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Roam Around

Ultimate 14-Day Florence and Tuscany Exploration Itinerary

Last updated: 2024 Jun 14

Iconic Florence Landmarks and Gusta Pizza Delight

Morning

Start your Florence adventure with a visit to the magnificent Florence Duomo (Cattedrale di Santa Maria dei Fiori). Marvel at the intricate facade and climb to the top of Brunelleschi's Dome (Cupola del Brunelleschi) for panoramic views.

Afternoon

Enjoy a traditional Tuscan lunch at Gusta Pizza, a local favorite. Afterward, explore the historic Ponte Vecchio and the charming streets of Oltrarno.

Evening

For dinner, savor the authentic Florentine cuisine at Trattoria Sostanza. Afterward, take a leisurely stroll to the iconic Piazzale Michelangelo for a breathtaking view of the city.

Bedtime

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4.44
Florence Duomo (Cattedrale di Santa Maria dei Fiori)
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4.37
Brunelleschi's Dome (Cupola del Brunelleschi)
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Artistic Masterpieces and Trattoria Za Za Dining

Morning

Begin your day with a guided tour of the world-renowned Uffizi Galleries (Gallerie degli Uffizi). Admire works by Botticelli, Michelangelo, and Leonardo da Vinci.

Afternoon

Have a delightful Tuscan lunch at Trattoria Za Za. Afterward, visit the iconic Accademia Gallery (Galleria dell'Accademia) to see Michelangelo's David.

Evening

Enjoy a relaxing evening with a walk around the charming streets of San Lorenzo Market. For dinner, experience the vibrant atmosphere at Osteria de' Benci.

Bedtime

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4.41
Uffizi Galleries (Gallerie degli Uffizi)
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4.47
Accademia Gallery (Galleria dell'Accademia)
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Chianti Wineries and Borgo Antico Firenze Dinner

Morning

Embark on a Chianti Wineries Tour with Food and Wine Tasting, experiencing the picturesque vineyards and sampling the region's finest wines.

Afternoon

Enjoy a leisurely Tuscan lunch at one of the wineries. Afterward, take a scenic drive through the Chianti countryside.

Evening

Conclude your day with a gourmet dinner at Borgo Antico Firenze, known for its traditional Tuscan dishes.

Bedtime

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Medieval Marvels and Trattoria Mario Feast

Morning

Explore the medieval town of San Gimignano, Tuscany, Italy, known for its well-preserved tower houses. Climb one of the towers for a panoramic view of the surrounding countryside.

Afternoon

Enjoy a Tuscan lunch in San Gimignano. Afterward, visit the historic Castle of Meleto (Castello di Meleto).

Evening

Return to Florence and dine at the iconic Trattoria Mario, a beloved spot for traditional Florentine cuisine.

Bedtime

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San Gimignano, Tuscany, Italy
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5.00
Castle of Meleto (Castello di Meleto)
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Pasta Cooking Class and La Giostra Dining Experience

Morning

Immerse yourself in the art of Italian cuisine with a Pasta Cooking Class. Learn to make fresh pasta from scratch and enjoy a delicious meal paired with local wines.

Afternoon

Spend a relaxing afternoon in Florence, perhaps visiting the Pitti Palace (Palazzo Pitti) and its beautiful Boboli Gardens.

Evening

Indulge in a romantic dinner at La Giostra, known for its intimate atmosphere and delectable Tuscan dishes.

Bedtime

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4.26
Pitti Palace (Palazzo Pitti)
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Wine and Opera at Osteria Santo Spirito

Morning

Take a day trip to the charming town of Montalcino, Tuscany, Italy, famous for its Brunello wines. Enjoy a wine tasting at a local vineyard.

Afternoon

Explore the Montalcino Fortress (Fortezza di Montalcino) and enjoy the panoramic views of the Tuscan countryside.

Evening

Return to Florence and dine at Osteria Santo Spirito, a popular spot for both locals and visitors. After dinner, attend an Italian Opera Concert at Santa Monaca Church.

Bedtime

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4.86
Montalcino, Tuscany, Italy
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Montalcino Fortress (Fortezza di Montalcino)
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Culinary Delights and Accademia Gallery

Morning

Start your day with a visit to the Florence Central Market (Mercato Centrale). Explore the stalls and sample some of the best local produce.

Afternoon

Enjoy a gourmet lunch at the market. Afterward, visit the Accademia Gallery (Galleria dell'Accademia) for a guided tour.

Evening

For dinner, experience the innovative Tuscan cuisine at Cibrèo Trattoria.

Bedtime

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4.45
Florence Central Market (Mercato Centrale)
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4.47
Accademia Gallery (Galleria dell'Accademia)
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Boboli Gardens and All'Antico Vinaio Panini

Morning

Spend the morning exploring the Boboli Gardens, a stunning example of Italian Renaissance landscaping. Enjoy a leisurely stroll among the fountains and sculptures.

Afternoon

Have a casual lunch at All'Antico Vinaio, a famous sandwich shop known for its delicious paninis. Afterward, visit the Pitti Palace (Palazzo Pitti) and its various museums.

Evening

Enjoy a relaxing evening in Florence, perhaps with a sunset walk along the Arno River.

Bedtime

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4.32
Boboli Gardens
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4.26
Pitti Palace (Palazzo Pitti)
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Hidden Gems and I'Brindellone Dinner

Morning

Discover the lesser-known sights of Florence, such as the San Miniato al Monte and the Vasari Corridor (Corridoio Vasariano). Enjoy the panoramic views from Piazzale Michelangelo.

Afternoon

Have a leisurely lunch at a local trattoria. Spend the afternoon exploring the Opera del Duomo Museum (Museo dell'Opera del Duomo) and its collection of Renaissance art.

Evening

Dine at I'Brindellone, a hidden gem in Florence known for its authentic Tuscan cuisine.

Bedtime

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4.65
San Miniato al Monte
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4.71
Vasari Corridor (Corridoio Vasariano)
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Culinary Adventure and Enoteca Pinchiorri Fine Dining

Morning

Embark on a food tour of Florence, sampling a variety of local specialties and visiting the city's best food shops and markets.

Afternoon

Enjoy a light lunch at one of the local trattorias. In the afternoon, take a leisurely walk through the historic center of Florence.

Evening

Indulge in a once-in-a-lifetime dining experience at Enoteca Pinchiorri, a three-Michelin-starred restaurant known for its innovative cuisine and extensive wine list.

Bedtime

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Relaxation and Buca Lapi Gastronomy

Morning

Take a leisurely morning to relax and enjoy the beauty of Florence. You may want to visit a local spa or simply wander the streets of the city.

Afternoon

For lunch, experience the historic charm of Buca Lapi, one of the oldest restaurants in Florence. Afterward, visit the Palazzo Vecchio and its famous tower.

Evening

Enjoy a final dinner in Florence at a traditional trattoria, savoring the flavors of Tuscan cuisine.

Bedtime

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Palazzo Vecchio
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Farewell to Florence with Il Latini Feast

Morning

Spend your last morning in Florence revisiting your favorite spots or exploring any areas of the city you may have missed.

Afternoon

Have a leisurely lunch at Il Latini, a beloved Florentine institution known for its family-style dining and warm atmosphere.

Evening

As the sun sets on your final day in Florence, take a moment to reflect on your time in this beautiful city. Enjoy a leisurely dinner and raise a glass to the memories you've made.

Bedtime

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Day Trip to Pisa, Siena & San Gimignano with Cantinetta Antinori Dinner

Morning

Embark on a full-day excursion to the iconic cities of Pisa, Siena, and San Gimignano. Marvel at the Leaning Tower of Pisa, explore the medieval streets of Siena, and enjoy the panoramic views from San Gimignano.

Afternoon

Have a traditional Tuscan lunch in one of the charming towns. In the afternoon, visit the Cathedral of Siena and the Siena Piazza del Campo.

Evening

Conclude your day with a gourmet dinner at Cantinetta Antinori, a historic winery in the heart of Florence.

Bedtime

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Cathedral of Siena
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Siena Piazza del Campo
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Departure Day: Last Minute Shopping and Fond Farewells

Morning

On your final morning in Florence, take some time for last-minute shopping. Pick up any souvenirs or gifts to remember your time in the city.

Afternoon

Enjoy a leisurely lunch at a local cafe, savoring the flavors of Tuscan cuisine. Take a final stroll through the streets of Florence, soaking in the atmosphere of this beautiful city.

Evening

Transfer to the airport for your departure, reminiscing about the wonderful experiences you've had in Florence and Tuscany. Say farewell to this enchanting city, knowing that you will always carry a piece of it with you.

Bedtime

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