Italy Highlights 5 Days
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5 Days: Rome - Assisi - Siena - Florence - Bologna - Venice - Tuscany Wine Region (Traditional Tuscan Lunch in Montepulciano) - Rome
Tour overview:
Discover Assisi, a tiny town surrounded by walls and built in the Middle Ages. Depart for Siena, a UNESCO World Heritage Site known for the shell shaped Piazza del Campo. Visit Florence, the Cradle of Renaissance where with the help of Michelangelo, Italian art reached its pinnacle. Discover Venice, one of the most romantic cities in the world and check out some of the most iconic places of this floating city. End your trip in Tuscany, world known for its landscapes, castles, and delicious wines.
Day 1 - Rome - Assisi - Siena - Florence
Departing at 7:15 am from the hotel St. Martin by a deluxe coach, you will arrive in Assisi, ready to explore, at your own leisure, this tiny town surrounded by walls, built in the Middle Ages. Take your time to visit the basilica of St. Francis, where you will see masterpieces by Giotto and Cimabue and then enjoy a lunch in Assisi (included). Board on the bus to reach Siena, a UNESCO World Heritage Site, world-known for the Palio, the historical horse race around the shell-shaped town square: Piazza del Campo. Next, you will continue on to Florence, where you will check in at your hotel before enjoying a well-earned night's rest. (L)
Day 2 - Florence
After breakfast, you will spend the day venturing around beautiful Florence, the “Cradle of Renaissance”, where, with the help of Michelangelo, Italian art reached its pinnacle. Based on Etruscan-Roman origins, the city flourished in the Middle Ages as a free “Comune” and was further refined during the Renaissance. You will be fascinated by the uncountable monuments, churches and buildings as Santa Maria del Fiore, more commonly referred to as the Duomo. On your visit, you will be amazed by its magnificent dome built by Filippo Brunelleschi. Cross a small piazza to see the “Campanile” tower (partly designed by Giotto) and the Baptistery, with its bronze doors where Michelangelo imagined the “Gates of Paradise.” In the heart of the city, you will see Piazza della Signoria, Palazzo della Signoria (also known as Palazzo Vecchio), and the Basilica of Santa Croce. Lunch in a typical Tuscan restaurant in Piazza Santa Croce. Spend the afternoon strolling the cobblestone streets of Florence on your own or take a short trip to Pisa (optional), one of the four main historical Marine Republics of Italy. There, you will tour the Piazza dei Miracoli with the Duomo, Pisa’s symbol “the Leaning Tower” and the Baptistery. Dinner at leisure, overnight stay in Florence. (B, L)
Day 3 - Florence - Bologna - Venice
After a delightful breakfast in Florence, we depart for the elegant city of Bologna. Upon arrival, the charming city center, adorned with its iconic porticos, awaits your free-time exploration. Begin your walking tour at Piazza Malpighi, leading to the heart of the city at Piazza del Nettuno and Piazza Maggiore. Here, you can marvel at the historic Palazzo Podestà as well as the Basilica of San Petronio, the largest Gothic church in the world built with bricks. We will then show you why Bologna is often hailed as Italy's gastronomic capital as you delve into its vibrant street food scene, which is as rich and diverse as its culinary heritage. Meandering through the city’s medieval streets, you will encounter a delightful array of food stalls and markets, each offering a mouthwatering selection of both traditional and contemporary treats. As you explore the charming alleys and bustling piazzas, you will immerse yourself in a culinary adventure that goes beyond just a meal. With a light lunch at a local eatery, offered by us, you will have the chance to savor the authentic flavors and unique dishes that define the renowned gastronomic identity of Emilia-Romagna. Later in the afternoon, we continue our journey to Venice. Upon arrival, check in at your hotel for a restful overnight stay. (B, Local Food Experience)
Day 4 - Venice
After breakfast, enjoy your transfer to Piazza San Marco, and visit the most iconic places of the “Floating City”: the Palazzo dei Dogi, symbol of Venice’s glorious past, the legendary “Bridge of Sighs”. After the walking tour, allow us to treat you to a spritz or a prosecco, as a delightful conclusion to your visit to the highlights of Venice, in the company of your tour leader. While you sit comfortably and savor your drink, you will also have the opportunity to enjoy a taste of the famous "cicchetti," a Venetian variation of tapas. Spend the afternoon roaming along Venice’s canals at your leisure and then return to the hotel and overnight. (B, Local Food Experience)
Day 5 - Venice - Tuscany Wine Region (Montepulciano) - Rome
After breakfast, departure from Piazzale Roma heading to Tuscany, world-known for its landscapes, its churches and castles, and its delicious wines. You will proceed to Val di Chiana with a stop in Montepulciano, a medieval town rich in history and art. Known for its “Nobile” wine, available for purchase in local wine houses, Montepulciano also offers stunning panoramic views and a rich cultural heritage. During lunch in a typical restaurant (included), you will have the pleasure of savoring your meal while enjoying a glass of fine local wine, perfectly paired to enhance the flavors of traditional Tuscan cuisine. After lunch, quick stop to spend some free time. In the evening, you will arrive in Rome where the tour ends. (B, L)
Book before Oct 31, 2026 and Save 15% discount
2027
DEPARTURES:
Monday,Saturday
| Scheduled Departures | Double Occupancy | Single Occupancy |
|---|---|---|
| Mar 22, 2027 - Mar 26, 2027 |
$1,810
|
$2,320
|
| Mar 29, 2027 - Apr 02, 2027 |
$1,810
|
$2,320
|
| Apr 05, 2027 - Apr 09, 2027 |
$1,810
|
$2,320
|
| Apr 12, 2027 - Apr 16, 2027 |
$1,810
|
$2,320
|
| Apr 19, 2027 - Apr 23, 2027 |
$1,810
|
$2,320
|
| Apr 26, 2027 - Apr 30, 2027 |
$1,810
|
$2,320
|
| May 01, 2027 - May 05, 2027 |
$1,810
|
$2,320
|
| May 03, 2027 - May 07, 2027 |
$1,810
|
$2,320
|
| May 08, 2027 - May 12, 2027 |
$1,810
|
$2,320
|
| May 10, 2027 - May 14, 2027 |
$1,810
|
$2,320
|
| May 15, 2027 - May 19, 2027 |
$1,810
|
$2,320
|
| May 17, 2027 - May 21, 2027 |
$1,810
|
$2,320
|
| May 22, 2027 - May 26, 2027 |
$1,810
|
$2,320
|
| May 24, 2027 - May 28, 2027 |
$1,810
|
$2,320
|
| May 29, 2027 - Jun 02, 2027 |
$1,810
|
$2,320
|
| May 31, 2027 - Jun 04, 2027 |
$1,810
|
$2,320
|
| Jun 05, 2027 - Jun 09, 2027 |
$1,810
|
$2,320
|
| Jun 07, 2027 - Jun 11, 2027 |
$1,810
|
$2,320
|
| Jun 12, 2027 - Jun 16, 2027 |
$1,810
|
$2,320
|
| Jun 14, 2027 - Jun 18, 2027 |
$1,810
|
$2,320
|
| Jun 19, 2027 - Jun 23, 2027 |
$1,810
|
$2,320
|
| Jun 21, 2027 - Jun 25, 2027 |
$1,810
|
$2,320
|
| Jun 26, 2027 - Jun 30, 2027 |
$1,810
|
$2,320
|
| Jun 28, 2027 - Jul 02, 2027 |
$1,810
|
$2,320
|
| Jul 03, 2027 - Jul 07, 2027 |
$1,810
|
$2,320
|
| Jul 05, 2027 - Jul 09, 2027 |
$1,810
|
$2,320
|
| Jul 10, 2027 - Jul 14, 2027 |
$1,810
|
$2,320
|
| Jul 12, 2027 - Jul 16, 2027 |
$1,810
|
$2,320
|
| Jul 17, 2027 - Jul 21, 2027 |
$1,810
|
$2,320
|
| Jul 19, 2027 - Jul 23, 2027 |
$1,810
|
$2,320
|
| Jul 24, 2027 - Jul 28, 2027 |
$1,810
|
$2,320
|
| Jul 26, 2027 - Jul 30, 2027 |
$1,810
|
$2,320
|
| Jul 31, 2027 - Aug 04, 2027 |
$1,810
|
$2,320
|
| Aug 02, 2027 - Aug 06, 2027 |
$1,810
|
$2,320
|
| Aug 07, 2027 - Aug 11, 2027 |
$1,810
|
$2,320
|
| Aug 09, 2027 - Aug 13, 2027 |
$1,810
|
$2,320
|
| Aug 14, 2027 - Aug 18, 2027 |
$1,810
|
$2,320
|
| Aug 16, 2027 - Aug 20, 2027 |
$1,810
|
$2,320
|
| Aug 21, 2027 - Aug 25, 2027 |
$1,810
|
$2,320
|
| Aug 23, 2027 - Aug 27, 2027 |
$1,810
|
$2,320
|
| Aug 28, 2027 - Sep 01, 2027 |
$1,810
|
$2,320
|
| Aug 30, 2027 - Sep 03, 2027 |
$1,810
|
$2,320
|
| Sep 04, 2027 - Sep 08, 2027 |
$1,810
|
$2,320
|
| Sep 06, 2027 - Sep 10, 2027 |
$1,810
|
$2,320
|
| Sep 11, 2027 - Sep 15, 2027 |
$1,810
|
$2,320
|
| Sep 13, 2027 - Sep 17, 2027 |
$1,810
|
$2,320
|
| Sep 18, 2027 - Sep 22, 2027 |
$1,810
|
$2,320
|
| Sep 25, 2027 - Sep 29, 2027 |
$1,810
|
$2,320
|
| Sep 27, 2027 - Oct 01, 2027 |
$1,810
|
$2,320
|
| Oct 02, 2027 - Oct 06, 2027 |
$1,810
|
$2,320
|
| Oct 04, 2027 - Oct 08, 2027 |
$1,810
|
$2,320
|
| Oct 09, 2027 - Oct 13, 2027 |
$1,810
|
$2,320
|
| Oct 11, 2027 - Oct 15, 2027 |
$1,810
|
$2,320
|
| Oct 16, 2027 - Oct 20, 2027 |
$1,810
|
$2,320
|
| Oct 18, 2027 - Oct 22, 2027 |
$1,810
|
$2,320
|
| Oct 23, 2027 - Oct 27, 2027 |
$1,810
|
$2,320
|
| Oct 25, 2027 - Oct 29, 2027 |
$1,810
|
$2,320
|
NOTES:
- Minimum 2 passengers
- It is possible to depart on this program on any day as a Private Tour. Please check for the price.
- Single travelling alone price is available upon request.
- Supplements may apply for special events and holidays.
- The accommodation will be provided in the below hotel or similar in case the priority hotel is unable to accommodate the booking.
HOTELS:
- Florence : Hotel Raffaello
- Venice : B&B HOTEL Venezia Laguna
Map
Inclusions & Exclusions
Inclusions:
- 4 Nights accommodation in selected hotel
- Visit Assisi, Siena and Bologna
- Lunch in Assisi
- Guided tour in Florence and Venice.
- Lunch in a traditional restaurant in Florence.
- Gastronomic Experience in Bologna with 1 Drink Included.
- Spritz & “Cicchetti” Experience in Venice.
- Traditional Tuscan lunch in Montepulciano with 1 Glass of Wine Included.
Exclusions:
- Airport Transfer
- International Airfare
- Meals other than mentioned in the itinerary.
- Any services during leisure time.
- Airport taxes
- Visa fees and processing
- Insurance
- Tipping/gratuities
- Necessary inoculations
- Items of personal nature such as visa fee, telephone, laundry, beverages. Any items not listed above