14-Day Epic Italy Adventure: Gondolas & Colosseum

Day 1: Explore Venice

Venice, Italy on May 23, 2025

9:00AM

Gondola Ride

Start your journey with a romantic gondola ride through the enchanting canals of Venice, taking in the unique architecture and vibrant atmosphere.
Proceed to the gondola boarding station near the Grand Canal.
EUR80, 30 minutes

10:00AM

St. Mark's Basilica

Visit the stunning St. Mark's Basilica and marvel at the intricate mosaics and majestic interiors.
Walk from the gondola station to Piazza San Marco.
EUR5, 1 hour

12:00PM

Lunch at Osteria alle Testiere

Enjoy a traditional Venetian seafood lunch at this cozy and well-regarded restaurant.
Short walk from the Basilica.
EUR40, 1 hour

1:30PM

Doge's Palace

Explore the opulent Doge's Palace and learn about the history of Venice's ruling class.
Close proximity to St. Mark's Basilica.
EUR25, 1.5 hours

4:00PM

Rialto Bridge

Stroll to the iconic Rialto Bridge, one of the most photographed spots in Venice.
Walk along the bustling streets towards the bridge.
Free, 1 hour

6:00PM

Dinner at Trattoria Antiche Carampane

Indulge in a delicious dinner featuring local dishes and Venetian specialties.
A short walk from the Rialto Bridge.
EUR50, 1.5 hours
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Day 2: Venice Cultural Wonders

Venice, Italy on May 24, 2025

8:00AM

Breakfast at Cafe Florian

Enjoy historic ambiance and a classic Italian breakfast of cappuccino and pastries.
Located in St. Mark's Square.
EUR15, 1 hour

9:30AM

Murano Island Tour

Hop on a vaporetto to visit Murano, renowned for its exquisite glass-making traditions.
Take Line 12 from Fondamente Nove.
EUR20, 3 hours (including travel time)

12:30PM

Lunch at Osteria Al Duomo

Savor local pasta and seafood dishes, with a lovely view of the waterfront.
Return to Venice and walk to the restaurant.
EUR35, 1 hour

2:00PM

Accademia Gallery

Explore the rich collection of Venetian art at the Accademia Gallery.
Walk to the Accademia Gallery from the lunch location.
EUR12, 1.5 hours

4:00PM

Explore the Jewish Ghetto

Wander through the historic Jewish Ghetto and reflect on its rich history.
Walk to Cannaregio district.
Free, 2 hours

6:30PM

Dinner at Antiche Carampane

Enjoy another delightful meal at this famous eatery.
Easily walkable from the ghetto.
EUR50, 1.5 hours
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Day 3: Travel to Florence

Florence, Italy on May 25, 2025

8:00AM

Breakfast at Pasticceria Gilli

Start your day with fresh pastries and coffee at this iconic café.
Short walk to the café near the hotel.
EUR10, 1 hour

9:00AM

Train to Florence

Catch a high-speed train to Florence, a city known for its art and architecture.
Train station is a 15-minute walk.
EUR50, 2 hours

11:30AM

Arrive in Florence & Settle In

Arrive in Florence and check into your hotel, soaking in the Tuscan atmosphere.
Take a taxi or public transport to your hotel.
VARIES, 1 hour

1:00PM

Lunch at Trattoria Mario

Enjoy a hearty Tuscan meal at this beloved local eatery.
Walk from the hotel to the restaurant.
EUR20, 1 hour

2:30PM

Uffizi Gallery

Explore the world-renowned Uffizi Gallery filled with priceless artwork.
Short walk from the restaurant.
EUR20, 2.5 hours

5:00PM

Ponte Vecchio

Take a leisurely stroll across the beautiful Ponte Vecchio.
10-minute walk from the gallery.
Free, 1 hour

7:00PM

Dinner at La Giostra

Dine at this renowned restaurant serving traditional Tuscan fare with a modern twist.
A short walk from the bridge.
EUR50, 2 hours
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Day 4: Florence Highlights

Florence, Italy on May 26, 2025

8:00AM

Breakfast at Caffè Gilli

Enjoy an authentic Italian breakfast with delicious pastries and espresso.
Walk to the café from your hotel.
EUR12, 1 hour

9:30AM

Accademia Gallery

View Michelangelo's David in the famous Accademia Gallery.
Short walk from the café.
EUR12, 1.5 hours

11:00AM

Duomo - Santa Maria del Fiore

Climb to the top of the Duomo for panoramic views of Florence.
10-minute walk from the Accademia.
EUR18, 2 hours

1:00PM

Lunch at L’Osteria di Giovanni

Savor hearty Tuscan dishes made with fresh ingredients.
Walking distance from the Duomo.
EUR30, 1 hour

3:00PM

Boboli Gardens

Relax in the expansive Boboli Gardens, filled with sculptures and beautiful landscaping.
Take a 15-minute walk to the gardens.
EUR10, 2 hours

6:00PM

Dinner at Trattoria 4 Leoni

Enjoy a delightful dinner at this quaint restaurant featuring Florentine specialties.
Short walk from the gardens.
EUR40, 1.5 hours
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Day 5: Travel to Rome

Rome, Italy on May 27, 2025

8:00AM

Breakfast at Buongiorno Vita

Start your day with a nourishing breakfast and fresh juices.
Walk to the café from your hotel.
EUR10, 1 hour

9:00AM

Train to Rome

Take a high-speed train to the glorious capital of Italy: Rome.
Train station is 10 minutes away by taxi.
EUR50, 1.5 hours

11:00AM

Check-In & Explore

Check into your accommodation and familiarize yourself with the vibrant city.
Head to your hotel; walking is recommended.
VARIES, 1 hour

12:30PM

Lunch at Pizzeria Ai Marmi

Indulge in Roman-style pizza at this popular local pizzeria.
Take a taxi to the pizzeria.
EUR20, 1 hour

2:00PM

Colosseum Tour

Experience the grandeur of the Colosseum through a guided tour.
Travel to the Colosseum by taxi or metro.
EUR30, 2 hours

5:00PM

Roman Forum

Walk through the ancient ruins of the Roman Forum and soak in the history.
A short walk from the Colosseum.
EUR10, 1.5 hours

7:00PM

Dinner at Ristorante Aroma

Enjoy a fine dining experience with breathtaking views of the Colosseum.
Plan for a short walk or taxi ride.
EUR80, 2 hours
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Day 6: Rome Exploration

Rome, Italy on May 28, 2025

8:00AM

Breakfast at Antico Caffè Greco

Start your day with coffee at this historic café frequented by artists and writers.
A short walk from your hotel.
EUR15, 1 hour

9:30AM

Vatican Museums & Sistine Chapel

Explore the magnificent artwork and the ceiling painted by Michelangelo.
Taxi or metro to Vatican City.
EUR30, 3 hours

1:00PM

Lunch at Trattoria Da Enzo

Savour Roman cuisine in a cozy atmosphere just near Trastevere.
Take a taxi to Trastevere.
EUR25, 1.5 hours

3:00PM

St. Peter's Basilica

Magically immerse yourself in the grandeur of St. Peter's Basilica.
Walk from the restaurant to St. Peter's Basilica.
Free, 1.5 hours

5:00PM

Explore Trastevere Neighborhood

Wander through the charming streets of Trastevere and discover hidden gems.
Just stroll from the Basilica.
Free, 2 hours

7:00PM

Dinner at Ristorante La Scala

Enjoy a tantalizing dinner featuring local specialties with a modern touch.
Short walk back to your hotel.
EUR45, 2 hours
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Day 7: Amalfi Coast Adventure

Amalfi Coast, Italy on May 29, 2025

8:00AM

Breakfast at Hotel

Relax with a hearty breakfast at your hotel before heading out.
Enjoy breakfast on the terrace with a view, if available.
Included, 1 hour

9:00AM

Rent a Car & Drive to Amalfi Coast

Pick up your rental car and embark on the breathtaking drive along the Amalfi Coast.
Head to the car rental agency (taxi or walking).
EUR100 (rental), 1 hour

10:30AM

Visit Positano

Explore the picturesque village of Positano with its steep cliffside vistas.
Drive 30 minutes from the base.
Free, 2 hours

1:00PM

Lunch at Chez Black

Enjoy a fresh seafood lunch overlooking the beach.
Located along the beach in Positano.
EUR40, 1.5 hours

3:00PM

Explore Amalfi Town

Visit the charming Amalfi Town, famous for its stunning cathedral.
Drive 30 minutes from Positano.
Free, 2 hours

5:30PM

Ravello's Villa Rufolo

Head to Ravello and take a tour of the beautiful Villa Rufolo with panoramic sea views.
15 minutes drive from Amalfi.
EUR10, 1.5 hours

8:00PM

Dinner at Ristorante Il Flavors

Dine with a view of the Amalfi coastline while indulging in local cuisine.
Drive back to your hotel in Amalfi.
EUR50, 2 hours
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Day 8: Amalfi Coast Relaxation

Amalfi Coast, Italy on May 30, 2025

9:00AM

Breakfast at Hotel

Savor an Italian breakfast at your hotel with serene coastal views.
Enjoy breakfast overlooking the water.
Included, 1 hour

10:30AM

Beach Day at Atrani

Relax and sunbathe at the quiet beach of Atrani, just a short drive away.
Drive to Atrani (10 minutes).
Free, 3 hours

1:30PM

Lunch at Bar Caldo Gelato

Enjoy a casual lunch with local sandwiches and gelato.
Walking distance from the beach.
EUR15, 1 hour

3:00PM

Visit Sorrento

Take a scenic drive to Sorrento for charming shops and stunning views.
Drive 30 minutes from Atrani.
Free, 3 hours

7:00PM

Dinner at Ristorante Da Michele

Dine on traditional pizza and local dishes in Sorrento.
Near the harbor.
EUR30, 1.5 hours
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Day 9: Travel to Naples

Naples, Italy on May 31, 2025

8:00AM

Breakfast at Hotel

Start your day with a delightful breakfast to fuel up for your travels.
Enjoy breakfast at your hotel.
Included, 1 hour

9:30AM

Drive to Naples

Take a scenic drive to the vibrant city of Naples.
Hop in your rental car.
Free (gas only), 1 hour

11:00AM

Check-In & Explore

Check into your hotel and step into the bustling streets of Naples.
Walking distance from your hotel.
VARIES, 1 hour

12:30PM

Lunch at Sorbillo Pizzeria

Savor authentic Neapolitan pizza at the famous Sorbillo.
Take a taxi or short walk to the pizzeria.
EUR20, 1 hour

2:00PM

Visit Naples National Archeological Museum

Explore one of the most important archaeological museums in the world.
Short walk from the restaurant.
EUR15, 2 hours

4:30PM

Stroll through Spaccanapoli

Wander through the lively street of Spaccanapoli, lined with shops and historic sites.
Easy walking distance from the museum.
Free, 1.5 hours

6:30PM

Dinner at Trattoria Da Nennella

Enjoy hearty local dishes in this lively establishment filled with character.
Walk from Spaccanapoli.
EUR35, 2 hours
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Day 10: Naples Heritage & Mt. Vesuvius

Naples, Italy on June 1, 2025

8:00AM

Breakfast at Gran Bar Riviera

Fuel up with coffee and pastries at this popular bar.
Walking distance from your hotel.
EUR10, 1 hour

9:00AM

Excursion to Pompeii

Explore the ancient ruins of Pompeii, a UNESCO World Heritage Site.
Drive to Pompeii (30 minutes).
EUR15, 3 hours

1:00PM

Lunch at Ristorante Caupona

Enjoy a delightful lunch inspired by ancient Roman recipes.
By the exit of Pompeii.
EUR25, 1 hour

3:00PM

Visit Mt. Vesuvius

Take a hike to the summit of this famous volcano with breathtaking views.
Drive to Vesuvius National Park (45 minutes).
EUR10, 2 hours

6:00PM

Dinner at Pizzeria Starita

Savor another delicious local pizza in one of Naples' best pizzerias.
Drive back to Naples (45 minutes).
EUR25, 1.5 hours
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Day 11: Tuscany Wine & Nature

Tuscany, Italy on June 2, 2025

8:00AM

Breakfast at Hotel

Enjoy breakfast at your hotel before heading to a day of wine tasting.
Included at your accommodation.
Included, 1 hour

9:30AM

Drive to Chianti Wine Region

Set off to the picturesque Chianti region, famous for its wine production.
Begin journey by car.
Free (gas only), 1 hour

11:00AM

Wine Tasting at Antinori

Experience a delightful wine tasting session at the renowned Antinori winery.
Follow signage to the winery from your route.
EUR25, 2 hours

1:00PM

Lunch at Osteria di Passignano

Indulge in fine Tuscan dining paired with excellent local wines.
Short drive after the tasting.
EUR40, 2 hours

3:30PM

Visit San Gimignano

Explore the medieval town of San Gimignano, known for its towers and beauty.
About a 30-minute drive.
Free, 2 hours

6:00PM

Dinner at La Cisterna

Dine in the heart of San Gimignano with local specialties.
Walking distance from the great towers.
EUR35, 1.5 hours
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Day 12: Tuscany Serenity

Tuscany, Italy on June 3, 2025

8:00AM

Breakfast at Hotel

Enjoy a peaceful breakfast at your agriturismo surrounded by nature.
Included at your accommodation.
Included, 1 hour

9:30AM

Day Trip to Val d'Orcia

Drive to the stunning Val d'Orcia, a UNESCO-protected landscape.
Follow route signs through the picturesque countryside.
Free (gas only), 1.5 hours

11:00AM

Visit Pienza

Explore the charming town of Pienza, known for its pecorino cheese.
10-minute drive from Val d'Orcia.
Free, 1.5 hours

1:00PM

Lunch at La Buca delle Fate

Taste local cheese and wine at this lovely restaurant in Pienza.
Short walk from the square.
EUR30, 1.5 hours

3:00PM

Visit Bagno Vignoni

Explore the historic thermal baths of Bagno Vignoni.
Drive 20 minutes from Pienza.
Free, 1.5 hours

6:00PM

Dinner at Osteria del Leone

End your day with a comforting Tuscan dinner in a rustic setting.
Drive back to your accommodation.
EUR30, 1.5 hours
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Day 13: Travel to Milan

Milan, Italy on June 4, 2025

8:00AM

Breakfast at Hotel

Indulge in a delicious breakfast at your agriturismo.
Included at your accommodation.
Included, 1 hour

9:30AM

Drive to Milan

Head to Milan, Italy's fashion capital.
Commence your journey by car with beautiful views along the way.
Free (gas only), 3 hours

1:00PM

Lunch at Luini Panzerotti

Discover Milanese street food with delicious panzerotti.
Find the eatery in central Milan.
EUR15, 1 hour

2:30PM

Duomo di Milano

Admire the stunning Gothic cathedral and, if time allows, climb to the rooftop.
Walk to the cathedral from lunch.
EUR15, 2 hours

5:00PM

Gallery Vittorio Emanuele II

Stroll through the luxurious shopping gallery and enjoy the ambiance.
Short walk from the Duomo.
Free, 1.5 hours

7:00PM

Dinner at Ristorante Savini

Indulge in an elegant dinner at this classic Milanese restaurant.
Located within the gallery.
EUR60, 2 hours
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Day 14: Cultural Milan

Milan, Italy on June 5, 2025

8:00AM

Breakfast at Caffè Cova

Start your day with an exquisite breakfast at this historic cafe.
Located near your hotel.
EUR15, 1 hour

9:30AM

Visit The Last Supper

Admire Leonardo da Vinci's masterpiece in the Convent of Santa Maria delle Grazie.
A short taxi ride is recommended for convenience.
EUR15, 1 hour

11:00AM

Sforza Castle

Explore the historic Sforza Castle and its surrounding park.
Walk from The Last Supper to the castle.
EUR10, 1.5 hours

1:00PM

Lunch at Bicerin

Taste delicious Italian coffee and sweets at this charming café.
Close to the castle.
EUR20, 1 hour

2:30PM

Explore Navigli District

Wander through the picturesque canals and enjoy the artistic atmosphere.
Take a short metro ride or walk.
Free, 2 hours

5:00PM

Farewell Dinner at Aimo e Nadia

Conclude your Italian adventure with a sumptuous meal at one of Milan's Michelin-starred restaurants.
Book a taxi to the restaurant for ease.
EUR150, 2.5 hours
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