5-Day Italian Adventure Itinerary

Begin your Florence adventure with a visit to the famous Accademia Gallery (Galleria dell'Accademia), home to Michelangelo's David. This masterpiece is an essential part of any Florence itinerary. Afterward, have breakfast at Caffè Gilli, one of Florence's oldest cafes.

Spend your afternoon exploring the stunning Uffizi Galleries (Gallerie degli Uffizi), which houses an extensive collection of Renaissance art. For lunch, head to Trattoria ZaZa, known for its Florentine steak and other local specialties. Don't forget to include an activity from your wishlist: Florence Duomo Area Tour with Giotto's Tower Climb Ticket for breathtaking views of the city.

In the evening, take a leisurely walk across the historic Ponte Vecchio, lined with charming shops and offering picturesque views of the Arno River. Enjoy dinner at Osteria Santo Spirito, famous for its cozy atmosphere and delicious pasta dishes. End your day with a drink at Se·sto on Arno, a rooftop bar offering panoramic views of Florence.

Start your day by visiting the magnificent Florence Duomo (Cattedrale di Santa Maria dei Fiori), one of Italy's most iconic cathedrals. Afterward, enjoy breakfast at Caffè Scudieri Firenze, located near the cathedral.

Continue your exploration with a visit to the beautiful Boboli Gardens (Giardino di Boboli), where you can stroll through lush greenery and admire stunning sculptures. For lunch, dine at All'Antico Vinaio, famous for its delicious sandwiches. Include an activity from your wishlist: experience authentic Italian cuisine in depth by joining  Florence Pasta Cooking Class with Wine Limoncello and Cake.

End your day by exploring the vibrant neighborhood of Oltrarno, known for its artisan workshops and lively atmosphere. Have dinner at  Trattoria La Casalinga which serves traditional Tuscan dishes in a warm setting . Finally , unwind with an evening drink at  The Fusion Bar & Restaurant , renowned for its creative cocktails.

Begin your day with a visit to the Palazzo Vecchio, Florence's town hall and a symbol of the city's political power. This historic building offers fascinating insights into Florence's past. Afterward, enjoy breakfast at Caffè Rivoire, known for its excellent coffee and pastries.

In the afternoon, explore the Basilica of Santa Maria Novella (Basilica di Santa Maria Novella), a stunning example of Gothic architecture. For lunch, head to Trattoria Mario, famous for its traditional Tuscan dishes. Don't forget to include an activity from your wishlist: Florence Guided Food Tour with Fiorentina Steak and Wine for a delicious culinary experience.

End your day with a visit to the Piazzale Michelangelo, which offers breathtaking panoramic views of Florence. Enjoy dinner at La Giostra, known for its romantic ambiance and exquisite cuisine. Finally, unwind with an evening drink at The Diner Firenze, a cozy bar with a great selection of cocktails.

Start your day in Cortona with a visit to the beautiful Santa Margherita Basilica (Basilica di Santa Margherita). This historic church offers stunning views of the surrounding countryside. Afterward, enjoy breakfast at Bar 500, known for its friendly atmosphere and delicious pastries.

Spend your afternoon exploring the charming streets of Cortona and visiting local shops. For lunch, head to Ristorante La Loggetta, which offers traditional Tuscan cuisine in a picturesque setting. Include an activity from your wishlist: experience the local culture by joining  Castiglion Fiorentino Tour Tasting & Charcuterie Board.

End your day with a relaxing countryside drive through the scenic Val di Chiana region . Enjoy dinner at  Osteria del Teatro , renowned for its gourmet dishes made from fresh local ingredients . Finally , unwind with an evening drink at  Bar Signorelli , a cozy spot perfect for enjoying a glass of wine or cocktail.