AWAY TO ITALY

Italy Journal

Italy Trip Planning

Colorful buildings in Venice

Italy trip planning made simple — and personal.

5 Steps to Planning an Italy Trip Without Overwhelm

Feeling stressed about planning your Italy trip?
Drowning in guides, itineraries, and advice? Let’s simplify it.

My 5-step method will help you cut through the noise, focus on what matters most, and design a trip that feels personal, stress-free, and deeply meaningful.


Step One: Get Clear On Your Italy Trip Goals

Without clear goals, it’s easy to get overwhelmed. Every decision you make — from choosing your home base to planning your days — should support the Italy experience you actually want.

Travel Style Quiz
Find out what kind of traveler you are and which type of Italy trip fits you best.

Planning a Trip to Italy: 9 Mistakes to Avoid
Save time and stress by steering clear of the most common pitfalls.

Best Time to Go to Italy
Learn how each season affects crowds, costs, and experiences.

7 Conversations to Have Before You Plan (for couples)
Make sure you and your partner are on the same page before you book.

italy trip planning

Step Two: Create Your Italy Itinerary

Now it’s time to give your trip structure. Without a plan, it’s easy to overload your days or miss what matters most. In this step, you’ll decide where to base yourself, how long to stay, and how to set a pace that feels enjoyable.

The Art of Slow Travel in Italy
Discover how to pace your trip so you experience more, not less.

Italy Regional Guide: Northern vs Central vs Southern Italy
Compare regions and decide which area best fits the trip you want.

The Best Food Regions in Italy
Shape your itinerary around Italy’s most memorable food and wine experiences.

Dreaming of a Blissful Summer in Italy?
Planning for summer? Learn how to adjust expectations and pacing for the season.

Understanding Ferragosto: A Traveler’s Guide to August in Italy
Learn how Ferragosto closures and crowds can affect your August itinerary — and how to plan around them.

ITALY TRAVEL PLANNER

Italy trip portofino

Step Three: Where To Stay In Italy

Where you stay shapes your whole experience. The right accommodations can connect you to local life, make logistics easier, and set the tone for your trip.

What Is an Agriturismo? The Ultimate Guide to Farm Stays in Italy
Learn what agriturismos are, how they work, and why they’re such a special way to stay.

The Best Agriturismos in Tuscany
Discover my favorite Tuscan farm stays that combine comfort, culture, and authenticity.

7 Beautiful Vacation Home Rentals in Tuscany
Explore handpicked rentals in Tuscany for travelers who want more space and independence.

The Best Masserie in Puglia (Boutique Farm Stays)
Discover unique farm stays in Puglia that highlight the region’s culture and hospitality.

The Best Places to Stay in Italy: With and Without a Car
Choose the right bases depending on your travel style and how you’ll get around.

HOW TO PLAN AN ITALY TRIP

italy transportation

Step Four: Getting Around Italy

Transportation can make or break your trip. Luckily, Italy’s trains, car rentals, and transfers give you options — the key is knowing which works best for your itinerary and travel style.

How to Travel by Train in Italy: Expert Tips for a Smooth Journey
Learn how to book, board, and ride the train like a pro — stress-free and on time.

Renting a Car in Italy: Tips, Costs, and Mistakes to Avoid
Find out when a car makes sense, how to rent one, and what pitfalls to watch for.

The Best Places to Stay in Italy: With and Without a Car
See how your transport choice influences where you should base yourself.

How to plan an italy trip

planning a trip to Italy

Step Five: What to Expect in Italy

Once the planning is done, it’s time to feel confident about the everyday details. Understanding Italy’s rhythms and culture helps you enjoy your trip instead of worrying about surprises.

Tips for Dining in Italy
Simple tips to enjoy restaurants, coffee bars, and local food culture with confidence.

39 Things to Know Before Traveling to Italy
Essential tips and insights to help you avoid surprises and travel with confidence.

Using Your Cell Phone In Italy: 5 Options For Staying Connected
Learn the best ways to stay connected abroad—from eSIMs to Wi‑Fi options—without overpaying.

Can You Drink the Water in Italy?
Answers on tap water safety across Italy so you can hydrate confidently.

What Is the Passeggiata in Italy?
Discover how this tradition shapes daily life and connects you with Italian culture.

planning an italy trip

Different Ways to Work With Me

If these steps feel like a lot, or you’d like expert guidance along the way, there are several ways we can work together — depending on what you need:

Luxe Italy Experience – white-glove planning for travelers with higher budgets who want access to my network of bespoke travel planning partners in Italy, a fully tailored, seamless experiences, and 24/7 support during your trip.

Italy Travel Clarity Call – a focused 30-minute session to answer your biggest planning questions.

Curated Stays – handpicked boutique hotels, agriturismos, or rentals that fit your style and itinerary.

Experience Curation – personalized recommendations for authentic tours and activities that match your interests.

Custom Italy Itinerary & Concierge Service – a complete, done-for-you trip plan covering stays, logistics, and daily experiences.

how to plan an italy trip

Let’s Plan Your Trip Together

Hello…I’m Amy! I’m passionate about helping travelers like you plan their Italy trip with clarity and enjoy every step of the journey.

I’ve been exploring Italy for over 30 years and split my time between the U.S. and my second home in Lucca, Tuscany.

I believe the best trips balance famous sights with authentic moments — and your interests should be the compass for every decision you make while planning.

–>> Let’s bring your trip to life!


The LATEST

about the BLOG

Practical tips, destination guides, and cultural insights to help you plan an Italy trip that feels authentic.

Meet Your Travel Guide

AMY
LAMPARELLI

I’ve been exploring Italy for over 30 years, from my student days in Urbino to now calling Tuscany my second home.

I was tired of seeing travelers stuck with generic advice that led to generic trips—missing the magic of Italy’s authentic side. 

I created my travel advising services to take away the stress of planning and bring each traveler’s personal vision of Italy to life.

READ MORE →

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Let’s create your perfect Italy itinerary together.

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