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8-Day Romantic Honeymoon in Nature - Italy
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8-Day Romantic Honeymoon in Nature - Italy
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Day 1: Florence Exploration
Florence, Italy
9:00AM
Breakfast at Caffè Gilli
Start your day with a delightful pastry and cappuccino at the charming Caffè Gilli, a favourite among locals.
Located in Piazza della Repubblica, just a short walk from the Duomo.
EUR15, 1 hour
10:30AM
Explore the Uffizi Gallery
Wander through the world-famous Uffizi Gallery, home to masterpieces by Botticelli and da Vinci.
Just a 15-minute walk from Caffè Gilli.
EUR20, 2 hours
1:00PM
Lunch at Trattoria Mario
Enjoy authentic Tuscan cuisine at Trattoria Mario, known for its delicious pastas and welcoming atmosphere.
A 10-minute walk from the Uffizi Gallery.
EUR40, 1.5 hours
3:00PM
Visit Piazzale Michelangelo
Stroll up to Piazzale Michelangelo for panoramic views of Florence that will take your breath away.
A scenic 30-minute walk uphill or a short taxi ride from Trattoria Mario.
Free, 1 hour
7:00PM
Dinner at Osteria Vini e Vecchi Sapori
Indulge in a romantic dinner with traditional Florentine dishes in a quaint setting.
Located a 15-minute walk from Piazzale Michelangelo.
EUR70, 2 hours
Find Hotels in Florence
Day 2: Chianti Wine Route
Chianti, Italy
8:00AM
Breakfast at your hotel
Enjoy a hearty breakfast at your hotel before heading on your wine adventure.
Prepare for the day's journey.
Included, 1 hour
9:30AM
Winery Tour at Castello di Ama
Take a guided tour of the stunning Castello di Ama winery and taste exquisite Chianti wines.
A 30-minute drive from Florence.
EUR30, 2 hours
12:30PM
Lunch at Ristorante La Cantina
Savour a delicious meal paired with local wines at this rustic restaurant amidst the vineyards.
Located close to Castello di Ama.
EUR60, 1.5 hours
2:30PM
Explore Greve in Chianti
Wander through the charming village of Greve, check out local shops, and enjoy the picturesque scenery.
A 15-minute drive from the restaurant.
Free, 2 hours
6:00PM
Dinner at Osteria di Passignano
End your day with a fine dining experience offering gourmet Italian dishes in a tranquil setting.
A 20-minute drive from Greve.
EUR80, 2 hours
Find Hotels in Chianti
Day 3: Charming San Gimignano
San Gimignano, Italy
8:00AM
Breakfast at Pasticceria dondoli
Start your day with a delightful breakfast at this famous pastry shop known for its world-class gelato.
A 30-minute drive from Chianti.
EUR20, 1 hour
9:30AM
Explore San Gimignano Towers
Climb the Torre Grossa for the best views over the medieval town and surrounding countryside.
Within walking distance from the pastry shop.
EUR10, 1.5 hours
12:00PM
Lunch at Osteria La Stella
Enjoy a traditional Tuscan lunch with local specialities at this cosy eatery.
A short walk from the towers.
EUR50, 1.5 hours
2:00PM
Visit San Gimignano’s Wine Museum
Learn about the history of wine production in the region and sample some local Vernaccia.
Located nearby the restaurant.
EUR7, 1 hour
6:00PM
Dinner at Ristorante Perucolo
Wrap up your day with dinner featuring seasonal and local ingredients in a romantic ambiance.
A 10-minute walk from the museum.
EUR70, 2 hours
Find Hotels in San Gimignano
Day 4: Beautiful Siena
Siena, Italy
8:00AM
Breakfast at Bar Pasticceria Nannini
Enjoy a sweet pastry and coffee at this historic bakery, famous for its ricciarelli cookies.
A 30-minute drive from San Gimignano.
EUR15, 1 hour
9:30AM
Visit the Piazza del Campo
Take in the beauty of this UNESCO World Heritage site and enjoy the vibrant atmosphere.
A short walk from the bakery.
Free, 1.5 hours
12:00PM
Lunch at La Taverna di san Giuseppe
Savour traditional Sienese dishes in a rustic setting with stunning cave-like interiors.
A 5-minute walk from the piazza.
EUR60, 1.5 hours
2:00PM
Explore Siena Cathedral
Marvel at the stunning Gothic architecture of the Duomo and its remarkable interior.
Located just next to the taverna.
EUR10, 2 hours
5:00PM
Dinner at Ristorante Il Salotto
End your day with a romantic dinner featuring local wines and a creative menu.
A 10-minute walk from the cathedral.
EUR70, 2 hours
Find Hotels in Siena
Day 5: Scenic Val d'Orcia
Val d'Orcia, Italy
8:00AM
Breakfast at Hotel
Enjoy a leisurely breakfast, taking in the picturesque views of the Val d'Orcia countryside.
Have breakfast at your hotel.
Included, 1 hour
9:30AM
Visit Pienza
Stroll through the charming streets of Pienza, sampling local pecorino cheese.
A 30-minute drive through stunning landscapes.
Free, 2 hours
12:00PM
Lunch at Trattoria Latte di Luna
Savor a delicious meal in this quaint eatery, known for its homemade pasta.
Located in Pienza.
EUR50, 1.5 hours
2:00PM
Explore Bagno Vignoni's Thermal Pools
Relax in a thermal spa town known for its unique pool built right in the piazza.
A 20-minute drive from Pienza.
EUR20, 2 hours
5:00PM
Dinner at Ristorante Il Bandito
Finish your day with an exquisite dinner featuring local ingredients and great wines.
A scenic 30-minute drive back to Montepulciano.
EUR75, 2 hours
Find Hotels in Val d'Orcia
Day 6: Charming Cortona
Cortona, Italy
8:00AM
Breakfast at Bar Fufluns
Start your day with a rich Italian breakfast at this lovely café in Cortona.
A 40-minute drive from Val d'Orcia.
EUR15, 1 hour
9:30AM
Explore Cortona's Historic Centre
Wander through the charming cobblestone streets and enjoy the stunning views over the valley.
Within walking distance from the café.
Free, 2 hours
12:30PM
Lunch at Osteria del Teatro
Enjoy a delightful meal featuring local produce in this quaint restaurant.
A 10-minute walk from the historic centre.
EUR50, 1.5 hours
2:00PM
Visit the Diocesan Museum
Explore the remarkable art collection showcasing the works of the local Renaissance masters.
A short walk from the restaurant.
EUR8, 1 hour
5:30PM
Dinner at Ristorante La Bucaccia
Dine on mouthwatering dishes in a cosy, intimate setting complete with a charming atmosphere.
Located within the town.
EUR65, 2 hours
Find Hotels in Cortona
Day 7: Lake Como Getaway
Lake Como, Italy
8:00AM
Breakfast at Hotel
Enjoy breakfast at your hotel before your scenic drive to Lake Como.
Prepare for your road trip, approximately a 2-hour drive.
Included, 1 hour
10:00AM
Visit Bellagio
Explore the beautiful town of Bellagio, often referred to as the 'Pearl of Lake Como'.
A quick ferry ride from Varenna, a 30-minute drive from your hotel.
EUR15, 2 hours
12:30PM
Lunch at Trattoria San Giacomo
Enjoy lakeside dining, being treated to delicious, fresh fish and other local specialties.
Located in Bellagio.
EUR65, 1.5 hours
3:00PM
Explore Villa Melzi Gardens
Wander through the stunning gardens and enjoy breathtaking views of the lake.
A short walk from the restaurant.
EUR8, 1.5 hours
6:00PM
Dinner at Ristorante La Punta
Dine with a beautiful lake view, offering a delectable menu featuring regional dishes.
A 15-minute ferry ride to Lenno.
EUR75, 2 hours
Find Hotels in Lake Como
Day 8: Discover Milan
Milan, Italy
8:00AM
Breakfast at Pavè
Indulge in freshly baked pastries and coffee before heading to explore Milan.
A 1.5-hour drive from Lake Como.
EUR20, 1 hour
9:30AM
Visit the Duomo di Milano
Marvel at the iconic Milan Cathedral and take photos from the rooftop terrace.
A 10-minute walk from Pavè.
EUR15, 2 hours
12:00PM
Lunch at Luini
Savour delicious panzerotti at this famed eatery, a local favourite.
A 5-minute walk from the Duomo.
EUR10, 1 hour
1:30PM
Explore Galleria Vittorio Emanuele II
Stroll through this famous shopping gallery, marvel at its architecture, and indulge in some window shopping.
Located just next to Luini.
Free, 1.5 hours
4:00PM
Dinner at Ristorante Cracco
End your romantic Italian journey with a fine dining experience, offering contemporary twists on classic dishes.
A 10-minute walk from Galleria.
EUR150, 2 hours
Find Hotels in Milan
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Itinerary created by
Plantrip Team
September 11, 2024
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