ITALY: $400s - $500s Roundtrip!
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Destinations: Milan, Venice, Bologna, Florence, Rome, Naples, Catania (Sicily)
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Departures: AR, MO, KS, TX, OK, TN, NC
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Travel Dates:
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Varies: Spring - some Fall
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Airlines: American, United, Delta, British Airways, Icelandair and partners
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Additional Highlights: Lodging tips for over 60 Italian cities and towns in the Travel Resources Guide!
2026 MILANO-CORTINA OLYMPICS GUIDE:
These fares are $300 - $800 below usual for these cities / these dates!
UPDATES: ITALY FARES ARE STILL REALLY LOW - High $400s to low $500s on several routes! This sale seems to be near the end. A lot of dates have disappeared, but still some good ones left!
We're a little shocked to see these incredible fares to Italy during the Winter Olympics! Flights to Milan and Venice put you right in the action - with events all over northern Italy. And if the olympics aren't your think, the sale includes lots of dates JAN - MAR all over Italy (and a few AUG-NOV as well). BOOK FAST if you find dates that work for you.
🇮🇹 Why Visit Italy?
- THE 2026 WINTER OLYMPICS!
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Milan: Italy’s fashion capital mixes historic cathedrals with chic urban energy—plus easy train access to Lake Como.
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Venice: Explore a floating city of winding canals, grand palaces, and timeless romance.
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Bologna: Food lovers rejoice—this medieval city is known for some of Italy’s best cuisine (and fewer tourists!).
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Florence: The cradle of the Renaissance—art, architecture, and incredible views from Piazzale Michelangelo.
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Rome: The Eternal City—wander from the Colosseum to Trastevere’s cobblestone alleys with espresso in hand.
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Naples: Vibrant street life, proximity to Pompeii, and the birthplace of true Neapolitan pizza.
What’s the Weather Like?
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September–October: Warm, golden autumn days—highs in the 70s–80s°F. Perfect for sightseeing without summer crowds.
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November–December: Cooler, festive atmosphere with highs in the 50s–60s°F. Great for holiday lights, markets, and cozy trattorias.
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January–March: Milder winter travel with highs in the 50s°F. Fewer tourists, lower prices, and crisp, clear days—ideal for city walks and museum visits.
First-Timer’s Tips for Italy
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Move city-to-city by train. Italy’s rail system is fast, easy, and scenic—perfect for visiting multiple cities in one trip.
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Stay central. Book hotels or Airbnbs within walking distance of the city center - it’s worth every penny to be near the piazzas and sights.
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Plan meals later. Dinner typically starts after 7:30 p.m. *slow down, enjoy long meals, and embrace Italy’s relaxed rhythm.
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Cash still matters. Some smaller cafés and shops prefer cash, especially outside big tourist hubs.
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Embrace the pace. Italy isn't meant to be rushed. Leave space in your days for lingering, wandering, and spontaneous discoveries.
If you love art, food, history, or just beautiful chaos, Italy will feel like home the moment you arrive.
Travel Lodging Guide
Our Airbnb Guide for Italy features curated lodging options in 64 cities and towns! From stylish apartments in Rome to hillside villas in Tuscany, these recommendations make planning your stay effortless.
*Click on flight links below to be directed to sample dates / flights. This is a great starting place to start finding dates that work for you. Prices were valid when this fare alert was assembled - but are subject to change at any moment.
ARKANSAS DEPARTURES
*Link takes you to a sample flight date on the google flights calendar. To find a different date, simply click on the provided date in the top right - and google's calendar will open up for you. Then, you can start your search.
FAYETTEVILLE (XNA):
$492 MILAN, ITALY / FEB-APR, AUG-DEC
$501 FLORENCE, ITALY / FEB-MAR
LITTLE ROCK (LIT):
$492 MILAN, ITALY / FEB-APR, AUG-DEC
$501 FLORENCE, ITALY / FEB-MAR
FORT SMITH (FSM):
$493 MILAN, ITALY / FEB-APR, AUG-DEC
TEXARKANA (TXK):
$493 MILAN, ITALY / FEB-APR, AUG-DEC
TEXAS DEPARTURES
*Link takes you to a sample flight date on the google flights calendar. To find a different date, simply click on the provided date in the top right - and google's calendar will open up for you. Then, you can start your search.
DALLAS (DFW, DAL):
$498 MILAN, ITALY / FEB-APR, AUG-DEC
AUSTIN (AUS):
$492 MILAN, ITALY / FEB-APR, AUG-DEC
$501 FLORENCE, ITALY / FEB-MAR
HOUSTON (IAH, HOU):
$491 MILAN, ITALY / FEB-APR, AUG-DEC
TEXARKANA (TXK):
$493 MILAN, ITALY / FEB-APR, AUG-DEC
MISSOURI DEPARTURES / AIRLINES: DELTA, AIR CANADA, UNITED
*Link takes you to a sample flight date on the google flights calendar. To find a different date, simply click on the provided date in the top right - and google's calendar will open up for you. Then, you can start your search.
ST LOUIS (STL):
$496 MILAN, ITALY / FEB-APR, AUG-DEC
$491 FLORENCE, ITALY / FEB-MAR
KANSAS CITY (MCI):
$492 MILAN, ITALY / FEB-APR, AUG-DEC
$501 FLORENCE, ITALY / FEB-MAR
SPRINGFIELD (SGF):
$492 MILAN, ITALY / FEB-APR, AUG-DEC
$501 FLORENCE, ITALY / FEB-MAR
JOPLIN (JLN):
$487 MILAN, ITALY / FEB-APR, AUG-DEC
$497 FLORENCE, ITALY / FEB-MAR
OKLAHOMA DEPARTURES / AIRLINES: DELTA, AMERICAN, UNITED
*Link takes you to a sample flight date on the google flights calendar. To find a different date, simply click on the provided date in the top right - and google's calendar will open up for you. Then, you can start your search.
TULSA (TUL):
$492 MILAN, ITALY / FEB-APR, AUG-DEC
$501 FLORENCE, ITALY / FEB-MAR
OKLAHOMA CITY (OKC):
$492 MILAN, ITALY / FEB-APR, AUG-DEC
$501 FLORENCE, ITALY / FEB-MAR
TENNESSEE DEPARTURES
*Link takes you to a sample flight date on the google flights calendar. To find a different date, simply click on the provided date in the top right - and google's calendar will open up for you. Then, you can start your search.
MEMPHIS (MEM):
$496 MILAN, ITALY / FEB-APR, AUG-DEC
$501 FLORENCE, ITALY / FEB-MAR
NASHVILLE (BNA):
$492 MILAN, ITALY / FEB-APR, AUG-DEC
$502 FLORENCE, ITALY / FEB-MAR
NORTH CAROLINA DEPARTURES
*Link takes you to a sample flight date on the google flights calendar. To find a different date, simply click on the provided date in the top right - and google's calendar will open up for you. Then, you can start your search.
RALEIGH (RDU):
$484 MILAN, ITALY / FEB-APR, AUG-DEC
$494 FLORENCE, ITALY / FEB-MAR
Booking Flights
Adventure Fares recommends starting your fare search with easy-to-use search engines (like Google Flights) to locate the flight you’re wanting, dates and details. Then, after finding the flight details, we recommend booking the actual flights direct with the airlines. We also sometimes use travel services like Momondo.com, expedia.com, travelocity.com - and others. Booking with airlines directly is typically preferable, especially when problems occur (such as flight changes, delays, booking problems, etc).
Recommended AirBNB Lists:
Here are some lists of recommended properties in Italy.
Alberobello, Italy AirBNB List
Amalfi, Italy AirBNB List
Assisi, Italy AirBNB List:
Bari, Italy AirBNB List:
Bergamo, Italy AirBNB List
Bologna, Italy AirBNB List
Bolzano, Italy Air BNB List
Bonassola, Italy AirBNB List
Cagliari, Italy AirBNB List
Camogli, Italy AirBNB List
Capri, Italy AirBNB List
Catania Centro, Sicily, Italy AirBNB List
Como, Lombardy, Italy AirBNB List
Conca dei Marini, Italy AirBNB List
Corniglia, Cinque Terre, Italy AirBNB List
Florence 1, Italy AirBNB List
Genoa, Italy AirBNB List
Lecce, Apulia, Italy AirBNB List
Levanto, Liguria, Italy AirBNB List
Locorotondo, Italy AirBNB List
Lucca, Tuscany, Italy AirBNB List
Manarola, Cinque Terre, Italy AirBNB List
Mantua, Italy AirBNB List
Matera, Italy AirBNB List
Matera, Italy 2 AirBNB List
MIlan, Italy AirBNB List
Molfetta, Italy AirBNB List
Monopoli, Italy AirBNB List
Monterosso, Cinque Terre, Italy AirBNB List
Monticchiello, Italy AirBNB List
Naples, Italy AirBNB List
Ostuni, Italy AirBNB List
Palermo 1, Italy AirBNB List
Palermo 2, Italy AirBNB List
Pantelleria (island), AirBNB List
Parma, Emilia-Romagna, Italy AirBNB List
Perugia, Italy AirBNB List
Pienza, Italy AirBNB List
Polignano a Mare, Italy AirBNB List
Portofino, Italy AirBNB List
Portovenere, Italy AirBNB List
Positano, Italy AirBNB List
Praiano, Italy AirBNB List
Procida Island, Italy AirBNB List
Ravello, Italy AirBNB List
Riomaggiore, Cinque Terre, Italy AirBNB List
Santa Margherita, Italy AirBNB List
Taormina, Sicily, Italy AirBNB List
Tropea, Calabria Italy AirBNB List
Turin, Italy AirBNB List
Vicenza, Italy AirBNB List
Venice, Italy 1 AirBNB List
Venice, Italy 2 AirBNB List
Vernazza, Cinque Terre, Italy AirBNB List
Verona, Italy AirBNB List
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Castles of Italy, AirBNB List
The Dolomites, AirBNB List
1. Reviews - Only units with and established rental record, and the very best reviews make the cut!
2. Location: This is the most important thing for travelers. Only units in the best neighborhoods convenient to the sights make the list. (rural rentals are exceptions)
3. Value: We only recommend units that are decent to excellent values for what / where you’re renting.
4. View: We keep an eye out for units that have an excellent view!
That's it. We screen for great reviews, great locations, great views, and great prices. This should give you some great options to start with whenever you're planning your next adventure!
Previous Fare Alerts Archives
Emails get lost, deleted, dropped into the wrong folder sometimes. Any time you need to find the most recent Fare Alerts - this is where you'll need to check. Click here to go to Fare Alerts Archive section of the site. Alerts are posted here as soon as they're sent out - so you'll never have to miss one again. This part of the site is member password protected, so you will need to be logged in to access the page.
