Italy’s ultimate highlight reel—Rome to Assisi and Siena, Renaissance Florence, Bologna and Padua on the way to Venice, Tuscan vineyards in Montepulciano, then Naples and Pompeii to Sorrento, with a dreamy Capri overnight before returning to Rome.
Italy 12 days Discovery Escorted Tour w/ Overnight in Capri
12 Days/11 Nights
Starting from
$
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
Arrival Freedom, Eternal City Night
- Arrive at Rome Airport
- Transfer on your own to your Rome hotel
- Dinner on your own
- Overnight in Rome
Day 2
ROME, ASSISI, SIENA, FLORENCE
Serenity and Piazza Pride
- 7:15 AM pick-up at the assigned meeting point in Rome historic center
- Depart by motor coach for sightseeing
- Stop in Assisi with free time to wander
- Suggested visit: Basilica of St. Francis (not included)
- Lunch on your own (not included)
- Scenic drive through Tuscan hill country
- Stop in Siena: medieval history, Palio horse race legacy, Piazza del Campo
- Walk Siena’s historic center and take photos
- Continue to Florence
- Dinner included
- Overnight in Florence
Day 3
FLORENCE
Duomo Icons, Your Afternoon Your Way
- Breakfast at the hotel
- Guided tour of Florence, “Cradle of the Renaissance”
- See: Duomo (Florence Cathedral) with Brunelleschi’s Dome
- See: Giotto’s Bell Tower
- See: Baptistery and the “Gates of Paradise” doors
- See: Piazza della Signoria, Palazzo Vecchio, Santa Croce Basilica
- Lunch on your own (not included)
- Afternoon at leisure
- Optional visits (not included): Accademia Gallery (Michelangelo’s David), Uffizi Gallery
- Optional tour (not included): Pisa (Leaning Tower, Cathedral, Piazza dei Miracoli)
- Dinner included
- Overnight in Florence
Day 4
FLORENCE, BOLOGNA, PADUA, VENICE
Squares, Saints and Arrival Glow
- Breakfast at the hotel
- Depart by motor coach to Bologna
- Bologna photo stops: Podestà Palace, Piazza del Nettuno, Basilica of San Petronio
- Lunch on your own (not included)
- Continue to Padua
- Padua highlights: churches and the oldest botanical garden in the world
- Stop at the Basilica of St. Anthony (frescoes)
- Continue to Venice
- Dinner included
- Overnight in Venice
Day 5
VENICE
St. Mark’s Splendor, Grand Canal Free Time
- Breakfast at the hotel
- Reach St. Mark’s Square
- Visit St. Mark’s Basilica (interior visit)
- Doge’s Palace (external visit)
- See the Bridge of Sighs (nearby; linked to Casanova’s prison)
- Afternoon at leisure
- Optional ideas (not included): shopping, Murano glass workshops tour, Bellini by the Grand Canal, museums
- Group dinner included
- Overnight in Venice
Day 6
VENICE, TUSCANY, MONTEPULCIANO, ROME
Views, Sips and a Return to Rome
- Breakfast at the hotel
- Depart Venice by motor coach toward Tuscany
- Scenic drive through rolling landscapes, farmhouses, churches, and castles
- Stop in Montepulciano with free time to explore
- Optional tastings on your own: local wine and food
- Continue to Rome
- Check in at your Rome hotel
- Dinner on your own
- Overnight in Rome
Day 7
ROME
Vatican Skip-The-Line Wonders
- Breakfast at the hotel
- Vatican Tour
- Visit Vatican Museums (skip the long entrance queue)
- Visit the Sistine Chapel
- Visit St. Peter’s Basilica and St. Peter’s Square
- Free time for lunch
- Afternoon at leisure
- Optional ideas (not included): shopping, gelato, Colosseum and Roman Forum
- Dinner on your own
- Overnight in Rome
Day 8
ROME, NAPLES, POMPEI, SORRENTO
Panoramic Views and Time Capsule City
- Breakfast at the hotel
- Depart Rome by motor coach to Naples via the “Sun Route” motorway
- Panoramic city tour of Naples: Mergellina, Castel dell’Ovo, Piazza del Plebiscito, Royal Palace, Maschio Angioino, port
- Lunch on the way to Pompeii (as per itinerary)
- Visit Pompeii archaeological excavations (destroyed in AD 79)
- Scenic drive along the Sorrentine coast
- Arrive in Sorrento
- Dinner included
- Overnight in Sorrento
Day 9
SORRENTO
Exploration at your Leisure
- Breakfast at the hotel
- Full day at leisure in Sorrento
- Ideas: shopping, historic churches, scenic viewpoints
- Lunch on your own (not included); try seafood “fresh from the bay” and homemade Limoncello
- Optional day trip (not included): Amalfi Coast visiting Positano, Amalfi, and Ravello
- Return to hotel
- Dinner included
- Overnight in Sorrento
Day 10
SORRENTO, CAPRI
Blue Grotto Dreams, Island Night In
- Breakfast at the hotel
- Ferry to Capri (sea conditions permitting)
- Rowboats to enter the Blue Grotto (sea and weather conditions permitting)
- Free time to enjoy Capri
- Group lunch in a local restaurant
- Afternoon at leisure on Capri
- Dinner included
- Overnight at your hotel on Capri
Day 11
CAPRI, ROME
Piazzetta Morning, Evening Return
- Breakfast at the hotel
- Free time on Capri (shopping in the Piazzetta, beach time, postcards, gelato)
- Afternoon ferry to the mainland
- Return to Rome by motor coach
- Evening arrival in Rome and hotel check-in
- Dinner on your own
- Overnight in Rome
Day 12
ROME
Breakfast, Then Arrivederci
- Breakfast at the hotel
- End of tour and services
MAKE THIS ITINERARY YOURS
Turn this sample itinerary into your dream Italy vacation – tailored to your pace, passions, and budget.
Day 1
ROME
Arrival Freedom, Eternal City Night
At your arrival at Rome Airport, transfer on your own to your Rome Hotel accommodation. Dinner on your own and overnight in the Eternal City.
Day 2
ROME, ASSISI, SIENA, FLORENCE
Serenity and Piazza Pride
You’ll be picked up at the assigned meeting point in the historical center of Rome at 7:15 am, by motor coach, to start your sightseeing tour. The first stop will be in charming Assisi, where you’ll have free time to wander the streets. We suggest you to visit the Basilica of St. Francis, home of the famous saint. After you enjoy lunch (not included) the tour will continue through the Tuscan hill country. Next stop will be Siena. Known for its rich medieval history and the Palio horse race in the famous Piazza del Campo, you’ll want to take plenty of pictures here as you walk in its lovely historical center. Later in the afternoon, the bus will continue to Florence, where you’ll have dinner and get a good night’s rest.
Day 3
FLORENCE
Duomo Icons, Your Afternoon Your Way
The day starts with breakfast, to prepare you for a pleasant day, and continues with a tour of Florence. Called the Cradle of the Renaissance, you will marvel at Florence’s art, architecture and churches created by the Masters. You’ll stop at the Florence Cathedral called Duomo, with its Brunelleschi’s Dome, Giotto’s Bell Tower and the Baptistery, with doors so beautiful that Michelangelo called them the Gates of Paradise. The Piazza Della Signoria, Palazzo Vecchio and the Santa Croce Basilica are also on the tour. Lunch on your own (not included). The afternoon will be at your leisure, where you can choose to shop or visit the Accademia Gallery with the famous Michelangelo’s David or the Uffizi Gallery (optional, not included). You may decide you’d rather go on an optional tour of Pisa, and see its famous leaning tower and adjoining Cathedral and Piazza dei Miracoli (optional, not included). In the evening you’ll enjoy dinner and a final night in Florence.
Day 4
FLORENCE, BOLOGNA, PADUA, VENICE
Squares, Saints and Arrival Glow
You’ll enjoy breakfast, before boarding the motor coach to Bologna. Bologna is a mostly pedestrian city, so you will be able to take magnificent pictures of the Podesta Palace, Piazza del Nettuno and the Basilica of San Petronio. After lunch (not included), you’ll continue on to Padua, home to many beautiful churches and the oldest botanical garden in the world. You’ll stop at the Basilica of St Anthony, with its many lovely frescoes. The motor coach will then continue on to Venice, known for its beauty, art and gondolas. You’ll have dinner and spend the night in Venice.
Day 5
VENICE
St. Mark’s Splendor, Grand Canal Free Time
After breakfast, you will start your day reaching St. Mark’s Square for a visit of its famous Basilica (interior visit) and the Doge palace (external visit). The Bridge of Sighs is also nearby, which connects to the prison where Casanova was held for 5 years. The afternoon is free, giving you time for some shopping, take a tour to Murano Island with its glass workshops, enjoy a Bellini in front of the Grand Canal or tour a museum (optional, not included). Dinner will be with the group and you’ll spend the night in Venice.
Day 6
VENICE, TUSCANY, MONTEPULCIANO, ROME
Views, Sips and a Return to Rome
Breakfast will be enjoyed at the hotel, and, afterwards, you’ll board the motor coach to Tuscany. Make sure the batteries in your camera are charged, as you will want to take many, many pictures! You’ll see the rolling landscapes, charming farm houses and churches and magnificent castles. The group will stop in Montepulciano, a town rich in art and history, where you’ll free time to explore the town at your leisure and perhaps taste the local wine and food. The motor coach will continue back to Rome. Arrival in Rome and check in at your Hotel accommodation. Dinner on your own. Overnight at Rome Hotel.
Day 7
ROME
Vatican Skip-The-Line Wonders
After breakfast, you will take part of a Vatican Tour. You’ll visit the Vatican Museums skipping the long queue at the entrance, admire the magnificent Sistine Chapel and the St. Peter Basilica and Square. Free time for lunch and remainder of the afternoon to enjoy at leisure. You have the chance to shop, enjoy a gelato or visit the Colosseum and the Roman Forum to immerse yourself in the ancient Rome. (optional, not included). Dinner on your own and overnight at your Rome Hotel.
Day 8
ROME, NAPLES, POMPEI, SORRENTO
Panoramic Views and Time Capsule City
You’ll enjoy breakfast at the hotel and the motor coach will depart to Naples, traveling along the Sun Route motorway, through the regions of Lazio and Campania. There will be a panoramic city tour of Naples, showing the Mergellina, Castel dell’Ovo, Plebiscito Square, the Royal Palace, Maschio Angioino and the port. You’ll enjoy lunch on the way to Pompeii, where you’ll visit the famous archeological excavations of the ancient Pompeii, destroyed by the Vesuvius eruption in AD 79. Afterwards, we’ll drive along the Sorrentine coast and arrive in Sorrento for dinner and the night.
Day 9
SORRENTO
Exploration at your Leisure
Enjoy breakfast at the hotel, while you have the day to yourself in Sorrento. Visit the shops, tour the historic churches, or just enjoy the scenery while enjoying a lunch fresh from the bay with delicious homemade Lemoncello (lunch not included). You will have also the opportunity to take a day trip to the Amalfi Coast visiting Positano, Amalfi and Ravello (optional, not included). You’ll return to the hotel for dinner and a good night’s rest.
Day 10
SORRENTO, CAPRI
Blue Grotto Dreams, Island Night In
After breakfast, we’ll board the ferry to the Isle of Capri (sea conditions permitting), and take the small rowboats to enter the famous Blue Grotto (sea and wheatear conditions permitting). You’ll have free time to enjoy this charming island, and lunch with the group in a local restaurant. In the afternoon, free time to explore Capri at your leisure.
Dinner and overnight at your new Hotel on the Capri Island.
Day 11
CAPRI, ROME
Piazzetta Morning, Evening Return
You’ll enjoy breakfast and free time on Capri Island this morning, to go shopping in the famous Piazzetta, enjoy the beach or to write your postcards in front of a refreshing Italian gelato. In the afternoon, we’ll take a ferry to mainland and return to Rome by motor coach. Arrival later in the evening in Rome and check in at your hotel. Dinner on your own and overnight at your Rome Hotel.
Day 12
ROME
Breakfast, Then Arrivederci
After breakfast at the hotel, the tour, and our services, will end.
