Expert Recommendations for Amazing Itineraries

Our expertise provides you with insider knowledge and hidden gems that typical travel plans might overlook. Take a look at our recommendations and you can take advantage of our local insights, unique experiences, and special deals.  With Italy R and R, you get expert recommendations for amazing itineraries customized for your dream vacation.

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City: Barolo
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This wine shop is just off the main square in Barolo. They offer many different vintners and wines from the Langhe region. We arrived shortly before closing time but Daniele was happy to pour a few tastings. He was so helpful with explaining wine production and Barolo in particular. He shared a map so we could learn about the different regions, the soil & weather, and the vineyards where the Nebbiolo grapes are grown. We were able to ship a few bottles back to the US directly from their store.

City: Florence

It’s such a beautiful city and on a warm night, the place just lights up and it’s real beauty shines. While of course, you always have to be cautious in any city you are in, it feels pretty safe while walking at night. Sometimes you’ll hear live music in the alleys and piazze, and it makes it all the more magical.

Wine Art Shop Podere Casanova
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This tasting room on the main street in Montepulciano (Via di Gracciano nel Corso) is situated between restaurants and shops. Make a point to stop in for a tasting and introduce yourself to the vintner. The staff members we met were kind and full of information about the delicious wine; especially the Nobile di Montepulciano.

City: Verona
Tags:

The last weekend we were in Verona, we were happy to take part in the wonderful annual wine festival they hold called Hostaria. Wine shops and other vendors set up stalls all along the Piazza Bra and the other squares in town and sell tastes for a few tokens. The city is alive with visitors enjoying the festival, there are tours and talks and plenty of other fun activities. We loved getting to try tastes of wine from local vineyards and try some regional food specialties. Typically this event happens in Verona in October.

City: Florence

Find the working wine windows in Florence — there are about 10 of them. It’s a fun way to see other parts of the city you might not have found. Once you start to notice them, you’ll see lots of closed ones too. You can order a Spritz, a glass of wine or a non-alcoholic beverage then stand in the street to enjoy!

Page 13 of 13
Found 244 Results
Page 13 of 13
City: Florence

It’s such a beautiful city and on a warm night, the place just lights up and it’s real beauty shines. While of course, you always have to be cautious in any city you are in, it feels pretty safe while walking at night. Sometimes you’ll hear live music in the alleys and piazze, and it makes it all the more magical.

Wine Art Shop Podere Casanova
Tags:

This tasting room on the main street in Montepulciano (Via di Gracciano nel Corso) is situated between restaurants and shops. Make a point to stop in for a tasting and introduce yourself to the vintner. The staff members we met were kind and full of information about the delicious wine; especially the Nobile di Montepulciano.

City: Verona
Tags:

The last weekend we were in Verona, we were happy to take part in the wonderful annual wine festival they hold called Hostaria. Wine shops and other vendors set up stalls all along the Piazza Bra and the other squares in town and sell tastes for a few tokens. The city is alive with visitors enjoying the festival, there are tours and talks and plenty of other fun activities. We loved getting to try tastes of wine from local vineyards and try some regional food specialties. Typically this event happens in Verona in October.

City: Florence

Find the working wine windows in Florence — there are about 10 of them. It’s a fun way to see other parts of the city you might not have found. Once you start to notice them, you’ll see lots of closed ones too. You can order a Spritz, a glass of wine or a non-alcoholic beverage then stand in the street to enjoy!

Page 13 of 13
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At Italy R and R, we go beyond the guidebooks to craft itineraries that reflect the real Italy—its rhythms, flavors, and unforgettable beauty. Whether you’re dreaming of sipping wine in a quiet Tuscan vineyard, exploring Renaissance masterpieces in Florence, or uncovering ancient history in Rome’s backstreets, our expert team designs each trip with care, creativity, and deep local knowledge. We work closely with you to understand your travel style, interests, and pace, then bring your ideal vacation to life with personalized suggestions, handpicked experiences, and seamless logistics. From private drivers and boutique accommodations to off-the-beaten-path stops and authentic culinary adventures, we ensure that every moment feels curated and meaningful. Our goal is not just to show you Italy, but to help you feel it—from the warmth of a family-run trattoria to the quiet awe of a medieval hill town at sunset. Let us guide you to the Italy you’ve been dreaming of with our expert Italy travel recommendations.

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