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Ultimate 15-Day Trip to Castiglione del Lago, Italy

Ultimate 15-Day Trip to Castiglione del Lago, Italy Itinerary

Last updated: 2024 Jun 14

Lake Views and Local Flavors

Morning
Begin your journey with a delightful breakfast at Bar Il Grillo, where you can enjoy a traditional Italian cappuccino and fresh pastries. After breakfast, take a leisurely stroll along the shores of Lake Trasimeno, soaking in the serene atmosphere and panoramic views.
Afternoon
For lunch, savor the local cuisine at Ristorante Pizzeria La Torre, known for its authentic flavors and warm hospitality. Post lunch, visit the majestic Castiglione del Lago Fortress (Rocca del Leone), a symbol of the town's rich history, and explore its ancient ramparts and towers.
Evening
As the sun sets, enjoy a romantic dinner at Osteria del Vecchio Pozzo, offering a menu filled with regional specialties. Conclude your day with a leisurely passeggiata (evening stroll) through the charming streets of the town, taking in the ambiance and perhaps indulging in a gelato.
Bedtime
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Visit Jungle Island in Castiglione del Lago
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Lake Trasimeno

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Trasimeno Discovery and Sunset Serenade

Morning
Wake up to the aroma of freshly brewed coffee at Caffè Bar La Golosa, and pair it with a selection of local pastries. Energized, head out for a morning boat ride to the picturesque Isola Maggiore, one of Lake Trasimeno's tranquil islands. Explore the island's quaint village and historic sites.
Afternoon
For lunch, enjoy a lakeside meal at Passignano sul Trasimeno, a charming town known for its fresh fish dishes. Afterward, visit the beautiful Castiglione del Lago Borgo, the old town, and immerse yourself in its medieval architecture and artisan shops.
Evening
Dine at Trattoria Pizzeria da Mimmo, where you can taste a variety of pizzas and pastas. Cap off the evening with a serene walk along the lake as the sun dips below the horizon, casting a golden glow over the water.
Bedtime
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Visit Coral Gables in Castiglione del Lago
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Isola Maggiore

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Historic Wonders and Artisan Crafts

Morning
Start with a visit to the Castiglione del Lago Historic Centre, where you can admire the town's ancient architecture and visit local artisan shops. Enjoy a mid-morning coffee at Caffè Degli Artisti, known for its artistic ambiance and excellent brews.
Afternoon
Indulge in a sumptuous lunch at Città della Pieve, a nearby town celebrated for its traditional dishes. Afterward, take a guided tour of the renowned Orvieto, famous for its stunning cathedral and underground tunnels.
Evening
Return to Castiglione del Lago for a gastronomic experience at Montepulciano, where you'll enjoy a Tuscan winery tour, wine tasting, and a vineyard picnic. Savor the flavors of the region as you relax in the beautiful countryside setting.
Bedtime
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Visit From Interlaken Guided Snowshoe Tour around Isenfluh in Castiglione del Lago
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Città della Pieve

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Montepulciano

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Truffle Hunt and Gourmet Delights

Morning
Embark on an exciting truffle hunting adventure in the forests near Castiglione del Lago. Learn about the local truffle tradition and enjoy the thrill of uncovering these culinary treasures. After the hunt, savor a truffle-infused breakfast at the Montepulciano Dining Experience at a Local's Home.
Afternoon
Journey to the charming town of Cortona and explore its picturesque streets and historic sites. For lunch, dine at Osteria del Teatro, where you can taste innovative dishes prepared with local ingredients.
Evening
Return to Castiglione del Lago and enjoy a leisurely dinner at Ristorante L'Imbuto, a Michelin-starred restaurant known for its creative cuisine. Sip on fine wines and indulge in a memorable dining experience to culminate your day.
Bedtime
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Visit Montepulciano Dining Experience at a Local's Home in Castiglione del Lago
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Montepulciano Dining Experience at a Local's Home

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Cortona

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Leisurely Lakeside Explorations

Morning
Begin with a visit to the Chianciano Terme, where you can relax and rejuvenate in the therapeutic thermal pools. Afterward, enjoy a delightful breakfast at Bar Il Grillo, with views of the lake to accompany your meal.
Afternoon
Take a scenic drive to Montepulciano, renowned for its world-class wines. Explore the historic cellars and indulge in a wine tasting experience. For lunch, enjoy the flavors of Tuscany at Montepulciano Wine Tasting & Lunch in a Typical Winery.
Evening
Return to Castiglione del Lago and dine at Ristorante L'Aratro, where you can enjoy a menu inspired by the local produce. As the day winds down, take a leisurely stroll along the lakeshore, reflecting on the beauty of the region.
Bedtime
Find amazing hotels in Castiglione del Lago.
Visit Chianciano Terme Theia Thermal Pools Entrance Ticket in Castiglione del Lago
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Chianciano Terme

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Montepulciano

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Cultural Heritage and Scenic Landscapes

Morning
Explore the rich history of Perugia on a guided walking tour of the old town. Visit the iconic Piazza IV Novembre and immerse yourself in the city's vibrant culture. Enjoy a traditional Umbrian breakfast at Bar Pasticceria Sandri, a local favorite with a history dating back to 1860.
Afternoon
After a morning of exploration, indulge in a leisurely lunch at Ristorante La Grotta, nestled in the picturesque town of Città della Pieve. Savor exquisite dishes while enjoying panoramic views of the surrounding countryside.
Evening
As the sun sets, return to Castiglione del Lago and dine at Ristorante Pizzeria La Torre, where you can enjoy a delightful meal with views of the lake. Conclude your day with a relaxing evening walk, taking in the lakeside breeze and the tranquil ambiance of the town.
Bedtime
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Visit Perugia Old Town Walking Tour, Piazza IV Novembre in Castiglione del Lago
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Perugia

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Umbrian Delights and Artisan Crafts

Morning
Start your day with a visit to the bustling market in Città della Pieve, where you can sample local delicacies and browse a variety of artisanal products. Enjoy a traditional Umbrian breakfast at Bar Pasticceria Il Bacio, known for its delectable pastries.
Afternoon
After exploring the market, indulge in a leisurely lunch at Ristorante La Grotta, nestled in the heart of Città della Pieve. Savor the flavors of Umbrian cuisine while enjoying the charming ambiance of the restaurant.
Evening
Return to Castiglione del Lago and dine at Ristorante L'Aratro, where you can enjoy a menu inspired by the local produce. As the day winds down, take a leisurely stroll along the lakeshore, reflecting on the beauty of the region.
Bedtime
Find amazing hotels in Castiglione del Lago.
Visit From Interlaken Guided Snowshoe Tour around Isenfluh in Castiglione del Lago
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Città della Pieve

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Trasimeno Tranquility and Tuscan Wines

Morning
Begin with a visit to the Isola Maggiore, one of the tranquil islands of Lake Trasimeno. Explore the island's charming village and historical sites. Enjoy a delightful breakfast at Bar Il Grillo, with views of the lake to accompany your meal.
Afternoon
Take a scenic drive to Montepulciano, renowned for its world-class wines. Explore the historic cellars and indulge in a wine tasting experience. For lunch, enjoy the flavors of Tuscany at Montepulciano Wine Tasting & Lunch in a Typical Winery.
Evening
Return to Castiglione del Lago and dine at Ristorante L'Aratro, where you can enjoy a menu inspired by the local produce. As the day winds down, take a leisurely stroll along the lakeshore, reflecting on the beauty of the region.
Bedtime
Find amazing hotels in Castiglione del Lago.
Visit Coral Gables in Castiglione del Lago
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Isola Maggiore

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Visit Montepulciano Wine Tasting and Cellar Tour in Castiglione del Lago
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Montepulciano

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Trasimeno Trails and Tuscan Treasures

Morning
Embark on a scenic hike along the Lake Trasimeno, exploring the picturesque shoreline and enjoying the natural beauty of the area. Refuel with a hearty breakfast at Bar Centrale, a local favorite known for its warm hospitality.
Afternoon
After the hike, visit the charming town of Cortona, made famous by the novel "Under the Tuscan Sun." Explore its narrow streets and Etruscan history. For lunch, indulge in the culinary delights at Osteria del Teatro, known for its innovative dishes.
Evening
Return to Castiglione del Lago and enjoy a relaxing dinner at Ristorante Pizzeria La Torre, where you can savor traditional Tuscan flavors with a view of the lake. End the day with a leisurely stroll through the town, taking in the charming atmosphere.
Bedtime
Find amazing hotels in Castiglione del Lago.
Visit Jungle Island in Castiglione del Lago
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Lake Trasimeno

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Visit Cortona 3-Hour Private Walking Tour in Castiglione del Lago
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Cortona

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Trasimeno Relaxation and Tuscan Tastings

Morning
Start your day with a visit to the Chianciano Terme, where you can indulge in the therapeutic waters and spa treatments. Afterward, enjoy a rejuvenating breakfast at Bar Il Grillo, with views of the lake.
Afternoon
Take a scenic drive to Montepulciano and explore the town's historic center. For lunch, enjoy a delightful meal at Montepulciano Wine Tasting & Lunch in a Typical Winery, where you can taste the renowned Vino Nobile wines.
Evening
Return to Castiglione del Lago and dine at Ristorante L'Aratro, where you can enjoy a menu inspired by the local produce. As the day winds down, take a leisurely stroll along the lakeshore, reflecting on the beauty of the region.
Bedtime
Find amazing hotels in Castiglione del Lago.
Visit Chianciano Terme Sensory Spa Admission Ticket in Castiglione del Lago
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Chianciano Terme

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Visit Montepulciano Wine Tasting and Cellar Tour in Castiglione del Lago
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Montepulciano

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Trasimeno Views and Tuscan Vineyards

Morning
Begin with a visit to the Isola Maggiore, one of the tranquil islands of Lake Trasimeno. Explore the island's charming village and historical sites. Enjoy a delightful breakfast at Bar Centrale, with views of the lake to accompany your meal.
Afternoon
Take a scenic drive to Montepulciano, renowned for its world-class wines. Explore the historic cellars and indulge in a wine tasting experience. For lunch, enjoy the flavors of Tuscany at Montepulciano Wine Tasting & Lunch in a Typical Winery.
Evening
Return to Castiglione del Lago and dine at Ristorante L'Aratro, where you can enjoy a menu inspired by the local produce. As the day winds down, take a leisurely stroll along the lakeshore, reflecting on the beauty of the region.
Bedtime
Find amazing hotels in Castiglione del Lago.
Visit Coral Gables in Castiglione del Lago
star4.79

Isola Maggiore

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Visit Montepulciano Wine Tasting and Cellar Tour in Castiglione del Lago
star4.84

Montepulciano

Book Now
next arrow

Trasimeno Tranquility and Tuscan Tastings

Morning
Begin with a visit to the Chianciano Terme, where you can relax and rejuvenate in the therapeutic thermal pools. Afterward, enjoy a delightful breakfast at Bar Il Grillo, with views of the lake to accompany your meal.
Afternoon
Take a scenic drive to Montepulciano, renowned for its world-class wines. Explore the historic cellars and indulge in a wine tasting experience. For lunch, enjoy the flavors of Tuscany at Montepulciano Wine Tasting & Lunch in a Typical Winery.
Evening
Return to Castiglione del Lago and dine at Ristorante L'Aratro, where you can enjoy a menu inspired by the local produce. As the day winds down, take a leisurely stroll along the lakeshore, reflecting on the beauty of the region.
Bedtime
Find amazing hotels in Castiglione del Lago.
Visit Chianciano Terme Theia Thermal Pools Entrance Ticket in Castiglione del Lago
star4.23

Chianciano Terme

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Visit Montepulciano Wine Tasting and Cellar Tour in Castiglione del Lago
star4.84

Montepulciano

Book Now
next arrow

Trasimeno Trails and Tuscan Tastings

Morning
Embark on a scenic hike along the Lake Trasimeno, exploring the picturesque shoreline and enjoying the natural beauty of the area. Refuel with a hearty breakfast at Bar Centrale, a local favorite known for its warm hospitality.
Afternoon
After the hike, visit the charming town of Cortona, made famous by the novel "Under the Tuscan Sun." Explore its narrow streets and Etruscan history. For lunch, indulge in the culinary delights at Osteria del Teatro, known for its innovative dishes.
Evening
Return to Castiglione del Lago and enjoy a relaxing dinner at Ristorante Pizzeria La Torre, where you can savor traditional Tuscan flavors with a view of the lake. End the day with a leisurely stroll through the town, taking in the charming atmosphere.
Bedtime
Find amazing hotels in Castiglione del Lago.
Visit Jungle Island in Castiglione del Lago
star4.79

Lake Trasimeno

Book Now
Visit Cortona 3-Hour Private Walking Tour in Castiglione del Lago
star4.88

Cortona

Book Now

Trasimeno Tranquility and Tuscan Treasures

Morning
Start your day with a visit to the Chianciano Terme, where you can indulge in the therapeutic waters and spa treatments. Afterward, enjoy a rejuvenating breakfast at Bar Il Grillo, with views of the lake.
Afternoon
Take a scenic drive to Montepulciano and explore the town's historic center. For lunch, enjoy a delightful meal at Montepulciano Wine Tasting & Lunch in a Typical Winery, where you can taste the renowned Vino Nobile wines.
Evening
Return to Castiglione del Lago and dine at Ristorante L'Aratro, where you can enjoy a menu inspired by the local produce. As the day winds down, take a leisurely stroll along the lakeshore, reflecting on the beauty of the region.
Bedtime
Find amazing hotels in Castiglione del Lago.
Visit Chianciano Terme Sensory Spa Admission Ticket in Castiglione del Lago
star4.26

Chianciano Terme

Book Now
Visit Montepulciano Wine Tasting and Cellar Tour in Castiglione del Lago
star4.84

Montepulciano

Book Now
next arrow

Trasimeno Views and Tuscan Vineyards

Morning
Begin with a visit to the Isola Maggiore, one of the tranquil islands of Lake Trasimeno. Explore the island's charming village and historical sites. Enjoy a delightful breakfast at Bar Centrale, with views of the lake to accompany your meal.
Afternoon
Take a scenic drive to Montepulciano, renowned for its world-class wines. Explore the historic cellars and indulge in a wine tasting experience. For lunch, enjoy the flavors of Tuscany at Montepulciano Wine Tasting & Lunch in a Typical Winery.
Evening
Return to Castiglione del Lago and dine at Ristorante L'Aratro, where you can enjoy a menu inspired by the local produce. As the day winds down, take a leisurely stroll along the lakeshore, reflecting on the beauty of the region.
Bedtime
Find amazing hotels in Castiglione del Lago.
Visit Coral Gables in Castiglione del Lago
star4.79

Isola Maggiore

Book Now
Visit Montepulciano Wine Tasting and Cellar Tour in Castiglione del Lago
star4.84

Montepulciano

Book Now
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