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14-Day Romantic Italian Road Trip Adventure

Viewed by 59 travelers

Day 1: Arrive in Florence

Florence, Italy

10:00AM

Check-in at Dog-Friendly Hotel

Start your adventure by checking into Hotel Brunelleschi, a charming hotel in the heart of Florence that welcomes dogs.
From the airport, take a taxi or shuttle to the hotel.
EUR200, 1 hour

12:00PM

Lunch at Trattoria Mario

Enjoy exquisite Tuscan fare with a hearty pappa al pomodoro and their famous ribollita, all while your pup relaxes by your side.
A 10-minute walk from the hotel.
EUR50, 1.5 hours

2:00PM

Explore Florence

Stroll around the iconic Florence Cathedral, Piazza della Signoria, and Ponte Vecchio, soaking in the Renaissance atmosphere.
Walking tour of the nearby sights.
Free, 3 hours

6:00PM

Dinner at La Giostra

Savor a romantic candlelit dinner featuring their tender pear and pecorino ravioli and an authentic Florentine steak.
15-minute walk back towards the hotel.
EUR120, 2 hours
Find Hotels in Florence

Day 2: Art and History

Florence, Italy

8:00AM

Breakfast at Ditta Artigianale

Start your day with a delicious cappuccino and artisanal pastries, while enjoying the cozy ambiance.
A 15-minute walk from the hotel.
EUR30, 1 hour

9:00AM

Accademia Gallery Visit

Marvel at Michelangelo's David and other masterpieces at this iconic art museum.
10-minute walk from breakfast spot.
EUR12, 2 hours

12:00PM

Lunch at Mercato Centrale

Indulge in a variety of local foods from multiple stalls, sharing a selection of cured meats, cheeses, and fresh bread.
5-minute walk from the gallery.
EUR40, 1.5 hours

2:00PM

Uffizi Gallery Visit

Explore one of the most famous museums in the world, featuring works by Botticelli and da Vinci.
Just a short walk across the Ponte Vecchio.
EUR20, 3 hours

5:00PM

Piazzale Michelangelo

Take a sunset stroll up to this famous viewpoint to capture stunning panoramic views of Florence.
20-minute walk uphill from the gallery.
Free, 1 hour

7:00PM

Dinner at Osteria All'Antico Vinaio

Enjoy a casual dinner featuring their world-renowned schiacciata sandwiches, perfect for dining while relaxing with your dog.
20-minute stroll back to the hotel.
EUR50, 1.5 hours
Find Hotels in Florence

Day 3: Discovering Siena

Siena, Italy

8:00AM

Breakfast at the hotel

Fuel up with a hearty breakfast buffet featuring fresh fruits and local pastries before heading out.
Walk downstairs to the hotel restaurant.
Included, 1 hour

9:00AM

Drive to Siena

Embark on a scenic drive through the beautiful Tuscan countryside on your way to Siena.
Take the SR222 route, around 1.5 hours.
Fuel Cost EUR20, 1.5 hours

10:30AM

Explore Piazza del Campo

Admire the striking architecture of this UNESCO World Heritage site and enjoy the lively atmosphere.
Park nearby and walk to the square.
Free, 1 hour

11:30AM

Lunch at Antica Osteria da Divo

Experience Sienese cuisine with wild boar pici, set in a unique atmosphere carved into ancient Etruscan ruins.
Walking distance from Piazza del Campo.
EUR65, 2 hours

1:30PM

Visit Siena Cathedral

Explore this stunning cathedral with intricate marble floors and breathtaking frescos.
5-minute walk from lunch.
EUR8, 1.5 hours

3:00PM

Walk with the dog in the Orto Botanico

Stroll through the beautiful botanical garden while letting your dog enjoy the green surroundings.
15-minute walk from the cathedral.
Free, 1 hour

5:00PM

Dinner at Osteria Le Logge

Indulge in fresh pasta dishes and Sienese Chianti while watching the lively street life outside.
15-minute walk back towards the main square.
EUR80, 1.5 hours
Find Hotels in Siena

Day 4: Charming San Gimignano

San Gimignano, Italy

8:00AM

Breakfast at Hotel in Siena

Start your day with a fresh breakfast to fuel your upcoming adventures in San Gimignano.
Hotel restaurant.
Included, 1 hour

9:00AM

Drive to San Gimignano

Have a picturesque drive through vineyards and olive groves, embracing the beauty of Tuscany.
Just a 40-minute drive via SP1.
Fuel Cost EUR15, 40 minutes

10:00AM

Explore the towers of San Gimignano

Wander through the narrow streets and admire the impressive medieval towers that give this town its charm.
Park outside the city walls.
Free, 2 hours

12:00PM

Lunch at La Vecchia Napoli

Enjoy delicious wood-fired pizza, a specialty of the region, while your pup relaxes at a patio table.
Close to the town square.
EUR60, 1.5 hours

1:30PM

Visit the Collegiata di Santa Maria Assunta

Admire the stunning frescoes inside this notable church, witnessing the artistry of the Renaissance.
5-minute walk from lunch.
EUR5, 1 hour

3:00PM

Gelato tasting at Gelateria Dondoli

Indulge in some of the best gelato in Italy, winner of numerous awards.
Close to the church.
EUR10, 30 minutes

4:00PM

Drive to Pisa

Head to Pisa while taking in the scenic views of the Tuscan landscape.
About 1 hour via FI-PI-LI.
Fuel Cost EUR10, 1 hour

5:00PM

Dinner at Osteria dei Cavalieri

Taste traditional dishes like tortelli lucchese while sharing laughter over local wines.
5-minute walk from parking.
EUR70, 1.5 hours
Find Hotels in San Gimignano

Day 5: Iconic Pisa

Pisa, Italy

8:00AM

Breakfast at Hotel

Enjoy a lovely breakfast at your Pisa hotel, ready to explore the iconic attractions.
On-site dining.
Included, 1 hour

9:00AM

Visit the Leaning Tower of Pisa

Snap selfies at this world-famous structure and marvel at its unique architecture.
Walking distance from the hotel.
EUR20, 1 hour

10:00AM

Explore the Piazza dei Miracoli

Roam around the surrounding monuments, including the Cathedral and Baptistery, all in a stunning setting.
Walking within the same area.
EUR5, 1 hour

12:00PM

Lunch at Ristorante Da Guido

Savor delicious seafood dishes prepared with fresh, local ingredients.
20-minute walk from the piazza.
EUR60, 1.5 hours

1:30PM

Drive to Lucca

Transition to Lucca, a quaint city known for its charming walls and historic homes.
About 30 minutes via the SR12 road.
Fuel Cost EUR8, 30 minutes

2:00PM

Walk along Lucca's city walls

Take an enjoyable stroll along the ancient walls, which offer stunning views of the city.
Park nearby and access the walls.
Free, 1 hour

3:00PM

Explore Lucca’s historic center

Wander through charming streets filled with boutiques and cafes.
Walking distance from the walls.
Free, 2 hours

5:00PM

Dinner at Trattoria Da Leo

Enjoy authentic Luccan cuisine such as tortelli lucchese in a cozy atmosphere that welcomes dogs.
Close to the historic center.
EUR65, 1.5 hours
Find Hotels in Pisa

Day 6: Cinque Terre Adventure

Cinque Terre, Italy

8:00AM

Breakfast at Hotel

Have breakfast at your Lucca hotel, preparing for a lovely day ahead.
On-site dining.
Included, 1 hour

9:00AM

Drive to Cinque Terre

Journey towards the colorful coastal villages, excited for a day of adventure.
About 1.5 hours drive via SS1.
Fuel Cost EUR20, 1.5 hours

10:30AM

Visit Vernazza

Explore the picturesque village of Vernazza, known for its harbor and vibrant houses.
Park at designated areas and walk into the town.
Free, 2 hours

12:30PM

Lunch at Ristorante Belforte

Dine with spectacular views while enjoying fresh seafood and traditional Ligurian dishes.
Near the harbor in Vernazza.
EUR80, 1.5 hours

2:00PM

Hike to Monterosso al Mare

Walk the trail between Vernazza and Monterosso, surrounded by stunning coastal views.
Trailhead starts in Vernazza.
Free, 2 hours

4:00PM

Relax on Monterosso Beach

Spend time on the beach relaxing or swimming with your dog by your side.
5-minute walk from the trail's end.
Free, 1.5 hours

5:30PM

Enjoy Sunset at Monterosso

Take in the breathtaking sunset while reflecting on your adventurous day.
Beachfront area.
Free, 1 hour

7:00PM

Dinner at Ristorante Al Carugio

Indulge in Cucina di Mare specialties while dining al fresco in a cozy atmosphere.
Walking distance from the beach.
EUR70, 1.5 hours
Find Hotels in Cinque Terre

Day 7: Relax in Genoa

Genoa, Italy

8:00AM

Breakfast at the hotel in Monterosso

Savor your breakfast while enjoying the sea view before heading to Genoa.
On-site dining.
Included, 1 hour

9:00AM

Drive to Genoa

Set off for Genoa, known for its rich maritime history and vibrant culture.
Approx. 1.5 hours via SS1.
Fuel Cost EUR20, 1.5 hours

10:30AM

Explore Genoa's Old Town

Wander through narrow medieval streets, discovering shops, cafes, and historic buildings.
Park nearby the old town.
Free, 2 hours

12:30PM

Lunch at Trattoria Gozzi

Enjoy traditional Genoese dishes such as trofie al pesto, a local specialty.
Walking distance within the old town.
EUR60, 1.5 hours

2:00PM

Visit the Aquarium of Genoa

Discover the fascinating marine life at one of the largest aquariums in Europe.
15-minute walk from the restaurant.
EUR30, 2 hours

4:00PM

Relax at Acquario Village

Enjoy a leisurely walk along the waterfront and perhaps a coffee at one of the cute cafes.
Just outside the aquarium.
EUR10, 1.5 hours

5:30PM

Drive to Portofino

Travel to the stunning seaside village of Portofino, famous for its picturesque harbor.
About 40 minutes drive via the SS1.
Fuel Cost EUR10, 40 minutes

6:30PM

Dinner at Ristorante Puny

Relish exquisite seafood cuisine while overlooking the beautiful harbor.
Walking distance from where you park.
EUR100, 1.5 hours
Find Hotels in Genoa

Day 8: Charming Portofino

Portofino, Italy

8:00AM

Breakfast at Hotel

Start your day with a delightful breakfast, preparing for a fun-filled day in Portofino.
On-site dining.
Included, 1 hour

9:00AM

Explore the harbor

Explore the picturesque harbor and shop for local crafts and goods in the quaint boutiques.
Walking distance from your accommodation.
Free, 2 hours

11:00AM

Visit Castello Brown

Enjoy stunning views of Portofino and its bay from this historic fortress.
Short walk uphill from the harbor.
EUR5, 1 hour

12:30PM

Lunch at Da I Gemelli

Enjoy a fantastic meal featuring fresh seafood and local pasta specialties, seated in a beautiful terrace.
Back in the harbor area.
EUR70, 1.5 hours

2:00PM

Boat tour to San Fruttuoso

Take a scenic boat trip to San Fruttuoso, a stunning beach cove worth exploring.
Boarding point near the harbor.
EUR30, 2 hours

4:00PM

Relax at San Fruttuoso Beach

Unwind by the beach, enjoying the sun and sea with your furry friend.
Access and relax at the beach.
Free, 1.5 hours

5:30PM

Return to Portofino

Take the boat back to Portofino, with stunning views of the coastline.
Boarding point in San Fruttuoso.
Included with lunch., 30 minutes

6:30PM

Dinner at Il Piastrino

Dine on delicious local pizza while soaking in the enchanting atmosphere of Portofino at night.
Short walking distance from the harbor.
EUR80, 2 hours
Find Hotels in Portofino

Day 9: Cultural Milan

Milan, Italy

8:00AM

Breakfast at Hotel

Refuel with a tasty hotel breakfast before you drive to Milan.
On-site dining.
Included, 1 hour

9:00AM

Drive to Milan

Get ready to explore the fashion capital of Italy on your way to Milan.
About 2 hours via the A7.
Fuel Cost EUR25, 2 hours

11:00AM

Visit the Duomo of Milan

Marvel at the stunning Gothic architecture of this iconic cathedral and explore its rooftop.
Walking distance from parking.
EUR15, 2 hours

1:00PM

Lunch at Piz

Relish delicious wood-fired pizza in this popular and casual pizzeria while your dog enjoys the outdoor seating.
Close to the Duomo.
EUR50, 1 hour

2:00PM

Explore Galleria Vittorio Emanuele II

Shop in the historic shopping gallery with its stunning architecture and upscale boutiques.
Adjacent to the Duomo.
Free, 1.5 hours

4:00PM

Visit Sforza Castle

Wander around the castle grounds and its museums, a beautiful blend of history and culture.
Short drive from Galleria.
EUR10, 2 hours

6:00PM

Dinner at Ristorante Casa Tua

End your day in Milan with an exquisite dinner featuring risotto alla Milanese in a cozy, dog-friendly setting.
Close to your hotel.
EUR90, 2 hours
Find Hotels in Milan

Day 10: Scenic Lake Como

Lake Como, Italy

8:00AM

Breakfast at Hotel

Enjoy a leisurely breakfast before exploring the beautiful surroundings of Lake Como.
Personal hotel dining.
Included, 1 hour

9:00AM

Drive to Lake Como

Head to the enchanting Lake Como, a popular destination known for its stunning scenery.
About 1.5 hours via the A9.
Fuel Cost EUR20, 1.5 hours

10:30AM

Take a ferry ride to Bellagio

Experience the breathtaking views from the water as you head to the charming village of Bellagio.
Boarding point from Varenna.
EUR15, 1 hour

11:30AM

Explore Bellagio

Wander through the picturesque streets of Bellagio and shop at artisan boutiques.
Walking distance from where the ferry docks.
Free, 2 hours

1:30PM

Lunch at Ristorante La Punta

Dine with splendid views of the lake while savoring fresh local dishes.
Close to the ferry dock.
EUR70, 1.5 hours

3:00PM

Visit Villa Melzi Gardens

Stroll through the enchanting gardens and enjoy the immaculate landscapes.
5-minute walk from the restaurant.
EUR6, 1 hour

4:30PM

Ferry ride back to Varenna

Enjoy another scenic view as you ferry back to Varenna.
Boarding point in Bellagio.
EUR15, 1 hour

5:30PM

Drive back to Milan

Head back to Milan after a wonder-filled day at Lake Como.
Approx. 2 hours drive.
Fuel Cost EUR25, 2 hours

7:30PM

Dinner at Ristorante Trattoria Milanese

Indulge in hearty local dishes with delightful ambience, perfect for finishing your day.
Walking distance from your Milan hotel.
EUR80, 2 hours
Find Hotels in Lake Como

Day 11: Romantic Verona

Verona, Italy

8:00AM

Breakfast at Hotel

Enjoy a delightful breakfast before departing for the romantic city of Verona.
On-site dining.
Included, 1 hour

9:00AM

Drive to Verona

Set forth towards the beautiful city known for Shakespeare's Romeo and Juliet.
About 2 hours drive via A4.
Fuel Cost EUR25, 2 hours

11:00AM

Visit Juliet's House

Experience the romance of Verona by visiting the famed balcony of Juliet.
Short walk from where you park.
EUR10, 1 hour

12:30PM

Lunch at Trattoria Al Pompiere

Taste traditional dishes like risotto and local wines in a charming setting.
Close to Juliet’s House.
EUR70, 1.5 hours

2:00PM

Explore Piazza delle Erbe

Wander through this lively square, browsing local markets and enjoying the ambiance.
5-minute walk from the restaurant.
Free, 1.5 hours

3:30PM

Visit the Verona Arena

Marvel at this ancient Roman amphitheater and the stunning architecture.
10-minute walk from the piazza.
EUR10, 1 hour

5:00PM

Relax in Giardino Giusti

Unwind in this beautiful garden, perfect for letting your dog play and relax.
15-minute walk from the arena.
EUR6, 1 hour

6:30PM

Dinner at Osteria Le Vecete

Savor delicious local pastas and wines amid a romantic atmosphere.
20-minute walk back to the center.
EUR70, 1.5 hours
Find Hotels in Verona

Day 12: Enchanting Venice

Venice, Italy

8:00AM

Breakfast at Hotel

Fuel up with a tasty breakfast, mentally preparing for a day wandering the canals of Venice.
On-site dining.
Included, 1 hour

9:00AM

Drive to Venice

Embark on your journey to the magical city of Venice, famed for its winding canals and bridges.
Approximately 1.5 hours drive via A4.
Fuel Cost EUR20, 1.5 hours

10:30AM

Boat ride to St. Mark’s Square

Arrive in Venice by water taxi, awe-struck by the beautiful canals.
Park at the designated area and catch a taxi.
EUR20, 30 minutes

11:00AM

Explore St. Mark's Basilica

Marvel at the detailed mosaics and breathtaking architecture of this iconic basilica.
A short walk from where you disembark.
EUR5, 1.5 hours

12:30PM

Lunch at Bacareto da Lele

Taste traditional Venetian cicchetti while enjoying the outdoor seating with your pup.
Close to the basilica.
EUR40, 1 hour

1:30PM

Visit the Doge's Palace

I've always wanted to explore the grand history and secrets held within the walls of this palace.
Just next door to the basilica.
EUR25, 1.5 hours

3:00PM

Take a Gondola Ride

Indulge in a romantic gondola ride navigating the enchanting canals of Venice.
Board at various locations nearby.
EUR80, 30 minutes

4:00PM

Explore the Rialto Bridge

Wander around this iconic landmark, filled with shops and cafes that showcase Venetian culture.
Walk 10 minutes from the gondola ride location.
Free, 1 hour

5:00PM

Dinner at Osteria Al Mascaron

Enjoy seafood dishes paired with local wines, while soaking in the charm of Venetian evenings.
Walking distance from the Rialto.
EUR70, 1.5 hours
Find Hotels in Venice

Day 13: Bologna Delights

Bologna, Italy

8:00AM

Breakfast at Hotel

Start your day with a delightful breakfast before making your way to Bologna.
On-site dining.
Included, 1 hour

9:00AM

Drive to Bologna

Set your sights on Bologna, renowned for its culinary excellence, less than 2 hours away.
About 1.5 hours via A13.
Fuel Cost EUR20, 1.5 hours

10:30AM

Visit Piazza Maggiore

Discover the heart of Bologna as you explore its historic center filled with cafes and shops.
Park nearby the square.
Free, 1 hour

11:30AM

Lunch at Trattoria AnnaMaria

Delight in classic Bolognese ragu with handmade pasta at this local favorite.
Close to Piazza Maggiore.
EUR60, 1.5 hours

1:00PM

Explore the Two Towers

Climb up the Torre degli Asinelli for breathtaking views over the city.
Just a short walk from lunch.
EUR5, 1 hour

3:00PM

Relax in Giardini Margherita

Take a leisurely stroll through this beautiful park, perfect for your pup to enjoy.
10-minute walk from the towers.
Free, 1.5 hours

4:30PM

Visit Museo di Storia di Bologna

Explore the history and culture of Bologna through its extensive exhibits.
Close to the park.
EUR8, 1.5 hours

6:00PM

Dinner at Trattoria di Via Serra

Cap off your Italian adventure with a fantastic final dinner featuring local specialties.
Takes around 15 minutes to reach by car.
EUR70, 1.5 hours
Find Hotels in Bologna

Day 14: Departure

Bologna, Italy

8:00AM

Breakfast at Hotel

Enjoy your last breakfast in Italy with wonderful memories flooding your mind.
On-site dining.
Included, 1 hour

9:00AM

Check-out and drive to Bologna Airport

Pack your bags filled with sweet souvenirs as you make your way to the airport.
About 15-minutes drive.
Free, 15 minutes

11:30AM

Departure

Fly home after an unforgettable Italian adventure filled with love, culture, and scrumptious food.
Arrive at Bologna airport and check-in.
N/A, 1.5 hours
Find Hotels in Bologna
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