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Luxurious 8-Day Honeymoon in Tuscany

Viewed by 59 travelers

Day 1: Florence Arrival

Florence, Italy

1:00PM

Check-in at Hotel Brunelleschi

Upon arrival, settle into your luxurious suite with stunning views of the Florence Cathedral.
Travel from the airport directly to Hotel Brunelleschi.
EUR400, 2 hours

3:00PM

Explore Piazza della Signoria

Stroll through the historic square, admiring famous sculptures like the Fountain of Neptune.
Walking distance from the hotel.
Free, 1 hour

5:00PM

Visit Uffizi Gallery

Wander through one of the most important art museums in the world, featuring works by Botticelli and Michelangelo.
Walking distance from Piazza della Signoria.
EUR20, 2 hours

7:30PM

Dinner at La Giostra

Indulge in a romantic candlelit dinner with traditional Tuscan cuisine and local wines.
8-minute walk from Uffizi Gallery.
EUR120, 2 hours
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Day 2: Siena Exploration

Siena, Italy

8:00AM

Breakfast at Pasticceria Nannini

Start your day with delicious cornetti and espresso at this local favorite.
Drive from Florence to Siena.
EUR15, 1 hour

9:30AM

Visit Piazza del Campo

Admire the unique shell-shaped square and its stunning architecture.
Short drive or walk from breakfast location.
Free, 1 hour

11:00AM

Explore Siena Cathedral

Marvel at the Gothic architecture and beautiful interior of this UNESCO World Heritage site.
5-minute walk from Piazza del Campo.
EUR10, 1 hour

1:00PM

Lunch at Antica Osteria da Divo

Enjoy exquisite Tuscan dishes prepared with seasonal ingredients in a cozy atmosphere.
10-minute walk from the cathedral.
EUR60, 1.5 hours

3:00PM

Wine Tasting at Castello di Brolio

Relax while sampling world-class Chianti wines at a historic castle.
30-minute drive from lunch.
EUR25, 2 hours

7:00PM

Dinner at Osteria Le Logge

Savor a memorable dinner featuring fresh pasta and a selection of local cheeses.
30-minute drive back to Siena.
EUR80, 2 hours
Find Hotels in Siena

Day 3: San Gimignano Wonders

San Gimignano, Italy

8:00AM

Breakfast at Hotel

Enjoy a luxurious breakfast at your hotel before departing for San Gimignano.
On-site at the hotel.
Included, 1 hour

9:00AM

Travel to San Gimignano

Drive through beautiful Tuscan countryside to reach this medieval town.
1-hour drive from Siena to San Gimignano.
Fuel costs, 1 hour

10:30AM

Explore Historic Center

Wander through the narrow streets of this UNESCO World Heritage site, characterized by its towers.
Parking available at the entrance.
Free, 2 hours

12:30PM

Lunch at Trattoria da Fillipo

Enjoy traditional Tuscan dishes in a rustic setting with open views of the countryside.
Short walk from the historic center.
EUR50, 1.5 hours

2:00PM

Visit the San Gimignano 1300 Museum

Uncover the history of San Gimignano through stunning art and reconstructions.
10-minute walk from lunch.
EUR8, 1 hour

4:00PM

Enjoy Gelato at Gelateria Dondoli

Treat yourself to award-winning gelato in the heart of San Gimignano.
Close to the museum.
EUR5, 30 minutes

6:00PM

Check-in at La Cisterna Hotel

Relax in your beautiful hotel room with views of the town's towers.
Walk to hotel from gelato shop.
EUR200, 1 hour

8:00PM

Dinner at Ristorante La Mandragola

Indulge in a romantic dinner under the stars at one of San Gimignano’s finest eateries.
Short walk from hotel.
EUR100, 2 hours
Find Hotels in San Gimignano

Day 4: Chianti Vineyards

Chianti, Italy

8:00AM

Breakfast at Hotel

Enjoy a delightful breakfast featuring fresh local products at La Cisterna.
On-site at the hotel.
Included, 1 hour

9:00AM

Drive to Chianti

Set off for a scenic drive through the picturesque Chianti region.
1-hour drive from San Gimignano to Chianti.
Fuel costs, 1 hour

10:30AM

Wine Tasting at Castello di Verrazzano

Experience a premium wine tasting session at this historic estate.
15-minute drive from the main road.
EUR40, 2 hours

1:00PM

Lunch at Ristorante La Cantinetta

Dine on homemade pasta paired with fresh Chianti wine in a charming restaurant.
10-minute drive from the winery.
EUR70, 1.5 hours

3:00PM

Explore Greve in Chianti

Discover the lovely town's square and local shops, perfect for Tuscan Tuscany souvenirs.
10-minute drive from lunch.
Free, 2 hours

5:00PM

Check-in at Hotel Villa Le Barone

Unwind in your luxurious accommodations surrounded by idyllic vineyards.
20-minute drive from Greve.
EUR300, 1 hour

7:30PM

Dinner at Osteria il Rintocco

Enjoy a sumptuous dinner featuring seasonal Tuscan dishes made with local ingredients.
10-minute drive from the hotel.
EUR90, 2 hours
Find Hotels in Chianti

Day 5: Charming Pienza

Pienza, Italy

8:00AM

Breakfast at Hotel

Savor a breakfast filled with the freshest local produce amid breathtaking views.
On-site at the hotel.
Included, 1 hour

9:30AM

Drive to Pienza

Enjoy the scenic views as you make your way to the charming town of Pienza.
1-hour drive from Chianti.
Fuel costs, 1 hour

10:30AM

Tour the Pienza Cathedral

Marvel at the beautiful Renaissance architecture of this UNESCO World Heritage site.
Parking available at the town entrance.
Free, 1 hour

12:00PM

Lunch at Trattoria Latte di Luna

Treat yourself to a delicious meal featuring Pienza's famous pecorino cheese.
Short walk from the cathedral.
EUR50, 1.5 hours

1:30PM

Explore the Gardens of Pienza

Enjoy a romantic walk through the beautiful Renaissance gardens overlooking the Val d'Orcia.
5-minute walk from the restaurant.
EUR5, 1.5 hours

3:30PM

Wine Tasting at a Local Vineyard

Experience a bespoke wine tasting tailored to your tastes at a beautiful vineyard.
10-minute drive from the gardens.
EUR30, 2 hours

6:00PM

Check-in at Hotel Corsignano

Settle into your luxurious room that reflects Tuscan charm.
10-minute drive from the vineyard.
EUR180, 1 hour

8:00PM

Dinner at Ristorante La Porta

Enjoy dinner on the terrace with panoramic views of the stunning surrounding landscape.
Short drive from the hotel.
EUR85, 2 hours
Find Hotels in Pienza

Day 6: Montepulciano's Delights

Montepulciano, Italy

8:00AM

Breakfast at Hotel

Enjoy a sumptuous breakfast featuring local delicacies, right outside your room.
On-site at the hotel.
Included, 1 hour

9:00AM

Drive to Montepulciano

Travel to the charming hilltop town of Montepulciano known for its Vino Nobile.
30-minute drive from Pienza.
Fuel costs, 30 minutes

9:30AM

Explore the Historic Center

Wander the narrow streets adorned with Renaissance buildings and panoramic vistas.
Parking available in the town.
Free, 1.5 hours

11:00AM

Wine Tasting at Avignonesi

Experience a premium tasting of Vino Nobile wines at this renowned winery.
10-minute drive from the center.
EUR40, 2 hours

1:30PM

Lunch at Osteria Acquacheta

Savor hearty Tuscan fare in a rustic atmosphere, famous for its Tuscan steaks.
15-minute drive from the winery.
EUR60, 2 hours

3:30PM

Visit the Fortress of Montepulciano

Explore the ancient fortress and enjoy breathtaking views of the valley below.
Short drive from lunch.
Free, 1 hour

5:00PM

Check-in at Hotel Meuble Il Riccio

Relax in your elegant room with stunning views of the countryside.
10-minute drive from the fortress.
EUR150, 1 hour

8:00PM

Dinner at Ristorante La Grotta

Indulge in rich Italian flavors while enjoying the ambiance of this charming restaurant.
Walk from the hotel.
EUR90, 2 hours
Find Hotels in Montepulciano

Day 7: Cortona Charm

Cortona, Italy

8:00AM

Breakfast at Hotel

Delight in a breakfast of fresh pastries and coffee at Hotel Meuble Il Riccio.
On-site at the hotel.
Included, 1 hour

9:30AM

Drive to Cortona

Embrace the picturesque drive to Cortona, known for its Etruscan history.
1-hour drive from Montepulciano.
Fuel costs, 1 hour

10:30AM

Explore the Etruscan Museum

Discover the rich history and artifacts of the Etruscan civilization.
Parking available nearby.
EUR10, 1.5 hours

12:00PM

Lunch at Osteria del Teatro

Savor traditional Tuscan dishes prepared with love within a charming setting.
10-minute walk from the museum.
EUR50, 1.5 hours

1:30PM

Stroll Through Cortona's Streets

Wander the charming streets of Cortona, soaking in the picturesque views and unique shops.
Walk around the historic center.
Free, 2 hours

4:00PM

Check-in at Villa di Piazzano

Enjoy the peaceful surroundings of this stunning villa set in the rolling hills.
10-minute drive from the center.
EUR250, 1 hour

7:00PM

Dinner at Locanda al Ponte

Embrace rustic yet elegant dining with a selection of famous Tuscan wines.
5-minute drive from the villa.
EUR70, 2 hours
Find Hotels in Cortona

Day 8: Return to Florence

Florence, Italy

8:00AM

Breakfast at Hotel

Enjoy your final sumptuous breakfast at Villa di Piazzano.
On-site at the hotel.
Included, 1 hour

10:00AM

Drive back to Florence

Head back to Florence to relish the final moments of your romantic getaway.
1.5-hour drive from Cortona.
Fuel costs, 1.5 hours

11:30AM

Visit the Accademia Gallery

Admire Michelangelo's famous statue of David among other masterpieces.
Parking available nearby.
EUR12, 2 hours

1:30PM

Lunch at Trattoria Mario

Experience authentic Florentine cuisine in a lively atmosphere.
Walking distance from the Accademia Gallery.
EUR40, 1.5 hours

3:00PM

Last-minute Shopping on Via de' Tornabuoni

Explore this luxurious street filled with high-end boutiques for souvenirs.
5-minute walk from lunch.
Variable, 2 hours

6:00PM

Departure

Bid farewell to Tuscany as you head to the airport for your journey home filled with cherished memories.
Drive to the airport from Florence.
Variable, 1 hour
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