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Day 1 – Depart Chicago 

Day 2 – Arrive Naples, Italy at 12:00pm
A driver will meet you at the airport and take you to Le Sirenuse Positano for 5 nights/6 days in a Deluxe Superior Sea View 

Day 3 – Day at Leisure 

Day 4 – Pompeii private tour (3 hours)

Your private driver/guide will pick you up at Le Sirenuse and head along the coast to Pompeii.  On the way, the impressive Mt. Vesuvius will come into view.  
You will have a unique and personal experience at Pompeii seeing the amazing excavation site where everything is incredibly well preserved.  This day will 
make a unique impression on you and be something you talk about for the rest of your lives!

Day 5 – 10am – 6pm (times can be flexible) Private full day Capri cruise

Your driver will pick you up at Le Sirenuse around 10am and take you to the marina in Positano where you will meet your captain and board your private boat.  Enjoy a morning of cruising along the scenic Amalfi Coast, stopping occasionally for swimming and snorkeling.  Arrive at Capri and enjoy the essence  of the Mediterranean Sea: powerful nature, cliffs overhanging a deep blue sea, white villas and beautiful gardens spread around, monuments from the roman time  to the middle –ages, fancy shopping and amazing food.  At your leisure, you’ll cruise back to Positano.  On board will be snorkeling equipment, proseco, drinks, lunch and snacks!

Day 6 – Train from Naples to Rome
A driver will meet you at the station and take you to First Art in Rome for 2 nights in a Junior Suite 

3:30pm – 6pm – Best of Rome Walking Tour
See the very best of Rome and its most famous squares, monuments, fountains and artworks on this 3-hour afternoon walking tour. Be enchanted by the Eternal City as you stroll through Rome’s picturesque cobblestone alleyways and discover some of the world’s most famous sites, including the Pantheon, Piazza Navona, Trevi Fountain and the Spanish Steps. You’ll travel through time and admire Rome’s must-see art and architecture, all in a single afternoon!
Day 7 – Day at Leisure in Rome

Day 8 – Train from Rome to Florence 
A driver will meet you at the station and take you to Brunelleschi in Florence for 5 nights in a Junior Suite Executive 

Day 9 – 9am – 4pm – Full day Cinque Terre
You’ll fall in love with Italy’s prettiest coastal villages on a small-group excursion to the Cinque Terre from Florence. You’ve probably heard of the five famous fishing ports of the Cinque Terre. Now’s your chance to visit these picture-postcard villages on a personalized small-group day trip that you’ll treasure.

Day 10 – Day at Leisure in Florence

Day 11 – After lunch your driver will pick you up for your Tuscany with Wine Tasting Tour
Travel in style and take a luxury tour accompanied by your own private English-speaking driver to one of the most famous areas of Tuscany. Alternating woods with vines and olive trees, this region is renown worldwide for its wine and countryside and unparalleled beauty.

Day 12 – Train from Florence to Venice (time to be  determined)
A driver will meet you at the station and take you to Belmond Cipriani in Venice for 2 nights in a Junior Suite Gardenview
Day at Leisure in Venice 

Day 13 – Private Gondola & Serenade 7:00pm
Soak up the romance of Venice this private gondola ride! As your gondolier serenades you with Italian songs and punts you around the canals, look out at Venice’s elegant palaces, buildings and boats. Your route includes the captivating Grand Canal as well as several atmospheric side canals.

Day 14 – You will be met at your hotel and taken to the Venice Airport for your return flight to the U.S.
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