TUSCANY 2.0

Wander the storied streets of Florence, marvel at world-renowned art and architecture, and savor hand-crafted cuisine and local wines straight from the rolling Tuscan hills. This is more than a getaway, it’s a curated experience designed to ignite your senses and nourish your soul. Reserve your place now for a journey you’ll never forget.

EXPLORE TUSCANY 2.0
DAYS
8
DATES
Oct 13 - 20, 2026
TIME OF YEAR
Fall
CITIES & LANDMARKS

Florence, San Gimignano, Semifonte, Panzano, Pisa, Lucca

ABOUT THE TRIP

Prepare for an unforgettable journey through the heart of Tuscany

Over 8 days, immerse yourself in Tuscany’s timeless beauty—admiring Renaissance masterpieces in Florence, wandering San Gimignano’s medieval towers, uncovering the quiet charm of Semifonte, savoring Chianti flavors in Panzano, and exploring Pisa and Lucca’s storied streets. With private tastings, insider access, and countryside moments that linger long after, this is Tuscany beyond the postcards.

ITINERARY

WHAT YOU’LL DO
LODGING IN A PRIVATE VILLA

Along with your travelmates, you’ll be staying in an exclusive private villa hidden in the heart of Tuscany less than an hour from Florence, Siena, and Pisa. The villa boasts private rooms, rustic views, a gorgeous pool, lounge, and more. Each evening before tucking in for the night, you can enjoy wine with a sunset view from one of the villa’s many beautiful balconies or entertainment from some of our local friends.

EXCLUSIVE DINING

Every day, you’ll get an authentic taste of Tuscany in the most exclusive local restaurants and private kitchens. From pizza to pasta, antipasto, gelato–and don’t forget the wine–these are the meals you’ll be dreaming about for the rest of your life. Guests will enjoy cheese and olive oil tasting, intimate dining experiences in the Semifonte countryside and lively trattorias, fresh caught seafood in Florence, and more.

AUTHENTIC CLASSES & EXPERIENCES

Learn the crafts that make Tuscany memorable from the artisans who have perfected them, and experience Tuscany in a way that few get to. Each day, we’ll embark on exclusive private workshops and exciting adventures you’ll be bragging about for years to come, from hot air excursions and ravioli making to truffle hunting, silversmithing, and more.

BREATHTAKING SIGHTS

Throughout the journey, we’ll detour to take in all of Tuscany’s most breathtaking sights and cultural landmarks, from historic art and architecture to intimate local markets and galleries. You’ll leave Tuscany with no stone unturned and memories to last a lifetime.

LODGING IN A PRIVATE VILLA

Along with your travelmates, you’ll be staying in an exclusive private villa hidden in the heart of Tuscany less than an hour from Florence, Siena, and Pisa. The villa boasts private rooms, rustic views, a gorgeous pool, lounge, and more. Each evening before tucking in for the night, you can enjoy wine with a sunset view from one of the villa’s many beautiful balconies or entertainment from some of our local friends.

EXCLUSIVE DINING

Every day, you’ll get an authentic taste of Tuscany in the most exclusive local restaurants and private kitchens. From pizza to pasta, antipasto, gelato–and don’t forget the wine–these are the meals you’ll be dreaming about for the rest of your life. Guests will enjoy cheese and olive oil tasting, intimate dining experiences in the Semifonte countryside and lively trattorias, fresh caught seafood in Florence, and more.

AUTHENTIC CLASSES & EXPERIENCES

Learn the crafts that make Tuscany memorable from the artisans who have perfected them, and experience Tuscany in a way that few get to. Each day, we’ll embark on exclusive private workshops and exciting adventures you’ll be bragging about for years to come, from hot air excursions and ravioli making to truffle hunting, silversmithing, and more.

BREATHTAKING SIGHTS

Throughout the journey, we’ll detour to take in all of Tuscany’s most breathtaking sights and cultural landmarks, from historic art and architecture to intimate local markets and galleries. You’ll leave Tuscany with no stone unturned and memories to last a lifetime.

EXPERIENCE TUSCANY 2.0

RESERVE YOUR PLACE BEFORE THE TABLE IS FULL
FREQUENTYLY ASKED QUESTIONS

Here’s what travelers most often ask before joining us. You might be wondering the same things before your own journey begins.

HOW MANY PEOPLE TRAVEL ON EACH TOUR?
We cap our groups at 25 guests to keep the experience personal.
WHAT’S INCLUDED IN THE TRIP COST?
Accommodations, most meals, transportation during the tour, and all scheduled experiences.
DO I NEED TRAVEL INSURANCE?
Yes, we strongly recommend travel insurance for all participants.
HOW PHYSICALLY DEMANDING ARE THE TOURS?
Our itineraries include walking on uneven surfaces; moderate mobility is recommended.
CAN I JOIN IF I’M TRAVELING ALONE?
Absolutely. Many guests are solo travelers, and the small group setting makes it easy to connect.
WHAT MAKES YONDERLUST DIFFERENT FROM OTHER TOURS?
Decades of personal relationships, exclusive access, and a focus on authentic cultural immersion.
ARE THE ITINERARIES FLEXIBLE?
While the schedule is planned, Robert often incorporates spontaneous opportunities when they arise.
RESERVE YOUR SEAT AT THE TABLE
We host a limited number of guests for each trip. If you believe life’s finest moments are worth seeking, request your invitation today.