Most Romantic Places in Tuscany: Holidays and Romantic Getaways

Looking for a romantic holiday in Tuscany and the most evocative locations to visit as a couple?

We suggest a series of locations of unique charm, places to explore in the company of your other half, famous destinations but also more hidden corners far from the cities.

Here you will find interesting ideas, perfect destinations for couples, must-see romantic places for a weekend in Tuscany.

The many art cities, the small and characteristic medieval towns, and the dreamlike landscapes contribute to making the region one of the most evocative in Italy, simply perfect for a couple’s holiday.

Let’s discover together the most suitable destinations for a romantic experience:

• Florence: the cradle of the Renaissance and art city par excellence is a must for those who want to spend a few days in celebration of love.
  • Ponte Vecchio stands out as one of the most romantic locations, a fascinating destination at any time of day or night and an absolute must at sundown. Watching the sun set on the Arno, turning the houses orange, is a unique thrill. A sunset with no equals.
  • One of the most relaxing experiences for couples in the city is a classic and pleasant walk. We recommend the Rose Garden, next to Piazzale Michelangelo. Here you can walk surrounded by the scents and colours of over 350 varieties of roses and 1000 different botanical species;
  • Florence by night: those who love walking can treat themselves to an experience in the evening, walking through the entire historical centre, captivated by the atmosphere of the city at night, passing in front of the Uffizi, along Via Tornabuoni, Piazza della Repubblica, Piazza della Signoria;
  • Piazzale Michelangelo: it is the terrace overlooking the city, the panoramic point par excellence. From here you can enjoy the skyline of Florence and its largest and most famous monuments. An absolute must at sunset;
  • Collina di Bellosguardo: located in the Oltrarno area and at a short distance from the Boboli Gardens, it lets you walk in the true Tuscan countryside, among olive trees, cypresses, and farmhouses;
  • Boboli Gardens: an enchanting place where you can take a romantic walk surrounded by nature. But also a place full of art and culture. Here you find perfectly manicured lawns but also works of art such as the Fountain of Neptune created by sculptor Stoldo Lorenzi, and Renaissance sculptures. Going up the hill you can admire a unique panorama.
• Pienza: the ancient Renaissance town in the province of Siena is one of the most important places in Val d’Orcia from an artistic point of view. Characteristic and evocative, it is perched on a hill and owes its beauty to the works carried out during the 15th century by architect Bernardo Rossellino.
  One of the things to do in Pienza as a couple is a romantic walk through its streets. Little streets that have perfect names to ask for the hand of your other half or simply to experience pleasant moments. You will find yourselves walking along Via dell’Amore (Love Street), Via del Bacio (Kiss Street), Via della Fortuna (Luck Street);
• Lucignano: one of the most recommended destinations for lovers thanks to a mix of charm and legends. This small town in the province of Arezzo lets you exchange promises and swear eternal loyalty in front of the Albero dell’Amore (Tree of Love). It is an arborio-style reliquary with corals and crystals considered an authentic lucky charm for lovers. A fascinating work kept in the Lucignano Museum;
• Lucca: perfect for walking on the characteristic ‘Mura’ (walls), perhaps in the evening after a candlelit dinner. An absolute must is the Guinigi Tower, from which you can admire a breath-taking view of the entire city. Equally recommended during a couple’s holiday are the Amphitheater, where the ancient Roman forum once stood; the Botanical Garden, which houses a large variety of colourful and fragrant flowers; the Duomo;
• Isola Santa: in this hamlet of Careggine in the province of Lucca, time seems to have stopped as if by magic. Silence, quiet, and unspoiled nature are the perfect base for a couple’s holiday. The area is also ideal for hiking in the mountains, among colourful and luxuriant woods.

Escaping for a weekend, unplugging and getting away from everything and everyone in the company of your soulmate.

Where to spend two days as a couple in Tuscany:

• Saturnia: the perfect location to relax and enjoy a romantic experience at the same time. We are in Val d’Orcia, in the municipality of Manciano, in one of the most renowned and characteristic thermal baths in the region and beyond.
  The Cascate del Mulino di Saturnia is a postcard-like location, a place to spend pleasant moments pampered by the beneficial properties of the thermal waters. You can experience two days in the name of total well-being immersed in a healing and warm water known since Etruscan-Roman times;
• Maremma: with many towns full of history, it is perfect for spending two days in the name of pampering and relaxation. Here you can plan a mini tour that will take you to visit true gems like:
  • Montemerano: considered one of the most beautiful towns in Italy, it was built during the 1200s by the Aldobrandeschi family and protected by three walls. We recommend visiting the Church of San Giorgio, Piazza del Castello, Pieve di San Lorenzo, the Church of the Madonna del Cavalluzzo;
  • Scansano: it is on a mountain ridge that divides the Ombrone and Albegna rivers. The town offers enchanting views over the sea and Mount Amiata. We recommend visiting the Convent of Petreto, the archaeological area Ghiaccio Forte, the Castle of Montorgiali, the Castle of Montepò;
  • Pitigliano: included in the circuit of the most beautiful towns in Italy and awarded with a Bandiera Arancione (Orange Flag), it is nicknamed the Little Jerusalem because it was home to a large Jewish community in the 16th century. It is one of the most fascinating historical towns in Italy, with a spectacular skyline visible from the belvedere in front of the Sanctuary of the Madonna delle Grazie. Don’t miss: Palazzo Orsini, Medici Aqueduct, Jewish Ghetto, Cathedral of Saints Peter and Paul, Necropolis of Poggio Buco.
  • Sovana: the town boasts a classic and characteristic medieval look. Inside, you can admire the Rocca Aldobrandesca, the Duomo, the Etruscan Necropolises, Vie Cave, the Hand of Orlando;
  • Sorano: an ancient town with winding and charming alleys. Don’t miss: Orsini Fortress, Vie Cave, Belvedere and rock complex of San Rocco, rock settlement of Vitozza, Etruscan necropolis, Roccaccia di Montevitozzo.

Everyone knows that the sea is one of the most romantic places ever. Visiting small towns, getting lost in the narrow streets and squares, having an aperitif lulled by the sound of the backwash, or strolling on the beach is priceless.

Here are the romantic places by the sea in Tuscany:

• Castiglione della Pescaia: it is a must for couples who love the sea. The town is characteristic and charming, the water crystal-clear. One of the activities to do as a couple is to walk hand in hand on the pier until you reach the symbolic Red Lighthouse. The town is perched on a promontory on the Maremma coast. It offers equipped beaches where you can relax together but also sites of historical interest to discover: the Castle, the Church of San Giovanni Battista, Palazzo Centurioni;
• Livorno: lively and animated, the city offers breath-taking views to admire after a romantic walk and restaurants that are ideal for a candlelit dinner. Da non perdere Terrazza Mascagni che offre una visuale che arriva ad abbracciare anche la Corsica; il Mercato delle Vettovaglie, il più grande d’Europa; Fortezza vecchia/nuova; il Quartiere Venezia con canali che possiamo attraversare romanticamente a bordo di una barca, proprio come se fossimo in Laguna;
• Porto Ercole: this charming seaside location on the Argentario promontory is perfect for a romantic holiday in Tuscany in the name of slow rhythms and relaxation. Stroll along the small port, explore the alleys inside the walls at the foot of the Rocca Spagnola, surround yourselves with the history of the imposing Spanish fortresses built in the 16th century. Or rent a boat for a sea tour to discover the coast, or relax on the beach.