wandering...
top of page

Destinations  /  Italy

Italy Travel Guide

Most first trips to Italy try to fit five cities into ten days. I'd pick two or three bases, take the train between them, and leave time for three-hour lunches. Here's how the regions compare and what to book before you go.

Italy

Where I'm sending people now

Getting around

Fast trains link Rome, Florence, Naples, Venice and Milan. Rent a car only for the Tuscan countryside, and never drive into a city center.

Best months

April to early June and September to October. July and August are hot and crowded, and the Amalfi Coast and Lake Como mostly close from November to March.

Budget

Top 5-star hotels run about $1,000 to $3,000+ a night in Rome, Florence, Venice, Positano and Lake Como, plus a city tax of a few euros up to €10 per person per night.

Heads-up

Since April 2026 the EU takes fingerprints and a photo at passport control, so expect longer lines when you land. ETIAS, a €20 online travel authorization, is expected to start in late 2026. Check for strikes before train days.

Places in Italy

Rome

Rome

The Colosseum, the Vatican and the best trattorias

Explore Rome →

Florence & Tuscany

Florence & Tuscany

The Uffizi, the David, Chianti and Val d'Orcia

Explore Florence & Tuscany →

Venice

Venice

Canals, St. Mark's, Murano and Burano, quiet evenings

Explore Venice →

Amalfi Coast

Amalfi Coast

Positano, Ravello, Capri days and long lunches by the sea

Explore Amalfi Coast →

Lake Como

Lake Como

Bellagio, Varenna, villa gardens and boat days

Explore Lake Como →

Which one is right for you?

Rome

Great for

First trips to Italy, history and art lovers, food-focused trips

Skip it if

You want a quiet, slow trip, or you don't do crowds and summer heat

Explore Rome →

Florence & Tuscany

Great for

Art lovers, wine trips, couples, slow countryside stays

Skip it if

You don't want to drive at all, or you're after beach time

Explore Florence & Tuscany →

Venice

Great for

Couples, art and architecture lovers, a 2 to 3 night city stop

Skip it if

Bridges and steps with luggage are a problem, or you only have a day

Explore Venice →

Amalfi Coast

Great for

Honeymoons, couples, boat days, food with a view

Skip it if

Stairs are hard for you, you're going November to March, or you want sandy beaches

Explore Amalfi Coast →

Lake Como

Great for

Honeymoons, couples, slow luxury stays, an easy add-on to Milan

Skip it if

You're going November to March, or you want beaches and nightlife

Explore Lake Como →

Know before you go

Getting there

Rome Fiumicino (FCO) and Milan Malpensa (MXP) get the most long-haul flights; Venice (VCE) and Naples (NAP) work well as an open-jaw so you don't backtrack. If there's no nonstop from your city, connect through a European hub like London, Paris, Frankfurt, Munich, Amsterdam or Zurich, and expect the new EU biometric entry system to add time at passport control on your first Schengen arrival.

Getting around

Trains are the move between cities: Frecciarossa and Italo high-speed trains link Rome, Florence, Milan, Venice and Naples, and Rome to Florence takes about 1.5 hours. Only rent a car for the countryside (Tuscany, Puglia), never inside cities, where ZTL restricted zones mean automatic camera fines.

Money and tipping

Euros everywhere, and tap-to-pay is common, but carry some cash for small cafes, taxis and the city tourist tax many hotels collect at checkout. Tipping isn't expected: a coperto (cover charge) is normal on bills, and I round up or leave 5-10% only for great service.

How I'd spend 10 days

Days 1-3  Rome, Colosseum and Forum, Vatican early entry, Trastevere dinner

Days 4-6  Florence and Tuscany, Uffizi, a Chianti or Val d'Orcia wine day

Days 7-9  Venice for the canals and islands, or the Amalfi Coast for summer sea days

Day 10  Fly home from Venice (VCE) or Naples (NAP) instead of backtracking to Rome

Hotels I'd book in Italy

Gallery Hotel Art

Gallery Hotel Art

 Perks when you book with me 

Near Ponte Vecchio · $$$

A stylish, art-filled boutique hotel on a quiet lane just off Ponte Vecchio. Can't beat it for location.

Read my overview →

Four Seasons Hotel Firenze

Four Seasons Hotel Firenze

 Perks when you book with me 

Borgo Pinti · $$$$

A Renaissance palazzo inside an 11-acre private garden, with Florence's only full spa and an outdoor pool. The calmest luxury stay in the city.

Read my overview →

Singer Palace Hotel Roma

Singer Palace Hotel Roma

 Perks when you book with me 

Near Piazza Venezia and Via del Corso · $$$

A 30-room Art Deco boutique hotel steps from Piazza Venezia, with a rooftop bar that's worth booking for.

Read my overview →

The Rome EDITION

The Rome EDITION

 Perks when you book with me 

Near Via Veneto and the Spanish Steps · $$$$

Sleek modern luxury near the Spanish Steps, with a rooftop pool and one of the best hotel bars in Rome.

Read my overview →

Hotel Chapter Roma

Hotel Chapter Roma

 Perks when you book with me 

Regola, near Campo de' Fiori · $$

A cool, design-led boutique hotel in the old center, near Campo de' Fiori and the Ghetto. Great value for the location.

Read my overview →

See all hotels in Italy

See all hotels in Italy

 

16 hotels in my guide

Browse every hotel I recommend in Italy, and sort by price or who it's best for.

See all hotels →

Things to do in Italy

Early-entry Sistine Chapel tour

Early-entry Sistine Chapel tour

Gets you into the Sistine Chapel before the crowds, then on to St. Peter's.

Rome  |  4 hours  |  from $113

Check availability →

Colosseum underground and arena floor

Colosseum underground and arena floor

A guided tour below the arena floor, then through the Forum and Palatine Hill.

Rome  |  3 hours  |  from $113

Check availability →

David and the Duomo small-group tour

David and the Duomo small-group tour

Walks of Italy covers the Accademia and the Duomo area in one morning, with 18 people at most.

Florence & Tuscany  |  3 hours  |  from $63

Check availability →

Uffizi highlights tour

Uffizi highlights tour

The Uffizi is huge. A guide gets you to Botticelli, Leonardo and Caravaggio without wandering for hours.

Florence & Tuscany  |  2 hours  |  from $73

Check availability →

Doge's Palace Secret Itineraries

Doge's Palace Secret Itineraries

Through the hidden offices, the prisons and Casanova's cell. Not for kids under 6 or anyone claustrophobic.

Venice  |  About 1.5 hours  |  from $124

Check availability →

Murano and Burano boat tour

Murano and Burano boat tour

A small-group boat trip to Murano for a glassblowing demo, then Burano for the lace and the colored houses.

Venice  |  Half day  |  from $50

Check availability →

Private boat day to Capri

Private boat day to Capri

A full day on a private boat from Positano around Capri's grottos and swim stops. The best day of most Amalfi trips.

Amalfi Coast  |  7 hours  |  $1,558 per boat

Check availability →

Path of the Gods hike

Path of the Gods hike

The best views on the coast, mostly downhill from Bomerano to Nocelle. Start early and bring water.

Amalfi Coast  |  3 to 4 hours  |  from $108

Check availability →

See all things to do in Italy

See all things to do in Italy

Browse every tour and experience I recommend in Italy, and sort by price, length or type.

26 picks in my guide

See all →

Where to eat in Italy

La Pergola

Contemporary Italian · Rome Cavalieri, Monte Mario, Rome · $$$$

Rome's only three-Michelin-star restaurant, with a view over the whole city. Book well ahead.

Pierluigi

Seafood · Near Via Giulia, Rome · $$$$

A Roman institution for raw fish and seafood, with a big wine list and a terrace on a quiet piazza.

Enoteca Pinchiorri

Fine dining · Santa Croce, Florence, Florence & Tuscany · $$$$

Florence's only three-Michelin-star restaurant, with one of the great wine cellars in Italy.

Osteria di Passignano

Modern Tuscan · Badia a Passignano, Chianti, Florence & Tuscany · $$$$

Run by the Antinori wine family next to an abbey in Chianti. Over 1,000 wines. Closed Sundays.

Quadri

Modern Italian · St. Mark's Square, Venice · $$$$

The Alajmo family's Michelin-starred dining room above Caffè Quadri, looking out over the piazza.

Venissa

Lagoon cooking · Mazzorbo, Venice · $$$$

Michelin-starred and set in a walled vineyard next to Burano. Pair it with a Burano afternoon.

Zass

Fine dining · Il San Pietro, Positano, Amalfi Coast · $$$$

Michelin-starred dining at Il San Pietro, with the coast lit up below you. Open with the hotel's season.

La Sponda

Mediterranean · Le Sirenuse, Positano, Amalfi Coast · $$$$

Dinner by candlelight on Le Sirenuse's terrace. The most romantic room on the coast.

Il Gatto Nero

Regional · Cernobbio hills, Lake Como · $$$$

A hillside terrace over the lake. Reservations required, and front-row tables carry an extra charge.

La Punta

Lake cooking · Bellagio, Lake Como · $$$

Tables right at the tip of the point where the lake splits. Go at sunset.

Where I'm sending people now

VMNP_XWsUcRMH6vhvqU-z81jN94qVk_7uZXSDLZEgDwze_fAL4iMn_-tA01-FKafUrJAWW8jVSLkcwH_VEIsW6eH0H

Hawaii

Maui, Kauai, Oahu and the Big Island, and how to pick between them.

Image by Rafael Peier

Italy

Rome and the Amalfi Coast, with the hotels and tours worth booking ahead.

image.png

Caribbean

Punta Cana, Turks and Caicos and Puerto Rico, all-inclusive and not.

Italy FAQ

How many places should I visit on a first trip?

Two or three for a week to 10 days. Rome plus Florence, or Rome plus the Amalfi Coast, is the classic first trip. Every move costs you half a day.

Should I take the train or rent a car?

Take the train between cities: Rome to Florence is about 1.5 hours and Rome to Naples about 70 minutes on high-speed trains. A car only makes sense in the Tuscan countryside. US drivers need an International Driving Permit, and city centers have camera-enforced zones that fine you for driving in.

Do I need a visa for Italy?

Not as a US citizen on a trip of up to 90 days. Since April 2026 the EU registers your fingerprints and photo at your first entry. ETIAS, a €20 online authorization valid for three years, is expected to start in late 2026 with a grace period.

What is the city tax?

Almost every city charges one per person per night, paid at the hotel and usually not included in the rate you booked: €10 at 5-star hotels in Rome, €8 in Florence and €5 in Positano, for example.

Do I tip in Italy?

It isn't expected. Many restaurants add a coperto, a cover charge of a few euros per person, which is legal and listed on the menu. Leaving a few euros for great service is plenty.

What about strikes?

Transport strikes are common but announced ahead of time. Check the Italian government strike calendar (scioperi.mit.gov.it) before train and flight days, and leave a buffer before international flights.

When are the Amalfi Coast and Lake Como closed?

Most big hotels in both places close from about November to March, and ferries cut back. For a winter trip, stick to Rome, Florence and Venice.

What should I wear to churches?

Cover your shoulders and knees at St. Peter's, the Vatican Museums and St. Mark's in Venice. It's enforced at the door.

Want me to plan your Italy trip?

bottom of page