Two Weeks in Italy: Dolce Vita in Rome, Florence and Puglia
Food & Wine
Arts & Culture
There is nothing like La Dolce Vita! Italy has some of the world's best architecture, food, and art — not to mention gelato! This trip is an overview of Italy that takes you through Rome, Florence and Puglia. It is a trip for families and honeymooners alike who enjoy understated luxury!
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Where to stay
Hotel Chapter Roma
The pick for design hounds, with Art Deco touches in the oversized rooms and a ground-floor bar for the style set.
Masseria Torre Maizza
Chic Rocco Forte resort made for alfresco farm-to-table dining and cocktails with Adriatic views.
$100 food / beverage credit.
Upgrade & extended check-in/out whenever possible.
You’ll find just eight suites, ancient olive groves, and a serene vibe at this transporting masseria outside Lecce.
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Things to do in Rome
Take a private tour of the Colosseum to the newly opened "underground" and see gladiators awaited their fate.
Go shopping in all the designer boutique flagship stores, make sure you get your VAT refund!
Wake up early and explore the Trevi Fountain, you'll be able to capture a solo photo without the crowds.
Visit the Villa Borghese and surrounding gardens.
Take a food tour to taste the famous pastas of the region.
Explore Trastevere and stop for an apertif or two on your way out to dinner.
Eat & drink in Rome
Pierluigi: Great all around restaurant, known for seafood. Sit outside in the warmer months.
Matricianella: Traditional Roman food very close to JK Roma.
Il Giardino: A great lunch spot with expansive views of the city.
La Ciambella: Roman cuisine with innovative cooking techniques.
Sacripante Art Gallery: An art gallery with a bar in the back.
Cul de Sac: A welcoming wine bar with snacks.
Things to do in Pugila
Take a cooking class and use the region's own burrata cheese and Orecchiette pasta.
Visit the town, Alberobello, and see the famous UNESCO Heritage protected trulli, and you'll feel transported to a fairytale land.
Charter a boat and get a glimpse of the whitewashed region from a different vantage point.
Olive oil tasting is huge in Puglia. Learn about the taste and subtleties of this rich tradition.
Masseria Torre Maizza has a great beach club to lounge around all day and swim in the Adriatic.
Eat & drink in Puglia
Things to do in Florence
Go for a walk down the Arno River.
Take a private tour of the Uffizi Gallery.
Do a walking wine tasting tour of the city and sample Tuscan wine and cheese.
Climb to the top of the Duomo.
Get up close to the statue of David in the Gallery of the Academy of Florence.
Visit the Gucci Garden, and shop while you look at the carefully curated exhibits.
Eat & drink in Florence
GELATERIA LA CARRAIA: For some classic gelato!
Loggia Roof Bar: Grab a drink with a view!
IL SANTO BEVITORE: A Tuscan trattoria with really a lively atmosphere.
La Ménagère: A multi purpose space for coffee, drinks and food.
Cantinetta Antinori: Traditional restaurant housed in a 15th century building.
Mercato Centrale: A great quick lunch stop on the middle of shopping.
Need to Know
This is a year-round guide! However, our favorite months to visit Italy are May and September.
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