Italy Curated Long Stay

Italy Curated Long Stay

Explore Italy and the Italian culture through food, wine and art on this spectacular Curated Long Stays that will introduce you to the gorgeous Tuscany, Rome , Sorrento and the Amalfi Coast regions and where you will experience life as a local and take in the famous sights! Italy is known for the “Dolce Vita” and for superb food and UNESCO World Heritage sites. Experience the stunning countryside of Tuscany and stay at an authentic country resort in a quaint Italian village in San Donato, Fronzano overlooking the rolling vineyards , olive trees and gorgeous view of the Chianti region. Participate in a wine tasting and a hands-on cooking class in San Gimignano where you will discover the secrets to making perfect handmade pasta. Explore the ancient streets of Rome’s eternal city and gaze at the Vatican. Finally discover Sorrento and the Amalfi Coast and explore the authentic and gorgeous towns of Capri, Positano and Ravello.Our curated privately guided tours will take you to the best places in Italy where you will live like a local and get a great introduction to the Italian lifestyle. This is an amazing Curated Long Stays experience that will leave you with everlasting memories!

Good to Know

Country

Italy

Travel Type

Curated Long Stay

Language Spoken

Italy Curated Long Stay

Currency Used

Euro

Best Time to Visit

March - October

Important Information

Gallery

Trip Plan

Sample trip ideas: These are sample trip itineraries that can be customized based on your exact specifications.

1

Day 1: Depart Toronto to Florence (via Frankfurt) - Mar 1, 2025

You will meet the group at the Plaza Premium Lounge in Toronto Pearson airport (2 hour lounge pass) Meet at the Plaza Premium Lounge TERMINAL 1  International departures lounge is located across from Gate E77 on Level 3 around 1 -1:30 pm. Note: Flight schedule is subject to airlines confirmation and schedule for 2025. Air Canada Flight AC 840 - Departs Toronto  at 16:40 Arrives Frankfurt at 06:30 (the following day Mar 02, Connecting with Air Dolomiti/ flight  8852  departing Frankfurt at 08:10 am) Arriving in Florence at 09:35  a.m.

2

Day 2: Arrival Florence, then to Tuscany (D) - Mar 2, 2025

Arrival at Florence  International Airport, meet and transfer to your hotel in Tuscany for check-in. The remainder of your day is at leisure. Enjoy a welcome dinner with wine (2 glasses per person) this evening.  Accommodations: Fattorie de gli Usignoli, one bedroom apartment for 10 nights  inclusive of daily breakfast.

3

Days 3-11: Tuscany Countryside (B) - Mar 3-11, 2025

Spend your time exploring Tuscany, the local villages and the surrounding areas, enjoy the gorgeous views, taste fantastic wine and  local cuisine. You will have a local guide  assigned to your group that will host your local excursions and be available for  optional excursions and activities.  INCLUDED EXCURSIONS Mar 03, 2025 - Pisa Excursion Private transfer to Pisa and meet your local guide. Visit the Campo dei Miracoli complex, declared a UNESCO World Heritage Site, consisting of a piazza of monuments of inestimable value and great appeal. The white structures of the Duomo and the Baptistry, both in Pisan Romanesque, the Camposanto Monumentale and the Bell Tower, known as Leaning Tower and standing out on a green lawn. The Tower's inclination, due to subsidence, has made this monument famous the world over, and it is by now the official symbol of the city. Cap off the tour by climbing the Leaning Tower. Enjoy the rest of your day at leisure in Pisa, before returning to your accommodation. Pisa excursion including an English speaking guide and entrance  to the Campo dei Miracoli Complex in Pisa including the Duomo the Baptistry, the Camposanto Monumentale and the Leaning Tower. Mar 05, 2025 - Florence Excursion Private transfer to Florence and set out on a walking tour of the historic center. In piazza della Repubblica, discover the city’s beginnings as a Roman settlement. Wander through the narrow streets, pass the fortified houses and towers that marked the medieval town, and emerge onto the open piazza della Signoria, the political center of the city since the Middle Ages. Then, see the Duomo and the iconic Ponte Vecchio. Visit the Santa Croce Basilica, one of the finest examples of Italian Gothic architecture. Enjoy the rest of your day at leisure in Florence, before returning to your accommodation. Florence walking excursion including an English speaking guide and  entrance to the Santa Croce Basilica.   Mar 07, 2025 - Full Day Excursion to Siena & San Gimignano Excursion and Cooking Class (L) Today head to the Tuscan countryside towards the medieval walled town of San  Gimignano. The architecture, particularly the 14 soaring tower-houses, has earned the town a UNESCO World Heritage Site  designation. Reach  the walled hilltop gem of San Gimignano, a World Heritage site with 14 picturesque medieval towers You’ll discover the secrets to making perfect handmade pasta. At lunch, feast on dishes made with the fresh  pasta you created and enjoy with wine. Enjoy a private cooking class at a Tuscan Farm, and visit its historical center with your guide. Then in the afternoon head  to Siena. Soak up the medieval flavor of Siena on a walking tour through the historic center. Continue to the Piazza del Campo, one of Italy’s most beautiful squares, which hosts the thrilling Palio bareback horse races. Enjoy the rest of your day at leisure in Siena, before returning to your accommodation. Siena excursion including sightseeing tour with an English Speaking guide. Return to your accommodation by private coach. Includes an English Speaking guide. Mar 08, 2025 - Chianti Excursion (L) Discover Chianti with its grapevine rows, green hills and cypress trees and small fortified villages nestled in the  landscape. From sampling world-class wines to exploring the vineyards there’s no better way to spend your time in Tuscany than on a  Chianti wine tasting excursion. Visit  a local winery for a pleasant walk through the vineyards followed by a visit of the wine cellar and a special wine tasting lunch. After lunch, return to your accommodation by private coach. Includes an English Speaking guide.

11

Day 11: Tuscany (B, D) - Mar 11, 2025

Leisure Day.

12

Day 12: Depart Tuscany - Sorrento (B,D) - Mar. 12, 2025

After breakfast check out of your hotel and board your private coach for your transfer to Sorrento. Upon arrival check-in to your hotel. Accommodations: 4*  Hotel Cesare Augusto or similar ,double room with breakfast for five nights. Enjoy a welcome dinner with your group this evening at a local restaurant with wine (2 glasses of wine per person)

13

Day 13: Capri (B) - Mar 13, 2025

This morning embark on this extraordinary day excursion and discover the beautiful island of Capri, famous worldwide for its timeless  wonders. An unforgettable journey to explore one of the most fascinating places in Italy! You will be picked up from your hotel and  transferred to the Sorrento pier where you will embark for Capri. Upon arrival, meet your local guide and tour the island, exploring its  magical welcoming and relaxed atmosphere, made of narrow streets, and welcoming locals. The tour will include a visit to the famous  Piazzetta. Then stroll down Via Camerelle, famous for the luxury shops and designer fashion boutiques which line the street. Spend the rest of your day at leisure in Capri.  At the end of the tour you will return back to Sorrento by hydrofoil. Includes a sightseeing tour with English Speaking guide.

14

Day 14: Amalfi Coast - Mar 15, 2025

The Amalfi coast is one of the most fascinating places to visit and is known worldwide for its landscape and breathtaking views and  designated a UNESCO World Heritage Site. We will stop above Positano and you will have the opportunity to view this gorgeous  village from the top and take photos. Next stop will be Amalfi. once one of Italy’s four great maritime republics. Embark on a walking tour of the historical center with its stunning 13th century Cathedral and Cloister. After some time at leisure for lunch before returning back in the afternoon. This tour will give you the  opportunity to enjoy the most beautiful places of the Amalfi Coast in one day.Includes a sightseeing tour with English Speaking guide and entrance to the Cathedral and Cloister of Amalfi.

15

Day 15: Sorrento (B) - Mar 15, 2025

Enjoy your days at leisure in Sorrento. Your tour hosts will organize optional excursions for your group.

16

Day 16: Sorrento (B,D) - Mar 16, 2025

This evening enjoy a farewell dinner with your group at a local restaurant with wine (2 glasses of wine per person).

17

Day 17: Sorrento - Rome (B) - Mar 17, 2025

After breakfast check out of your hotel and board your private coach for your transfer to Rome. Upon arrival check-in to your hotel. Accommodations: 4*  hotel with breakfast for three nights.

18

Day 18: Rome - Vatican Tour (B) - Mar 18, 2025

Today you will have an unforgettable experience as you discover Vatican City including the Vatican Museums  and St. Peter’s Basilica, Marvel at two of the world’s most spectacular masterpieces: Michelangelo’s Genesis ceiling frescoes and his Last Judgment altar fresco. Then, see the stunning St. Peter’s Basilica, the most important church in all Christendom. After the tour, enjoy the rest of your day at leisure in Rome. Home to the world’s largest private portfolio of artwork, the Vatican is a must-see for visitors to Rome, and the best  way to explore it is with your local private guide. Includes English speaking guide, admission to the Vatican Museums. Note: The transfer back to your hotel is not included.

19

Day 19: Rome City Tour & Colosseum (B) - Mar 18, 2025

Today discover the eternal city of Rome on a walking tour of the city and a visit to the Colosseum. Known as the Flavian Amphitheatre,  the Colosseum is one of Rome's most remarkable monuments. This is a sight not to be missed as it has over 2000 years of history  and will bring you back to the way of life in the Roman Empire! Rome City Tour with Colosseum - After the tour, enjoy the rest of your day at leisure in Rome. Tour of Rome with an English  speaking guide, admission to the Colosseum included. Note: The transfer back to your hotel is not included. This evening enjoy a special farewell dinner with your group.!

20

Day 20: Depart Rome - Toronto - Mar 20, 2025

Transfers will be organized for you to the airport for your flight home. After breakfast check out of your hotel and board your private coach for your transfer to the airport. Flights are scheduled on Air Canada Flight AC 891  departing Rome at 12:00 noon  Arriving in Toronto at 16:50 pm.

Inclusion

From CAD$7,995 per person double occupancy

Booking Conditions

A deposit of CAD $1000 per person is required to confirm your booking. Balance of the payment is due 90 days prior to departure. 90 days or more prior to departure: Loss of total deposit. 89 – 60 days prior to departure: Loss of 50% of total tour cost. 59 -0 days or less prior to departure: Loss of 100% of total tour cost. Deposit and final payment are non-refundable. Cancellation and medical insurance are recommended. For full terms and conditions, please click here

Accommodations

In Tuscany:

Fattoria degli Usignoli Address: Localita Piazza 100, 50066 San Donato, Fronzano, Italy Spend 10 nights in an authentic country resort dating back to the 15th century in a quaint Italian village in San Donato in Fronzano, overlooking the rolling vineyards, olive trees and grapevines with gorgeous views of the Chianti region of Tuscany.

Fattoria degli Usignoli is 30 minutes by train from Florence, Italy and the nearest train station is Sant’Ellero. Relax and live like a local at the Fattoria Degli Usignoli in the heart of the Tuscan countryside, with a restaurant and a pool, free WiFi, parking, bicycles and is an excellent base from which to explore the Tuscan countryside just 4 km from Regello and 26 km from Florence.

One bedroom apartments are fitted with a seating and dining area, satellite tv with premium channels and a kitchenette, equipped with a fridge and stove top. There is a private bedroom with a double bed, a sofa bed and a bathroom with a hairdryer as well as a balcony or a private garden space in every unit.

The property also has a seasonal outdoor pool (may not be available in early March), and guests can enjoy the on-site bar and restaurant with delicacies of typical Tuscan cuisine and where guests can enjoy the hotel's own home grown red and white wines as well as top wine from all over Italy.

Free WiFi is available in the apartments and public areas. You can play tennis at the property, and bicycles are available. An array of activities are offered in the area, such as wine tasting, cooking lessons, horseback riding, and hiking.

Note: This is self-catering accommodation. Includes breakfast daily.

In Sorrento:

Hotel Cesare Sorremto Via degli Aranci, 108, 80067 Sorrento NA, Italy

Tel: 39-081-878-2700

Spend 5 nights at the Hotel Cesare Sorrento in a central location nearby the Pizza Tasso and the shopping in the many boutiques and shops that surround the hotel. Sorrento’s beaches are a 10 minutes walk away. You will also be near public transport and the Circumvesuviana train. Museo Correale di Terranova and Odeon are cultural highlights, and some of the area's landmarks include Pompeii Archaeological Park and Sedile Dominova.

Boat tours offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails nearby.

Includes breakfast daily. Free WIFi throughout.

In Rome:

Hotel NH Collection Rome Centro

Address: Via dei Gracchi ,324 00192 Rome, Italy.

Tel: 39-06-328-481

Spend three nights at the NH Collection Rome Centro, set in the Prati area, between the Vatican and Castel Sant'Angelo. The property is near to the piazza del Popolo, Via del Corso and close to the shopping area of via Cola Di Rienzo.

This 4-star hotel offers free WiFi throughout and an extensive buffet breakfast. The rooms at this NH Collection hotel are equipped with air conditioning and satellite TV. The private bathrooms come with a bath, shower and hairdryer. Some rooms come with elegant, design furnishings.

Includes breakfast daily.

CDN p.p dbl occ. Includes all taxes except local tourist tax to be paid to the hotel directly. In Tuscany 2.40 euros per person per night, Sornento, 3 euros per person per night , in Rome, 3.75 euros p/person per night.

Hosted based on minimum 20 participants otherwise locally guided.

Transport

  • Roundtrip economy airfare from Toronto
  • Private transfer to Tuscany
  • Private transfer to Pisa
  • Private transfer to Florence
  • Return to your accommodation by private coach from Siena & San Gimignano
  • Private coach for your transfer to Sorrento
  • Private coach for your transfer to Rome
  • Transfers will be organized for you to the airport for your flight home

Lounge

  • Plaza Premium Lounge

Additional Info

Activities

  • Pisa Excursion
  • Florence Excursion
  • Full Day Excursion to Siena & San Gimignano Excursion and Cooking Class
  • Chianti Excursion
  • Capri Tour
  • Amalfi Tour
  • Rome Vatican Tour
  • Rome City Tour & Colosseum

Not Included

  • Gratuities
  • Add on activities
  • Not included: Any meals not mentioned, gratuities to the local guides and driver and any personal items such as travel insurance etc.

Activities

Full Day Excursion to Siena & San Gimignano Excursion and Cooking Class

Contact Us to BookView Activity

Rome City Tour & Colosseum

Contact Us to BookView Activity

Italy Curated Long Stay

Starting Mar 1, 2025