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Italy

Italy works at any pace, from Venice weekends to slow Tuscan drives. Explore the classic cities and the corners in between, with practical help for trains, timing, and tickets.

Panoramic view of rolling Chianti hills with cypress trees, vineyards, and farmhouses on a Tuscany tour from Florence.

Is a Tuscany Tour from Florence Worth It? Here’s What You Need to Know

July 3, 2026June 4, 2026

If you’re planning a few days in Florence, you’ve probably seen the ads: A Tuscany tour from Florence that promises…

Map of italy for day trips from Rome

2 Best Day Trips from Rome Italy: Pompeii/Sorrento and Orvieto

June 11, 2026April 10, 2026

Taking a day trip from Rome is a great way to break up your time in the city. Rome offers…

rome in 3 days

3 Days in Rome: The Best Itinerary for First-Time Visitors

July 3, 2026November 2, 2025

To make the most of 3 days in Rome as a first-time visitor, you’ll want to see the city’s highlights…

Street of cone-roofed trulli houses in Puglia, Italy

Luxury Houses in Puglia: Quick Guide to Renting Hidden Gems

June 14, 2026January 1, 2024

In the southern part of Italy, Puglia beckons with pristine waters, sun-soaked landscapes, ancient olive groves, and charming whitewashed villages.…

Italy summer vacation

Italy Summer Vacation: 5 Amazing Places Aligned with “The Stars”

June 27, 2026August 11, 2023

If you’re planning an Italy summer vacation, or even a visit during the shoulder season, make sure these 5 “star-struck”…

Classical painting of costumed figures with a star, evoking a Florentine festival

Florence Festival Guide: Best Festivals in Florence By Month

July 3, 2026December 1, 2022

In this Florence Festival Guide, you’ll discover something to celebrate year-round in Florence.

It’s no secret that Florence is one of…

Palazzos lining the Grand Canal in Venice, Italy

Venice or Naples, Italy: Good Reasons to Add Both To Your Italy Itinerary

July 3, 2026November 8, 2022

It’s hard to choose between Venice or Naples on your Italy travel itinerary.

When you are on a trip to Italy,…

Ornate glass-domed Galleria Vittorio Emanuele II shopping arcade in Milan, Italy

What to Buy in Milan, Italy with 5 Best Places for Milan Shopping

June 13, 2026October 6, 2022

If you’re wondering what to buy in Milan, you’re about to find out.

As you may already know, Milan is like…

Jagged Dolomite peaks reflected in an alpine lake at sunset, Italy

2024 Dolomites Itinerary: Best Things to See & Do in The Italian Alps

June 13, 2026June 1, 2021

Plan your Dolomites itinerary knowing there is a lot to see and do in the gorgeous Italian Alps. To make…

Plate of cacio e pepe pasta on a white plate

Rome for Foodies: What Are the 25 Best Food Experiences in Rome, Italy?

June 27, 2026March 10, 2021

You’ll find some of the best food in Italy—but the food is especially delicious in Rome. Here, you’ll discover ancient…

Jockey on horseback passing packed grandstands during the Palio race in Siena, Italy

Spending Less Than A Day in Siena Italy: The Absolute “Must See” Attractions

June 27, 2026February 26, 2021

A day in Siena Italy is time well-spent. You’ll find a lot to love about this charming, medieval walled-hill city…

Medieval stone towers of San Gimignano against a blue sky in Tuscany, Italy

Why You’ll Never Forget the 14 Soaring San Gimignano Towers of Tuscany

June 27, 2026February 11, 2021

It’s hard to miss the San Gimignano towers along the Tuscan skyline near Siena, Italy. More fascinating than the medieval…

Rustic trattoria interior with set tables and wine bottles in Fiesole, Italy

Tuscan Comfort Food in Fiesole: Review of Il Fiesolano Ristorante

June 11, 2026August 2, 2018

After exploring the Tuscan hill town of Fiesole on foot and then catching the best sunset over Florence, my friend Mary…

sunset over florence Italian villa

The Best Place to See the Sunset Over Florence [Fiesole Italy]

June 13, 2026July 24, 2018

Exploring the Tuscan Hill Town of Fiesole

Nestled in the gentle curve between two mountains high above Florence, Italy, you’ll find…

Cortona Italy Church View

A Pilgrimage to Bramasole in Cortona Italy

June 15, 2026March 5, 2018

During 14-days in Italy, I visited cultural gems including Florence, Venice, Cinque Terre, Positano, Fiesole, and even my heritage hometown…

enjoy travel life photo gallery venice italy carnevale blue costume

24 Hours in Venice Italy During “Carnevale”

July 3, 2026February 19, 2018

We loved the romantic gondolas navigating the Grand Canal and the baroque architecture of Venice, Italy. But because our trip coincided with…

Yellow church with a rose window beside an olive tree in Positano, Italy

Positively Positano: 48 Hours on the Amalfi Coast

July 3, 2026November 19, 2017

On my whirlwind 14-day tour of Italy, I’d scheduled only one night in Positano before scheduled to leave the Amalfi…

People strolling a narrow street lined with shops in Florence, Italy

5 Stunning Must-Haves for Fashionable Florence, Italy

June 14, 2026October 3, 2017

I did a little shopping before going to fashionable Florence Italy to update my look – just a few things…

Cappuccino on a terrace table overlooking Positano's terracotta rooftops, Italy

Breakfast in Positano, Italy: An Assortment of Goodness

July 3, 2026September 21, 2017

As I fill my dish with an assortment of delectables from the complimentary breakfast spread at Hotel Villa Gabrisa in Positano, Italy,…

Jackie Gately Luxury Travel Blogger at Enjoy Travel Life
 

Hi there, I'm Jackie Gately, an empty-nester and passionate world traveler from Boston. I'm here to show you how you can turn your travel dreams into reality. Get inspired, find encouragement, and discover the right resources—all waiting for you at Enjoy Travel Life. Ready to join me on this adventure? Learn my story and let's make your travel dreams a reality together. 

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Disclaimer: Enjoy Travel Life is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for sites to earn advertising fees by advertising and linking to Amazon.com.

Copyright © 2017-2026 Jacqueline Gately and Enjoy Travel Life, LLC. All Rights Reserved.