Italy 2026 Food & Wine Tour w/ Divinely Elegant Vines

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Overview

Italy 2026 Food & Wine Tour w/ Divinely Elegant Vines
Florence, Metropolitan City of Florence, Italy
Sep 24 - Oct 2, 2026
Group size: 1 - 15
Paper Planes & Passports image
Paper Planes & Passports
$3,985

About this trip

Where Renaissance beauty meets rolling vineyard landscapes, flavors run deep, and every moment feels effortlessly luxurious.

Journey through Italy’s most iconic region—Florence’s artistic soul, Tuscany’s sun-kissed hills, and the vineyards that produce some of the world’s most celebrated wines.

Indulge in the richness of Tuscan cuisine, sip world-class varietals straight from the source, and lose yourself in charming medieval towns, sweeping countryside views, and unforgettable culinary experiences.

Explore Florence & Tuscany With Us!

What's included

​​​Luxury ​Accommodation

Florence & Tuscany

Most Meals

(see itinerary for details)

Listed Excurstions

Private Transportation

to & from airport & listed tours

What's not included

International Flights

Florence Italy (FLR)

Some Meals Not Included

Alcoholic Beverages

unless included in tours or specified

Tips/Gratuities

Travel Insurance

Spa treatments

unless specified

Day 1:

Day 1: image

Welcome to Florence

  • Arrive at Florence International Airport (FLR)

  • Gather luggage and meet up with the group and private driver that will take you to your accommodations in Florence city center. 

  • A calm, relaxing paradise awaits

  • Get settled in your room and take a stroll around the property.

  • Meet up for a themed welcome dinner event.

  • Sip and savor local wines on the rooftop as we get to know each other better.

Day 2:

 Day 2: image

Immerse In Culture

  • Get oriented quickly with a guided walking tour of Florence

  • See top landmarks, including the iconic Duomo (Cathedral)

  • Explore Piazza della Signoria and its historic surroundings

  • Walk across Ponte Vecchio for stunning views of the Arno River

  • Enjoy a concise yet comprehensive introduction to Florence’s spectacular city center. 

  • Learn how to make pasta from scratch and enjoy what we have prepared together. 

Day 3:

Day 3: image

Free Time to Explore within or Nearby villages

  • Free day to visit nearby villages, or explore Florence a bit more. Optional tours will be available. 

  • There are rooftop cafes, museums, gelato, and lots of wine to indulge in. 

Day 4:

Day 4:  image

From Florece to Tuscany

  • Enjoy breakfast at the hotel. Hit the Florence streets before checking out. 

  • Transport to our Tuscany property, get checked in. 

  • Meet up for a photo shoot on the property. 

  • ​Dinner on your own

Day 5:

Day 5:  image

THE TUSCAN COUNTRYSIDE

  • Explore the medieval hilltop town of San Gimignano, known for its towers, charming alleys, and award-winning gelato.

  • See the impressive Torre Grossa, the tallest tower in the town’s famous “Manhattan of Italy” skyline.

  • Enjoy free time in Piazza Della Cisterna for photos, shopping, and gelato.

  • Capture a stunning sunset from the Rocca di Montestaffoli, offering panoramic views of Tuscany’s rolling hills and vineyards.

  • Visit La Rocca for a Vernaccia di San Gimignano wine tasting—the first Italian wine to receive DOC status.

  • Travel to a private Chianti wine estate for a magical 3-course Tuscan dinner with wine pairing.

  • Return to your hotel comfortably with your private driver.

Day 6:

Day 6: image

EMBRACE NEW EXPERIENCES

  • Explore the scenic Tuscan hills with expert guides

  • Hunt for truffles alongside trained truffle dogs

  • Learn traditional truffle-hunting techniques

  • Enjoy a gourmet 4-course meal featuring truffles

  • Includes local wine pairing for a full Tuscan culinary experience   

  • Wander around the gardens and take the day in on your own or gather with the group. 

Day 7:

Day 7: image

CINQUE TERRE & PISA

  • Riomaggiore: Start your Cinque Terre visit in the first village, dropped off directly by your private driver.

  • Manarola: Take a short train to this romantic cliffside village with stunning views and a 14th-century church.

  • Corniglia: See this ancient hilltop village surrounded by vineyards.

  • Vernazza: Enjoy a scenic boat ride (weather permitting) and explore its colorful harbor and medieval castle.

  • Monterosso al Mare: Visit the only Cinque Terre village with sandy beaches and a charming medieval old town.

  • Pisa: Meet your driver and head to Piazza dei Miracoli to see the Leaning Tower, Cathedral, and Baptistry.

  • Dinner on your own.

Day 8:

Day 8:  image

FREE DAY & FAREWELL DINNER

  • The day is yours to do whatever you like. 

  • We will provide optional tours for you to enjoy your last full day. See photos below! 

  • Meet up for our final culinary delight. 

Day 9:

Day 9:  image

DEPARTURE DAY

  • Depending on your flight time, enjoy some last moments.

  • Transfer to the airport and depart Italy.

Map of the trip locations

A. Florence, Metropolitan City of Florence, Italy

Florence, Metropolitan City of Florence, Italy

About your organizer

Our mission is to make international travel more accessible and rewarding. We achieve this through education, effective budgeting, strategic partnerships, and raising awareness of the transformative benefits of travel. In 2021, we expanded our offerings to include travel agent training, empowering others to turn their passion for travel into a thriving career.

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