2 days, 1 Night
Gissel & Brett
Tuscany Experience

Post Wedding

May 28 & 29, 2026

Price

$1,000

All Inclusive package including accommodation, transportation, wine tastings, expert led tours

Pick-up from wedding venue
Drop off in Florence

*Price per person

Book Now

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Itinerary

Day 1 – Montalcino & Val d’Orcia

• Pickup by driver and wine educator/guide from wedding venue at checkout

• Scenic drive to Montalcino

• Wine Tasting, Tour & Lunch at Le Ripi

• Wine Tasting and Tour at La Fornace

• Drive through Val d’Orcia toward Montepulciano, with photo stops along the way

• Stop in Pienza for free time and exploration

• Check-in at accommodation in Montepulciano

• Group Dinner at a local farmhouse/olive grove

Day 2 – Montepulciano, Cortona & Florence

• Morning free time & breakfast at accommodation

• Wine Tasting & History Tour at Contucci, Montepulciano

• Lunch & Free time to explore Montepulciano

• Wine Tasting & Tour at Iviti, Cortona

• Free time in Cortona

• Scenic drive back to Florence

• Drop off in Florence

Optional – Early Departure:

For those that need or want to leave early, we can organize private transport directly to Florence

(Same price of full tour applies for private transport of early departure)

• Morning free time & breakfast at accommodation

• Depart Montepulciano directly for Florence

• Drop off in Florence by early afternoon

All-Inclusive Notes:

• Private driver and wine guide throughout

• All wine tastings & tours included

• Accommodation for one night in Montepulciano

• Transportation between locations and scenic stops

Important Notes:

Each van has a maximum capacity of 8 people.
Minimum amount of guests required to a van is 4 people.
A deposit of $500 per person is required to secure your booking.
• Guests will receive an invoice for the remaining balance, due May 1.

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Highlights:

4 Winery Visits - tastings/tours with the producers

Experience the ever changing Terroir of Tuscany like never before. Indulge in different expressions of numerous grape varietals as we travel across multiple microclimates and Italian wine denominations of Cortona, Montalcino, and Montepulciano. Learn about the stories and history of 4 different families of the Chiana and Val d'Orcia valleys while you quench your wine thirst.

Authentic & Rustic Meals

Enjoy Italian food like never before. Satisfy your need for cheese & pasta as we explore Val d'Orcia and Val di Chiana, two valleys famous for pecorino and handmade Pici . In the evening, we will be eating the true Italian way, local and seasonal. Cuisine in Val d'Orcia is every sense of the word, rustic.

Visits to 4 towns across Val d'Orcia and Val di Chiana

On a ride through Tuscany, you will quickly discover that straight lines hardly exist. Roads whip back and forth, up and down, whilst passing through farmland, forests, medieval towns, olive groves and of course, vines. It is so easy to fall deeply in love with Tuscany, as this stunning landscape is not only one of the most romantic destinations on Earth, but one of the most diverse.

Moments Crafted Together

Your journey is led by a professional guide and sommelier, crafting a seamless and immersive experience. More than just a tour, this is the Grapestained way. Sharing stories, connecting people, and creating moments together that you’ll remember long after the last sip is

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Book the Post-Wedding Tour

Click below to reserve your spot(s) on our Post Gissel & Brett Wedding Tuscany Experience. You will be required to pay a deposit of $500 per person upon reservation (If you are reserving for a group of 2, you will select 2 deposits totaling $1,000). We will send an invoice with the remaining amount ($500 per person), due May 1st.

TOUR DATES:

May 28-29, 2026

Our small group tours require at least 4 people to run (with a maximum of 8 per van). If the tour gets canceled due to insufficient group size, you will receive your deposit back

Must be 21 or older to purchase:
This tour includes wine tastings and experiences that involve alcohol.

What's Included

Private transportation with professional driver throughout the tour
Guidance and storytelling by a professional Grapestained guide and sommelier
Visits and tastings at 4 wineries, including tours with the producers
Accommodation for one night in Montepulciano
Planning, guidance, and recommendations for group meals (lunches and dinners), including reservations and local insights
Scenic stops and photo opportunities along Val d’Orcia and Val di Chiana
Optional early departure from Montepulciano for those who prefer to return to Florence

Not Included

Travel to and from the starting point of the tour (wedding venue pickup)
Meals and beverages (guests will pay for their own lunches and dinners)
Personal expenses, souvenirs, or additional meals outside the itinerary
Gratuities for guides, drivers, or winery staff
Any additional activities outside the planned itinerary

2 days, 1 Night Gissel & Brett Tuscany Experience