A Romantic 14-Day Italian Journey: From Rome's Ancient Wonders to Tuscany's Vineyards

Embark on a 14-day romantic adventure through Italy, exploring the historic streets of Rome, the artistic heart of Florence, and the rolling vineyards of Tuscany.

Italy, a country steeped in history and romance, offers a perfect blend of ancient wonders, artistic masterpieces, and breathtaking landscapes. From the bustling streets of Rome to the serene vineyards of Tuscany, Italy promises an unforgettable journey. With its rich history, delectable cuisine, and vibrant culture, Italy is a destination that captivates the heart and soul.


Our 14-day itinerary is designed to immerse you in the romantic essence of Italy. You'll explore iconic landmarks, indulge in exquisite wines, and discover hidden gems that make Italy a lover's paradise. Whether you're wandering through Rome's ancient ruins or savoring a glass of Chianti in Tuscany, this trip promises to be a memorable adventure.

With a budget-friendly approach, this itinerary balances luxury and affordability, ensuring you experience the best of Italy without breaking the bank. From charming accommodations to local dining spots, every detail is curated to enhance your romantic getaway.

Rome

Days 1-5: Discovering Rome's Timeless Beauty

Begin your journey in Rome, the Eternal City, where history and romance intertwine. Explore the Colosseum, a symbol of ancient Rome's grandeur, and wander through the Roman Forum, where the echoes of history linger. Don't miss the chance to visit the Vatican City, home to the awe-inspiring Sistine Chapel and St. Peter's Basilica.

Skip-the-Line Group Tour of the Vatican, Sistine Chapel & St. Peter's Basilica on Viator

For a unique experience, join the Skip-the-Line Group Tour of the Vatican, Sistine Chapel & St. Peter's Basilica and marvel at the artistic treasures within.

Stay at the Hotel Eden, Dorchester Collection, offering luxurious accommodations with stunning views of the city. For a more budget-friendly option, consider Hotel Santa Maria, nestled in the charming Trastevere neighborhood.


Travel to Rome via Omio for flights and trains, ensuring a smooth arrival in the city.

Indulge in authentic Italian cuisine at Trattoria Da Enzo al 29, known for its traditional Roman dishes. For a romantic dinner, head to Ristorante Aroma, offering breathtaking views of the Colosseum.

Florence

Days 6-9: Embracing Art and Culture in Florence

Next, journey to Florence, the cradle of the Renaissance. Admire Michelangelo's David at the Accademia Gallery and explore the Uffizi Gallery's vast collection of art. Stroll across the Ponte Vecchio, a medieval stone bridge lined with jewelry shops, and soak in the city's artistic ambiance.

Florence: Skip The Line David Statue & Brunelleschi's Dome Tour on Viator

Enhance your visit with the Florence: Skip The Line David Statue & Brunelleschi's Dome Tour, offering insights into the city's rich history.

Stay at the Four Seasons Hotel Firenze for a luxurious experience, or opt for the charming Hotel Dali for a more budget-conscious choice.


Travel from Rome to Florence via Omio trains, a scenic journey through the Italian countryside.

Start your day with a coffee at Ditta Artigianale, a local favorite known for its artisanal brews. For dinner, savor Tuscan flavors at Osteria Vini e Vecchi Sapori, a cozy spot offering traditional dishes.

Tuscany

Days 10-14: Savoring the Flavors of Tuscany

Conclude your romantic journey in Tuscany, a region renowned for its rolling hills and world-class wines. Visit the charming towns of Siena and San Gimignano, each offering a glimpse into Italy's medieval past. Enjoy a wine tasting tour in the Chianti region, where you can sample some of Italy's finest wines.

Small-Group Wine Tasting Experience in the Tuscan Countryside on Viator

Join the Small-Group Wine Tasting Experience in the Tuscan Countryside for an unforgettable day of wine and scenery.

Stay at Castello di Casole, A Belmond Hotel for a luxurious retreat, or choose Agriturismo Il Rigo for a rustic and authentic experience.


Travel from Florence to Tuscany via Omio trains or buses, offering convenient access to the region's highlights.

Enjoy a leisurely lunch at La Taverna di San Giuseppe in Siena, known for its delicious Tuscan cuisine. For dinner, dine at Ristorante La Grotta in Montepulciano, offering stunning views and exquisite dishes.

This 14-day romantic journey through Italy promises to be a memorable adventure, filled with history, art, and the flavors of Italy. From Rome's ancient wonders to Tuscany's vineyards, each destination offers a unique experience that will leave you longing to return.

Ready to book your trip?

Search Hotels
Search Homes

Traveling somewhere else?

Generate a custom itinerary