shopping_cart Book Now

sell8 Day Thanksgiving Tour 2026

Overnight Stays: Florence (6 Nights)
Also Visiting: Venice, Pisa, San Gimignano

Experience the best of Tuscany and beyond on this unforgettable week-long journey through Florence, Venice, Pisa, and the Tuscan countryside. From Renaissance art and a Venetian lunch to wine tasting, cooking classes, and an Italian-style Thanksgiving feast, this tour is the perfect blend of culture, cuisine, and charm.

Itinerary

Day 1 - Depart USA - Florence

SUNDAY - Depart for your Italian adventure! Boarding your overnight flight, you’re off on a journey that will remain etched in your memory forever!

Day 2 - Welcome to Tuscany - Dinner Out

MONDAY - Benvenuti a Firenze! Your Perillo representative will be at the airport to greet you. We are pleased to offer complimentary transfers from the Florence airport to your hotel at scheduled times.

This afternoon you’ll have some time to relax or better yet, explore Florence.

Tonight, meet our tour director for a brief orientation and welcome drink. After orientation, you’ll enjoy dinner at a charming local restaurant in Florence.

Included: Dinner

Day 3 - Discover Florence

TUESDAY - After a delicious breakfast at your hotel, your bus will take you on a short ride to Florence to set out on a guided walking tour through the city's historic heart.

Your day of sightseeing includes the majestic Duomo Complex built in 1296, Giotto’s Bell Tower and the Baptistery with its renowned Gates of Paradise doors.

Follow the medieval streets to the most striking square in Florence, Piazza della Signoria.

You’ll visit the Accademia; “Breathtaking” is the only word to describe one’s first view of Michelangelo’s David.

You’ll have some free time to shop, explore, or enjoy a coffee before returning to your hotel.

Tonight, enjoy dinner on your own to experience the local cuisine as you wish.

Included: Breakfast

Day 4 - Day Trip to Venice - Special Venetian Lunch

WEDNESDAY - Just a short train ride from Florence, the magic of Venice awaits—so let’s go! Andiamo a Venezia!

In this floating city without cars or horns, your guide will show you the highlights: St. Mark’s Square, the Basilica, and the Bridge of Sighs. Then enjoy a special Venetian lunch just steps from the square.

Return to Tuscany in the evening for dinner on your own—be sure to ask your tour leader for recommendations.

Included: Breakfast, Lunch

Day 5 - Pisa - Tuscan Thanksgiving

THURSDAY - After driving through the pleasant Tuscan countryside, you will reach Pisa where upon your arrival you will be greeted by your private local guide who will take you on an in-depth walking tour of Piazza dei Miracoli and its white marble monuments. You will be dazzled by this wonderful square, which is dominated by the imposing Cathedral, the famous Leaning Tower and by the round-shaped Baptistery, surrounded by its suggestive columned arcades. The bell tower of Pisa is among the most instantly recognizable structures on earth. Architects say it would be world-famous even if it were straight. After the guided tour it will be time to take a walk around the city and take some fun photos with the leaning tower before returning to Florence.

In the evening, you’ll gather for a special Thanksgiving dinner, Italian style, at Villa Olmi.

Included: Breakfast, Dinner

Day 6 - Wine & Wonders - San Gimignano - Cooking Class - Oil & Wine Tasting & Lunch

FRIDAY - After breakfast, you’ll visit a typical Tuscan winery, where you’ll join a hands-on cooking class led by Italian chefs and discover the secrets of authentic Tuscan cuisine in a fun and relaxed atmosphere.

You’ll get to meet our dear friend, Pierluigi Giachi, the world’s most enchanting sommelier to learn about the grape, the nose, food pairings and, most importantly – which glass to use! Enjoy a wine tasting with these special wines along with lunch. Cin-Cin!

Tonight, enjoy dinner on your own.

Included: Breakfast, Lunch

Day 7 - Free Day in Florence - Farewell Dinner

SATURDAY - Today is your free day to explore the treasures of Florence — the birthplace of the Renaissance! Take this opportunity to discover world-famous landmarks, browse charming boutiques, and savor authentic Tuscan cuisine at your own pace. Your last night together as a group will be at a local restaurant for a farewell dinner. Don’t forget to exchange contact information so you can plan another trip together in the future!

Included: Breakfast, Dinner

** We will provide a transfer and pick up in Florence city center

Drop-off: Florence City Center (exact time will be announced by your Tour Leader)

Pick-up: Meeting point and time will be confirmed by your Tour Leader

Day 8 - Flight Home - Florence - USA

SUNDAY - This morning, board your flight home arriving in the USA the same day. Unless of course you have chosen to extend your stay! A warm grazie for traveling with the Perillo family.

Included: Breakfast

Inclusions

  • Centrally Located 4- & 5-star Hotels
  • More Motorcoach Legroom
  • Airport Transfers at Scheduled Times
  • Full Breakfast Daily
  • 3 Dinners, 2 Lunches
  • Olive Oil & Wine Tasting
  • Special Thanksgiving Dinner
  • Wireless Headsets To Hear Your Tour Guide Clearly
  • Travel Wallet, Baggage Tags and Travel Documents
  • Baggage Handling Throughout (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!

shopping_cart

Dates & Rates

Depart - Return Per Person
in a Double
Solo
Traveler
Nov 22 - Nov 29 $2,899 $3,630

Triple room deduct $149 per person from the Double rate.
Kids under 12 sharing with 2 adults deduct $800 from the Double Rate.

Hotel Info

Villa Olmi ★ ★ ★ ★ ☆

Nestled in the gentle hills of Bagno a Ripoli, Villa Olmi enjoys a truly privileged position — just a few minutes’ drive (about 4 km) from the historic heart of Florence, yet it feels worlds away. Surrounded by centuries-old trees, manicured gardens, and peaceful vineyards, the villa captures the charm and tranquility of the Tuscan countryside while offering immediate access to the art and culture of the city.

From the property, guests can gaze across the rolling landscape toward Florence, savoring the serene atmosphere of a rural estate without ever being far from the Duomo. It’s the perfect blend of country calm and city convenience — an oasis of green on the doorstep of one of Italy’s most beautiful cities.

Florence

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

format_quote Testimonials

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.

We returned last week from the most amazing trip of our lifetime on the North Continental tour! Our fabulous tour leader Chiara De Marchis was the best we could have asked for as she took care of every detail and attended to any of our needs with care, compassion and expertise! Her sense of humor also made each day more memorable! We met such wonderful people, ate the best foods in Italy and awed in the views of every city we visited. These are just a small sample of the photos I took that highlights part of our memorable trip! I'm so thankful I chose Perillo to experience my first trip to Italy and the beginning of more trips with them! Grazie!!

Ms. A.M.L