STORY Small Group Tours of Italy

Story Land & Sea®



Florence, Arezzo, Perugia, and the Tuscan Region

Discover Florence, Villa in Tuscany with Cortona, Arezzo, Siena, Pienza & Perugia.
STORY Exclusive Experiences, Heart of City Hotels
Deluxe Villa Package from $7,379
Video: Why STORY for your small group tour?


11 Day Florence + Tuscan Villa

Story's Hand-Crafted Small Group Adventure through Undiscovered Italy
2021: 11-Day Florence + Tuscan Villa Adventure

Your Tuscany Story Starts Here.

Is this trip for me?

Designed especially with STORY Alumni & Friends in mind, this adventure through Tuscany features our top-line hotel in Florence and an amazing Villa with all the comforts of our deluxe hotels (plus added amenities). So, yeah, we think this trip is for you!

Travel Style: Elegant
Heart of city hotel in Florence to our amazing villa with Chef-prepared dining to our signature Story Exclusives and sightseeing.

Service Level: Deluxe
Posh hotel in Florence, stunning private villa, private transport via STORY microcoach and luxe vans with comfortable seating and onboard amenities.

Activity Level: Moderate
Moderate walking in the hill towns of Tuscany suitable for most fitness levels – some towns may feature substantial hills.

Trip Membership: 21+
Only guests over 21 years of age may participate in this adventure.


Story's Amazing Tuscan Villa

We begin in Florence. Then we celebrate all things Tuscany at our private villa, with sightseeing immersion tours to complement our little slice of Tuscan heaven! In-villa Chef prepared dinners, private pool, and staff in the setting of our amazing villa estate.

The perfect balance of inclusions and free time in some of Italy's most countryside in the Tuscan Region begins in Florence.

This is my special itinerary that will have a wonderful element of cuisine and wine perfectly intertwined through our discovery of Tuscany. Check out this amazing itinerary. 
—  Mark Story

  • Villa Pool, Italy
  • Villa Emma, Italy
  • Villa in Tuscany, Italy

Our Daily Itinerary

Finding the perfect Tuscan villa requires, first, the dream of what it means to Asolare –  meaning the experience of spending one's time in pleasurable aimlessness —  and no better place to do this than Tuscany.

Welcome to Florence


International Flight Departs North America.  

Florence, Italy


DAY 2: Welcome to Florence

After crossing the Atlantic overnight, after claiming your bags may we recommend you opt for our Arrival Transfer? You are met by our STORY representative who will transfer you to your hotel in the heart of Florence, your home for the next two days and nights.

STORY Way Dining
Tonight, enjoy a Welcome Dinner at one of our favorite locations in Florence hosted by our STORY Local Host.

Accommodation: Hotel L'Orologio, 2 Nights

Vittorio Emanuele II Monument




DAY 3: Florence at Leisure

Today, enjoy Florence at your leisure. Or inquire about special sightseeing and experiences available to you.

Treviso, Italy

To Our Villa

DAY 4: The Tuscan Countryside Awaits

Vittorio Emanuele II Monument

Today our Driver picks you up from your hotel and transfers you deep into the Tuscany countryside to our home for the next week!

Upon arrival, your bags will be moved to your rooms while you enjoy a brief orientation of the estate and a STORY Exclusive welcome.

Welcome to Tuscany!

STORY Chef In-Villa Dining
Included Chef-Prepared Dining Tonight to welcome you!!

Accommodation: VILLA, 7 Nights

"Where you are is who you are. The further inside you the place moves, the more your identity is intertwined with it. Never casual, the choice of place is the choice of something you crave."
― Frances Mayes, Under the Tuscan Sun

Treviso, Italy

In the Heart of Tuscany


Exploring the Villa & Surroundings


food icon   Included Dining: Chef-Prepared Dining: A Taste of Tuscany
star icon   STORY Exclusive
: Special Wine Tasting

Excursion to Cortona
Today, join our included venture to Cortona for some time wandering the streets, looking in the shoppes (and maybe purchasing!), or enjoy a hike through the vines. Optionally, you can visit Le Celle, the Francisan hermitage located only about 3.5 miles from Cortona at the foot of Mount Sant'Egidio —  our team will transfer you round-trip (there's quite an incline down to the entrance to Le Celle but worth it to learn about St. Francis and his time in Cortona). Then return to Cortona for an included lunch.

This afternoon enjoy a delightful lunch at one of our favorite places in Cortona. We return to the villa late this afternoon.

STORY Chef In-Villa Dining
Included Chef-Prepared Dining tonight with A Taste of Tuscany at our Villa

Wine Tasting

Beautiful Cortona



New Discovery: Journey to Arezzo


Verona, Italy

Excursion to Arezzo
Today, join our included venture to amazing Arezzo and be entertained and guided by our Expert, Dr. Susanna Burrichi — she's STORY's lead guide in all of Tuscany— and enjoy some free time in this amazing city. We will return to the villa late this afternoon.

STORY Chef In-Villa Dining
Included Chef-Prepared Dining tonight.

Arezzo, Italy


Arezzo, Italy
Arezzo, Italy


New Discovery: Journey to Pienza


Excursion to Pienza
Today, join our included venture to amazing Pienza for a walking tour with our guide, and then free time for lunch.

Verona, Italy


Verona, Italy


Mark's recommendation for lunch: A tiny hole-in-the-wall that boats excellent local fare and interesting vino (don't forget to try the olive oil).

Nearby Pienza is also known as one of the filming locations for Gladiator, with the owner of this restaurant's Nonna owning the field of wheat where actor Russell Crowe walked through as Maximus.

We return to our villa late afternoon.

Included Chef-Prepared Dining Tonight


Return to Me: Journey to Siena


Excursion to Siena
Today, join our included venture to Siena for a walking tour and a visit to the Duomo (admission included) before free time to explore (and shop if you like) at leisure. We return to the villa to freshen up before dinner out tonight in the nearby village.

Siena, Italy



New Experience: Heart of Chianti Classico


STORY Exclusive Experience Today
Today, enjoy something completely different as we venture to the very heart of the Chianti Classico region for our unusual tour of the vines, along with a special wine tasting paired with delectables. It's a 'new experience' guaranteed!

Siena, Italy

Chianti Classico, Italy


Return to the villa for a light dinner tonight.

Day at Leisure


Today, enjoy your last day at the villa at leisure. OR opt for a sightseeing tour to a nearby Tuscan hill town. Inquire.


A great option: Perugia
Perugia has the honour of being both the capital of the Umbria region and of the Province of Umbria. During the Middle Ages, Perugia became and established University City and was known for its devotion to the development of arts and culture.

Emma Villa


Departure Day

DAY 11: Arrivederci!

Departure transfer to Florence airport is not included.

Join us on another adventure soon.


Our Villa in Tuscany

The advantages of our completely private villas in the heart of Tuscany are many including more than enough bedrooms with ensuite bathrooms. The estates STORY features boasts swimming pools among other amazing characteristics with multiple seating areas and areas to just 'soak in the beauty.'

Our Villas in Tuscany feature a completely private estate set in the heart of Tuscany complete with private pool, washing machine, air conditioned bedrooms using Penguins (they keep the rooms very cool in the hottest of summers).

The estates are excellently maintained, totally illuminated by the sun, and equipped with gazebo and multiple seating places; the estate is perfect for an open air life approach and eating " al fresco."

Amenities and Features

Cable TV Satellite TV

Cable TV Air Conditioning in the Bedrooms

Cable TV Private Pool

Cable TV WiFi Internet

  • washing machine
  • mircowave
  • juicer
  • baby cot
  • iron and ironing board
  • satellite TV
  • internet wireless connection
  • kettle
  • mixer
  • high chair
  • dishwasher
  • portable gas barbecue
  • toaster
  • american coffee machine
  • screens on the bedroom windows
  • hairdryers


Photos of Our Villas in Tuscany

What's Included in this Tuscan Villa Adventure?

Deliciously Slow Travel through Tuscany

What's Included in this small group experience?

We've tried to include everything on our Guaranteed Departures ~
However, make note of the following:

  • Breakfast is included daily
  • Culinary & Wine Estate Experiences Throughout
  • Lunch at the villa is included except when organized excursions take us away from the villa - should you opt to stay at the villa there will be self-catering available.
  • Select Story Way dinners and exclusives are included, on the second night in Florence our Tour Captain will invite you to join them to a unique restaurant optionally.
  • We Stay in the Very Heart of Florence for the first two evenings. Our villa is in the heart of Tuscany.
  • Gratuities Included: Story Land & Sea® includes gratuities for Local Tour Guides, Drivers, Hotel, Villa and Restaurant Staff included.
  • Customary gratuities for your Tour Captain are not included and should be extended on a voluntary, individual basis at $18 per person/day.

Create a personal Villa Experience: This itinerary is available as an independent vacation led by our expert local guides or completely independent. Contact us at 1 + 877 865 6711 or online by completing this form.

Airfare is not included but it can be quoted here. Remember, you are responsible to arrive at the point of your small group Italy tour origination. If you are delayed for any reason, your vacation may be at risk even if Story Land & Sea® made your airfare arrangements. Airfare is a completely separate booking from your Italian land tour vacation. You can cancel your vacation with a 100% refund up to 90 days prior to departure. Within 90 days you will begin receiving penalties per the terms of the Tour Application should you have to cancel.

We recommend some form of travel protection to help provide coverage for trip cancellation, trip interruption, emergency medical and emergency evacuation, lost or delayed baggage and more. You may purchase this coverage from the provider of your choice. For your convenience, we offer plans through Travelex Insurance Services. For more information on the available plans or to enroll, go to TRAVELEX (click here) 

The product descriptions provided here are only brief summaries and may be changed without notice. The full coverage terms and details, including limitations and exclusions, are contained in the insurance policy. Travelex Insurance Services, Inc CA Agency License #0D10209. All products listed are underwritten by, Berkshire Hathaway Specialty Insurance Company NAIC # 22276. 11.17 83IT



That's it! Everything else excluding airfare and personal item purchases is included.

Included sightseeing and excursions

Story Land & Sea®'s Unique Sightseeing Experiences
We do walk a lot on our small group tours of Italy. It's unhurried and there are ample opportunities to sit and relax. You must be physically capable of walking and experiencing the many stairs of Italy. Please inquire with Story Land & Sea® Reservations for more details.

Hotels in Italy

 Our Villa in Tuscany

11 day round-trip travel including STORY's unique approach to Italy with Slow Travel themes through Florence, Arezzo, Perugia, and the Tuscan Region with plenty of leisure time at our luxurious Villa—  an amazing adventure.
11 Day Tuscan Villa Adventure
2 STYLES OF HOTEL IN FLORENCE Choose from STORY's Deluxe or Classic Budget Hotels -- Both feature Heart of City locations.
Italy small group Tour Dates and Rates
May 2021 Departures

May 12-22


June 2021 Departures

June 16-26


July 2021 Departures

July -7-17


Augst 2021 Departures

Aug 18-28


September 2021 Departures
Weather in Italy in September
Summer-like days usher warmer temps earlier in the month (Average High 76, Low 61), cooler than August, and nice temps in the evenings.

Sep 1-11


Sep 15-25


October 2021 Departures

Oct 6-16


Solo* Supplement : $1,559

*Solo supplement provides a double occupancy room for solo use.

Published prices are based on a guaranteed departure with at least six (6) Story guests — Inquire with reservations to find out your preferred departure's current tour size and pricing.

Or do these dates not work for your schedule?

Call us: 1 877 865 6711

Take over a departure for your own private group.

Inquire for details.

Prefer to travel with just the two of you? Inquire for our Private Journey option.

Start exploring Italy's Tuscan Region today. We're ready to help!




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