The Tuscany Relocation Scouting Tour

 Is Tuscany Calling You Home?

If you’ve been dreaming about moving to Italy — not just traveling through it — this guided small‑group experience was created for you.

 

Over 7 days and 6 nights, we’ll explore multiple Tuscan regions, meet with vetted professionals, tour neighborhoods, evaluate property options, and give you a realistic, grounded sense of what life in Italy could look like.

 

This journey blends practical relocation knowledge, expert guidance, and first‑hand exploration, so you can make confident decisions about if (and where) Tuscany is the right fit for your next chapter.

What’s Included

• 6 nights in boutique accommodations:
  2 nights in Florence, 2 nights in the Maremma/Grosseto area, 2 nights in Vicopisano
• Daily breakfasts + several hosted group meals
• Transportation within Italy during the tour
• Expert-led Relocation Info Session covering visas, taxes, healthcare, and property
• Guided neighborhood explorations in Florence, Livorno, Pisa, Lucca, and Eastern Tuscany (Arezzo and Castiglion Fiorentino)
• Visits to a curated selection of towns representing different lifestyles (urban, coastal, countryside, and medieval village living)
• Real estate overview + access to local professionals
• 1 group pre‑departure call to help you prepare
• 1 individual pre‑tour call so we can understand your lifestyle goals and property preferences
• Complimentary access to La Dolce Move, the Doing Italy self‑paced relocation course
• Dedicated on‑the‑ground support throughout the trip

What This Tour Is (and Isn’t)

This is not a traditional sightseeing vacation.
It is an intentional, structured relocation experience designed to help you understand:

• What everyday life looks like in different parts of Tuscany
• How buying or renting property works in Italy
• The realities of visas, taxes, and long‑term planning
• Which towns align with your budget, lifestyle, and needs

Think of this as your on‑the‑ground research trip — but curated, supported, and guided.

High-Level Itinerary

Note: The itinerary is subject to change based on weather, availability, and the scheduling needs of local professionals.

Day 1–2: Florence + Siena 

Your journey begins in Florence with a welcome dinner and a comprehensive relocation session led by an immigration expert, tax attorney, and real estate professional. You’ll also explore several residential neighborhoods and get a sense of what life looks like beyond the historic center.

Days 3-4: Eastern Tuscany & Maremma 

We’ll visit two lesser known inland towns in Eastern Tuscany (Castiglion Fiorentino and Arezzo) that offer excellent value, and easy daily living. Next, we head to Southern Tuscany to explore seaside living, rural countryside homes, and small historic towns in the stunning Maremma region.

Days 5-6 Western & Coastal Tuscany 

On our way north, we stop in Livorno to explore coastal neighborhoods and practical port‑city living before arriving in Vicopisano, a charming medieval town —  both peaceful, authentic — our home base for the final two nights.

We also visit Pisa and Lucca —  two Tuscan favorites offering a mix of culture, convenience, walkability.

Cap off your experience with a farewell dinner and closing Q&A.

Pre‑Departure Support

To help you maximize your time on the tour, you will receive:

• One Group Preparation Call — So you know exactly what to expect and how to get the most out of the experience.
• One Individual Intake Call — We’ll discuss your lifestyle goals, your timeline, your property budget, whether you’re renting or buying, and what you’re hoping to get out of life in Italy. This helps us tailor the experience where possible.
• Access to La Dolce Move (Self‑Study Course)  — You’ll have access to the course before the trip begins, giving you foundational knowledge on relocation logistics.

Important Notes

While we absolutely take your personal preferences into consideration, this is a group tour, which means:

• We balance individual desires with the needs of the group
• Property visits and meetings depend on the availability of local professionals
• Timing may shift to accommodate weather, holidays, or local events
• Your flexibility ensures the best possible experience for everyone

Pricing

Single Room — €4,900 Per Person

• Ideal for travelers who prefer privacy
• Private room in all accommodations

Reserve Your Single Room – €4,900

Double Room — €4,400 Per Person

• Discounted rate for two people traveling together
• You must provide your own roommate
• You must both agree to share a room
• We do not match solo travelers for double occupancy

Reserve Your Double Room – €4,400

Roommate Policy (Important!)

• Double rooms are available only for people traveling together and willing to share
• We do not pair solo travelers with each other

Additional Disclaimers

• Itinerary subject to change based on weather, availability, and professional scheduling
• Participation in all scheduled appointments and visits is optional but encouraged
• Travel insurance is strongly recommended

What’s NOT Included

• International airfare to/from Italy (flights into Florence or Pisa, etc.)
• Travel to the starting point in Florence, or from the end‑point (Vicopisano) to the airport — transfer to/from airport is not included unless you purchase that upgrade separately.
• Meals beyond those specified (e.g., breakfasts + a few group dinners); lunch, extra dinners, snacks, drinks, etc., are at participants’ own cost.
• Travel or health insurance — participants are responsible for obtaining their own travel and medical insurance, valid in Italy.
• Personal expenses such as shopping, souvenirs, personal tours or excursions not included in the included itinerary, spa, laundry, phone/internet roaming charges, etc.
• Any extra nights before/after the tour, or changes to the published accommodation plan (e.g., early arrival or extended stay) — those will need to be arranged and paid separately.
• Real estate purchase/rental costs, legal fees, renovations, taxes, visa fees, and any other relocation‑related costs — property viewings and introductions are included; however, actual transactions are separate and managed individually.
• Visa application fees, long‑term residency application costs, translation, document legalization, notary fees, and other bureaucratic costs associated with residency or property purchase.
• Optional upgrades (e.g., private transfer from airport, private consultations beyond what’s included) — unless specified and purchased separately.

All participants must make sure they have:

• A valid passport (and visa/permit if required)
• Appropriate travel and health insurance covering liability, medical emergencies, etc.
• Budget for personal expenses, meals, potential property deposits, relocation costs if you decide to buy/rent.

Tour Cancellation & Refund Policy

Click here to read the Tour Cancellation & Refund Policy

Licensing + Partners

Florida Seller of Travel License: [SPACE FOR YOU TO INSERT]
This tour is provided in conjunction with Sharewood.