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Tuscany’s Timeless Romance: A Honeymoon Through Florence and the Vineyards

Italy
Tuscany’s Timeless Romance: A Honeymoon Through Florence and the VineyardsTuscany’s Timeless Romance: A Honeymoon Through Florence and the VineyardsTuscany’s Timeless Romance: A Honeymoon Through Florence and the VineyardsTuscany’s Timeless Romance: A Honeymoon Through Florence and the Vineyards
Duration
10 days
Accommodation
Standard
Ages
18-99 yrs
Locations
Florence

Embrace the magic of Tuscany, where art, culture and nature meet to create the perfect backdrop for your honeymoon. From the stunning streets of Florence, home to Renaissance masterpieces, to the serene hills of Chianti, this ten-day journey invites you to explore the beauty of Italy at a slow and intimate pace. Enjoy private cooking classes, wine tastings and romantic dinners by the countryside. Each day brings new moments of connection, whether it's a sunset walk through medieval towns or a quiet evening under the stars. This is a honeymoon where every detail is thought to make your love story even more unforgettable.

What's included

Private airport pick-up and hotel transfers
Private transfers between cities 
Train tickets
Guided tours
Entrance fees to historical sites
Meals & dining (on specific destinations)
International flights
Travel Insurance
Personal expenses

Itinerary

Day 1 – Arrival in Florence

Arrive at Florence Airport, where your driver will meet you and escort you to your charming boutique hotel in the city center. Once you have settled in and gone through check-in, give yourself a moment to unwind before stepping out again. A quiet stroll along the old stone roads will lead you to Piazza della Signoria, just as daylight fades. Floating across the Arno, Ponte Vecchio glimmers under twilight lights. Music drifts from buskers perched at gold bar windows. 

As stars begin to show, raise a glass of prosecco near the river's edge. Once done, head to a rooftop restaurant serving tasty meals while taking in wide views of the Duomo spread across the city skyline.

Inclusions:
- Private transfer from Florence Airport to hotel
- Accommodation in a central boutique hotel
- Welcome dinner with panoramic city views

Florence
Day 2 – Florence’s Art and Renaissance Heritage

Start your day with a private guided tour of Florence’s iconic landmarks. Visit the Uffizi Gallery to admire Botticelli’s *The Birth of Venus* and Michelangelo’s *David* at the Accademia, two of the most famous art museums in the world. 

Continue your trip through the Oltrarno district, where street workers still create leather goods and jewelry by hand. Spend the afternoon at leisure, perhaps enjoying a gelato at Piazza Santa Croce before dining at a romantic osteria hidden in the city’s quiet streets. Florence’s art, architecture and rich history will leave you speechless.

Inclusions:
- Private art and city tour with a licensed guide
- Skip-the-line museum tickets
- Leisure time for shopping or exploration

Florence Academia
Day 3 – Cooking, Wine and a Sunset Walk

Start your day with a private cooking class, where you’ll learn how to prepare traditional Tuscan dishes like fresh pasta and tiramisu, guided by a local chef. Once you’ve savored what's on your plate, head out into the late morning toward Piazzale Michelangelo. Its wide space opens up stunning sights of Florence stretching across the horizon.

As daylight fades, raise a glass of prosecco while the sky turns soft gold over rooftops and streets below. With darkness settling in, take your time strolling through Florence when it's still and dim, letting quiet moments unfold among ancient stone walls lit only by starlight.

Inclusions:
- Private cooking class and lunch
- Guided walk to Piazzale Michelangelo
- Prosecco toast at sunset

Florence walk
Day 4 – Into the Tuscan Countryside

After breakfast, your private driver will take you into the rolling hills of Tuscany. Stop in the medieval town of San Gimignano, famous for its ancient towers and delicious gelato. Continue to your countryside estate in the Chianti region, where you’ll stay in a beautifully restored farmhouse surrounded by vineyards. 

Spend the evening by the pool, taking in the stunning views or enjoy a wine-paired dinner prepared by the estate’s chef, tasting the rich flavors of Tuscan cuisine in a beautiful environment. As the sun sets, enjoy a peaceful evening under the stars.

Inclusions:
- Private transfer from Florence to the Chianti region
- Guided visit to San Gimignano
- Dinner and wine at the countryside estate

Tuscany landscape
Day 5 – Chianti Villages and Wine Roads

Starting the day, step into the famous Chianti wine area through a complete morning-to-evening private trip. Meet owners at small wineries, taste Sangiovese reds while learning about Tuscan olive oil. Wander into Greve first, then head to Castellina, both buzzing with cozy cafes, village stalls and rolling hills just beyond the windows. 

Lunch comes through eating at a farmstead cafe where vineyards stretch out in wide sweeps. Following that, head back to your accommodation. Spend the quiet evening gazing up at the sky, thinking back on time spent in Tuscany, at peace among rolling fields.

Inclusions:
- Private driver for full-day tour
- Wine tastings at two local wineries
- Lunch at farmhouse restaurant

Day 6 – Siena and Tuscan Traditions

Step into Siena today, where old stone buildings stand beneath heavy sky. Walk through Piazza del Campo just before dawn, when shadows still stretch across mossy flags. The race that happens here once each summer draws loud crowds without flashiness. 

Nearby rises the Duomo! Its walls are carved from bands of white, red and green marble. Enjoy lunch at a local trattoria near the town wall. Taste traditional dishes like ribollita and pici pasta. 

When heading back, pause by the cypress trees standing along the roads. Their silhouette defines much of Tuscany’s view. In the evening, enjoy a romantic dinner either at your estate or in nearby Radda in Chianti.

Inclusions:
- Private driver and guided visit in Siena
- Lunch in a local trattoria
- Evening at leisure

Siena Duomo
Day 7 – Thermal Spa Day in the Val d’Orcia

The schedule of the day wants you to head south into Val d’Orcia, where soft hills stretch beneath clear skies and warm springs rise from the earth. In the old village of Bagno Vignoni, time slows as you share quiet moments beside hot springs. A joint spa session unfolds here, immersed in peace and surrounded by green fields stretching forever. 

Before returning home, detour through Montepulciano, its cellars invite you in for a round of Vino Nobile, the kind that tells its story without words. Back at your accommodation now, settling into the quiet of evening, get a drink in hand, sky overhead, just time to breathe after all that.

Inclusions:
- Private driver and entry to thermal spa
- Wine tasting in Montepulciano
- Couples’ spa experience

Bagno Vignoni
Day 8 – Leisure Day at the Estate

A quiet morning stretches ahead, no rush to go anywhere. Lie under the sun's warm light while the garden sleeps. Instead of walking, try sitting still by the pool's edge. Breathes get slower when days slow down too. You may choose to take an optional horseback ride through the vineyards or a short bike ride through nearby villages.

When night falls, your hosts will prepare a private candlelit dinner in the garden with soft melodies from Tuscan filling the air while you sip on regional wines, wrapped in warm shadows where time seems to slow.

Inclusions:
- Breakfast and leisure day
- Optional horseback or cycling activity
- Private romantic dinner at the estate

Day 9 – Return to Florence and Farewell Evening

After a leisurely breakfast, head back to Florence for your final night in Italy. Check into your hotel and take some time for last-minute shopping or to visit any favorite spots you may have missed. 

In the evening, enjoy a farewell dinner overlooking the Arno River, reflecting on your time in Tuscany and the many beautiful moments shared together during your honeymoon. Celebrate the memories you’ve created, from the rolling vineyards to the intimate moments spent in the Tuscan countryside.

Inclusions:
- Private transfer from the countryside to Florence
- Accommodation in Florence
- Farewell dinner overlooking the Arno River

Departure Florence
Day 10 – Departure from Florence

One more breakfast awaits you before your private driver brings you to Florence Airport. Flying back feels different because of what lingers: The way the light moved across Tuscan fields, the sound of old stone streets, the taste of something simple yet deep. This journey starts a new chapter, shaped quietly by still moments, laughter and hands held close. Later on, those green slopes, rusty rooftops and familiar faces will return without warning. Farewell Italy for now, carrying those quiet moments from your Italian dream trip deep inside.

Inclusions:
- Breakfast at hotel
- Private transfer to Florence Airport

Departure Day
From
$4,575
Start Date
Travelers
Adult (12+ years)
1
Children (2-12 years)
0
Infants (0-2 years)
0
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