Italian Peninsula and Sicily 17 Day Escorted Tour | Vacation Packages for 2025 – 2026

17 Days/16 Nights
Starting from
$6404
per person*

Italian Peninsula and Sicily 17 Day Escorted Tour | Vacation Packages for 2025 – 2026

Explore Rome, Florence, Venice and Sicily as art, history and breathtaking landscapes create the ultimate Italian journey.

Starting from $6,404 per person.

Unforgettable Italian Journeys, Designed for You

Curated by passionate Italy experts, this sample itinerary is just the beginning of your Italian adventure. Every journey we design is unique, crafted around your interests, pace, and dreams so you can experience Italy’s beauty and culture like a true insider. Let us transform your vision into a one-of-a-kind travel experience, filled with authentic moments and lasting memories

Day 1

ROME, ASSISI, SIENA, FLORENCE

Ancient Roads, Holy Towns, and Renaissance Nights

  • Early morning pickup in central Rome for your Italy sightseeing tour
  • Explore Assisi: visit the Basilica of St. Francis and stroll medieval streets
  • Discover Siena’s medieval city center and iconic Piazza del Campo
  • Scenic drive through Tuscany’s rolling hills
  • Evening arrival in Florence with dinner and overnight stay
Day 2

FLORENCE

From Iconic Architecture to Hidden Gems

  • Breakfast at your Florence hotel
  • Guided walking tour: Florence Duomo, Brunelleschi’s Dome, Giotto’s Bell Tower, Baptistery
  • Visit Piazza della Signoria, Palazzo Vecchio, and Basilica of Santa Croce
  • Afternoon free
  • Dinner and overnight in Florence
Day 3

FLORENCE, BOLOGNA, PADUA, VENICE

Where Culinary Delights Meet Canal Nights

  • Breakfast and hotel checkout in Florence
  • Explore Bologna: Podesta’ Palace, Piazza del Nettuno, Basilica of San Petronio
  • Visit Padua’s Basilica of St. Anthony and historic botanical gardens
  • Evening arrival in Venice, city of canals and gondolas
  • Dinner and overnight in Venice
Day 4

VENICE

From St. Mark’s Grandeur to Venetian Elegance

  • Breakfast at your Venice hotel
  • Guided tour: St. Mark’s Square, St. Mark’s Basilica (interior), Doge’s Palace (external), Bridge of Sighs
  • Afternoon free
  • Dinner and overnight in Venice
Day 5

VENICE, TUSCANY, MONTEPULCIANO, ROME

From Floating Canals to Vine-Clad Hills and Eternal Streets

  • Breakfast and departure from Venice
  • Scenic drive through Tuscany’s postcard-perfect landscapes
  • Free time in Montepulciano: explore medieval streets and sample Montepulciano wine
  • Evening arrival and hotel check-in in Rome
  • Dinner on your own and overnight in Rome
Day 6

ROME

A Day Through Masterpieces and Ancient Ruins

  • Breakfast at your Rome hotel
  • Skip-the-line tour of Vatican Museums, Sistine Chapel, and St. Peter’s Basilica
  • Free afternoon for shopping, gelato, or optional Colosseum and Roman Forum tour
  • Dinner on your own and overnight in Rome
Day 7

ROME

Wander, Taste, and Discover Rome’s Treasures

  • Breakfast at your Rome hotel
  • Free day to explore
  • Optional visits: Campo de’ Fiori, National Gallery of Modern Art, Rome’s best boutiques
  • Dinner on your own and overnight in Rome
Day 8

ROME, NAPLES, POMPEII, SORRENTO

Ancient Streets, Volcanic Wonders, and Coastal Views

  • Breakfast and departure from Rome
  • Panoramic city tour of Naples: Castel dell’Ovo, Plebiscito Square, Royal Palace, Maschio Angioino
  • Guided tour of Pompeii’s archaeological excavations
  • Scenic drive along the Sorrentine coast
  • Dinner and overnight in Sorrento
Day 9

SORRENTO, CAPRI, SORRENTO

From Coastal Streets to Panoramic Vistas

  • Breakfast at your Sorrento hotel
  • Ferry to Capri and optional Blue Grotto tour (weather permitting)
  • Free time to explore Capri’s upper and lower towns by chair lift
  • Group lunch in a local Capri restaurant
  • Return to Sorrento for dinner and overnight
Day 10

SORRENTO, PALERMO with overnight Ferry transfer

Coastal Strolls to Horizon Views

  • Breakfast and free morning in Sorrento for shopping or relaxation
  • Afternoon transfer to Naples port and overnight ferry to Palermo in a private cabin
  • Experience the journey from mainland Italy to Sicily
Day 11

PALERMO

Hidden Gems of History and Cuisine

  • Arrive in Palermo and transfer to your city center hotel
  • Free day
  • Group dinner in Palermo and overnight stay
Day 12

PALERMO, MOREALE

From Hilltop Views to Grand Squares

  • Breakfast at your Palermo hotel
  • Guided tour of Monreale Cathedral and Benedictine monastery
  • Palermo sightseeing: Palatine Chapel, Cathedral, Opera House, Praetorian Square
  • Afternoon free for shopping or relaxation
  • Group dinner and overnight in Palermo
Day 13

PALERMO, ERICE, MARSALA, AGRIGENTO

From Seaside Charm to Ancient Wonders

  • Breakfast and departure to Erice, a medieval hilltop town with panoramic views
  • Visit Marsala, famed for its sweet wine and coastal charm
  • Stop at Mazara del Vallo fishing port en route to Agrigento
  • Explore the UNESCO-listed Valley of the Temples (admission included)
  • Dinner and overnight in Agrigento
Day 14

AGRIGENTO, NOTO, SIRACUSA, TAORMINA (GIARDINI NAXOS or surroundings)

Sunlit Squares, Ancient Landmarks, and Coastal Charm

  • Breakfast at your Agrigento hotel
  • Visit Noto’s baroque churches and historic city center
  • Explore Siracusa’s Greek Amphitheater, Ear of Dionysus, and Roman Theater (admission included)
  • Visit Ortigia Island, the baroque heart of Siracusa
  • Dinner and overnight in Taormina area (Giardini Naxos or Letojanni)
Day 15

TAORMINA (GIARDINI NAXOS or surroundings)

From Lava Trails to Sun-Kissed Shores

  • Breakfast at your Taormina hotel
  • Excursion to Mount Etna, Europe’s largest active volcano
  • Free afternoon to explore Taormina’s shops, beaches, and cafes
  • Dinner and overnight in Taormina area
Day 16

TAORMINA (GIARDINI NAXOS or surroundings); SAVOCA and FORZA D’AGRÒ, CATANIA

Picturesque Villages and Historic Landmarks Await

  • Breakfast and scenic drive to the villages of Savoca and Forza d’Agrò, famous for Godfather filming locations
  • Taste authentic Sicilian lemon granita
  • Afternoon arrival in Catania, a UNESCO-listed city
  • Farewell dinner with your travel group and overnight in Catania
Day 17

CATANIA

Last Day Amid Italian History and Beauty

  • Breakfast at your Catania hotel
  • End of your Italy and Sicily grand tour
  • Depart with unforgettable memories of your Italian journey

MAKE THIS ITINERARY YOURS

Turn this sample itinerary into your dream Italy vacation – tailored to your pace, passions, and budget.

Day 1

ROME, ASSISI, SIENA, FLORENCE

Ancient Roads, Holy Towns, and Renaissance Nights

Leaving Rome behind, journey into the green heart of Umbria to reach Assisi, a hilltop medieval town wrapped in ancient stone walls and timeless atmosphere. Here, you’ll step into one of Italy’s most moving pilgrimage sites: the Basilica of St. Francis of Assisi. Inside, the story of San Francesco comes alive through extraordinary frescoes by Giotto and Cimabue, artists who helped change the course of Western art by giving sacred figures a new sense of humanity, emotion, and realism.
After time to explore and enjoy lunch in Assisi, continue on to Siena, one of Tuscany’s most captivating UNESCO World Heritage cities. Stroll into the famous, shell-shaped Piazza del Campo, the dramatic stage of the legendary Palio horse race, where neighborhood pride and centuries-old tradition still set the city’s pulse.
Later, travel through the rolling Tuscan countryside, vineyards, olive groves, and postcard-perfect hills on your way to Florence, the birthplace of the Renaissance. Check in at your hotel and settle in for an overnight in Florence.
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Day 2

FLORENCE

From Iconic Architecture to Hidden Gems

Fuel up with a hearty breakfast before joining a guided walking tour of Florence, the Cradle of the Renaissance. Marvel at the architectural wonders of the Florence Duomo, Brunelleschi’s Dome, Giotto’s Bell Tower, and the Baptistery’s Gates of Paradise. Stroll through Piazza della Signoria, admire the Palazzo Vecchio, and visit the Basilica of Santa Croce. Spend your afternoon shopping for Italian leather or choose an optional tour to see Michelangelo’s David at the Accademia Gallery, masterpieces at the Uffizi, or the Leaning Tower of Pisa. Enjoy dinner and your final night in Florence.

Tuscany_Florence_David_Michelangelo_Statue
Day 3

FLORENCE, BOLOGNA, PADUA, VENICE

Where Culinary Delights Meet Canal Nights

After breakfast, travel to Bologna, renowned as Italy’s food capital and the city of elegant porticoes. Discover architectural gems like Podesta’ Palace, Piazza del Nettuno, and the Basilica of San Petronio. Continue to Padua, home to the revered Basilica of St. Anthony and the world’s oldest botanical garden. Arrive in magical Venice, where you’ll enjoy dinner and an overnight stay in this iconic city of art, romance, and winding canals.

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Day 4

VENICE

From St. Mark’s Grandeur to Venetian Elegance

Begin your day with breakfast and a guided tour of Venice’s most famous landmarks. Visit the awe-inspiring St. Mark’s Basilica, see the Doge’s Palace from the outside, and cross the legendary Bridge of Sighs. The afternoon is yours to shop for Venetian masks, enjoy a gondola ride, or take an optional excursion to Murano Island to see master glassblowers at work. Savor dinner with your group and spend another night in Venice.

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Day 5

VENICE, TUSCANY, MONTEPULCIANO, ROME

From Floating Canals to Vine-Clad Hills and Eternal Streets

Enjoy breakfast before departing Venice for the rolling hills of Tuscany. Stop in Montepulciano, a medieval town renowned for its art, history, and the celebrated Montepulciano wine. Wine enthusiasts can visit local wineries for tastings. Continue to Rome, where you’ll check into your hotel and have free time for dinner at one of the city’s famed trattorias.

Tuscany_Valdorcia_Cypress_Chappel_Hillcountry_View_Panorama
Day 6

ROME

A Day Through Masterpieces and Ancient Ruins

Start your day with breakfast, then enjoy a skip-the-line guided tour of the Vatican Museums, marveling at the Sistine Chapel’s ceiling and the treasures of St. Peter’s Basilica, including Michelangelo’s Pietà. Spend your afternoon exploring Rome’s vibrant neighborhoods, sampling gelato, or visiting the Colosseum and Roman Forum to immerse yourself in ancient history. Dine at your leisure and relax at your Rome hotel.

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Day 7

ROME

Wander, Taste, and Discover Rome’s Treasures

After breakfast, enjoy a full day to explore Rome at your own pace. Wander through the bustling market at Campo de’ Fiori, join a hands-on Italian cooking class, or visit the Catacombs for a glimpse into Rome’s underground history. Shop in the city’s elegant boutiques or discover masterpieces at the National Gallery of Modern and Contemporary Art. Savor dinner wherever you choose and spend the night in your Rome hotel.

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Day 8

ROME, NAPLES, POMPEII, SORRENTO

Ancient Streets, Volcanic Wonders, and Coastal Views

Begin with breakfast before traveling south to Naples for a panoramic city tour featuring Castel dell’Ovo, Plebiscito Square, and the Royal Palace. Continue to Pompeii for a guided tour of the ancient Roman city preserved by volcanic ash from Mount Vesuvius. Experience daily life in ancient Rome as you explore remarkably preserved streets and houses. End your day with a scenic drive along the Sorrentine coast, arriving in Sorrento for dinner and an overnight stay.

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Day 9

SORRENTO, CAPRI, SORRENTO

From Coastal Streets to Panoramic Vistas

After breakfast, board the ferry to the enchanting island of Capri. Weather permitting, take a rowboat into the magical Blue Grotto. Enjoy free time exploring Capri’s picturesque villages, connected by a scenic chair lift, and soak up breathtaking Mediterranean views. Relish a group lunch at a local restaurant, then return to Sorrento for dinner and a restful night.

 

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Day 10

SORRENTO, PALERMO with overnight Ferry transfer

Coastal Strolls to Horizon Views

Start your day with breakfast and enjoy a leisurely morning in Sorrento. Shop for local crafts, write postcards, or relax by the sea. In the afternoon, transfer to Naples and board the overnight ferry to Palermo, Sicily’s vibrant capital. Settle into your private cabin and prepare for the next chapter of your Italian adventure.

Processed with Focos
Day 11

PALERMO

Hidden Gems of History and Cuisine

Arrive in Palermo and transfer to your centrally located hotel. Spend the day discovering Palermo’s colorful markets, stunning architecture, and renowned street food scene. In the evening, gather for a group dinner and enjoy an overnight stay in the heart of Sicily’s capital.
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Day 12

PALERMO, MONREALE

From Hilltop Views to Grand Squares

After breakfast, visit the ancient town of Monreale to admire its hilltop cathedral and dazzling 12th-century mosaics. Return to Palermo for a guided tour of the city’s top attractions, including the Palatine Chapel, historic Cathedral, grand Opera House, and lively Praetorian Square. Enjoy free time in the afternoon before a delicious group dinner and overnight stay.
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Day 13

PALERMO, ERICE, MARSALA, AGRIGENTO

From Seaside Charm to Ancient Wonders

Begin your day with breakfast before traveling to Erice, a medieval town perched high above the sea, offering stunning vistas and ancient ruins. Continue to Marsala to sample its world-renowned wine and enjoy the seaside atmosphere. Pass by the fishing port of Mazara del Vallo before arriving in Agrigento. Here, explore the Valley of the Temples, a UNESCO World Heritage Site featuring majestic Greek ruins. Enjoy dinner and an overnight stay in Agrigento.

Valley of Temple View City Agrigento
Day 14

AGRIGENTO, NOTO, SIRACUSA, TAORMINA (GIARDINI NAXOS or surroundings)

Sunlit Squares, Ancient Landmarks, and Coastal Charm

After breakfast, journey to Noto, renowned for its stunning baroque architecture and UNESCO-listed city center. Continue to Siracusa to visit the ancient Greek Amphitheater, the mysterious Ear of Dionysus, and the Roman Theater. Explore Ortigia Island, the historic core of Siracusa. Arrive in the Taormina area for dinner and an overnight stay with views of the Ionian Sea.

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Day 15

TAORMINA (GIARDINI NAXOS or surroundings)

From Lava Trails to Sun-Kissed Shores

Enjoy breakfast before heading out for an unforgettable excursion to Mount Etna, the largest active volcano in Europe. Weather permitting, ascend the slopes for panoramic views of the Sicilian landscape. Spend your afternoon discovering Taormina’s charming town center, boutique shops, and beautiful beaches. Dinner and overnight in the Taormina area.

Taormina Amphitheater Archeological Site History
Day 16

TAORMINA (GIARDINI NAXOS or surroundings); SAVOCA and FORZA D’AGRÒ, CATANIA

Picturesque Villages and Historic Landmarks Await

After breakfast, venture off the beaten path to the picturesque villages of Savoca and Forza d’Agrò, best known as filming locations for The Godfather movies. Experience the slow pace of Sicilian village life and sample refreshing lemon granita. Arrive in Catania in the afternoon, check into your hotel, and enjoy a farewell dinner with your travel companions in this vibrant, UNESCO-listed city.

Sicily_Taormina_Mt_Etna_Vulcan_Snow_view
Day 17

CATANIA

Last Days Amid Italian History and Beauty

Enjoy your final breakfast in Catania before concluding your grand tour of Italy and Sicily. Depart with lasting memories of ancient ruins, breathtaking coastlines, vibrant cities, and authentic Italian culture.

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This Package Includes:

– Transportation by Deluxe motor coach as per itinerary;
– Accommodation in Tourist Category Hotels with overnight stay in Venice Mestre or in First Category Hotels with overnight stay on Venice Island in double/twin rooms with private facilities;
– Daily Breakfast (excluding the overnight ferry transfers one);
– 12 Dinners and 2 Lunches as per itinerary;
– Multilingual Tour-Escort;
– Panoramic Visits as per itinerary;
– Overnight ferry transfer from Sorrento to Palermo in private cabin;
– Entrance fees at Agrigentos Valley of Temples and Syracuse archeological Park;
– Vat Taxes and service Charges.

This Package Does Not Include:

– All Land & Air prices: Additional U.S. & Foreign Departure Taxes and Surcharges Fee(s) assessed by the Airlines.
– Hospitality city tax which varies by city and hotel category. Where applicable it must be paid locally to the hotel.
– Beverages.
– Porterage service.
– Entrance Fees to Monuments or Museums, Tips, Extras.
– All which is not listed under PACKAGE INCLUDES.

Terms and Conditions:

Multi language escorted group tour.
All departure are Guaranteed.
Please note: Due to the frequent change of transportation during the southern Italy part of the tour, it is required to bring only one piece of luggage per traveler. In the eventuality of extra luggage an extra charge of 15 euro per piece will be charged locally. The itinerary could be reversed or modified for technical or logistic reasons.
(*) Rate based on two adult persons sharing a double or twin bedded room with private bathroom. Single rooms are available at an additional supplement. Childrens, triple room rates and alternative accommodation arrangements are available upon request. (Additional and different charges may apply).