layla-image

Sign in to save your chats and access all the features of our platform.

New Chat

Ask me about your trip!

There are no messages for this conversation.

Roam Around

Ultimate 14-Day Exploration of Castiglione del Lago, Italy

Ultimate 14-Day Exploration of Castiglione del Lago, Italy Itinerary

Last updated: 2024 Jun 14

Lakeside Relaxation and Local Flavors

Morning

Begin your journey with a delightful breakfast at Bar Il Grillo, where you can enjoy a traditional Italian pastry and a cappuccino. After breakfast, take a leisurely stroll along the shores of Lake Trasimeno, basking in the serene morning atmosphere.

Afternoon

For lunch, savor the local cuisine at Trattoria Pizzeria da Mimmo, known for its authentic flavors. Post-lunch, visit the Castiglione del Lago Medieval Fortress and immerse yourself in the rich history of the region.

Evening

As the sun sets, enjoy a romantic dinner at Ristorante Pizzeria La Torre, offering panoramic views of the lake. Conclude the day with a leisurely passeggiata (evening stroll) through the charming streets of the town.

Bedtime

Find amazing hotels in Castiglione del Lago.

Trasimeno Lake Discovery and Island Excursion

Morning

Start with a hearty breakfast at Bar Centrale, where you can enjoy a selection of pastries and a freshly brewed coffee. Then, embark on an exploration of the lake with a visit to Isola Maggiore (Maggiore Island). Take a ferry to the island and spend the morning discovering its quaint villages and beautiful landscapes.

Afternoon

For lunch, indulge in the catch of the day at Ristorante L'Imbarcadero, known for its fresh seafood and lake views. Afterward, return to the mainland and visit the Isola Polvese (Polvese Island) to continue your island adventure.

Evening

As the day winds down, enjoy a leisurely dinner at Ristorante Trasimeno, where you can taste local specialties. Cap off the evening with a gelato from Gelateria L'Isola Verde, a favorite spot among locals and visitors alike.

Bedtime

Find amazing hotels in Castiglione del Lago.

Historical Wonders and Culinary Delights of Perugia

Morning

Kick off your exploration of Perugia with a delicious breakfast at Bar Il Sole, where you can enjoy a classic Italian coffee and pastry. After fueling up, take a guided walking tour of the Perugia Old Town, Piazza IV Novembre, immersing yourself in the city's rich history and stunning architecture.

Afternoon

For lunch, indulge in a traditional Umbrian food tour with a guided walking tour, visiting local eateries and tasting a variety of regional dishes. After lunch, take some time to explore the Perugia Etruscan Arch and the Perugina Chocolate Factory (La Fabbrica) for a sweet afternoon treat.

Evening

As the sun sets, enjoy a scenic dinner at Ristorante Belvedere, offering panoramic views of the city. End your day with a leisurely stroll through the Perugia Underground City Tour, uncovering the hidden passageways and history of the city.

Bedtime

Find amazing hotels in Perugia, Italy.

4.74
Perugia Old Town, Piazza IV Novembre
Book Now

Wine and Wellness by the Trasimeno Lake

Morning

Start your day with a visit to the Montepulciano Historical Cellars Guided Tour & Wine Tasting, immersing yourself in the rich wine-making traditions of the region. Enjoy the morning sampling exquisite vintages in the historic cellars.

Afternoon

For lunch, head to Antica Trattoria Al Casale, a charming restaurant nestled in the countryside, and indulge in a meal paired with local wines. Afterward, relax and rejuvenate at the Chianciano Terme Sensory Spa, taking in the therapeutic waters and tranquil ambiance.

Evening

Dine at Ristorante Pizzeria La Grotta, known for its warm hospitality and delectable dishes. After dinner, take a leisurely evening stroll along the lakeshore, enjoying the peaceful atmosphere and the shimmering lights reflecting on the water.

Bedtime

Find amazing hotels in Castiglione del Lago.

4.36
Montepulciano Historical Cellars Guided Tour & Wine Tasting
Book Now

4.26
Chianciano Terme Sensory Spa
Book Now

Montepulciano's Cultural Heritage and Gastronomic Delights

Morning

Begin your day with a visit to the Montepulciano Winery Tour and Tasting, where you'll have the opportunity to sample some of the region's finest wines. Learn about the wine-making process as you explore the vineyards and cellars.

Afternoon

Enjoy a leisurely lunch at Trattoria Della Filiera, a restaurant that prides itself on using locally sourced ingredients to create traditional Tuscan dishes. Afterward, take a stroll through the picturesque town, visiting the Montepulciano Historical Cellars and the Piazza Grande.

Evening

For dinner, indulge in the culinary creations at Ristorante La Grotta, known for its innovative dishes and extensive wine list. End the evening with a performance at the Cantiere Internazionale D'Arte, a renowned music and arts festival that takes place in Montepulciano during the summer months.

Bedtime

Find amazing hotels in Montepulciano, Italy.

4.61
Montepulciano Winery Tour and Tasting
Book Now

4.36
Montepulciano Historical Cellars
Book Now

Artisanal Discoveries and Scenic Landscapes

Morning

Start your day with a visit to the Montepulciano Pasta-Making Class with Tasting and Wine. Learn the art of traditional pasta-making from local experts and savor the flavors of your creations paired with fine wines.

Afternoon

After a satisfying lunch at Ristorante Pizzeria La Torre, take a scenic drive to the Valdichiana Outlet Village, where you can indulge in a spot of shopping amidst the beautiful Tuscan countryside.

Evening

Dine at Trattoria Pizzeria da Mimmo, a local favorite known for its authentic pizzas and warm hospitality. After dinner, take a leisurely walk along the ancient walls of Castiglione del Lago Medieval Fortress, soaking in the panoramic views of the surrounding landscape.

Bedtime

Find amazing hotels in Castiglione del Lago.

4.65
Montepulciano Pasta-Making Class with Tasting and Wine
Book Now

Cultural Heritage and Culinary Traditions

Morning

Begin with a visit to the Cortona 3-Hour Private Walking Tour, immersing yourself in the rich history and art of this charming hilltop town. Explore its medieval streets and visit cultural landmarks such as the Diocesan Museum (Museo Diocesano).

Afternoon

For lunch, enjoy a delightful meal at Ristorante Pizzeria La Torre, where you can savor a variety of dishes with a view. Afterward, take a leisurely drive to the Lake Trasimeno and spend the afternoon exploring the lakeside villages and panoramic viewpoints.

Evening

Dine at Ristorante L'Imbarcadero, a restaurant known for its fresh seafood and serene lake views. After dinner, take a romantic stroll along the lakeshore, enjoying the tranquil ambiance and the shimmering lights reflecting on the water.

Bedtime

Find amazing hotels in Castiglione del Lago.

4.88
Cortona 3-Hour Private Walking Tour
Book Now

Relaxation and Gastronomy by Lake Trasimeno

Morning

Start your day with a visit to the Chianciano Terme Theia Thermal Pools Entrance Ticket, where you can relax in the healing waters and enjoy the therapeutic benefits. Afterward, indulge in a sumptuous brunch at Bar Il Grillo, with a selection of local delicacies.

Afternoon

Spend a leisurely afternoon exploring the charming village of Paciano, known for its picturesque streets and artisanal crafts. Enjoy a guided Paciano Organic Cooking Class at a Farm with Lunch and Wine, and learn to prepare traditional Umbrian dishes using fresh, local ingredients.

Evening

Dine at Antica Trattoria Al Casale, a restaurant nestled in the countryside, offering a menu that reflects the flavors of the region. Enjoy an intimate dinner with views of the rolling hills, and savor the farm-to-table experience.

Bedtime

Find amazing hotels in Castiglione del Lago.

4.23
Chianciano Terme Theia Thermal Pools Entrance Ticket
Book Now

5.00
Paciano Organic Cooking Class at a Farm with Lunch and Wine
Book Now

Montepulciano's Art, Architecture, and Epicurean Delights

Morning

Begin your day with a visit to the Montepulciano Winery Tour, Tasting, and Vineyard Picnic. Explore the vineyards, learn about the wine-making process, and indulge in a picnic with panoramic views of the Tuscan countryside.

Afternoon

Enjoy a leisurely lunch at Ristorante La Grotta, known for its innovative dishes and extensive wine list. Afterward, take a guided tour of the Cantina De' Ricci, one of Montepulciano's oldest wine cellars, and sample some of their finest vintages.

Evening

For dinner, savor the flavors of Tuscany at Trattoria Della Filiera, a restaurant that prides itself on using locally sourced ingredients to create traditional dishes. End the evening with a performance at the Cantiere Internazionale D'Arte, a renowned music and arts festival that takes place in Montepulciano during the summer months.

Bedtime

Find amazing hotels in Montepulciano, Italy.

4.71
Montepulciano Winery Tour, Tasting, and Vineyard Picnic
Book Now

Trasimeno Lake Leisure and Local Cuisine

Morning

Start your day with a visit to the Isola Polvese (Polvese Island), where you can enjoy the natural beauty and tranquility of the island. Take a leisurely walk, explore the botanical garden, and enjoy the panoramic views of Lake Trasimeno.

Afternoon

For lunch, head to Trattoria Pizzeria da Mimmo, a local favorite known for its authentic pizzas and warm hospitality. Afterward, take a cruise on Lake Trasimeno, visiting the charming villages and enjoying the refreshing breeze.

Evening

Dine at Ristorante Trasimeno, where you can taste local specialties and fresh fish from the lake. End your day with a leisurely walk along the lakeshore, enjoying the peaceful atmosphere and the shimmering lights reflecting on the water.

Bedtime

Find amazing hotels in Castiglione del Lago.

Trasimeno Lake Discovery and Island Excursion

Morning

Start with a hearty breakfast at Bar Centrale, where you can enjoy a selection of pastries and a freshly brewed coffee. Then, embark on an exploration of the lake with a visit to Isola Maggiore (Maggiore Island). Take a ferry to the island and spend the morning discovering its quaint villages and beautiful landscapes.

Afternoon

For lunch, indulge in the catch of the day at Ristorante L'Imbarcadero, known for its fresh seafood and lake views. Afterward, return to the mainland and visit the Isola Polvese (Polvese Island) to continue your island adventure.

Evening

As the day winds down, enjoy a leisurely dinner at Ristorante Trasimeno, where you can taste local specialties. Cap off the evening with a gelato from Gelateria L'Isola Verde, a favorite spot among locals and visitors alike.

Bedtime

Find amazing hotels in Castiglione del Lago.

Wine and Wellness by the Trasimeno Lake

Morning

Start your day with a visit to the Montepulciano Historical Cellars Guided Tour & Wine Tasting, immersing yourself in the rich wine-making traditions of the region. Enjoy the morning sampling exquisite vintages in the historic cellars.

Afternoon

For lunch, head to Antica Trattoria Al Casale, a charming restaurant nestled in the countryside, and indulge in a meal paired with local wines. Afterward, relax and rejuvenate at the Chianciano Terme Sensory Spa, taking in the therapeutic waters and tranquil ambiance.

Evening

Dine at Ristorante Pizzeria La Grotta, known for its warm hospitality and delectable dishes. After dinner, take a leisurely evening stroll along the lakeshore, enjoying the peaceful atmosphere and the shimmering lights reflecting on the water.

Bedtime

Find amazing hotels in Castiglione del Lago.

4.36
Montepulciano Historical Cellars Guided Tour & Wine Tasting
Book Now

4.26
Chianciano Terme Sensory Spa
Book Now

Artisanal Discoveries and Scenic Landscapes

Morning

Start your day with a visit to the Montepulciano Pasta-Making Class with Tasting and Wine. Learn the art of traditional pasta-making from local experts and savor the flavors of your creations paired with fine wines.

Afternoon

After a satisfying lunch at Ristorante Pizzeria La Torre, take a scenic drive to the Valdichiana Outlet Village, where you can indulge in a spot of shopping amidst the beautiful Tuscan countryside.

Evening

Dine at Trattoria Pizzeria da Mimmo, a local favorite known for its authentic pizzas and warm hospitality. After dinner, take a leisurely walk along the ancient walls of Castiglione del Lago Medieval Fortress, soaking in the panoramic views of the surrounding landscape.

Bedtime

Find amazing hotels in Castiglione del Lago.

4.65
Montepulciano Pasta-Making Class with Tasting and Wine
Book Now

Cultural Heritage and Culinary Traditions

Morning

Begin with a visit to the Cortona 3-Hour Private Walking Tour, immersing yourself in the rich history and art of this charming hilltop town. Explore its medieval streets and visit cultural landmarks such as the Diocesan Museum (Museo Diocesano).

Afternoon

For lunch, enjoy a delightful meal at Ristorante Pizzeria La Torre, where you can savor a variety of dishes with a view. Afterward, take a leisurely drive to the Lake Trasimeno and spend the afternoon exploring the lakeside villages and panoramic viewpoints.

Evening

Dine at Ristorante L'Imbarcadero, a restaurant known for its fresh seafood and serene lake views. After dinner, take a romantic stroll along the lakeshore, enjoying the tranquil ambiance and the shimmering lights reflecting on the water.

Bedtime

Find amazing hotels in Castiglione del Lago.

4.88
Cortona 3-Hour Private Walking Tour
Book Now

Top Umbria Travel Videos

Adjacent Cities

Perugia Montepulciano

What others have been looking for

Scenic 5-Day Trip to Gaurikund, Uttarakhand

Beach Bliss in Sarandë: 4-Day Albanian Getaway

Cultural Delights and Scenic Wonders of Sarandë, Albania

Montreal Adventure 2 Days

Bachelorette Party and Historical Adventure in Nancy

5-Day Winter Adventure in Uttarkashi: Kedarkantha Trek & Local Delights

Bangalore, Mysore, and Coorg: A South Indian Adventure

7-Day Egypt and Jordan Adventure

4 Days of Adventure in Albania

14 Days Cultural and Culinary Exploration in Vietnam, Cambodia, and Thailand

Sardinia Beach Paradise: 8 Days of Sun, Sand, and Sea

Verona Wine, Cuisine, and History Adventure

Culinary Delights in Pavia and Beyond

Sarandë and Corfu Island Adventure

kayak

Find the right stay during your trip.

Got a question about your trip?