Best Date Night (and Daytime) Fun in Romantic Florence

Florence is a beautiful city, steeped in culture with picturesque piazzas, historic landmarks, and plenty of romantic charm — all surrounded by the rolling green hills and vineyards of the Tuscan countryside. Walkable and friendly, it’s easy to spend days together exploring museums and gardens, enjoying day trips to nearby wineries, and dining on delicious Florentine fare in laid-back trattorias or elegant, upscale restaurants.

A dream destination for anyone who enjoys great food, culture, architecture and history, it’s particularly magical when visiting with your special someone.

To give you an idea of the romance to be found in and around the city, we’ve gathered a list of some of our favorite date night (and daytime) activities and destinations to consider for your next romantic Florentine getaway.

Date Night Dinner

Picture cozy, candlelit dinners in elegant dining rooms with impeccable service, fantastic food and wine, and often with views of the city. The following three restaurants are top of our list of places to dine for an unforgettable date night.

  • Il Palagio – At the Four Seasons Florence, Il Palagio beckons with sophisticated, seasonal Tuscan food and stunning private dining spaces that would be right at home in a fairy tale — from a secluded rooftop terrace to private dining under the canopy of the Weeping Beech (the oldest tree in the Gherardesca Garden) or in the hotel’s historic Lobby Chapel, adorned with original frescoes and Renaissance details.
  • Enoteca Pinchiorri – This innovative, three-Michelin-starred restaurant serves sophisticated contemporary Tuscan dishes with an eye to flavor, presentation, and world-class service. Located in a grand historic building, the elegant dining rooms are the perfect backdrop for a romantic evening meal.
  • Borgo San Jacopo – With beautiful river views, outdoor dining overlooking the water and indoor spaces reflecting a cool 1950s-Italian-style design, the one-Michelin-starred Borgo San Jacopo is known for its romantic and refined fine dining experience. The chef offers three creative tasting menus to choose from — one seasonal, one signature, and one vegetarian.

Romantic Nights Out

Watching the sun set or seeing the city lit up at night — warm lights against the backdrop of dark sky — feeds the romantic ambiance in Florence. There are many ways to make the most of a date night out in the city. Consider combining two or more of the following to create a truly magical evening.

  • Relax with a sunset aperitivo and stunning views at the Piazzale Michelangelo. (Bonus tip: If you can, make the hike up instead of taking a car)
  • Take a leisurely, hand-in-hand moonlit walk along the Arno and Ponte Vecchio
  • Book a private small-boat ride on the Arno River to explore the city from the water
  • Immerse yourself in the music of the city with tickets to a classical opera or live performance at Teatro Maggio Musicale Fiorentino

Daytime Dates

Florence is home to some of the most beautiful architecture and gardens in the world. Just strolling the city sidewalks, visiting galleries and museums or spending an afternoon at the famed Boboli or Bardini Gardens is enough for a lovely daytime date. But add in a few of our favorite Florence activities and you have the makings of an unforgettably romantic experience.

  • Couples photoshoot – Your Destination Manager will book a professional photographer to document your romantic Florence vacation in some of the city’s most beautiful locales. Think photos at the Rose Garden next to Piazzale Michelangelo or in the stunning Piazza del Duomo with historic buildings as the backdrop.
  • Market and picnic date – Visit one of the local markets and gather up the makings of an unforgettable picnic. Focus on fresh, seasonal ingredients, breads and wine, then head to a quiet, shaded spot in one of the public gardens or even out to the countryside with a blanket to enjoy the meal al fresco.
  • Wine window hunt and stroll – Turn a regular city stroll into a fun adventure with a wine window scavenger hunt. Use the map on your phone and search for “wine windows Florence,” then follow the directions to find your way. Dating back to as early as the 16th century, over 100 of these windows have been preserved, though some are so small, they can go unnoticed if you don’t know where to look.

Dozens of the historic windows are actually still in operation. When you find them, ring the bell and order a glass of wine from the menu. You’ll typically find seating nearby to enjoy your drink before continuing your hunt.

Day Trips and Romantic Excursions

Continue your romantic vacation outside of the city with day trips to the surrounding countryside. Your Equity Estates Vacation Concierge team will help you plan the perfect itinerary and can make all of the reservations for you.

  • Plan a winery day with tours, tastings and a private guide (Bonus tip: focus on timing so you can see the sunset from a winery with an amazing view of the Tuscan countryside.)
  • Experience an early morning hot air balloon ride over Tuscany complete with sparkling wine and light breakfast
  • Book a Vespa countryside tour and spend the day out among olive groves and vineyards in the scenic Tuscan landscape
  • Visit one of the city’s luxurious day spas or the hot springs in Rapolano Terme for a rejuvenating daytime date

At Home in Florence with Equity Estates

The spacious, four-bedroom Florence residence is a lovingly renovated city apartment located on the third floor of a historic building that was originally built in the 16th century and later owned by the world-famous ceramic artisan, the Marquis Carlo Andrea Ginori. The interior retains its beautiful, historic charm — with decorative coffered ceilings and traditional Florentine shuttered windows — while also offering modern, high-end touches (including a sleek, gourmet kitchen and spa-like bathrooms) throughout that aligns beautifully to The Equity Estates Signature.

Perfectly situated between the fashion and historic districts, convenient to cafés, restaurants, and local attractions, it’s the ideal home-away-from-home in one of Italy’s most amazing destinations.


If you would like more information about how our investment offer can help diversify your investment strategy, please reach out to our Investor Relations team at 404.445.8501 or click to schedule a call. Download our Executive Summary