Trip Highlights
- Stroll across Ponte Vecchio & Arno River
- Uffizi Gallery Visit
- Duomo Climb & Baptistery Visit
- Piazza della Signoria & Palazzo Vecchio
- Galleria dell'Accademia (David)
Day-by-Day Itinerary
- 1
Day 1 — Florence, Italy
9 activities
- 14:00 - 15:00Travel
Hotel Check-in
Arrive in Florence and check into your charming hotel, Hotel Pitti Palace al Ponte Vecchio, ideally situated for exploring the city. Settle in and prepare for your romantic Tuscan adventure.
Via de' Bardi, 46, 50125 Firenze FI, Italy~$0.00ArrivalAccommodation - 15:10 - 16:30Eating
Romantic Lunch at Osteria Santo Spirito
Enjoy a delightful first Tuscan lunch at Osteria Santo Spirito, known for its authentic Florentine dishes and charming atmosphere. Savor homemade pasta and local wine in the heart of the Oltrarno district.
Piazza Santo Spirito, 16R, 50125 Firenze FI, Italy~$80.00Local CuisineAuthentic - 16:40 - 18:00Sightseeing
Stroll across Ponte Vecchio & Arno River
Walk hand-in-hand across the iconic Ponte Vecchio, admiring the artisan shops and the stunning views of the Arno River. This historic bridge is a symbol of Florence's enduring romance and beauty, perfect for a couple's photo.
Ponte Vecchio, 50125 Firenze FI, Italy~$0.00Iconic LandmarkRomanticPhotography - 18:10 - 20:00Sightseeing
Uffizi Gallery Visit
Immerse yourselves in Renaissance art at the Uffizi Gallery, home to masterpieces by Botticelli, Leonardo da Vinci, and Michelangelo. Pre-booking tickets is highly recommended to avoid long queues and fully enjoy this cultural treasure.
Piazzale degli Uffizi, 6, 50122 Firenze FI, Italy~$50.00ArtCultureMuseum - 20:30 - 22:00Eating
Romantic Dinner at La Giostra
Indulge in a truly romantic dinner at La Giostra, a restaurant known for its exquisite Tuscan cuisine and enchanting atmosphere. Enjoy candlelit tables and traditional Florentine dishes, perfect for a special evening together.
Borgo Pinti, 10/12/R, 50121 Firenze FI, Italy~$150.00Fine DiningRomanticTuscan Cuisine
- 2
Day 2 — Florence, Italy
11 activities
- 09:00 - 11:30Sightseeing
Duomo Climb & Baptistery Visit
Ascend Brunelleschi's Dome or Giotto's Bell Tower for breathtaking panoramic views of Florence. Afterward, marvel at the exquisite bronze doors of the Baptistery, a testament to early Renaissance artistry. Book tickets well in advance!
Piazza del Duomo, 50122 Firenze FI, Italy~$50.00LandmarkViewsArchitecture - 11:40 - 13:00Sightseeing
Piazza della Signoria & Palazzo Vecchio
Explore Piazza della Signoria, the political heart of Florence, adorned with impressive sculptures like a replica of David. Visit Palazzo Vecchio, the city's town hall, to admire its grand courtyards and art-filled chambers, offering a glimpse into Florentine power.
Piazza della Signoria, 50122 Firenze FI, Italy~$25.00HistoryArtPublic Square - 13:10 - 14:00Eating
Lunch at All'Antico Vinaio
Grab a delicious and authentic Florentine sandwich from All'Antico Vinaio, a world-renowned spot for a quick yet satisfying lunch. Choose from a variety of fresh ingredients for a true taste of local street food.
Via dei Neri, 74R, 50122 Firenze FI, Italy~$20.00Street FoodCasualLocal Favorite - 14:15 - 16:00Sightseeing
Galleria dell'Accademia (David)
Witness Michelangelo's iconic David sculpture at the Galleria dell'Accademia. This impressive masterpiece of Renaissance sculpture is a must-see, along with other significant works of art. Book your tickets in advance to guarantee entry.
Via Ricasoli, 58/60, 50122 Firenze FI, Italy~$40.00ArtSculptureIconic - 17:00 - 19:00Sightseeing
Sunset at Piazzale Michelangelo
Experience a breathtaking sunset over Florence from Piazzale Michelangelo. Enjoy panoramic views of the city's skyline, including the Duomo and Ponte Vecchio, as the sky turns vibrant colors. A truly romantic moment to share.
Piazzale Michelangelo, 50125 Firenze FI, Italy~$0.00SunsetViewsRomanticPhotography - 20:00 - 21:30Eating
Dinner at Trattoria Sabatino
Dine at Trattoria Sabatino, a beloved local spot known for its traditional, no-frills Florentine cuisine and warm, bustling atmosphere. Enjoy hearty dishes at excellent value, a true taste of authentic Florence away from tourist crowds.
Via Pisana, 2R, 50143 Firenze FI, Italy~$70.00Local CuisineAuthenticTraditional
- 3
Day 3 — Florence, Italy
11 activities
- 09:00 - 10:30Travel
Travel to Chianti Region
Embark on a scenic journey into the heart of the Chianti Classico wine region. Enjoy the picturesque Tuscan countryside, characterized by rolling hills, vineyards, olive groves, and charming medieval villages.
Meeting point in Florence (e.g., Santa Maria Novella station area)~$0.00Day TripScenic DriveWine Region - 10:30 - 12:30Exploration
Winery Tour & Tasting at Castello di Brolio
Discover the historic Castello di Brolio, one of the oldest wineries in the Chianti Classico region. Take a guided tour of the vineyards and cellars, followed by a romantic wine tasting session, learning about the art of Tuscan winemaking.
Località Brolio, 53013 Gaiole in Chianti SI, Italy~$100.00Wine TastingHistoryScenic - 13:00 - 14:30Eating
Lunch at Badia a Coltibuono
Enjoy a gourmet lunch at Badia a Coltibuono, a historic abbey and winery offering exquisite Tuscan cuisine made with local ingredients. Dine in a beautiful setting amidst vineyards, savoring traditional flavors paired with their excellent wines.
Località Badia a Coltibuono, 53013 Gaiole in Chianti SI, Italy~$120.00Farm-to-TableGourmetScenic Dining - 14:50 - 16:30Exploration
Explore Greve in Chianti
Wander through the charming market town of Greve in Chianti, known for its unique triangular piazza. Browse local shops for Tuscan specialties, enjoy a gelato, and soak in the relaxed atmosphere of this quintessential Chianti village.
Piazza Giacomo Matteotti, 50022 Greve in Chianti FI, Italy~$30.00VillageShoppingLocal Culture - 17:30 - 18:30Travel
Return to Florence
Enjoy the scenic drive back to Florence after a day of wine tasting and exploring the beautiful Chianti region. Relax and reflect on the day's experiences as you head back to your hotel.
Florence, Italy~$0.00Return JourneyRelaxation - 20:00 - 22:00Eating
Michelin-Starred Dinner at Enoteca Pinchiorri
For an unforgettable romantic evening, indulge in a Michelin-starred dinner at Enoteca Pinchiorri. Experience exquisite Italian haute cuisine paired with an unparalleled wine list, ensuring a truly luxurious and memorable culinary journey.
Via Ghibellina, 87, 50122 Firenze FI, Italy~$400.00Fine DiningLuxuryRomanticMichelin Star
- 4
Day 4 — Florence, Italy
11 activities
- 08:30 - 10:00Travel
Travel to Siena by Local Train
Begin your day trip with a comfortable local train journey from Florence to Siena. Enjoy the scenic Tuscan landscapes passing by your window as you head towards one of Italy's most beautiful medieval cities.
Firenze Santa Maria Novella Station to Siena Station~$30.00Day TripTrain TravelScenic - 10:15 - 12:45Sightseeing
Explore Piazza del Campo & Duomo di Siena
Discover Siena's stunning Piazza del Campo, famous for its unique shell-shape and the Palio horse race. Afterward, visit the magnificent Siena Cathedral (Duomo di Siena), an architectural marvel adorned with intricate art and stunning marble work.
Piazza del Campo, 53100 Siena SI, Italy~$20.00HistoryArchitectureIconic Landmark - 13:00 - 14:30Eating
Lunch at Osteria Le Logge (Siena)
Enjoy a gourmet lunch at Osteria Le Logge, a renowned restaurant in Siena offering refined Tuscan cuisine in an elegant setting. Savor innovative dishes prepared with seasonal ingredients, complemented by an excellent wine selection.
Via del Porrione, 33, 53100 Siena SI, Italy~$100.00Fine DiningGourmetLocal Cuisine - 15:15 - 17:30Exploration
Explore San Gimignano's Medieval Towers
Journey to the medieval hill town of San Gimignano, famous for its impressive skyline of ancient towers. Wander through its charming streets, climb the Torre Grossa for panoramic views, and discover local artisan shops and delicious gelato.
Piazza della Cisterna, 53037 San Gimignano SI, Italy~$20.00Medieval TownViewsHistoryGelato - 17:30 - 19:00Travel
Return to Florence
Relax on your return journey to Florence, reflecting on the beauty and history of Siena and San Gimignano. This comfortable trip allows you to unwind before your final evening in the city.
Florence, Italy~$0.00Return JourneyRelaxation - 20:00 - 21:30Eating
Farewell Dinner at Ora d'Aria
Conclude your Tuscan getaway with a memorable farewell dinner at Ora d'Aria, a contemporary Michelin-starred restaurant offering innovative Italian cuisine. Enjoy a sophisticated dining experience with creative dishes and an intimate ambiance.
Via dei Georgofili, 11R, 50122 Firenze FI, Italy~$250.00Fine DiningModern ItalianRomanticMichelin Star
- 5
Day 5 — Florence, Italy
5 activities
- 09:00 - 10:00Eating
Breakfast at Hotel
Enjoy a leisurely breakfast at your hotel, savoring one last taste of Italian delights. Reflect on the wonderful memories made during your romantic Tuscan escape.
Hotel Pitti Palace al Ponte Vecchio~$0.00BreakfastRelaxation - 10:15 - 11:30Exploration
Last-Minute Souvenir Shopping at San Lorenzo Market
Before departing, explore the bustling San Lorenzo Market. Find unique leather goods, local crafts, and delicious food items to take home as souvenirs, capturing the essence of your Tuscan journey.
Piazza del Mercato Centrale, Via dell'Ariento, 50123 Firenze FI, Italy~$50.00ShoppingSouvenirsLocal Crafts - 12:00 - 13:00Travel
Hotel Check-out & Departure to Airport
Complete your hotel check-out and arrange for transport to Florence Airport (FLR). Depart from Tuscany, carrying cherished memories of your romantic getaway.
Florence Airport (FLR), Via del Termine, 11, 50127 Firenze FI, Italy~$0.00DepartureAirport Transfer
Where to Stay
- Florence, Italy
Hotel Pitti Palace al Ponte Vecchio
$250.0 / night4 nights4.4Prime location near Ponte VecchioRomantic ambiance with Arno River viewsExcellent service and historic charm