Two-Week Italian Food and Architecture Journey: Wine, Art, and Culinary Experiences

Day 1: Rome Arrival & Exploration

Rome, Italy on May 5, 2025

9:00am

Breakfast at Sant'Eustachio Il Caffè

Begin your trip with some of Rome’s finest espresso, perfect to satisfy the husband's refined coffee palate.
EUR5, 0h30m

10:00am

Visit the Pantheon and Piazza Navona

Discover the Pantheon's ancient architecture followed by a walk to the lively Piazza Navona, known for its stunning fountains and charming atmosphere.
EUR0, 2h

12:30pm

Lunch at Roscioli

Savor traditional Roman dishes prepared with local ingredients at this celebrated deli-restaurant combination.
EUR50, 1h30m

2:30pm

Colosseum and Roman Forum Tour

Explore iconic ancient Roman architecture and ruins that tell stories of the empire’s grandeur.
EUR16, 3h

6:00pm

Chocolate Tasting at Venchi

Indulge in exquisite artisan chocolate and gelato, a perfect treat for the wife’s chocolate passion.
EUR15, 1h

7:30pm

Dinner at Trattoria da Enzo

Enjoy a cozy, authentic Roman meal highlighting classic dishes and seasonal ingredients.
EUR45, 1h30m
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Day 2: Vatican and Artistic Immersion

Rome, Italy on May 6, 2025

8:30am

Coffee at Tazza d'Oro

Experience a legendary Italian espresso near Piazza Navona crafted for the discerning coffee enthusiast.
EUR5, 0h30m

9:30am

Vatican Museums & Sistine Chapel

Marvel at Renaissance masterpieces and Michelangelo’s famous ceiling fresco in a world-class museum complex.
EUR30, 3h

1:00pm

Lunch at Pizzarium

Enjoy some of Rome’s best pizza by the slice with creative and fresh toppings.
EUR20, 1h

2:30pm

Chocolate Painting Lesson

The wife participates in a unique painting lesson using chocolate as medium for artistic expression.
EUR70, 2h

5:00pm

Walk Spanish Steps & Via Condotti

Stroll these iconic locations with beautiful Baroque architecture and elegant shops.
EUR0, 1h

7:00pm

Dinner at Osteria del Pegno

Dinner featuring fresh regional produce and traditional Roman recipes in a romantic setting.
EUR50, 1h30m
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Day 3: Rome to Florence Transfer

Rome to Florence, Italy on May 7, 2025

7:30am

Breakfast at Ciampini

Enjoy a delicious cappuccino and pastry before departure.
EUR10, 0h30m

9:00am

Train to Florence

Travel on a fast train, arriving in Florence within 1.5 hours to begin Renaissance exploration.
EUR50, 1h30m

11:00am

Florence Duomo & Baptistery

Take in the extraordinary architecture and mosaics of Florence’s iconic religious landmarks.
EUR20, 2h

1:30pm

Lunch at Trattoria Mario

Relish Tuscan specialties like grilled meats and fresh pasta in a vibrant atmosphere.
EUR40, 1h30m

3:00pm

Coffee & Chocolate Pairing at La Cité

The husband samples specialty coffee while the wife indulges in artisan chocolates during a pairing session.
EUR30, 1h

5:00pm

Uffizi Gallery Visit

Explore masterpieces of Renaissance art including works by Botticelli and Michelangelo.
EUR20, 2h

7:30pm

Dinner at Il Latini

Traditional Tuscan cuisine served family-style in a lively setting.
EUR50, 1h30m
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Day 4: Florence Art and Cooking

Florence, Italy on May 8, 2025

8:30am

Breakfast at Ditta Artigianale

Husband enjoys artisanal coffee; wife savors fresh pastries and sweets.
EUR15, 0h45m

9:30am

Painting Lesson for Wife

Private lesson focusing on Florentine landscapes and Renaissance themes with a local artist.
EUR100, 3h

1:00pm

Lunch at La Ménagère

Enjoy creative Tuscan cuisine in an artsy and floral setting.
EUR40, 1h30m

3:00pm

Ponte Vecchio & Artisan Shops

Explore historic bridge shops offering handcrafted jewelry and souvenirs.
EUR0, 1h

4:00pm

Boboli Gardens Visit

Relax in expansive Renaissance gardens with sculptures and views of Florence.
EUR10, 1h30m

6:30pm

Cooking Lesson with Tuscan Chef

Participate in an engaging hands-on cooking class learning to prepare classic Tuscan dishes.
EUR120, 3h

9:30pm

Light Dinner from Cooking Lesson

Enjoy the meal you prepared paired with local wines and convivial company.
Included, 1h
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Day 5: Travel to Montalcino & Horseback Riding

Florence to Montalcino, Italy on May 9, 2025

7:30am

Breakfast at Café Rivoire

Enjoy quality coffee and delicate pastries with views of Piazza della Signoria.
EUR15, 0h45m

9:00am

Travel to Montalcino

Drive or take a private transfer to Montalcino, famous for its stunning landscapes and wine production (approx. 2 hrs).
EUR50, 2h

11:30am

Lunch at Osteria Le Potazzine

Eat traditional Tuscan cuisine paired with local Brunello di Montalcino wines.
EUR45, 1h30m

2:00pm

Afternoon Horseback Riding

Experience scenic horseback riding in the Tuscan hills surrounding Montalcino, perfect for nature lovers.
EUR75, 2h

5:00pm

Explore Montalcino’s Historic Center

Wander medieval streets and visit Fortress of Montalcino with panoramic views.
EUR5, 1h

7:00pm

Dinner at Ristorante Boccon DiVino

Dine on innovative Tuscan dishes accentuated by exceptional regional wines.
EUR60, 1h30m
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Day 6: Montalcino Wine Tour

Montalcino, Italy on May 10, 2025

8:30am

Breakfast at Bar Il Giglio

Start with espresso and freshly baked treats in this charming local spot.
EUR10, 0h30m

9:30am

Guided Wine Tour of Brunello Vineyards

Enjoy a comprehensive tour of renowned vineyards, learning about Brunello production and indulging in tastings.
EUR110, 5h

3:00pm

Lunch at Osteria La Porta

Savor light dishes paired with local wines in a picturesque enotecca setting.
EUR40, 1h30m

5:00pm

Leisure Walk and Gelato

Relax with a walk through town streets and sample artisanal gelato nearby.
EUR10, 1h

7:00pm

Dinner at Il Giglio

Elegant dining experience featuring seasonal Tuscan specialties and an excellent wine list.
EUR65, 2h
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Day 7: Montalcino to Siena

Montalcino to Siena, Italy on May 11, 2025

7:30am

Breakfast at Café San Francesco

Enjoy espresso and pastries before departure, a perfect spot for coffee appreciation.
EUR10, 0h30m

9:00am

Travel to Siena

Drive for about 1 hour to the medieval city renowned for its Gothic architecture.
EUR30, 1h

10:30am

Siena Cathedral & Piazza del Campo

Tour Siena’s stunning cathedral and the famous shell-shaped piazza known for historic horse races.
EUR15, 2h

1:00pm

Lunch at Osteria La Sosta di Violante

Experience Sienese traditional cuisine paired with local wines.
EUR45, 1h30m

3:00pm

Chocolate and Coffee Walk

Enjoy guided tastings of fine chocolates and coffee in famous local spots satisfying both passions.
EUR35, 2h

6:00pm

Relaxation at Hotel

Spend some quiet time to freshen up before dinner.
EUR0, 1h

7:30pm

Dinner at La Taverna di San Giuseppe

Savor hearty Tuscan specialties made using local ingredients in an atmospheric cellar restaurant.
EUR60, 2h
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Day 8: Siena Art and Leisure

Siena, Italy on May 12, 2025

8:00am

Breakfast at Pasticceria Nannini

Start with robust coffee and exceptional pastries adored by locals.
EUR12, 0h45m

9:00am

Painting Lesson for Wife

Engage in a morning painting session focusing on Siena’s medieval architecture and landscapes.
EUR90, 3h

12:30pm

Lunch at Osteria Le Logge

Enjoy refined Sienese dishes with impeccable wine pairings in a welcoming atmosphere.
EUR50, 1h30m

2:30pm

Visit Museo Civico and Torre del Mangia

Explore medieval art and climb the Torre for sweeping views of Siena and surroundings.
EUR15, 2h

5:00pm

Coffee at Caffè della Posta

Husband enjoys well-crafted espresso in a historic café setting.
EUR5, 0h30m

7:30pm

Dinner at Ristorante Guido

End the day with elegant Tuscan cuisine served in a cozy setting near the cathedral.
EUR60, 2h
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Day 9: Travel to Venice

Siena to Venice, Italy on May 13, 2025

7:00am

Breakfast at Hotel

Enjoy a light breakfast before departure.
EUR0, 0h30m

8:00am

Train to Venice

Journey approximately 3.5 hours by train to Venice while relaxing and enjoying scenic views.
EUR60, 3h30m

12:00pm

Lunch at Trattoria al Gazzettino

Delight in fresh seafood and Venetian cuisine near picturesque canals.
EUR45, 1h30m

2:00pm

St. Mark’s Basilica and Piazza San Marco

Visit famous basilica featuring Byzantine architecture and enjoy the vibrant piazza atmosphere.
EUR5, 2h

4:30pm

Chocolate Tasting at VizioVirtù

Taste handcrafted Venetian chocolates crafted with passion – a perfect treat for the wife.
EUR15, 1h

6:30pm

Coffee Break at Torrefazione Cannaregio

Husband appreciates specialty coffee at this beloved local roastery and café.
EUR5, 0h30m

7:30pm

Dinner at Osteria alle Testiere

Experience Venetian seafood specialties in an intimate, refined setting.
EUR70, 2h
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Day 10: Venice Art and Canals

Venice, Italy on May 14, 2025

8:30am

Breakfast at Pasticceria Tonolo

Start with authentic Venetian pastries and robust coffee, adored by locals and visitors alike.
EUR12, 0h45m

9:30am

Painting Lesson for Wife

A private watercolor class focused on capturing Venice’s iconic canals and architecture guided by a local artist.
EUR100, 3h

1:00pm

Lunch at All’Arco

Enjoy Venetian cicchetti and local wines in a casual and vibrant atmosphere.
EUR30, 1h

2:30pm

Gondola Ride along Grand Canal

Experience the magic of Venice from the water as you glide past spectacular palaces and bridges.
EUR80, 1h

4:00pm

Doge’s Palace Tour

Explore this important Gothic landmark filled with art and history reflecting Venice’s rich past.
EUR25, 2h

7:00pm

Dinner at Antiche Carampane

Relish fresh seafood dishes in a beloved, traditional Venetian restaurant.
EUR70, 2h
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Day 11: Leisure & Farewell Venice

Venice, Italy on May 15, 2025

8:30am

Coffee and Pastries at Café Florian

Experience the historic charm of the world’s oldest café along with quality coffee and pastries.
EUR20, 1h

9:30am

Leisure Day: Shopping and Optional Sightseeing

Spend the day exploring artisan chocolate shops, coffee boutiques, and revisit favorite sites at your own pace.
EUR0, 4h

2:00pm

Lunch at Ristorante Quadri

Indulge in upscale Venetian cuisine overlooking Piazza San Marco with outstanding service and atmosphere.
EUR75, 1h30m

4:00pm

Relaxation or Spa Time

Wind down at your hotel or indulge in spa treatments to rejuvenate before departure.
EUR50, 2h

7:30pm

Farewell Dinner at Michelin-starred Venissa

Celebrate your memorable Italian trip with innovative Venetian dishes and superb wines on the island of Mazzorbo.
EUR120, 2h
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