
/tuscany-italy-wine-tasting-tour)

/couple-eating-roman-pizza-rome-city-luxury-tours)

/tuscany-italy-wine-tasting-tour)

/couple-eating-roman-pizza-rome-city-luxury-tours)
/tuscany-countryside-dining-meal-italy-luxury-tours)

Trip summary statistics
9days
Rome & Florence Highlights: A Food & Wine Journey
Rome, Florence
From the Colosseum arena to Vatican masterpieces, take in Rome's must-sees on shared tours.
Taste Trastevere with a local food insider, pairing Roman classics with wine and dinner.
Walk Florence’s Renaissance icons with a private guide, then join a Tuscan cooking class.
Explore Siena and San Gimignano in a small group, ending with Chianti wines over dinner.
Your Destination Expert curates dining gems and hotel selections to match your style.
* Please note: USD per person, double occupancy. Custom designed personal tour. Prices subject to change.
A travel experience like no other
This sample itinerary was created by experts and is meant to inspire your next trip. It is ready to be customized to suit your interests, tastes and budget so you can connect with local cultures and experience authentic travel on your own terms and departing whenever you choose.
We personalize
There's no formula, we simply listen to you and make it happen.
We expertly plan
From your itinerary to the small details, we prepare it all on your behalf.
We don't settle
Refining your itinerary until you're happy, even while you're traveling.
When would you like to travel?
| Su | Mo | Tu | We | Th | Fr | Sa |
|---|---|---|---|---|---|---|
What's your ideal trip length?
If anything changes, we can always adjust.
Prefer to speak with a destination expert?
RomeLa Dolce Vita Begins
- Private Airport Transfer with Meet & Greet
- Italy Welcome Package
- Rome Aperitivo at Your Own Pace
RomeStage of an Empire
- Colosseum & Ancient Rome with Exclusive Arena Access (3 hrs) - Small Group Tour
- Rome’s Must-Try Gelato Evening Stroll
RomeDaily Rituals of Rome
- Discover Rome's Best Coffee, On Your Own
- Taste of Trastevere: Rome’s Local Food Scene (3 hrs) - Private Tour
RomeSacred Masterpieces & City Lights
- Vatican Museums & Sistine Chapel (3 hrs) - Small Group Tour
- Golden Hour Views of Rome, On Your Own
Rome to FlorenceThe Journey Continues…
- Private Transfer at Roma Termini Train Station
- Train - Rome - Florence [1.5 hrs] - 1st Class (Business)
- Private Florence Train Station Transfer
- Evening Aperitivo in Florence, On Your Own
FlorenceA Day Among Icons
- Walking Tour of Florence’s Historic Center and Accademia Gallery (3 hrs) - Private Tour
- Florence Duomo at Dusk Walk, On Your Own
FlorenceA Taste of Tuscany
- 1/2 Day Traditional Tuscan Cooking Class with Market Visit (with Lunch, 5 hrs) - Small Group Tour
- Florence’s Arno River by Night, On Your Own
FlorenceFrom Piazza to Vineyard
- Tuscany Day Trip with Chianti Wine Dinner (8 hrs) - Small Group
FlorenceUntil We Meet Again
- Private Airport Transfer
ROME



La Dolce Vita Begins
Meet your private English-speaking assistant outside of airport customs. Waiting with a sign with your name on it, they will direct you to your awaiting private transfer, and accompany you to your hotel for check-in.
A Welcome Package will be provided and will include any relevant documents or tickets required for your trip.
Find Rome’s local rhythm in Prati and Monti, two neighborhoods that offer an insider track into the city’s aperitivo culture. From Il Sorpasso’s cured meats and local wines to rooftop views and bubbles at Terrazza Les Étoiles and inventive Negronis at Freni e Frizioni, each venue brings its own perspective on the early evening ritual. Speak with your Destination Expert to arrange reservations in advance.
Where you’ll be staying
Superior Room
ROME




Stage of an Empire
Unlock Ancient Rome with exclusive access to the Colosseum and Roman Forum, exploring hidden corners and legendary sites reserved for just a handful of visitors. With your small group limited to six participants, skip the lines and step onto the Colosseum’s arena floor, walking where gladiators once battled before 50,000 roaring spectators. Descend underground to see the staging chambers, then ascend to the second tier for sweeping views from Caesar’s balcony. Climb Palatine Hill for panoramic vistas over Circus Maximus and the Forum, while your guide brings to life stories of emperors, triumphs, and daily Roman life. Conclude in the Roman Forum itself, where temples, arches, and basilicas reveal the grandeur of the empire at its peak. Kindly note: All participants must bring their original passport or government-issued photo ID on the day of the tour. Failure to present valid identification will result in denied entry.
When in Rome, do as the Romans do and make gelato part of your daily rhythm on this self-guided evening stroll. Begin at Fassi Gelateria, Italy’s oldest and a must-try while in Rome, serving locals since 1880, before continuing to Gunther Gelato Italiano for seasonal, organic flavors. Cross into trendy Trastevere for Otaleg’s inventive combinations, and finish at Gelateria del Teatro, where unexpected pairings round out a relaxed, flavor-led walk.
Where you’ll be staying
Superior Room
ROME





Daily Rituals of Rome
Get to know Rome’s coffee culture through a curated selection of its most popular cafÉs, easily explored on foot at your own pace. Choose between a wood-roasted espresso at Sant’Eustachio Il CaffÈ or Tazza d’Oro’s beloved granita di caffÈ topped with fresh cream, both near Piazza Navona and the Pantheon. Continue to Faro Luminari del CaffÈ and Barnum CafÉ, known for specialty beans and precise techniques. To save time, try the classic Roman ritual of ordering and enjoying your coffee standing at the bar.
Uncover Trastevere’s culinary soul on a privately guided stroll for food lovers led by a local expert who knows where Romans truly eat. Move beyond familiar pizza and pasta as you sample supplÌ, fried codfish, and carciofo alla giudia, each paired with Italian wines that bring the flavors into focus. The experience concludes with a seated meal at a beloved local restaurant, rounding out an evening shaped by tradition, taste, and neighborhood life.
Where you’ll be staying
Superior Room
ROME




Sacred Masterpieces & City Lights
Step into the artistic heart of Vatican City on an intimate small-group tour limited to 12 guests. Follow your guide through the Vatican Museums’ opulent corridors, where gilded ceilings, ancient sculptures, and richly woven tapestries reveal centuries of papal history. Continue into the magnificent Raphael Rooms, their walls alive with vibrant Renaissance frescoes painted by Raphael and his pupils. The atmosphere shifts as you enter the hushed grandeur of the Sistine Chapel. Look upward at Michelangelo’s breathtaking ceiling, then take in the drama and intricate detail of his monumental Last Judgment.
Watch Rome shift from golden hour to nightfall on a self-guided walk shaped around its most compelling viewpoints. Begin atop Janiculum Hill at the Fontana dell’Acqua Paola, continue to Campidoglio for views over the Roman Forum, and pass through Piazza Venezia to see the Vittoriano illuminated after dark. End at the Spanish Steps, where evening energy is alive and nearby rooftops like Hotel Raphael or Les Étoiles offer an ideal setting for a nightcap.
Where you’ll be staying
Superior Room
ROME TO FLORENCE


The Journey Continues…
Depart by train from Rome to Florence. Approximate travel time is 1.5 hours.
Meet your private driver for a transfer to or from Florence's Santa Maria Novella train station.As dusk settles over Florence, explore the city’s aperitivo scene on an independent evening stroll shaped around golden views and atmosphere. Begin above the Arno at Gallery Hotel Art's 701 Rooftop Bar, and drink in iconic views over Florence’s rooftops and monuments. Continue to Companion Dolceamaro Bar or Vineria Sonora, both known for their intimate ambiance, local wines, and signature cocktails paired with small bites. Reservations can be arranged in advance through your Destination Expert.
Where you’ll be staying
Superior Room
FLORENCE





A Day Among Icons
Explore Florence on a privately guided walk through its UNESCO-listed historic center, where your guide weaves stories and local insight into the city’s squares, bridges, and everyday streets. Move through Cathedral Square, Piazza della Signoria, and across the Ponte Vecchio as your guide draws attention to details and viewpoints many visitors miss, before entering the Accademia Gallery with included tickets. The experience concludes before Michelangelo’s original David, completed in 1504 and unforgettable up close.
Begin your self-guided evening walk in Florence’s Piazza del Duomo, tracing golden light along Brunelleschi’s iconic dome and nearby medieval streets like Via Calzaiuoli. Pause at the Baptistry as the marble glows amber and rose, then step inside Santa Maria del Fiore to admire quiet Renaissance artistry before ending with gelato nearby, the cathedral illuminated under shimmering streetlights.
Where you’ll be staying
Superior Room
FLORENCE



A Taste of Tuscany
Immerse yourself in Florence’s food culture on a small-group experience that moves from market to kitchen. Walk through a historic local market with your professional chef, selecting fresh, seasonal ingredients. Then step into a professional cooking school, tie on your apron, and transform your market finds into an authentic four-course Tuscan feast, complete with a flavorful starter, traditional first course, hearty main, and irresistible dessert. Once the cooking is done, gather around the table to savor your creations over Tuscan wine and plenty of warm Florentine hospitality.
Follow the Arno at your leisure on an evening walk once crowds thin and the city quiets. Begin at Ponte Santa Trinita with clear views toward the illuminated Ponte Vecchio, then cross the bridge as jewelry shops glow and street musicians play. Continue to Ponte alle Grazie, where the river widens and the skyline opens for a calmer view of Florence at night.
Where you’ll be staying
Superior Room
FLORENCE




From Piazza to Vineyard
Spend the day moving through Tuscany’s layered landscapes on a full-day, small-group journey limited to 16 guests. In Siena, your expert guide brings the city’s traditions and civic identity into focus, offering perspective that goes well beyond what’s immediately visible in Piazza del Campo. Charming San Gimignano follows with time to explore independently, moving freely through its historic streets and towers without a set route. The experience concludes in the Chianti countryside at a boutique winery, where a cellar visit, local wine tasting, and dinner highlight the region’s agricultural bounty before returning to Florence in the evening.
Where you’ll be staying
Superior Room
FLORENCE
Until We Meet Again
Meet your private driver and vehicle for an airport transfer.
ROME




Rose Garden Palace
The Rose Garden Palace is situated in a historic building with a prime location in central Rome's Via Veneto area, walking distance to famed landmarks like the Spanish Steps and Trevi Fountain. Set foot in one of the most charming stretches of the Eternal City, evoking the lives of the paparazzi-soaked cinema stars of the 1950s and 60s. Style and hospitality meld into one at the Rose Garden, where sophisticated design across 65 guestrooms and suites combines classical tradition with modernity, to dazzling effect. Feast like royalty with menus that feature delicious Italian delicacies and international specialties at the onsite a la carte restaurant, and wander through the hotel’s garden area, hosting beautiful floral compositions and handcrafted modern sculptures. When in Rome, surround yourself with the most gracious of amenities at The Rose Garden Palace.
FLORENCE






Balestri
Hotel Balestri is a delightful boutique hotel, situated in the heart of the Santa Croce district, and welcomes guests with great charm and atmosphere. Brimming with character, the hotel has been reimagined while retaining all the architectural charm of its period and boasts an elegant and nostalgic mood with its art deco-style decor and inviting spaces, you’re immediately immersed in a refined universe. Set in a privileged position directly overlooking the Arno, a few minutes’ walk from the Ponte Vecchio, means that the hotel’s 50 guestrooms and suites have unique views of many different aspects of Florence: in one direction they overlook the stunning Renaissance palaces in the square or the rooftops of the city, including the campanile and Palazzo della Signoria, to the other side the Arno, Ponte Vecchio, Piazzale Michelangelo and as far as the hills of San Leonardo and San Miniato. Hotel Balestri is the ideal starting point for exploring Florence and the Oltrarno area, the true ‘Village of the city’.
Made to Order
- Choose from a range of places to stay, from impeccable five-star hotels to equally outstanding boutique ones.
- Tailor your trip to include a wide variety of activities, from the must-see's to the lesser-known, local experiences, and even the exclusive ones you may not know about.
- With no fixed dates or set schedules, you can explore on your terms.
- Whether you're celebrating one of life's big moments or looking to fulfill a personal journey, we always work with you to ensure we're creating a trip-of-a-lifetime.
What's included
- A fully customized itinerary based on your interests and schedule
- 24/7 in-destination support from our local office
- Regional flights between stops in your itinerary (unless otherwise indicated)
- All accommodation stays, tours and transfers for scheduled activities are covered, unless otherwise listed in the itinerary
- A private driver for tours and transfers (in some countries our local private guides also act as your driver - your Destination Expert will discuss with you if applicable)
- Local private guides or shared tours that take you through your itinerary highlights and experiences, your final itinerary will confirm the type of tour
- A greeting at the airport or at your accommodation from one of our representatives – your expert will confirm your meet and greet location with you
- Breakfast each morning at your hotel, plus any meals indicated in the itinerary
- One suitcase and one carry-on per person for trip transfers
What's not included
- Your international airfare – please do let your expert know if you'd like to receive pricing from our Air Team
- Travel insurance, which we offer and can be purchased after you've booked your tour
- Visas (unless noted)
- Tips for services and experiences
- Lunches, dinners and drinks (alcoholic and non-alcoholic), unless specified in the itinerary
- Excess baggage charges, and where applicable, baggage not included in your fare
- Personal charges such as laundry, phone calls, SIM cards or room service
- Early check-in or late check-out from hotels (unless otherwise specified)
- Additional sightseeing, activities and experiences outside of your itinerary
- Optional enhancements like room or flight upgrades, or local camera or video fees
- Passport fees, immunization costs, and local departure taxes (when applicable)
Protect your travel
- We recommend travel protection. Between missed connections, lost or delayed luggage, or medical emergencies, you want some peace of mind that your travel investment is well protected.
- No matter who you buy from, please consider purchasing a travel protection plan before you travel. Still unsure? Consider these frequently asked questions.









