Romantic 2-Week Italian Foodie & Culture Tour with Wine, Art, and Adventure

Day 1: Rome Arrival & Exploration

Rome, Italy on May 5, 2025

8:00am

Breakfast at Sant'Eustachio Il Caffè

Enjoy a classic Roman espresso or cappuccino at one of the city’s most iconic coffee spots, perfect for the husband’s coffee enthusiasm.
EUR5, 0h30m

9:00am

Colosseum & Roman Forum Tour

Explore ancient Roman architecture with a guided tour of the Colosseum and nearby Roman Forum to absorb historic charm.
EUR16, 3h0m

12:30pm

Lunch at Roscioli

Savor authentic Roman dishes paired with excellent Italian wine at this beloved local deli and restaurant.
EUR40, 1h30m

3:00pm

Chocolate Tasting at Venchi Cioccolato

Indulge in artisanal chocolates and gelato at this renowned chocolatier favored by locals.
EUR15, 1h0m

5:00pm

Stroll through Trastevere Neighborhood

Wander charming cobblestone streets and admire colorful architecture in one of Rome's most romantic areas.
Free, 2h0m

7:30pm

Dinner at Da Enzo al 29

Enjoy traditional Roman cuisine with a cozy ambiance favored by locals and visitors alike.
EUR50, 2h0m
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Day 2: Rome Art & Coffee Culture

Rome, Italy on May 6, 2025

8:30am

Breakfast at La Casa del Caffè Tazza d'Oro

Try exquisite coffee creations at this historic cafe near the Pantheon, ideal for coffee connoisseurs.
EUR8, 0h45m

10:00am

Visit Vatican Museums and Sistine Chapel

Marvel at world-famous Renaissance art, including Michelangelo’s ceiling painting, in the Vatican's art collections.
EUR30, 3h0m

1:30pm

Lunch at Pizzeria La Montecarlo

Savor traditional thin-crust Roman pizza in a lively, casual setting loved by locals.
EUR25, 1h30m

3:30pm

Chocolate Workshop for Wife

Participate in a hands-on chocolate-making class focusing on Italian chocolate traditions, perfect for the wife’s chocolate connoisseurship.
EUR60, 2h0m

6:00pm

Sunset walk along Tiber River

Enjoy a romantic stroll on the riverbanks lined with charming bridges and historic architecture.
Free, 1h0m

7:30pm

Dinner at Armando al Pantheon

Experience refined Roman cuisine in an intimate, historically rich setting near the Pantheon.
EUR55, 2h0m
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Day 3: Rome to Florence Travel

Rome to Florence, Italy on May 7, 2025

7:30am

Breakfast at Roscioli Caffè

Have a delicious Italian breakfast with excellent espresso before departure.
EUR10, 0h30m

9:00am

Train from Rome to Florence

Travel via high-speed train taking approx. 1.5 hours for a smooth, comfortable journey north.
EUR45, 1h30m

11:00am

Check-in and settle at Florence accommodation

Get settled and freshen up for the afternoon exploring the Renaissance city center.
N/A, 1h0m

12:30pm

Lunch at Trattoria Mario

Enjoy traditional Tuscan home-style cooking in a lively and authentic Florence setting.
EUR30, 1h30m

2:30pm

Visit Uffizi Gallery

Admire masterpieces by Botticelli, Leonardo da Vinci, and Michelangelo in this iconic art museum.
EUR20, 2h0m

5:00pm

Coffee tasting at Ditta Artigianale

Husband can explore specialty coffee varieties at one of Florence’s top third-wave coffee bars.
EUR10, 1h0m

7:00pm

Dinner at La Giostra

Experience elegant Tuscan cuisine with romantic ambience and local wines.
EUR60, 2h0m
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Day 4: Florence Architecture & Chocolate

Florence, Italy on May 8, 2025

8:30am

Breakfast at Caffè Gilli

Start the day at Florence’s historic coffee house with pastries and espresso.
EUR12, 0h45m

10:00am

Climb Duomo & Visit Baptistery

Ascend Brunelleschi’s dome for stunning city views and visit the nearby Baptistery featuring incredible mosaic ceilings.
EUR25, 2h30m

1:00pm

Lunch at Mercato Centrale

Sample various local specialties and street food at this vibrant market with lots of artisanal vendors.
EUR25, 1h30m

3:00pm

Painting lesson for wife

Join a private Renaissance-inspired painting class focusing on traditional techniques in a Florentine art studio.
EUR80, 2h0m

6:00pm

Evening walk along Ponte Vecchio

Enjoy the charm of Florence's famous medieval bridge lined with quaint shops as the sun sets.
Free, 1h0m

7:30pm

Dinner at Osteria Santo Spirito

Delight in Tuscan dishes made with seasonal ingredients in an authentic local setting.
EUR50, 2h0m
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Day 5: Florence to Montalcino Wine

Florence to Montalcino, Italy on May 9, 2025

7:30am

Breakfast at Scudieri Pasticceria

Grab a sweet pastry and espresso at this classic Florentine bakery before departure.
EUR8, 0h30m

9:00am

Travel to Montalcino by rental car

Drive through picturesque Tuscan countryside for about 2 hours to reach this wine region town.
EUR0, 2h0m

11:30am

Check-in to agriturismo accommodation

Settle into a local countryside villa known for its charm and views over vineyards.
N/A, 1h0m

1:00pm

Lunch at Osteria Le Potazzine

Enjoy farm-to-table Tuscan dishes paired with local Brunello wines in a rustic setting.
EUR40, 1h30m

3:00pm

Afternoon Wine Tour and Tasting at a Brunello winery

Explore the cellars and vineyards of a prestigious winery in Montalcino with expert guides and tasting session.
EUR50, 2h0m

6:30pm

Explore Montalcino town center

Walk through the medieval village and enjoy its quaint streets and ancient castle.
Free, 1h0m

8:00pm

Dinner at La Taverna di San Giuseppe

Dine on authentic Tuscan specialties with an extensive local wine list in an intimate setting.
EUR60, 2h0m
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Day 6: Montalcino Horseback Riding

Montalcino, Italy on May 10, 2025

8:00am

Breakfast at accommodation

Enjoy a fresh countryside breakfast featuring local products.
Included, 0h45m

9:30am

Horseback Riding through Tuscan Vineyards

Spend a scenic 2.5-hour horseback ride exploring rolling hills and vineyards with a professional guide, suitable for beginners.
EUR80, 2h30m

12:30pm

Lunch at Il Giglio

Savor traditional regional dishes like wild boar stew in a cozy and welcoming atmosphere.
EUR40, 1h30m

2:30pm

Visit Abbey of Sant'Antimo

Discover this beautiful Romanesque monastery surrounded by peaceful Tuscan countryside.
Free, 1h30m

5:00pm

Relax at accommodation with vineyard views

Unwind and enjoy peaceful views of the surrounding vineyards with a glass of Brunello.
N/A, 2h0m

7:30pm

Dinner at Ristorante Boccon DiVino

Experience innovative Tuscan cuisine crafted with local ingredients and superb wine pairing.
EUR65, 2h0m
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Day 7: Montalcino to Bologna Travel

Montalcino to Bologna, Italy on May 11, 2025

7:30am

Breakfast at accommodation

Enjoy a relaxing breakfast before travel.
Included, 0h30m

9:00am

Drive to Bologna

Travel approx. 3.5 hours by rental car through scenic routes to the culinary capital of Italy.
EUR0, 3h30m

1:00pm

Check-in and lunch at Trattoria Anna Maria

Dive into traditional Bolognese dishes in a family-run trattoria loved for authenticity.
EUR35, 1h30m

3:00pm

Explore Quadrilatero Market

Wander through historic food markets offering fresh pasta, cheeses, and cured meats.
Free, 1h30m

5:00pm

Coffee tasting and barista talk at Caffè Terzi

Husband can enjoy specialty coffee sampling and learn about Bologna’s rich espresso culture.
EUR12, 1h0m

7:00pm

Dinner at Osteria dell’Orsa

Enjoy classic Bolognese tagliatelle al ragù and local wines in a lively atmosphere.
EUR45, 2h0m
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Day 8: Bologna Cooking Lesson

Bologna, Italy on May 12, 2025

8:30am

Breakfast at Pasticceria Atti

Start the day with fresh pastries and espresso from a beloved Bologna pastry shop.
EUR10, 0h45m

10:00am

Hands-on Cooking Class

Join a morning cooking lesson focused on preparing traditional Bolognese pasta dishes and desserts, great for foodies.
EUR90, 4h0m

2:30pm

Free afternoon to explore

Visit local hidden gems such as the Sanctuary of the Madonna di San Luca or Stroll through the charming streets of Bologna's old town.
Free, 3h0m

6:00pm

Chocolate tasting at Antica Cioccolateria Gianni

Wife can indulge in exquisite handcrafted chocolate specialties from this historic chocolatier.
EUR15, 1h0m

7:30pm

Dinner at Ristorante Da Cesari

Enjoy an elegant meal featuring Emilia-Romagna delicacies in a warm, traditional atmosphere.
EUR55, 2h0m
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Day 9: Bologna to Venice Journey

Bologna to Venice, Italy on May 13, 2025

7:30am

Breakfast at Forno Brisa

Enjoy freshly baked breads and coffee before departure.
EUR8, 0h30m

8:30am

Train to Venice

Travel by train approx. 1.5 hours to Venice, arriving ready to explore the canals.
EUR25, 1h30m

11:00am

Check-in and rest

Arrive and settle into accommodation near the historic center.
N/A, 1h0m

12:30pm

Lunch at Osteria alle Testiere

Savor Venetian seafood specialties in an intimate setting away from tourist crowds.
EUR60, 1h30m

2:30pm

Explore hidden gems: Jewish Ghetto & Cannaregio

Discover unique neighborhoods with rich history, quaint shops, and authentic cafes off the beaten path.
Free, 2h30m

5:30pm

Coffee and pastry at Torrefazione Cannaregio

Husband can enjoy specialty Venetian coffee blends while relaxing by a canal.
EUR10, 0h45m

7:00pm

Dinner at Ristorante Alle Corone

Enjoy Venetian cuisine crafted with fresh local ingredients in a refined setting.
EUR70, 2h0m
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Day 10: Venice Architecture & Canals

Venice, Italy on May 14, 2025

8:30am

Breakfast at Pasticceria Tonolo

Taste delicious Venetian pastries and coffee at a beloved local bakery.
EUR10, 0h45m

10:00am

St. Mark’s Basilica & Doge’s Palace Tour

Explore iconic Venetian landmarks featuring breathtaking architecture and historical art.
EUR30, 3h0m

1:30pm

Lunch at Alla Madonna

Dine on classic Venetian dishes in an authentic and historic tavern loved by locals and chefs.
EUR55, 1h30m

3:30pm

Gondola Ride & Hidden Canals

Experience a romantic gondola ride through lesser-known canals for a magical perspective of Venice.
EUR80, 1h0m

5:00pm

Chocolate and dessert tasting at Venchi

Wife can savor an assortment of premium chocolates and desserts in a Venetian setting.
EUR20, 1h0m

7:00pm

Dinner at Trattoria Antiche Carampane

Enjoy fresh seafood and Venetian specialties tucked away from touristy areas for an authentic experience.
EUR65, 2h0m
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Day 11: Venice Art & Relaxation

Venice, Italy on May 15, 2025

8:30am

Breakfast at Café Florian

Enjoy historic Venetian ambiance with excellent coffee and pastries in St. Mark’s Square.
EUR20, 0h45m

10:00am

Accademia Gallery

View masterpieces from Venetian Renaissance artists and enjoy serene views over the Grand Canal.
EUR15, 2h0m

12:30pm

Lunch at Bacaro Jazz

Taste cicchetti (Venetian tapas) and local wines in a lively, authentic bacaro (wine bar).
EUR35, 1h30m

2:30pm

Free time to wander hidden alleyways and artisan shops

Discover handmade glass, masks, and other crafts in less crowded areas of Venice.
Free, 2h30m

5:00pm

Coffee at Torrefazione Cannaregio

Husband can enjoy a specialty coffee to end the day’s adventures.
EUR10, 0h45m

7:30pm

Dinner at Ristorante Quadri

Dine in style at this Michelin-starred venue offering modern Venetian cuisine in a stunning square view.
EUR120, 2h0m
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Day 12: Venice to Rome Return

Venice to Rome, Italy on May 16, 2025

7:00am

Early Breakfast and departure

Enjoy a quick breakfast before catching the train to Rome.
EUR10, 0h30m

8:00am

Train Venice to Rome

Travel on a high-speed train for approx. 3.5-4 hours to Rome for last night.
EUR70, 4h0m

12:30pm

Check-in & light lunch at Roscioli

Have a light Italian lunch at one of Rome’s culinary gems, ideal for foodies.
EUR40, 1h0m

2:00pm

Free Afternoon for last-minute shopping or rest

Relax or explore favorite neighborhoods one last time at a slow pace.
Free, 3h0m

5:30pm

Coffee tasting and visiting local specialty coffee shops

Husband can visit specialty coffee shops like Faro - Caffè Speciale for exclusive beans and blends.
EUR15, 1h0m

7:30pm

Farewell Dinner at Il Sanlorenzo

Celebrate the end of a memorable trip with seafood-focused Roman cuisine and fine wines.
EUR70, 2h0m
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Day 13: Departure

Rome, Italy on May 17, 2025

7:00am

Breakfast at hotel or nearby café

Enjoy a final Italian coffee or pastry before departure.
EUR10, 0h30m

9:00am

Airport transfer and departure

Head to the airport for flight home, filled with wonderful memories.
EUR40, 1h0m
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