Italian cities of the Renaissance trip

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Let the Italian Cities of the Renaissance trip transform ordinary travel into a personal celebration of art, music, and living history. Designed for travelers who seek authentic, tailor-made journeys, this experience offers bespoke cultural encounters shaped by your pace and passions.

Share your interests and priorities, and we’ll create a one-of-a-kind itinerary that surprises, delights, and connects you deeply with local life. It’s part of what makes our curated trips to Italy more than just vacations; they’re unforgettable stories waiting to unfold.

Reserve your consultation today to begin shaping memories that last a lifetime.

Italian cities of the Renaissance trip highlights

  • Private Renaissance art tours: Explore masterpieces with a private guide through Florence, Siena, and Venice.
  • Culinary and winery experiences: Savor regional cuisine and boutique wines at family-run trattorias and vineyards.
  • Exclusive artisan workshops: Join hands-on workshops with master artisans.
  • Historic city-stay accommodations: Stay in carefully selected historic palazzos and boutique hotels.
  • Tailor-made cultural itineraries: Design each day with a private trip manager who curates routes, pacing, and surprises.
DayMorningAfternoonEvening
Day 1Arrival in Rome; private transfer to centrally located hotelFree time to relax or exploreRooftop aperitivo, private concert, or VIP film screening, curated to your interests
Day 2Stroll to the Spanish Steps and Trevi FountainSmall-group tour of ancient Rome: Colosseum, Forum, Palatine Hill, and Via SacraEspresso break and dinner at a local trattoria with authentic cuisine and house wine
Day 3Train to Florence; private transfer to hotelWalk along the Arno River, Ponte Vecchio, and explore with curated tipsPersonalized recommendations for evening music, artisan workshops, or hidden local spots
Day 4Small-group walking tour: Duomo, Santa Trinita, OrsanmicheleUffizi Gallery visit and Santa Maria Novella pharmacy and museumFree time or a relaxed dinner in the historic center
Day 5Visit San Gimignano and Siena with a guideWine tasting and lunch at a Tuscan villa estate; stop at MonteriggioniReturn to Florence refreshed from a day in the countryside
Day 6Train to Venice; private transfer to hotelExplore calli, campi, Renaissance façades, and scenic bridgesOptional walking tour with local guide or gondola ride at sunset
Day 7Leisurely morning: St. Mark’s Square, coffee, or boutique browsingOptional Doge’s Palace tour and deluxe motor launch along the Grand CanalFree evening to explore hidden canals or dine by the water
Day 8Breakfast and check-out; scenic train ride to RomeContinue with curated local experiences (live music, street art, outdoor films) or prepare for departureFinal espresso in a Roman piazza if time allows; fitting close to your Italy travel adventure

Places you'll visit

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Rome
Rome
Venice
Venice
Florence
Florence
Day01

Day 1: Arrival in Rome

Arrive in Rome, the Eternal City, and enjoy a private transfer to your centrally located hotel with a personalized welcome to begin your Italy travel experience.

For your first evening, choose from curated options: a rooftop aperitivo overlooking the Roman Forum, a private concert in a historic cloister, or VIP access to a local film screening. Each experience is tailored to your interests, setting the tone for authentic memories from day one.

Aerial cityscape of Rome with Forums and Colosseum, Rome, Italy
Day02

Day 2: Sightseeing in Rome

After breakfast, start your day with a leisurely walk to the Spanish Steps and the Trevi Fountain: toss a coin to ensure your return to Rome. In the afternoon, join a small-group walking tour through ancient Rome, including special access to the Colosseum and the Roman Forum. Stand beneath the Arch of Constantine, climb Palatine Hill, and walk the storied Via Sacra where emperors once paraded.

In the evening, pause for an espresso at a local café, then soak up the atmosphere of Rome’s lively piazzas. End the day with dinner at a neighborhood trattoria, expect authentic Italian dishes and generous pours of house wine worth remembering.

Fountain di Trevi in Rome, Italy
Day03

Day 3: Transfer to Florence

Travel by train to Florence, where a private driver will meet you for a smooth transfer to your hotel. Begin a curated day of art, music, and local discovery.

Stroll the oldest streets along the Arno River to the iconic Ponte Vecchio, sample authentic Florentine gelato, and enjoy personalized tips for evening entertainment and hidden artisan workshops.

Ponte Vecchio over the Arno river in Florence, Italy
Annalisa

Tips from Annalisa

Italy Travel Expert

quotes

For a quieter, more authentic view of Florence, cross Ponte Vecchio and head to the less-touristed Piazza della Passera in the Oltrarno. It’s a favorite evening spot for locals, perfect for an aperitivo, live street music, and finding hidden artisan studios just steps away.

Day04

Day 4: Churches of Florence

Join a small-group walking tour of Florence’s historic center, uncovering masterpieces of sculpture, fresco, and painting in landmarks like the Duomo, Santa Trinita, and Orsanmichele.

In the afternoon, explore at your own pace. Visit the Uffizi Gallery to admire works by Botticelli, Leonardo, and other Renaissance greats. Then step into the historic Santa Maria Novella pharmacy, housed in a former Dominican monastery, to browse fragrant perfumes, herbal elixirs, and a museum of medicinal curiosities. It’s the perfect spot to find a one-of-a-kind souvenir.

Florence Cathedral, Brunelleschi's dome
Day05

Day 5: The best of Tuscany tour

Discover the heart of Tuscany: stroll the cobbled lanes, lively piazzas, and artisan workshops of medieval San Gimignano, then explore Siena’s historic streets and striking Gothic cathedral before a stop in the tiny walled village of Monteriggioni.

Pause for lunch at a Tuscan villa estate, complete with a wine tasting and cellar tour. Enjoy regional flavors, local stories, and a relaxed setting before returning to Florence feeling refreshed and a little more Tuscan.

San Gimignano medieval town, Tuscany Italy.
Day06

Day 6: The waterways of Venice

After breakfast, board the train to Venice and transfer to your hotel. Enjoy a personalized welcome to the floating city and take time to settle in.

Wander the winding calli and hidden campi, admire elegant Renaissance façades, and cross bridges that link Venice’s island labyrinth. In the evening, opt for a private walking tour with a local guide, or a classic gondola ride at sunset for a memorable start to your stay.

Panoramic aerial cityscape of Venice with Santa Maria della Salute church, Veneto, Italy
Day07

Day 7: Free day in Venice

Start your morning in Venice at a relaxed pace: wander narrow cobbled alleys, sip espresso in St. Mark’s Square, or browse boutique ateliers for authentic souvenirs.

For a deeper dive, opt for a guided tour of the Doge’s Palace followed by a deluxe motor launch along the Grand Canal. Your expert guide brings the palace’s grand façades to life, while the private boat reveals hidden canals and cinematic views few visitors ever see.

St Mark's Square, Venice. Doges Palace, Campanile, Liberia Sansoviniana and Basilica di San Marco all visible.
Day08

Day 8: Travel to Rome

Enjoy a relaxed breakfast at your hotel, then check out and transfer to the station for a scenic train ride to Rome. This part of your Italy travel offers a comfortable shift in pace, with views of rolling countryside as you head south.

If your journey continues, explore Rome with curated experiences like live music, outdoor film nights, or a walking tour of local street performances. If you're departing, it's a fitting final stretch before your flight, with time to enjoy one last espresso in a sunlit piazza.

Piazza Navona, Rome. Italy