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Splendors of Italy | Hosted by Melissa
May 14 - 24, 2027
Italy is one of those destinations that lives in your imagination long before you ever step foot there. The ancient ruins of Rome. Rolling vineyards in Tuscany. Medieval hill towns. Venice canals. Plates of pasta and glasses of Chianti enjoyed slower than anywhere else in the world.
Now imagine experiencing all of it without having to figure out the trains, rental cars, hotel logistics, or daily planning.
That’s exactly why I’m so excited to host this incredible Splendors of Italy journey with Cosmos.
This affordable small-group guided tour combines some of Italy’s most iconic cities and experiences into one unforgettable itinerary. We’ll explore ancient Rome, wander through Tuscany’s medieval villages and vineyards, experience the beauty of Florence and Pisa, cruise into Venice by boat, and visit Assisi, one of Italy’s most meaningful and beautiful hill towns.
One of the things I personally love most about this itinerary is the balance. You’ll experience Italy’s major highlights while also slowing down enough to enjoy the atmosphere, scenery, wine, food, and charm that make people fall in love with Italy in the first place.
And the best part? You won’t be doing it alone. I’ll be traveling right alongside the group to help make the experience smooth, fun, and stress-free from start to finish.
Whether this is your very first trip to Italy or your fifth, this itinerary truly captures the magic of Italy.
Tour Highlights
- Guided sightseeing in Rome including St. Peter’s Square and the Colosseum area
- Explore the charming hill town of Orvieto
- Visit Siena and its famous Piazza del Campo
- Wander medieval San Gimignano in the heart of Tuscany
- Wine tasting in the Chianti region
- Guided walking tour of Florence
- Visit Pisa and see the iconic Leaning Tower
- Venice boat ride into St. Mark’s Square
- Venetian glass-blowing demonstration
- Guided visit to Assisi and St. Francis Basilica
Included With Your Tour
- Hosted group experience with Melissa Ragazzi
- 8 nights hotel accommodations
- Breakfast daily
- Select dinners included
- Deluxe motorcoach transportation throughout Italy
- Professional Cosmos Tour Director
- Local expert guides in key cities
- Guided sightseeing and experiences
- Audio headsets during guided tours
- Boat transportation in Venice
- Wine tasting in Tuscany
Daily Itinerary
Day 1 – Arrive in Rome
Welcome to Italy! Arrive in Rome and settle into your hotel. The rest of the day is free to relax, explore, grab your first gelato, or enjoy a café in the Eternal City. Tonight, meet your Tour Director and fellow travelers.
Overnight: Rome
Day 2 – Rome
Today we dive into the history and grandeur of Rome. Enjoy guided sightseeing including St. Peter’s Square, views of the Tiber River, Circus Maximus, the Arch of Constantine, and the iconic Colosseum area.
Optional excursions may include evening tours and authentic Roman dinners.
Included Highlights:
- Guided sightseeing in Rome
- St. Peter’s Square
- Colosseum area
- Ancient Roman landmarks
Overnight: Rome
Day 3 – Rome • Orvieto • Siena
Travel north into the Umbria region and stop in beautiful Orvieto, known for its stunning Gothic cathedral. Continue to Siena, one of Tuscany’s most famous medieval cities, and home to the legendary Palio horse race.
Included Highlights:
- Visit Orvieto
- Siena orientation
- Piazza del Campo
Overnight: Siena Area
Day 4 – Siena • San Gimignano • Greve • Montecatini
Today feels like stepping into a postcard. Explore the medieval hill town of San Gimignano with its famous towers before heading into the heart of Chianti wine country. Enjoy a wine tasting experience in Greve before arriving in Montecatini.
Included Highlights:
- San Gimignano
- Chianti wine tasting
- Scenic Tuscany countryside
Overnight: Montecatini
Day 5 – Florence Excursion
Spend the day exploring Florence, the birthplace of the Renaissance. Enjoy a guided walking tour featuring Piazza Signoria, the Duomo, Giotto’s Bell Tower, and the famous Baptistry Doors of Paradise.
Optional excursions may include skip-the-line access to see Michelangelo’s David.
Included Highlights:
- Guided Florence walking tour
- Piazza Signoria
- Florence Cathedral
- Renaissance architecture and history
Overnight: Montecatini
Day 6 – Pisa • Venice Area
Visit Pisa and ride the mini train into the famous Square of Miracles to see the Leaning Tower, Cathedral, and Baptistry. Then continue north toward Venice.
Optional evening experiences may include dinner and a nighttime Venice canal cruise.
Included Highlights:
- Pisa
- Leaning Tower
- Scenic drive through northern Italy
Overnight: Venice Area
Day 7 – Venice
Venice truly feels unlike anywhere else in the world. Arrive in St. Mark’s Square by boat and enjoy time to explore canals, bridges, cafés, and hidden alleyways. Watch Venetian glassblowers demonstrate their centuries-old craft.
Optional gondola rides and lagoon cruises are available.
Included Highlights:
- Venice boat ride
- St. Mark’s Square
- Glass-blowing demonstration
- Free time to explore Venice
Overnight: Venice Area
Day 8 – Venice Area • Assisi • Rome
Travel south through the Italian countryside and stop in Assisi, birthplace of St. Francis. Visit the famous basilica and explore this peaceful medieval town before returning to Rome.
Included Highlights:
- Guided visit to Assisi
- St. Francis Basilica
- Scenic countryside views
Overnight: Rome
Day 9 – Depart Rome
Enjoy breakfast before saying goodbye to Italy and heading home with incredible memories, photos, and probably a desire to return immediately.
Pricing
Starting from $2539 per person*
*Prices are based on double occupancy, USD and includes all taxes. Please inquire about single and triple/quad availability. Travel insurance, extra nights, airport transfers and airfare are additional. Deposit amount is $250 Per Person, nonrefundable and is due at time of booking. Final Payment due on March 17, 2027.
A full quote will be provided upon receiving your registration form. Your reservation will not be confirmed until you have approved the quote and paid the required deposit.
Who is this trip perfect for?
- Travelers visiting Italy for the first time
- Anyone who wants to see multiple iconic destinations in one trip
- Travelers who prefer guided touring instead of navigating Italy independently
- Wine lovers, food lovers, and history lovers
- Solo travelers, couples, and friends looking for a built-in travel community
Interested in Joining Me?
If you’d like early information, pricing, or to be added to the interest list, fill out the form below and I’ll reach out as details are finalized.
I would absolutely love to take you to Italy with me.
Your Advisor
Melissa Ragazzi
Independent Advisor, Trey Tracy Travel LLC
melissa@treytracytravel.com
6015407336