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sell9 Day Gems of Italy Tour 2027

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 - Dinner in Hotel

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, Dinner

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
  • 3 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
Apr 7 - Apr 15 $4,295 $5,795
Apr 21 - Apr 29 $4,395 $5,895
Jun 9 - Jun 17 $4,495 $5,995
Jun 23 - Jul 1 $4,350 $5,850
Jul 14 - Jul 22 $4,295 $5,795
Aug 4 - Aug 12 $4,295 $5,795
Sep 22 - Sep 30 $4,595 $6,095
Oct 6 - Oct 14 $4,595 $6,095
Oct 20 - Oct 28 $4,295 $5,795

Triple room deduct $300 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

NH Genova Centro ★ ★ ★ ★ ☆

The NH Genova Centro hotel is centrally located, in the heart of Genoa’s commercial and financial district. Renovated in 2016, it’s close to the beautiful Piazza Corvetto, and just steps away from the main shopping street. The hotel itself is made up of 2 buildings, one of which dates back to 1850 and is linked to the famous politician and statesman Giuseppe Mazzini. It is only a couple of minutes’ walk from the city's main square, Piazza de Ferrari, and close to the palace-lined Via Garibaldi.

Genoa

NH Collection Genova Marina ★ ★ ★ ★ ☆

An outstanding architectural hotel, the NH Collection Genova Marina rises on stilt-like pillars above Genoa’s renovated Old Port area. Designed by Renzo Piano, this unique and distinctive modern building is close to the harbor attractions and cruise terminal, and within a short walk of the historic city center.

Genoa

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

Air Info

Airfares are unpredictable and impossible to estimate at time of brochure printing. Your airfare can range anywhere from approximately $1,000 to $1,900 depending on your departure city. Additionally, current departure tax and fuel surcharges are approximately $650 per person and are subject to change.

Your exact airfare will be advised within 3 business days of booking your tour. You are under no obligation to accept Perillo's air schedule and quote. However, payment for tickets issued by Perillo Tours is due with "final payment."

Airfares DO include your roundtrip airport transfer in Italy at scheduled times, provided you arrive and depart on scheduled tour dates. If you wish to arrive earlier or extend your stay, airport transfers are not included.

Book Early

We strongly recommend you BOOK EARLY as lowest airfares are on a first-come, first-serve basis. Plus, more availability on the most convenient flights and best seats.

Affordable Upgrades

When you purchase your Coach ticket through Perillo Tours, you can upgrade to "Premium Economy" on select flights starting at $550 each way. For ultimate comfort enjoy Business Class/First Class for a surcharge of as little as $4,000 per person.

Security Measures

The Transportation Security Administration requires all passengers to provide the exact name as it appears on the government-issued passport, passport number, expiration date, date of birth and gender when making airline reservations. This information will be requested at time of booking for all flight arrangements made through Perillo Tours.

CRITICALLY IMPORTANT: Name corrections are subject to change fees, so please have your passport in-hand when calling us for flight reservations.

Arranging your own air?

Roundtrip airport transfers are provided at scheduled times if you arrive and depart the same day as the tour begins and ends. Click here for the schedule.

Find Your Airport

Or call and let us help you.
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You can find out more about our Italy tours and talk with other guests on our Perillo Tours Travelers Facebook page.

format_quote Testimonials

What is the definition of Perillo Tours: PERFECTO!!!!!.

Perillo Tours met and exceeded all of our expectations. From the first day when our Tour Director Irena met us at the airport till the last day of our trip when she took us back to the airport. This was a carefree and stress free vacation , the only thing we were responsible for was being on time for our scheduled tours and dinner. The hotels were exceptional. Our favorite was the Westin Europa & Regina Hotel in Venice . We had a different tour guide in each city that we visited. Their knowledge of the museums and church's that we visited was incredible. This was the trip that we dreamed of to celebrate our 25th anniversary. Thank you Steve Perillo and your team. A special thanks to our tour director Irena for treating us like family.

Mrs. P.V.

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.