The Art of Living Well: Tuscany & Florence, an Invitation to Italy’s Most Beautiful Traditions
For years you’ve admired the images of Tuscany: rolling vineyards, hilltop villages, bustling markets, and long, leisurely meals shared with family and friends. Perhaps you’ve even experienced Tuscany before. Yet there is a difference between visiting Tuscany and truly savoring it. The Art of Living Well: Tuscany & Florence invites you to experience Italy at its finest through exceptional cuisine, fine wines, luxury accommodations, and the timeless traditions that have shaped this remarkable region for centuries. From vineyard lunches and truffle hunts to artisan workshops and elegant evenings in Florence, every detail has been thoughtfully curated to immerse you in Italy’s most beautiful way of life. This is more than a vacation. It is an invitation to Italy’s most beautiful traditions.
Travel Deeper, Experience More
Marshall and Jessica Pennell, your Tour Hosts, have traveled, researched, and dreamed to curate a marvelous experience for you. Every aspect of these days has been custom curated by these discriminating travel experts.
The group is carefully limited in size for a more personal experience. The small group allows your hosts to serve as your personal concierge. Need something extra, want to spend a day doing something different, just say the word!
Led by expert local guides, vintners, chefs, and artisans, you'll experience Tuscany and Florence through the people who know them best. Discover celebrated wines, remarkable cuisine, treasured traditions, and hidden corners often missed by ordinary travelers. Rich storytelling, exclusive experiences, and meaningful connections bring each destination to life, while Harbinger Tours attends to every detail with the personalized care and seamless service for which we are known.
Itinerary
Travel | September 14, 2027
Departure from the USA to Florence on flights selected and purchased by each passenger
Day 1 | September 15, 2027
- Welcome to Tuscany!
- Arrive in Italy and transfer to your first luxury hotel in Tuscany, nestled amid rolling hills, olive groves, vineyards, and woodlands between Florence and the coast.
- Take the afternoon to relax, settle into your surroundings, and enjoy the estate’s amenities.
- This evening, we’ll gather for a welcome dinner as we begin our journey through one of the world’s most beloved regions.
Day 2 | September 16, 2027
- The Heart of Chianti
- Today you’ll venture into the legendary Chianti countryside, where generations of winemakers have cultivated some of Italy’s most celebrated wines.
- Private drive through the rolling hills of Chianti.
- Visits to boutique wineries with barrel and vertical tastings and enjoy a leisurely wine-paired lunch.
- This evening we’ll have a sunset aperitivo with sweeping Tuscan views and dinner featuring regional specialties and local wines.
Day 3 | September 17, 2027
- A Taste of Tuscan Life
- This morning invites you to embrace Tuscany’s slower pace.
- Enjoy time at the estate, relax by the pool, schedule a spa treatment, or simply savor a quiet morning overlooking the countryside.
- Optional morning and afternoon activities will be available for guests who wish to explore further.
- This evening you’ll join a private cooking class where you’ll learn to prepare handmade pasta, seasonal sauces, and traditional Tuscan dishes using local ingredients. Afterwards, we’ll gather around the table to enjoy the fruits of our labor accompanied by estate wines.
Day 4 | September 18, 2027
- Flavors of the Countryside
- Join a local guide and trained dogs for a truffle hunting experience.
- Enjoy lunch featuring seasonal truffle dishes.
- Discover the traditions behind Tuscany’s renowned olive oils during a guided tasting.
- This evening we’ll gather for a memorable dinner in a wine cellar, surrounded by centuries of Tuscan tradition.
Day 5 | September 19, 2027
- From Vineyards to Renaissance Florence
- After a leisurely morning, we’ll leave the countryside behind and make our way to Florence, the cradle of the Renaissance where we’ll check into our second luxury hotel.
- You’ll have time to settle in and begin exploring Florence!
- We’ll kick off our evening with an aperitivo in Piazza della Repubblica and then have dinner at one of Florence’s beloved restaurants.
Day 6 | September 20, 2027
- Art, Craft & Cuisine
- Today you discover why Florence remains one of Europe’s most captivating cities.
- You’ll have a private guided visit to Florence Cathedral with skip-the-line access to the Uffizi Gallery.
- Lunch at a historic Florentine trattoria
- Afternoon artisan experiences including leather workshops, traditional crafts, or an optional personal shopping experience.
- Dinner at one of Florence’s premier fine dining destinations
Day 7 | September 21, 2027
- Markets, Wine & Farewell
- Experience Florence through its food, wine, and local traditions.
- Private tasting tour of Sant’Ambrogio Market or Mercato Centrale
- Sample regional cheeses, cured meats, fresh breads, pastries, and seasonal specialties
- Explore Tuscany’s wine culture through a curated wine bar experience
- Optional Brunello tasting masterclass
- This evening we’ll gather for a farewell dinner in a spectacular rooftop or historic palazzo setting as we celebrate a week of remarkable food, wine, friendship, and discovery.
Travel | September 22, 2027
- Departure and travel back home inspired, enriched, and filled with stories from your time in Italy.
- Optional extension to Siena, Val d’Orcia, or even Lake Como or elsewhere
Details and Limitations
Pricing and Availability
- Per Person, Double Occupancy Price: $13,495
- No deposit required to reserve your space!
- $3374 per person due March 13, 2027
- $5398 per person due April 30, 2027
- Final balance of $4723 per person due by June 13, 2027
- If you will be traveling alone and require single occupancy for hotel rooms you’ll be invoiced for an additional $4295.
- If you are registering after any of these due dates you’ll be invoiced the total due.
- Reserve your spot today! While there’s no set deadline to register, space is limited, and once the tour fills, registration will close automatically. If the tour reaches capacity before the scheduled deposit date, we will contact registered guests and offer the opportunity to secure their place with a per person advance deposit. This amount is not an additional charge. It is simply an early portion of your tour payment and will be fully applied toward the total tour price. We’d love to have you with us!
Tour Includes
- 7 days in country
- 7 nights in carefully selected luxury hotels
- Porterage at each hotel
- Full breakfast daily
- Select curated dinners throughout the tour
- Select hosted lunches
- Private luxury motor coach with professional driver
- All entrance fees and experiences listed on the itinerary
- Expert local guide(s)
- Concierge-style hosting and on-site coordination by the Harbinger Tours team
Note
- Please refer to the terms & conditions for a list of items not included.
- Any requests outside of the tour package must be emailed to:
[email protected] - No payment is required to register. Your reservation is officially confirmed once payment has been received.
- Final balance due by June 13, 2027
Register Now!
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