Get ready! Exciting adventures await!

Below, you’ll find three enchanting itineraries we’ve personally experienced. Perfect for exploring Italy and its beautiful surrounding regions, before or after, our wedding weekend. Your Italian journey awaits—let's make memories that will last a lifetime! ✨🍷🇮🇹

Below are 3 options to get you started with your planning, keep in mind that you can modify all of these as needed to fit your schedule. You can also mix and match the lists to best suit your travel desires.

Here’s a thrilling 5-day itinerary to explore Tuscany and beyond, with Florence as your home base:

Day 1: Discover Florence

- Morning: Start at the Florence Cathedral (il Duomo). Climb to the top for stunning views

- Lunch: Enjoy a traditional Tuscan lunch at a local trattoria

- Afternoon: Visit the Uffizi Gallery to marvel at Renaissance masterpieces

- Evening: Stroll across the Ponte Vecchio and have dinner in the Oltrarno district

Day 2: Day Trip to Pisa and Lucca

- Morning: Take a train to Pisa (about 1 hour). Visit the iconic Leaning Tower and Piazza dei Miracoli

- Lunch: Enjoy a meal in Pisa or grab a picnic

- Afternoon: Head to Lucca (30 minutes by train), rent a bike and ride along the city walls

- Evening: Return to Florence and dine at a local pizzeria

Day 3: Chianti Wine Tour

- Morning: Join a guided Chianti wine tour, visit vineyards and learn about winemaking

- Lunch: Enjoy a wine-tasting lunch at a vineyard, savoring local dishes paired with Chianti

- Afternoon: Explore charming towns like Greve in Chianti and Radda

- Evening: Return to Florence and relax at a gelateria

Day 4: Day Trip to Siena and San Gimignano

- Morning: Drive or take a bus to Siena (about 1.5 hours). Visit the Siena Cathedral and Piazza del Campo

- Lunch: Savor traditional Sienese cuisine at a local restaurant.

- Afternoon: Head to San Gimignano (30 minutes by bus). Explore the medieval towers and taste the famous Vernaccia wine.

- Evening: Return to Florence for dinner at a rustic trattoria.

Day 5: Explore the Tuscan Countryside

- Morning: Rent a car or take a tour to the Val d'Orcia region (the area where the wedding will be). Stop in Pienza for breathtaking views and famous pecorino cheese.

- Lunch: Enjoy a leisurely lunch in Montalcino, known for its Brunello wine.

- Afternoon: Visit Bagno Vignoni for its unique thermal baths or stroll through Montepulciano

- Evening: Return to Florence, and indulge in a farewell dinner featuring Tuscan specialties.

Enjoy your adventure in Florence and the enchanting Tuscan countryside!

Here’s an exciting 5-day itinerary to explore Northern Italy, using Milan as your home base:

Day 1: Discover Milan

- Morning: Start your day at the Duomo di Milano. Climb to the rooftop for stunning city views

- Lunch: Enjoy a traditional Milanese risotto at a nearby trattoria

- Afternoon: Visit the Galleria Vittorio Emanuele II for shopping and coffee, then explore Castello Sforzesco and its beautiful gardens

- Evening: Experience Milan’s nightlife in the Navigli district with dinner along the canals

Day 2: Day Trip to Lake Como

- Morning: Take a train to Como (about 1 hour). Explore the charming town and visit the Como Cathedral

- Lunch: Enjoy a lakeside meal in Como or a quick bite in Bellagio

- Afternoon: Take a ferry to Bellagio, known as the "Pearl of the Lake." Stroll through the picturesque streets and gardens

- Evening: Return to Milan for dinner at a cozy Italian restaurant

Day 3: Explore Bergamo and Franciacorta

- Morning: Take a train to Bergamo (about 1 hour). Explore the Città Alta, visiting Piazza Vecchia and the Basilica di Santa Maria Maggiore

- Lunch: Try local specialties like polenta at a trattoria.

- Afternoon: Visit the Franciacorta wine region for wine tastings and vineyard tours.

- Evening: Return to Milan and enjoy a relaxed dinner.

Day 4: Day Trip to Verona

- Morning: Catch a train to Verona (about 1.5 hours). Visit the famous Juliet's House and explore Piazza delle Erbe

- Lunch: Enjoy a meal at a local osteria featuring Veronese cuisine

- Afternoon: Visit the Arena di Verona and stroll along the Adige River

- Evening: Return to Milan for dinner and perhaps catch a performance at the Teatro alla Scala

Day 5: Explore the Italian Riviera – Cinque Terre

- Morning: Depart early for a day trip to Cinque Terre. Take a train to Monterosso al Mare (about 3 hours).

- Lunch: Enjoy fresh seafood at a seaside restaurant.

- Afternoon: Hike or take the train between the picturesque villages of Vernazza, Corniglia, Manarola, and Riomaggiore. Don’t miss the stunning views!

- Evening: Return to Milan, savoring your last Italian dinner in a local trattoria.

Enjoy your Italian adventure from the vibrant city of Milan!

Here’s a captivating 5-day itinerary to explore Italy, using Rome as your home base:

Day 1: Discover Rome

- Morning: Start at the Colosseum. Pre-book a guided tour to skip the lines

- Lunch: Enjoy a classic Roman pasta dish, like Cacio e Pepe, at a nearby trattoria

- Afternoon: Visit the Roman Forum and Palatine Hill to explore ancient ruins

- Evening: Stroll through Trastevere, a charming neighborhood. Dine at a local restaurant and enjoy the vibrant atmosphere

Day 2: Vatican City

- Morning: Head to Vatican City. Visit St. Peter’s Basilica and climb to the dome for breathtaking views.

- Lunch: Grab a quick bite at a nearby café

- Afternoon: Explore the Vatican Museums, including the Sistine Chapel. Again, pre-book tickets to avoid long lines

- Evening: Enjoy dinner in the Prati district and try traditional Roman pizza

Day 3: Day Trip to Florence

- Morning: Take an early train to Florence (about 1.5 hours). Visit the Duomo and climb to the top for stunning views

- Lunch: Savor a Florentine steak at a local trattoria

- Afternoon: Explore the Uffizi Gallery and visit the Ponte Vecchio

- Evening: Return to Rome and enjoy a leisurely dinner in the historic center

Day 4: Day Trip to Tivoli

- Morning: Take a bus or train to Tivoli (about 30 minutes). Visit Villa d’Este, known for its stunning gardens and fountains

- Lunch: Enjoy a meal in Tivoli, sampling local cuisine

- Afternoon: Explore Hadrian’s Villa (Villa Adriana), a UNESCO World Heritage site

- Evening: Return to Rome and dine at a restaurant near the Pantheon

Day 5: Explore Southern Italy – Naples and Pompeii

- Morning: Take an early train to Naples (about 1 hour). Enjoy a famous Neapolitan pizza for lunch

- Afternoon: Visit Pompeii (30 minutes by train), exploring the ancient ruins of this buried city

- Evening: Return to Rome and enjoy a farewell dinner, perhaps trying gelato as a sweet treat

Enjoy your unforgettable journey through Italy centered around the beautiful city of Rome!