2-Week Italy Itinerary for Foodies and Architecture Lovers with Wine Tours, Cooking Classes, and Unique Experiences

Day 1: Rome Arrival & Sightseeing

Rome, Italy on May 5, 2025

8:00am

Breakfast at Sant'Eustachio Il Caffè

Start the day at this historic café renowned for exceptional espresso, perfect for the husband's coffee passion.
EUR8, 1h

9:30am

Visit the Pantheon

Explore this stunning ancient Roman temple with charming architecture and its iconic dome; it's free to enter and open from 9am to 7pm.
EUR0, 1h

11:00am

Trevi Fountain and Spanish Steps Walk

Stroll through these iconic Roman landmarks, savoring the baroque architecture and vibrant atmosphere.
EUR0, 1h

1:00pm

Lunch at Enoteca Ferrara

Enjoy authentic Roman cuisine paired with excellent Italian wines in this elegant Trastevere wine bar and restaurant.
EUR45, 1.5h

3:00pm

Visit Villa Borghese and Borghese Gallery

Admire Renaissance art and beautiful gardens; the gallery is open until 7pm and requires advance booking.
EUR25, 2h

6:00pm

Chocolate Tasting at Venchi Cioccolato

Wife can indulge in premium Italian chocolates at this famed chocolatier with shops around Rome.
EUR15, 1h

8:00pm

Dinner at Roscioli

Dine on upscale Roman classics with exceptional cured meats and cheeses in a rustic yet elegant setting.
EUR60, 2h
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Day 2: Rome: Architecture & Coffee Culture

Rome, Italy on May 6, 2025

8:00am

Breakfast at Tazza d'Oro

Husband can savor one of Rome's best espressos while wife enjoys pastries at this historic coffee shop near the Pantheon.
EUR10, 1h

9:30am

Colosseum and Roman Forum Tour

Explore ancient Rome’s iconic amphitheater and surrounding ruins, open from 8:30am to 7pm, best with a guided tour to appreciate the architecture.
EUR18, 3h

1:00pm

Lunch at Pizzarium Bonci

Savor gourmet Roman-style pizza al taglio, a hidden gem loved by locals and foodies alike.
EUR20, 1h

2:30pm

Explore Trastevere Neighborhood

Discover charming alleys, local artisan shops, and hidden churches, perfect for a leisurely afternoon walk.
EUR0, 2h

5:00pm

Coffee Workshop for Husband at La Casa del Caffè Tazza d'Oro

Learn about Italian espresso making in a short, interactive class tailored for coffee connoisseurs.
EUR40, 1.5h

7:30pm

Dinner at Osteria der Belli

Enjoy fresh seafood dishes with a cozy ambiance in Trastevere.
EUR50, 2h
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Day 3: Rome to Florence Transfer & Exploration

Rome to Florence, Italy on May 7, 2025

8:00am

Breakfast at Roscioli Caffè

Light breakfast with excellent coffee for the husband and pastries for the wife before departure.
EUR12, 1h

9:30am

Train from Rome to Florence

High-speed train ride approximately 1.5 hours, arriving early afternoon for more sightseeing.
EUR45, 1h30m

12:30pm

Lunch at Mercato Centrale Firenze

Explore a bustling food market with diverse counters offering Tuscan local specialties and sweet shops for wife’s chocolate interest.
EUR25, 1h

2:00pm

Visit Florence Cathedral (Duomo) and Baptistery

Admire Brunelleschi’s dome and stunning Gothic-Renaissance architecture, open until 7pm.
EUR20, 2h

5:00pm

Chocolate Workshop at Perche No!

Wife can enjoy a hands-on artisan chocolate-making class in the heart of Florence.
EUR55, 2h

8:00pm

Dinner at Trattoria ZaZa

Traditional Tuscan dishes with hearty flavors, perfect for foodies looking to savor local flavors.
EUR50, 2h
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Day 4: Florence Art & Painting Lesson

Florence, Italy on May 8, 2025

8:30am

Breakfast at Ditta Artigianale

Specialty coffee for the husband paired with fresh pastries for the wife in a trendy setting.
EUR15, 1h

10:00am

Uffizi Gallery Tour

See world-class Renaissance masterpieces, including Botticelli and Michelangelo; book tickets in advance, open 8:15am-6:50pm.
EUR30, 3h

2:00pm

Painting Lesson for Wife

Private 2-hour painting workshop focusing on Florentine art styles, guided by a local artist.
EUR100, 2h

5:00pm

Stroll across Ponte Vecchio

Enjoy the charming medieval bridge and its artisan jewelers, a perfect authentic experience.
EUR0, 1h

7:00pm

Dinner at La Giostra

Romantic dining experience featuring Tuscan specialties with an extensive wine list.
EUR70, 2h
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Day 5: Florence to Montalcino & Wine Tour

Florence to Montalcino, Italy on May 9, 2025

7:30am

Light Breakfast at Hotel

Quick breakfast to prepare for countryside travel.
Included, 30m

8:30am

Rent a Car and Drive to Montalcino

Scenic 2-hour drive south into the heart of Tuscany's wine country, allowing stops at charming villages en route.
EUR60 (car rental), 2h

11:00am

Check into Agriturismo or Boutique Hotel

Relax and enjoy stunning Tuscan vineyard views in authentic local accommodations.
EUR150 per night, 1h

12:30pm

Lunch at Osteria Le Logge

Traditional Tuscan cuisine paired with Brunello di Montalcino wines.
EUR50, 1.5h

3:00pm

Afternoon Brunello Wine Tour & Tasting at Castello Banfi

Discover one of Tuscany’s top wineries with cellar tours and tastings, open 10am-6pm; advance booking recommended.
EUR40, 3h

7:00pm

Dinner at La Porta

Cozy, hilltop restaurant serving authentic regional dishes with local wines.
EUR55, 2h
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Day 6: Montalcino Hidden Gems & Relaxation

Montalcino, Italy on May 10, 2025

8:00am

Breakfast at Hotel or Local Bakery

Freshly baked Tuscan pastries for wife, quality espresso for husband.
EUR10, 1h

9:30am

Visit Abbey of Sant’Antimo

A stunning Romanesque monastery set in beautiful countryside, perfect for peaceful architecture admiration.
EUR5, 2h

12:00pm

Picnic Lunch Among Vineyards

Enjoy locally sourced cheeses, meats, breads, and wine amid tranquil vineyard vistas.
EUR30, 1.5h

3:00pm

Explore Pienza Village

Visit this UNESCO Renaissance town famous for charming streets and pecorino cheese shops.
EUR0, 3h

7:00pm

Dinner at Il Giglio

Elegant dining with creative takes on Tuscan classics using regional ingredients.
EUR60, 2h
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Day 7: Montalcino to Amalfi Coast Transfer

Montalcino to Amalfi Coast, Italy on May 11, 2025

7:30am

Breakfast at Agriturismo

Enjoy farm-fresh Tuscan specialties before travel.
Included, 30m

8:30am

Drive or Private Transfer to Amalfi Coast

Approximately 4-hour scenic drive south to the stunning Amalfi Coast, check into a seaside hotel.
EUR100 (transfer/car rental), 4h

1:00pm

Lunch at Chez Black, Positano

Beachfront restaurant serving fresh seafood and Italian classics with coastal views.
EUR50, 1.5h

3:00pm

Explore Positano’s Colorful Streets

Wander the picturesque alleys filled with boutiques, art galleries, and charming cafes.
EUR0, 2h

6:00pm

Evening Aperitivo by the Sea

Sip spritz cocktails or wines at a local bar while watching the sunset.
EUR20, 1h

8:00pm

Dinner at Ristorante Da Adolfo

Hidden gem accessible by boat, famous for fresh seafood and authentic local atmosphere.
EUR70, 2h
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Day 8: Amalfi Coast: Horseback Riding & Cooking Class

Amalfi Coast, Italy on May 12, 2025

7:30am

Breakfast at Hotel

Light breakfast with local fruit and pastries to fuel the active day.
Included, 30m

9:00am

Horseback Riding Tour Along the Coast

Scenic 2-hour ride through coastal trails offering panoramic views of cliffs and the sea.
EUR80, 2h

12:00pm

Lunch at Il Ritrovo

Family-run trattoria known for homemade pasta and local dishes, a relaxed midday stop.
EUR40, 1.5h

3:00pm

Cooking Lesson in Amalfi

Hands-on class focusing on traditional Amalfi Coast specialties such as fresh seafood pasta and lemon desserts.
EUR110, 3h

7:00pm

Light Dinner or Tapas at Hotel

Enjoy a light meal or wine from the cooking class feast if desired, perfect for unwinding.
EUR20, 1h
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Day 9: Amalfi Coast Leisure & Local Gems

Amalfi Coast, Italy on May 13, 2025

8:00am

Breakfast at Pasticceria Sal De Riso

The wife can indulge in exquisite lemon pastries and chocolate creations; husband can enjoy quality coffee blends.
EUR15, 1h

9:30am

Visit Ravello and Villa Cimbrone

Explore elegant gardens and stunning cliffside architecture with breathtaking views, open 9am-6pm.
EUR7, 3h

1:00pm

Lunch at Trattoria Da Cumpa' Cosimo

Known for warmth and authentic Amalfi dishes, a true local treasure.
EUR40, 1.5h

3:00pm

Relax on Marina Grande Beach

Take a leisurely afternoon on the beach or visit nearby artisan shops and cafés.
EUR0, 3h

7:30pm

Dinner at La Sponda

Michelin-starred restaurant with romantic ambiance and exquisite Mediterranean cuisine.
EUR100, 2h
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Day 10: Amalfi to Naples & Departure Prep

Amalfi Coast to Naples, Italy on May 14, 2025

8:00am

Breakfast at Hotel

Final seaside breakfast with Italian coffee and pastries.
Included, 1h

10:00am

Transfer to Naples

Short 1.5-hour transfer to Naples by car or train for last day explorations.
EUR20, 1h30m

12:00pm

Lunch at Sorbillo

Taste authentic Neapolitan pizza at one of the city’s most famous pizzerias.
EUR20, 1h

2:00pm

Visit Naples Underground and Castel Nuovo

Discover fascinating history beneath the city and admire medieval fortress architecture; open 9am-6pm.
EUR12, 3h

6:00pm

Coffee Tasting for Husband at Gran Caffè Gambrinus

An elegant historic café serving classic Neapolitan espresso preparations.
EUR15, 1h

8:00pm

Dinner at Palazzo Petrucci

Gourmet dining with breathtaking views of the bay, ideal for a romantic final night.
EUR90, 2h
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Day 11: Naples Departure

Naples, Italy on May 15, 2025

8:00am

Breakfast and Last Stroll

Casual breakfast and a final walk around the historic center before heading to the airport.
EUR15, 2h

11:00am

Departure from Naples International Airport

Transfer to airport for flight home, concluding the Italian culinary and cultural journey.
EUR0, N/A
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