11 Days Exploring Italy Itinerary

Begin your second day in Rome with a visit to the magnificent Vatican Museums. Marvel at the extensive art collections and don't miss the Sistine Chapel. Have breakfast at Caffè Sant'Eustachio, renowned for its coffee.

In the afternoon, explore St. Peter's Basilica, one of the largest churches in the world. For lunch, dine at Ristorante Arlu, offering delicious Italian cuisine near Vatican City.

Conclude your day with an evening visit to the Castel Sant'Angelo. Enjoy panoramic views of Rome from its terrace. Have dinner at Ristorante La Pergola, a Michelin-starred restaurant known for its exquisite dishes.

Travel from Rome to Tuscany in the morning. Start your Tuscan adventure by visiting the picturesque town of San Gimignano, known for its medieval towers. Enjoy breakfast at Bar Piazzetta, offering fresh pastries and coffee.

In the afternoon, explore the beautiful vineyards and wineries in Chianti. Take a wine tour and indulge in wine tasting sessions. For lunch, savor Tuscan flavors at Osteria di Passignano, located within an ancient abbey.

End your day with a visit to Siena's historic center and admire its stunning architecture. Dine at Ristorante Il Campo, overlooking Piazza del Campo.

.Travel back into Tuscany from Florence; start off by exploring Castle of Meleto (Castello di Meleto) , delve into medieval history while enjoying scenic views around castle grounds; have breakfast nearby castle area itself or grab something light before heading out!

.Spend rest-of-the-afternoon touring vineyards again but this time focusing on Montepulciano region; take guided tours learning about wine-making processes while tasting some finest wines produced here! Lunch can be enjoyed right there within vineyard premises or any local eatery close-by like Osteria Acquacheta famous among locals & tourists alike!

.Wrap-up-your-day driving towards Arezzo town having dinner there enjoying authentic Tuscan cuisine @La Lancia D'Oro restaurant situated right-in-heart-of-town square making perfect spot end-day-with-delicious-meal!

Travel from Tuscany to Florence in the morning. Begin your exploration with a visit to Florence Cathedral (Duomo), an architectural masterpiece. Have breakfast at Caffè Gilli, one of Florence's oldest cafes.

In the afternoon, immerse yourself in art at the Uffizi Gallery, home to works by Botticelli, Michelangelo, and Leonardo da Vinci. For lunch, dine at Trattoria Mario, known for its Florentine steak.

Conclude your day with an evening stroll along Ponte Vecchio and enjoy stunning views of Arno River. Have dinner at Osteria Santo Spirito, offering traditional Tuscan dishes.

Start your second day in Florence by visiting Accademia Gallery to see Michelangelo's David up close. Enjoy breakfast at Le Vespe Cafè, known for its hearty breakfasts.

Explore Palazzo Vecchio in Piazza della Signoria during the afternoon; it's rich in history and art. For lunch, try out local flavors at All'Antico Vinaio which is famous for their sandwiches.

End your evening by visiting Boboli Gardens; it’s perfect for relaxing walks amidst sculptures and fountains followed by dinner nearby at Trattoria La Casalinga.

.Begin-your-Milanese-adventure-visiting-Duomo-di-Milano-cathedral-known-for-its-gothic-architecture-&-stunning-city-view-from-top-after-climbing-upstairs-or-taking-elevator-option-available-too!.Enjoy-breakfast-nearby-at-Princi-Bakery-offering-freshly-baked-pastries-alongside-coffee-to-start-day-right!

.Next-head-towards-Galleria-Vittorio-Emanuele-II-shopping-gallery-filled-with-luxury-brands-boutiques-perfect-place-shop-or-window-shop-before-having-lunch-at-Pasticceria-Marchesi-historic-cafe-serving-delicious-food-drinks-since-past-century-now-part-Prada-group-so-you-can-expect-quality-service-here!.

.Evenings-best-spent-visiting-Sforza-Castle-another-iconic-landmark-representing-citys-rich-history-culture-followed-by-dinner-nearby-at-Terrazza-Gallia-rooftop-restaurant-offering-amazing-view-alongside-mouth-watering-dishes-making-perfect-end-day!

.Start-second-day-Milan-visiting-Pinacoteca-di-Brera-art-gallery-home-some-most-important-masterpieces-from-Renaissance-period-enjoy-breakfast-nearby-at-Cova-Montenapoleone-another-historic-cafe-known-for-quality-service-food-drinks-since-decades-now!.

.Afternoons-best-spent-exploring-Leonardo-da-Vincis-The-Last-Supper-mural-located-Santa-Maria-delle-Grazie-church-requires-prior-bookings-so-make-sure-you-have-tickets-ready-beforehand!.Lunch-can-be-enjoyed-close-by-at-Al-Pont-de-Ferr-one-Michelin-starred-restaurants-offering-modern-twist-traditional-Italian-cuisine-making-it-worthwhile-experience!.

.Wrap-up-your-evenings-visiting-Navigli-district-known-for-vibrant-nightlife-scene-filled-bars-restaurants-perfect-place-relax-unwind-after-long-day-exploring-citys-cultural-treasures-followed-by-dinner-at-El-Brelin-famous-among-locals-tourists-alike!

.Travel-from-Milan-to-Lake-Como-region-morning-start-off-visiting-town-Bellagio-often-called-pearl-Lake-Como-thanks-beautiful-villas-gardens-surroundings-enjoy-breakfast-local-cafe-like-Bar-Caffe-Rossi-offering-fresh-pastries-coffee-start-day-right!.

.Afternoons-best-spent-taking-ferry-rides-around-lake-visiting-various-towns-villages-along-shores-including-Varenna-Menaggio-each-offering-their-own-charm-characteristics-perfect-way-explore-region-depths!.Lunch-can-be-enjoyed-any-local-eateries-found-these-towns-like-La-Punta-Bellagio-famous-their-seafood-dishes-overlooking-lakes-serene-waters-making-it-memorable-experience!.

.Evenings-best-spent-relaxing-back-main-town-como-itself-strolling-around-promenade-area-followed-by-dinner-at-Ristorante-Ittiturismo-da-Abate-serving-authentic-regional-cuisine-made-fresh-local-produce-catching-days-end-peacefully!