A Romantic 3-Day Getaway in Florence and the Chianti Hills

Experience the romance of Florence and the charm of the Chianti Hills with this carefully curated 3-day itinerary, perfect for a first vacation together.

Florence, Tuscany, Italy

Florence, the capital of Tuscany, is a city that exudes romance and history at every corner. Known as the birthplace of the Renaissance, Florence is home to some of the world's most famous art and architecture. From the iconic Duomo to the masterpieces housed in the Uffizi Gallery, the city offers a rich tapestry of cultural experiences. Stroll along the Arno River, explore the charming streets of the Oltrarno district, and indulge in the city's renowned culinary delights. Florence is not just a city; it's an experience that captivates the heart and soul.


For accommodations, consider using VRBO or Hotels.com to find the perfect romantic stay.

Florence at a Glance

  • Best Sights: Florence Cathedral, Ponte Vecchio, Uffizi Gallery
  • Best Activities: Art museums, romantic walks, wine tasting
  • Best Places to Eat: Trattoria Mario, La Giostra, Osteria Vini e Vecchi Sapori
  • Known For: Renaissance art, architecture, Tuscan cuisine
  • Best Areas to Stay: Historic Center, Oltrarno, Santa Croce

Day 1: Arrival and Evening Stroll

Arrive in Florence in the afternoon and settle into your accommodation. After a brief rest, take a leisurely evening stroll along the Arno River. Cross the Ponte Vecchio, a medieval stone bridge lined with jewelry shops, and enjoy the sunset views. For dinner, head to La Giostra, known for its romantic ambiance and exquisite Tuscan dishes. End your evening with a gelato from Gelateria dei Neri, a local favorite.

Day 2: Art and Romance

Morning: Start your day with a visit to the Uffizi Gallery. Consider booking the Skip the line: Uffizi and Accademia Small Group Walking Tour to make the most of your visit.

Skip the line: Uffizi and Accademia Small Group Walking Tour on Viator

Afternoon: After lunch at Trattoria Mario, a bustling spot known for its authentic Florentine cuisine, head to the Accademia Gallery to see Michelangelo's David. Spend the rest of the afternoon exploring the charming streets of the Oltrarno district, known for its artisan workshops and quaint cafes.

Evening: For a romantic dinner, visit Osteria Vini e Vecchi Sapori, a cozy eatery offering traditional Tuscan dishes. After dinner, enjoy a nightcap at Rasputin, a hidden speakeasy with a romantic vibe.


Day 3: Chianti Hills and Wine Tasting

Morning: Rent a car and drive to the picturesque Chianti Hills, known for their rolling vineyards and charming villages. Consider joining the Small-Group Wine Tasting Experience in the Tuscan Countryside for a guided tour of local wineries.

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

Afternoon: Enjoy a leisurely lunch at a local trattoria in the Chianti region, savoring the flavors of Tuscan cuisine paired with local wines. Spend the afternoon exploring the scenic countryside and visiting charming villages like Greve in Chianti.

Evening: Return to Florence in the evening. For your last night, consider a sunset food and wine tour with Florence Sunset Food & Wine Tour with Eating Europe, which offers a delightful culinary experience.

Florence Sunset Food & Wine Tour with Eating Europe on Viator

As your romantic getaway comes to an end, reflect on the beautiful memories made in Florence and the Chianti Hills. This trip is sure to be the first of many adventures together.


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