in Florence

Duomo / Santa Croce / Oltrarno

wifibreakfastair-conditioning
Travelers book: Hotel Davanzati €100-170/nightHotel Lungarno €180-300/nightPlus Florence Hostel €30-60/nightAppartamento Signoria $100-200/nightPenthouse Le Terrazze Duomo view $100-200/nightCritone Apartment in Palazzo Tempi $100-200/nightGarbo charm, Case Galante Apartments $100-200/nightB&B Emozioni Charme $60-120/night
Book Hotel in Florence from €95/night Affiliate link — we may earn a commission at no extra cost to you
Day 14 Tue, Jul 14 Moderate Florence View on map
Morning Uffizi Gallery with Renaissance masterpieces and artworks
Uffizi Gallery, Florence$$~3 hrs

Book ahead for the Uffizi to see Botticelli's Birth of Venus, da Vinci's Annunciation, and the world's greatest Renaissance collection

$27 Verified Mar 2026 Fewer crowds Jan–Mar and Oct–Nov; closed Mondays; free entry first Sunday of each month; afternoon discount after 4pm from Jan 2026 📍 Map
Afternoon Michelangelo's David sculpture at the Accademia Gallery in Florence
Galleria dell'Accademia & Michelangelo's David, Florence$$~2 hrs

Book a timed slot to stand before Michelangelo's 5.17m marble David at the Galleria dell'Accademia

$22 Verified Mar 2026 Fewer queues Jan–Mar and Oct–Nov; closed Mondays; free admission on April 25, June 2, November 4, and first Sunday of each month in 2026 📍 Map
🏨 Hotel in Florence

Duomo / Santa Croce / Oltrarno

wifibreakfastair-conditioning
Travelers book: Hotel Davanzati €100-170/nightHotel Lungarno €180-300/nightPlus Florence Hostel €30-60/nightAppartamento Signoria $100-200/nightPenthouse Le Terrazze Duomo view $100-200/nightCritone Apartment in Palazzo Tempi $100-200/nightGarbo charm, Case Galante Apartments $100-200/nightB&B Emozioni Charme $60-120/night
Book Hotel in Florence from €95/night Affiliate link — we may earn a commission at no extra cost to you
Day 15 Wed, Jul 15 Light Florence
Full Day
Chianti Classico Wine Tour from Florence$$~7 hrs

Visit two Chianti Classico estates for barrel tastings and a Tuscan lunch at an agriturismo in rolling vineyard country

$120 Verified Mar 2026 Harvest Sept–Oct brings vendemmia (grape picking); wildflowers May; avoid July–Aug summer heat; tours run year-round 📍 Map
🏨 Hotel in Florence

Duomo / Santa Croce / Oltrarno

wifibreakfastair-conditioning
Travelers book: Hotel Davanzati €100-170/nightHotel Lungarno €180-300/nightPlus Florence Hostel €30-60/nightAppartamento Signoria $100-200/nightPenthouse Le Terrazze Duomo view $100-200/nightCritone Apartment in Palazzo Tempi $100-200/nightGarbo charm, Case Galante Apartments $100-200/nightB&B Emozioni Charme $60-120/night
Book Hotel in Florence from €95/night Affiliate link — we may earn a commission at no extra cost to you
Day 16 Thu, Jul 16 Moderate Florence View on map
Morning Traditional Florentine leather crafting workshop and artisan goods
Florentine Leather Workshop — Make Your Own Piece, Oltrarno$$~3 hrs

Hand-stitch a leather wallet, card holder, or bracelet under the guidance of an Oltrarno master craftsman

$93 Verified Mar 2026 Year-round indoor activity; Florence leather workshops are a particularly rich experience in cooler months when the Oltrarno is less crowded 📍 Map
Afternoon Renaissance masterpieces at the Uffizi Gallery in Florence
Uffizi & Accademia Galleries — Botticelli, da Vinci & David$$~4 hrs

Stand before Botticelli's Birth of Venus at the Uffizi and Michelangelo's 17-foot David at the Accademia

$22 Verified Mar 2026 Fewer queues off-season; book online year-round
🏨 Hotel in Florence

Duomo / Santa Croce / Oltrarno

wifibreakfastair-conditioning
Travelers book: Hotel Davanzati €100-170/nightHotel Lungarno €180-300/nightPlus Florence Hostel €30-60/nightAppartamento Signoria $100-200/nightPenthouse Le Terrazze Duomo view $100-200/nightCritone Apartment in Palazzo Tempi $100-200/nightGarbo charm, Case Galante Apartments $100-200/nightB&B Emozioni Charme $60-120/night
Book Hotel in Florence from €95/night Affiliate link — we may earn a commission at no extra cost to you
Florence → Venice
2h ~€25 Frecciarossa or Italo from Firenze SMN to Venezia Santa Lucia (~2h)

Venice

Venice 5 stops · Open in Google Maps ↗
Day 17 Fri, Jul 17 Full Venice View on map
Morning St. Mark's Basilica golden facade and Piazza San Marco in Venice
St. Mark's Basilica & Doge's Palace, Venice$$~3 hrs

Enter St. Mark's golden Byzantine basilica and the Doge's Palace — book the Palace in advance to skip long queues

$46 Verified Mar 2026 Best March–May and Sept–Oct; avoid Nov–Jan acqua alta flooding season 📍 Map
Afternoon
Venice Jewish Ghetto — the Original Ghetto$$~2h 30m

The world's first ghetto (1516) — where the word 'ghetto' was born, with five historic synagogues and a living community

$13 Open year-round; best spring and autumn 📍 Map
🏨 Hotel in Venice

San Marco / Dorsoduro / Cannaregio

wifibreakfastair-conditioning
Travelers book: Hotel Danieli €350-600/nightHotel Al Ponte Antico €130-220/nightGenerator Venice €40-80/nightLa Corte Segreta $60-120/nightIn the heart of Venice $100-200/nightCasa ai Greci $100-200/nightThree Terraces $100-200/nightPalazzo San Severo Suite Apartments $60-120/night
Book Hotel in Venice from €120/night Affiliate link — we may earn a commission at no extra cost to you
Day 18 Sat, Jul 18 Moderate Venice View on map
Morning St. Mark's Basilica and Campanile tower in Venice's Piazza San Marco
St. Mark's Square — Campanile, Basilica & Doge's Palace$~3 hrs

Stand in Venice's iconic Piazza San Marco and climb the Campanile bell tower for sweeping lagoon views

$11 Verified Mar 2026 Avoid November-January acqua alta flooding; summer extremely crowded
Afternoon
Venetian Mask-Making Workshop for Families$$~1h 30m

Children and parents paint their own Venetian carnival masks in a traditional artisan workshop near San Polo

$40 Year-round indoor activity; extra fun during Carnival season (February) 📍 Map
🏨 Hotel in Venice

San Marco / Dorsoduro / Cannaregio

wifibreakfastair-conditioning
Travelers book: Hotel Danieli €350-600/nightHotel Al Ponte Antico €130-220/nightGenerator Venice €40-80/nightLa Corte Segreta $60-120/nightIn the heart of Venice $100-200/nightCasa ai Greci $100-200/nightThree Terraces $100-200/nightPalazzo San Severo Suite Apartments $60-120/night
Book Hotel in Venice from €120/night Affiliate link — we may earn a commission at no extra cost to you
Day 19 Sun, Jul 19 Moderate Venice View on map
Morning
Venetian Cicchetti & Bacaro Gluten-Free Tasting, Venice$~2h 30m

Navigate Venice's bacaro wine bars sampling naturally gluten-free cicchetti — baccalà, polpette, and seafood

$25 Year-round; bacari most lively late morning and early evening 📍 Map
Afternoon
Basilica di Santa Maria della Salute, Venice$~1 hr

Visit the baroque votive basilica at the tip of Dorsoduro, built in thanks after Venice survived the 1630 plague

Year-round; Festa della Salute on 21 November is uniquely atmospheric 📍 Map
🏨 Hotel in Venice

San Marco / Dorsoduro / Cannaregio

wifibreakfastair-conditioning
Travelers book: Hotel Danieli €350-600/nightHotel Al Ponte Antico €130-220/nightGenerator Venice €40-80/nightLa Corte Segreta $60-120/nightIn the heart of Venice $100-200/nightCasa ai Greci $100-200/nightThree Terraces $100-200/nightPalazzo San Severo Suite Apartments $60-120/night
Book Hotel in Venice from €120/night Affiliate link — we may earn a commission at no extra cost to you
Venice → Sorrento
5h ~$65 Train Venice to Naples, then Circumvesuviana to Sorrento (~5h total, ~€55-70)

Sorrento

Sorrento Sorrento · Open in Google Maps ↗
Day 20 Mon, Jul 20 Full Sorrento
Morning
Capri Island Day Trip from Sorrento — Blue Grotto & Villa Jovis$$~8 hrs

Take the 30-minute hydrofoil to Capri and visit the Blue Grotto sea cave, Gardens of Augustus, and Villa Jovis

$22 Verified Mar 2026 Blue Grotto closed Nov-March; summer crowds; April-May ideal
Afternoon Pompeii ruins with Roman columns and Vesuvius in the background
Pompeii Day Trip from Sorrento — UNESCO Archaeological Site$$~6 hrs

Take the Circumvesuviana train to Pompeii and walk a frozen Roman city buried by Vesuvius in 79 AD

$24 Verified Mar 2026 Avoid July-August midday heat; little shade on site
Sorrento → Capri
30m ~$24 Ferry from Sorrento to Capri (~25min, ~€22)

Capri

Capri Capri · Open in Google Maps ↗
Day 21 Tue, Jul 21 Full Capri
Morning Blue glowing water inside the Blue Grotto sea cave on Capri island
Anacapri and the Blue Grotto, Capri$$~4 hrs

Take the bus to Anacapri and descend by rowboat into the Blue Grotto's eerily glowing sea cave

$33 Verified Mar 2026 Blue Grotto closes in rough seas; summer mornings offer best light and calmer water
Afternoon Boats sailing near the Faraglioni rock formations off Capri island
Capri Island Boat Circumnavigation Tour$$~3 hrs

Board a traditional gozzo boat and circle the entire island past the Faraglioni, White Grotto, and Punta Carena lighthouse

$26 Verified Mar 2026 Boat tours suspended in rough weather; summer guarantees calm seas and warm swimming
Capri → Positano
51m ~$27 Seasonal hydrofoil Capri to Positano, ~50min, approx €22-28.

Positano

Positano Positano · Open in Google Maps ↗
Day 22 Wed, Jul 22 Full Positano
Morning Fresh pasta and lemon zest being prepared in a Southern Italian kitchen
Private Amalfi Coast Cooking Class in Positano$$$~3 hrs

Cook a three-course Campanian meal in a Positano resident's home — pasta, seafood, and limoncello dessert

$131 Verified Mar 2026 Host availability April-October; summer classes book out weeks in advance Book this tour →
Afternoon Italian aperitivo spread with wine and small bites against a coastal view
Amalfi Coast Aperitivo Tasting Class with a Local Host$$$~2 hrs

Learn to assemble five Italian aperitivo nibbles and pair them with a Positano sunset and a glass of Falanghina

$114 Verified Mar 2026 Sunset views require evening bookings; host available April-October Book this tour →
Positano → Milan
9h 30m ~$84 Bus + Circumvesuviana to Naples, Frecciarossa to Milan, ~9.5h, approx €70-85.

Milan

Milan 2 stops · Open in Google Maps ↗
Day 23 Thu, Jul 23 Full Milan View on map
Morning Leonardo da Vinci's Last Supper painting in the refectory of Santa Maria delle Grazie, Milan
The Last Supper — Cenacolo Vinciano, Milan$$~1 hr

Book months ahead to see Leonardo's Last Supper mural — only 40 visitors admitted every 15 minutes

$16 Verified Mar 2026 Year-round indoor; closed Mondays; tickets released quarterly — check cenacolovinciano.org for next release date 📍 Map
Afternoon Milan's Duomo cathedral with ornate Gothic spires and white marble facade
Milan Cathedral (Duomo di Milano) & Rooftop Terraces$$~3 hrs

Walk among 135 Gothic spires on the Duomo rooftop and admire 3,200 marble statues on Italy's largest cathedral

$24 Verified Mar 2026 Year-round; clear days in Nov–Mar offer the best Alps views from the rooftop 📍 Map
🏨 Hotel in Milan

Duomo / Brera / Navigli

wifibreakfastair-conditioning
Travelers book: Room Mate Giulia €130-220/nightHotel Berna €80-130/nightOstello Bello Grande €30-60/nightCozy Downtown Apartment $60-120/nightDesign apartment Porta Venezia $100-200/nightThe Art House $60-120/nightThe Street Milano Duomo | a Design Boutique Hotel $100-200/nightArtist Apartment $60-120/night
Book Hotel in Milan from €90/night Affiliate link — we may earn a commission at no extra cost to you
Day 24 Fri, Jul 24 Moderate Milan
Morning
Sforza Castle and Parco Sempione, Milan$~3 hrs

Tour Milan's 15th-century ducal fortress and let children run in the sprawling park behind it

Parco Sempione best in spring and autumn
Afternoon Bellagio village on Lake Como with mountains reflected in the water
Lake Como Day Trip from Milan — Bellagio and Varenna$$~9 hrs

Catch a 45-minute train from Milan to Como, then take the ferry to photogenic Bellagio and Varenna

Most beautiful in spring when camellias bloom; ferries run year-round
🏨 Hotel in Milan

Duomo / Brera / Navigli

wifibreakfastair-conditioning
Travelers book: Room Mate Giulia €130-220/nightHotel Berna €80-130/nightOstello Bello Grande €30-60/nightCozy Downtown Apartment $60-120/nightDesign apartment Porta Venezia $100-200/nightThe Art House $60-120/nightThe Street Milano Duomo | a Design Boutique Hotel $100-200/nightArtist Apartment $60-120/night
Book Hotel in Milan from €90/night Affiliate link — we may earn a commission at no extra cost to you
Milan → Cinque Terre
3h ~$29 Intercity train from Milan Centrale to La Spezia Centrale (~3h, ~€20-35)

Cinque Terre

Cinque Terre Cinque Terre · Open in Google Maps ↗
Day 25 Sat, Jul 25 Full Cinque Terre
Morning Terraced vineyard on steep coastal hills above Cinque Terre with sea views
Cinque Terre Sciacchetrà Wine Tasting at a Manarola Vineyard$$~1h 30m

Hike from Manarola to a hillside vineyard and taste Cinque Terre DOC and the rare sweet Sciacchetrà with local focaccia

$71 Verified Mar 2026 Sciacchetrà grapes harvested in October; visit during harvest for the full sensory experience Book this tour →
Afternoon Colourful Cinque Terre villages at sunset seen from the Ligurian Sea
Cinque Terre Sunset Boat Tour from Monterosso$$~3 hrs

Sail from Monterosso past all five pastel villages at sunset, stop for a swim, and sip prosecco as the cliffs turn golden

$93 Verified Mar 2026 Sunset time shifts by 3 hours between May and October; book evening slot accordingly Book this tour →
Cinque Terre → Tuscany
2h 30m ~$22 Train La Spezia to Pisa, drive or bus into Tuscany, ~2-3h total.

Tuscany

Tuscany Tuscany · Open in Google Maps ↗
Day 26 Sun, Jul 26 Full Tuscany
Morning Iconic cypress tree-lined road winding through Val d'Orcia hills in Tuscany
Val d'Orcia Scenic Drive — Brunello Vineyards and Medieval Villages$$~7 hrs

Drive through UNESCO-listed Val d'Orcia, stopping at cypress-lined roads, Pienza village, and a Brunello di Montalcino tasting

$27 Verified Mar 2026 Cypress trees and rolling hills most photogenic in spring wildflowers or autumn gold
Afternoon
Pisa Day Trip — Leaning Tower and Piazza dei Miracoli$~7 hrs

Climb the 294 steps of the Leaning Tower of Pisa and photograph the marble ensemble of cathedral, baptistery, and campanile

$22 Verified Mar 2026 Tower tickets sell out weeks ahead in summer; book online at opapisa.it
Tuscany → Lake Como
4h Self-drive rental car Tuscany to Lake Como, ~4h via A1/A9, minimal cost.

Lake Como

Lake Como Lake Como · Open in Google Maps ↗
Day 27 Mon, Jul 27 Full Lake Como
Morning Serene view of Lake Como with mountains reflected in still water
Lakeside Relaxation Day at Lake Como$~3 hrs

Swim from a private lido, rent a kayak, or sit on a villa garden terrace and watch the light change on the Alps

Swimming season June-September; spring camellias and autumn fog are equally atmospheric
Afternoon
Como Town — Gothic Cathedral, Funicular, and Silk Museum$~4 hrs

Take the Como-Brunate funicular for panoramic lake views, then tour the Gothic Como Cathedral and the Silk Museum

$11 Verified Mar 2026 Funicular runs year-round; Como town is pleasant in all seasons as a walkable city
Day 28 Tue, Jul 28 Lake Como
Checkout & Depart

Check out of your hotel, grab a final breakfast, and head to the airport. Safe travels from Lake Como!

Where You’ll Stay

Estimated total: €1,792–€2,688

Trip Budget Estimate

$4,647 estimated total per person
$166 per day
Lodging $2,240
Activities $2,086
Transport $321

Estimates based on listed activity prices and hotel rates. Actual costs vary by season, availability, and personal spending.

Typical range for Italy

$2,800 – $14,000 per person for 28 days

Budget: $100/day — Hostels, pizza al taglio, regional trains Mid-range: $250/day — Boutique hotels, trattorias, high-speed rail Luxury: $500/day — 5-star hotels, fine dining, private tours

Similar Destinations

Similar vibes, fewer crowds — destinations our algorithm rates as close matches to Italy.

Plan Your Trip

Practical guides to help you prepare for Italy.

🧳 Practical Info for Italy

📄 Visa
Schengen Area — visa-free for up to 90 days for US, UK, CA, AU citizens. EU/EEA nationals have freedom of movement.
💵 Tipping
Coperto (cover charge) is common at restaurants. An additional 10% tip is appreciated for good service but not required.
💱 Currency
Euro (€ EUR). Cards widely accepted in cities; carry cash for small shops and rural areas.
🔌 Power
230V, Type C/F/L plugs. US/CA travelers need a plug adapter and possibly a voltage converter for older devices.
📶 Connectivity
SIM cards available at airport shops (TIM, Vodafone, WindTre). Free WiFi common in hotels and cafés.
🚨 Emergency
112 (general emergency), 118 (ambulance)

🚄 Getting Around Italy

🚄 Rail

Trenitalia and Italo run high-speed trains between Rome, Florence, Milan, and Naples. Book 2-4 weeks ahead for 30-50% savings.

🚄 Rail

Regional trains connect smaller towns without advance booking. Validate tickets before boarding.

🚌 Bus

FlixBus covers routes between smaller cities at budget prices.

Frequently Asked Questions

Is 10 days enough for Italy?

10 days lets you cover Rome, Florence, Venice, and one coastal area (Amalfi or Cinque Terre) comfortably without rushing.

Should I book Italian trains in advance?

Yes — Trenitalia and Italo high-speed trains are 30-50% cheaper when booked 2-4 weeks ahead. Regional trains don't require booking.

What is the best time to visit Italy?

April-June and September-October offer warm weather without peak summer crowds. August is when many Italians vacation and some local shops close.

How much does 10 days in Italy cost?

Budget: $100-130/day. Mid-range: $200-300/day. Luxury: $500+/day. A coperto (cover charge) of €2-3 is standard at restaurants.

Do I need a visa for Italy?

Italy is in the Schengen Area. US, UK, Canadian, and Australian citizens can visit visa-free for up to 90 days within any 180-day period.

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