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sell9 Day Gems of Italy Tour 2026

Overnight Stays: Genoa (3 Nights) Florence (4)
Also Visiting: Piemonte, Cinque Terre, Portofino, Venice, Val D’Orcia, Montepulciano, Montalcino

This week-long tour takes you through the heart of Italy, from Genoa’s medieval charm to Florence’s Renaissance wonders, with scenic excursions to Cinque Terre, Portofino, Venice, and the Tuscan wine roads. Highlights include truffle hunting in Piemonte, exploring Venice’s canals, savoring Tuscan wines, and indulging in Ligurian and Venetian culinary delights.

Itinerary

Day 1 - Depart USA - Genoa

WEDNESDAY - Boarding your overnight flight, you’re off on a memorable journey to Italy!

Day 2 - Arrive in Genoa - Afternoon at Leisure - Dinner Out

THURSDAY - Welcome to Genoa, a charming port city where medieval alleys meet sea-view boulevards. After hotel check-in, enjoy free time to stroll the historic old town—perhaps along Via Garibaldi or past the Palazzi dei Rolli. Don’t miss a sunset view from Spianata Castelletto.

This evening, gather with fellow travelers for a Welcome Dinner featuring Ligurian specialties.

Included: Dinner

Day 3 - Piemonte Truffle & Wine Adventure with Lunch

FRIDAY - This morning, head to the scenic hills of Piemonte, renowned for white truffles, Barolo wines, and breathtaking views. Experience a real truffle hunt with a local hunter and dog, then indulge in a wine tasting at a local winery.

Lunch features regional dishes - a gourmet highlight!

Return to Genoa by evening and enjoy a relaxed night on your own—maybe a seaside aperitivo in Porto Antico?

Included: Breakfast, Lunch

Day 4 - Genoa - Cinque Terre

SATURDAY - Rise early for a day in the breathtaking Cinque Terre, where colorful villages cling to cliffs above the Ligurian Sea

Start with a train ride from Sestri Levante to Vernazza, a postcard-perfect harbor town.

Continue to Monterosso, the largest village, and enjoy free time for lunch.

Return to Genoa in the evening, filled with sun-soaked memories. Dinner is on your own—consider a cozy trattoria for your final night on the Riviera.

Included: Breakfast

Day 5 - Genoa - Portofino - Florence - Dinner in Hotel

SUNDAY - Depart Genoa for the elegant seaside town of Santa Margherita Ligure, a classic Riviera gem.

Mini Cruise: Sail along the sparkling Ligurian coast to Portofino, where sleek yachts mingle with the charm of a traditional fishing village.

You’ll have some free time to wander cobbled streets, browse chic boutiques, or relax with an espresso overlooking the harbor.

Then, travel through Tuscany’s rolling hills to Florence, the cradle of the Renaissance.

This evening you’ll gather for a group dinner at your hotel—raise a glass to new adventures in this romantic city.

Included: Breakfast, Dinner

Day 6 - Florence - Excursion To Venice - Special Venetian Lunch - Florence

MONDAY - All aboard for Venice, the floating masterpiece! Upon arrival, you’ll step into a world of canals, gondolas, and gothic beauty.

With your guide, explore the highlights of this magical city. Marvel at the splendor of St. Mark’s Basilica, take in the grandeur of Piazza San Marco, and cross the iconic Bridge of Sighs.

For lunch, you’ll enjoy Venetian seafood specialties.

In the evening, return to Florence with full hearts and full camera rolls. Dinner is on your own tonight.

Included: Breakfast, Lunch

Day 7 - Florence City Sightseeing

TUESDAY - This morning, you’ll walk in the footsteps of Michelangelo, Dante, and the Medici on a guided tour of Florence. Highlights include the Duomo and Giotto’s Bell Tower, the Baptistery with Ghiberti’s golden Gates of Paradise, Piazza della Signoria, and the Accademia Gallery, where Michelangelo’s David stands in all his glory.

In the afternoon, enjoy free time to explore at your own pace.

Dinner is on your own tonight - be sure to ask your tour director for local recommendations.

Included: Breakfast

Day 8 - Tuscan Wine Roads - Val D'Orcia, Montepulciano & Montalcino - Lunch

WEDNESDAY - Get ready for a dream day in Val d’Orcia, a postcard-perfect landscape of rolling hills, cypress-lined roads, and timeless hilltop villages. Savor the best of the region with a memorable wine tasting and lunch in the heart of Tuscan wine country.

Return to Florence for one final evening to shop, sip, and soak up the Tuscan magic—a perfect farewell to Italy.

Included: Breakfast, Lunch

Day 9 - Flight Home - USA

THURSDAY - Arrivederci Italia! Your Italian journey ends, but the memories linger - of sea breezes in Portofino, truffle-scented forests, Renaissance art, and sun-drenched vineyards.

Transfer to the airport for your flight back to the USA. Until next time - ciao, Italia!

Included: Breakfast

Inclusions

  • Centrally located 4 & 5 star hotels
  • Airport transfers at Scheduled times
  • Full Breakfast Daily
  • 2 Dinners and 3 Lunches
  • Wine Tasting
  • Full Day Excursion to Venice
  • Wireless Headsets to hear your guides clearly
  • Travel Wallet, Baggage tags and Travel Documents
  • Baggage Handling throughout the trip (Except at airports)
  • Hotel taxes, City taxes, Hotel Service Charges and all tips for Hotel and Restaurant Personnel
  • Professional Tour Directors and Licensed Local Guides
  • Complimentary Wi-Fi on our buses

Activity Level

Italy’s charm lies in its cobblestones, hills, uneven paths, and stairs. Most guests—even older ones—find it easy to keep pace. You’ll likely average 8,000-12,000 steps on active days, so bring a pair of comfortable, well-broken-in shoes!

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Dates & Rates

Depart - Return Per Person
in a Double
Solo
Traveler
Jun 10 - Jun 18 Sold Out!
Jun 24 - Jul 2 $3,995 $5,695
Jul 15 - Jul 23 Sold Out!
Aug 5 - Aug 13 $3,695 $4,850
Sep 23 - Oct 1 $4,995 $7,695
Oct 7 - Oct 15 $4,475 Last Seats!
Oct 21 - Oct 29 $4,475 $6,490

Triple room deduct $100 per person from the Double rate.
Kids under 12 sharing with 2 adults deduct $1000 from the Double Rate.

Hotel Info

Grand Hotel Savoia ★ ★ ★ ★ ★

Amongst the oldest hotels in Italy, the history of the 5 star luxury Grand Hotel Savoia extends back 120 years, its ancient splendour having been restored thanks to a sophisticated restoration.

The hotel is located right in the historic center, just a few fett from the Principe Station and a short walk to the Aquarium, the Magazzini del Cotone and the Fiera di Genova.

Genoa

Hotel Rivoli ★ ★ ★ ★ ☆

If you are searching for luxury accommodation in Florence city center, then the exclusive Rivoli Boutique Hotel will most certainly fulfill all expectations. Situated in the heart of Florence, this 15th century former Franciscan convent has been tastefully refurbished to provide comfortable, elegant accommodation whilst retaining the hotel's delightful periodic character and charm - from the lobby, with its unique opulent archways and pillars, classic ceilings and cross vaults to our lavishly frescoed lounges. 

Florence

Hotel Plaza Lucchesi ★ ★ ★ ★ ☆

The Plaza Hotel Lucchesi is a First-Class 4 star superior hotel located in the historic center of Florence. It is a luxurious, historical property from 1860, set right on the Arno, close to the Ponte Vecchio bridge and Piazza Santa Croce, and a short walk to the Uffizi Gallery and Piazza Duomo.

The hotel features a traditional restaurant that offer local specialties, the Empireo rooftop bar and an outdoor pool with breathtaking views of Florence.

Florence

Optional Tour Add-Ons

Please note that each optional tour requires a minimum number of participants; if this minimum is not met, the tour will not operate.

Add-On
Price (in EUR)

Duration: 35 min
City: Venice

Experience the quintessential essence of Venice with an unforgettable gondola ride accompanied by a mesmerizing serenade. Don't miss this opportunity to immerse yourself in the enchanting ambiance of Venice, as you glide through its iconic waterways, serenaded by melodious tunes.

You can find out more about our Italy tours and talk with other guests on our Perillo Tours Travelers Facebook page.

format_quote Testimonials

My wife and I took your tour in may. I just wanted to tell about the fantastic experience we had with our group and the exceptional guides at every venue. we were quick to learn the first day with Irenea that it wasn't just a job it was there passion and there life. All the guides Mauro, Max and the rest (that I can't remember their names) went beyond anything we could have expected. They made our trip worth every penny that we spent

Mr. & Mrs. P.S.

We had a wonderful time on our Italian vacation. Everything was so well planned, we didn’t have to do anything, it was fabulous. The hotels we stayed at were very nice. The meals that were included were delicious. Really enjoyed our tour director Matia, she was so much fun and really taught us a lot of history. We will definitely use Perillo again. Thanks for everything!

Mrs. C.F.