Italy’s Heart and Soul: Discover the Art of Florence and the Spirit of Rome

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Italy's Heart and Soul

cities: rome - florence
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A Timeless Tale of Two Cities: Rome & Florence

Experience Italy’s “Heart” and “Soul” in an Intimate Small Group Setting

Join a boutique small group tour (6–12 travelers) and journey through two of Italy’s most captivating cities—each offering a distinct window into the nation’s rich history, artistic legacy, and cultural brilliance.

Your adventure begins in Rome, the once-mighty capital of the Western world, where ancient ruins, grand piazzas, and sacred spaces tell a story spanning thousands of years. As both the secular heart of Italy and the seat of the Catholic Church, Rome offers a profound introduction to Western civilization. Together with your group and expert local guide, you’ll explore the Colosseum, Roman Forum, and Pantheon, then marvel at the majesty of St. Peter’s Basilica and the Sistine Chapel, home to Michelangelo’s timeless masterpieces.

Then, travel north to Florence, the cradle of the Renaissance, where every cobbled street and sun-drenched piazza echoes with genius. You’ll visit the iconic Uffizi Gallery and stand before Michelangelo’s David at the Accademia, while discovering the architectural marvel of Brunelleschi’s Dome. From the influence of the powerful Medici family to the works of da Vinci and Botticelli, Florence will capture your imagination.

With carefully curated experiences, comfortable transportation, and time to connect with your fellow travelers, this small group journey blends the exclusivity of private travel with the camaraderie of shared discovery.

This is more than a vacation—it's an immersive, expertly guided exploration of Italy’s most iconic destinations. Boutique travel, perfected.
This is Your Own Italy.

Day by day

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Private Car

rome

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Day 1
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Day 1

Welcome to Rome!

Begin Your Journey in the Eternal City with a Warm Italian Welcome

Your private driver will be waiting for you at the airport and will escort you to your hotel in the historic center of Rome. Our carefully selected accommodations place you right in the heart of the city, within walking distance of iconic landmarks, charming piazzas, and vibrant neighborhoods. After checking in, take some time to relax and refresh, or enjoy a leisurely stroll through your new surroundings to soak in the atmosphere.

In the evening, you’ll be treated to a welcome dinner at a local restaurant. This is your opportunity to savor traditional Roman cuisine, toast to the start of your journey, and connect with fellow travelers or your companions. From the moment you arrive, Your Own Italy ensures every detail is thoughtfully arranged, setting the tone for an unforgettable Italian adventure.

St Peter's Basilica Rome
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Transfer
Private Car
Day 2

Introductory Dolce Vita Tour

Step into the enchantment of Rome and see the city through the eyes of a true Roman. This immersive Dolce Vita Tour takes you beyond the usual sightseeing, leading you through timeless streets, iconic fountains, and awe-inspiring monuments. With your expert guide, uncover Bernini’s artistic genius, marvel at the Pantheon’s architectural brilliance, and embrace the traditions that define Roman life.

Stroll through charming piazzas, soak in the vibrant rhythm of daily life, and master the art of la passeggiata, Rome’s beloved evening stroll. Toss a coin into the Trevi Fountain to ensure your return, and uncover the hidden meanings behind Bernini’s sculptures and Rome’s legendary fountains.

This isn’t just a tour—it’s an invitation to live la dolce vita, navigate the city like a local, and experience Rome in the most authentic and unforgettable way.

Trevi Fountain at night in Rome, Italy
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Transfer
Private Car
Day 3

Free Day in Rome

Wander at Your Own Pace or Enhance Your Experience with a Guided Tour

Today is yours to enjoy the Eternal City however you wish. Lose yourself in the charm of Rome’s cobblestone streets, relax with a cappuccino in a sun-drenched piazza, or explore hidden gems tucked between ancient ruins and Renaissance fountains.

Want to make the most of your time? Ask us about our popular guided tour options, including skip-the-line access to the Vatican Museums, a deep dive into history at the Colosseum and Roman Forum, or a food and wine tour through the vibrant Trastevere neighborhood. However you choose to spend the day, Rome is yours to discover.

statue of Julius Caesar in Rome
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Transfer
Private Pick Up
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florence

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Day 4

Arrival in Florence, Introductory Tour and the Accademia Gallery

Step into the heart of the Renaissance with a private guide as you explore the timeless beauty, rich history, and artistic masterpieces of Florence. With its grand piazzas and world-renowned art, every street and sculpture tells a story.

Your journey begins at Piazza della Repubblica, once the heart of ancient Roman Florence, before moving to Piazza del Duomo, home to the Florence Cathedral and Brunelleschi’s groundbreaking dome. You'll admire the Baptistery’s legendary “Gates of Paradise” and stroll across the iconic Ponte Vecchio, lined with goldsmith shops and artisan boutiques.

The tour culminates at the Accademia Gallery, where you’ll stand before Michelangelo’s David, a masterpiece embodying the power and beauty of the Renaissance.

From ancient origins to artistic triumphs, this private tour offers an immersive journey through Florence’s history and culture, leaving you with a deep appreciation for its enduring legacy.

The cityscape of Florence, Italy with mountains in the background
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Day 5

Lunch and Wine Tasting at Villa Machiavelli and Visit to San Gimignano

Tuscany Day Trip: Chianti & San Gimignano

Escape the bustle of Florence and embark on a breathtaking journey through the rolling vineyards, historic villages, and world-renowned wineries of Tuscany. This unforgettable experience blends the legendary wine culture of Chianti with the medieval allure of San Gimignano, offering the perfect mix of indulgence, history, and stunning scenery.

You’ll travel through the picturesque Chianti countryside, where vine-covered hills, olive groves, and cypress-lined roads create a timeless landscape. Your private driver will take you to the renowned Machiavelli Winery, where you can tour the historic cellars, savor exceptional wines, and enjoy a Tuscan lunch in a charming villa once owned by Niccolò Machiavelli himself.

Next, you’ll continue to San Gimignano, the UNESCO-listed “City of Beautiful Towers,” where soaring medieval towers rise above the Tuscan hills. You’ll wander through Piazza della Cisterna, admire stunning frescoes in the Romanesque cathedral, and explore the quaint artisan shops offering hand-painted ceramics, saffron, and local delicacies.

As the day winds down, you’ll take in one last glimpse of Tuscany’s golden-hued landscapes during your relaxing drive back to Florence. This is more than a tour—it’s a celebration of Tuscany’s beauty, flavors, and timeless charm.

the Tuscan countryside in Italy
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Day 6

Free Day in Florence, Farewell Dinner

Savor Your Final Day in the Cradle of the Renaissance

Spend your last full day soaking up the magic of Florence at your own pace. Wander through artisan shops, admire world-famous art, sip a cappuccino in Piazza della Repubblica, or simply get lost in the charm of its historic streets. If you'd like to dive deeper, ask us about optional guided tours—whether it's a visit to the Uffizi Gallery, a climb to the top of the Duomo, or a culinary walk through Florence’s vibrant markets.

Farewell Dinner

As the sun sets over the Arno River, gather with your fellow travelers for a memorable farewell dinner. Raise a glass to unforgettable moments, new friendships, and the beauty of Italy, celebrated in true Tuscan style.

the courtyard of the Uffizi Gallery in Florence, Italy
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Day 7

Departure – Arrivederci!

As you bid farewell to Italy, you carry with you not just memories of breathtaking landscapes, exquisite cuisine, and timeless history, but also the warmth of newfound friendships. Your driver will ensure a smooth journey to the airport, giving you plenty of time to make your flight. Though your adventure may be coming to an end, Italy salutes you with a heartfelt “Arrivederci!”—until we meet again.

Now that you’ve traveled with Your Own Italy, you’ll always have friends eager to welcome you back whenever you long for the beauty, flavors, and magic of this incredible land once more.

The cityscape of Florence, Italy with mountains in the background
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What’s Included

Charming Accommodations

Stay in selected 4-star boutique hotels located in the heart of Italy’s most iconic cities:

Rome – 3 nights in a boutique hotel.
Florence– 3 nights in a boutique hotel.

Expert Guides and Skip-the-Line Access

Enjoy the expertise of English-speaking local guides who bring Italy’s history, art, and culture to life. With skip-the-line tickets, you’ll spend less time waiting and more time exploring.


Immersive Private Tours and Exclusive Excursions

Rome:

Useful Personal Information

There is a dress code for churches and basilicas. Shoulders and knees must be covered, shorts, miniskirts, and sleeveless shirts are not permitted. It is recommended that you not take large bags on tours that include churches as storage is not always  available

Please wear comfortable footwear as the tours on your vacation involve a lot of walking

The team at Your Own Italy is absolutely flexible and will customize your vacation to suit your personal needs. Are you traveling with children? We will provide the necessary assistance to adjust our packages to ensure that your vacation is truly memorable!

Contact Your Own Italy for customization options on your vacation

Refer to our website for details on our Cancellation Policy


rome
3 nights
florence
3 nights
Package Pricing
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Pricing (per person)
Rates depend on hotel selection
Classic $2,800 per person
Deluxe $3,500 per person
The Classic Package includes handpicked 4-star hotels in central locations. The Deluxe Package offers upgraded rooms in premium 4-star or 5-star hotels for added luxury and comfort.
2025 Tour Dates
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June 8 – 14, 2025
July 13 – 19, 2025
September 7 – 13, 2025
October 12 – 18, 2025

Vacation Airfare
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To book your international flights at preferred rates, contact an UP AND AWAY TRAVEL International Specialist:
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+1 (800) 275 8001
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kyle@upandaway.com
Vacation Insurance
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We highly recommend purchasing travel insurance at the time of booking to protect against potential fund forfeiture due to cancellation or unexpected incidents such as injury or loss. We offer travel insurance through our partner, Allianz.
Awards
Tripadvisor Award
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Schedule 30 minutes call with Carmen
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Best trip ever!
We would like to sincerely thank Carmen and her team for the wonderful two week itinerary planned for us in Italy as well as your dedication and constant communication in keeping us always informed with our tour guides and drivers.
Being that this was our first time traveling to Italy, Your Own Italy made our hotel (beautiful hotels) , transportation, and tour reservations for us which made our trip stress free where we could relax and enjoy our time. All the private drivers and AP Tour Guides were wonderful, gracious, very knowledgeable and informative. We really enjoyed them and learned a lot from them.
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