Florence & Tuscany

Italy · 8 days / 7 nights

A proposed eight-day journey from Florentine art and workshops to Siena and time in the Tuscan countryside.

Florence's cathedral dome rising above the city's rooftops and trees

A thoughtful starting point. Room for everything that matters to you.

Keep the moments you love. Change the pace, the hotels or the route. Tell us about special requests and anything already booked; we will shape the proposal around you.

Four proposed nights in Florence and three in the Chianti countryside, with one hotel change
One focused Uffizi visit and time in the Oltrarno
A Siena outing balanced with rest at a country hotel
A proposed Tuscan food or wine experience shaped around your tastes
Restaurants and travel details organized with your itinerary

Preview itinerary. No hotel, guide, ticket or table is confirmed by this page. The written proposal confirms the arrangements, availability and conditions.

Your days, at your pace

Illustrative days, not fixed dates. Opening days, transfers and your preferences will shape the final order.

Florence
Oltrarno
Chianti
Siena

Day 1: A gentle arrival in Florence

Florence

Settle into your proposed Florence hotel after the arrival transfer. Take a short walk near your base and enjoy dinner close by, leaving the first day flexible around travel and check-in.

Proposed arrival transfer
Neighborhood dinner planning

Time for yourself: Rest at the hotel after travel before choosing whether to go out.

Day 2: Florentine art, with room to breathe

Florence

Make a focused Uffizi visit the main proposed experience, with admission, guide and artworks to be discussed for your dates. Lunch stays in the center, followed by a gentle walk toward the river if you wish.

Proposed guided Uffizi visit and admission
Nearby lunch selection

Time for yourself: Keep the afternoon free for the hotel, a cafe or a short riverside stroll.

Day 3: The Oltrarno and its workshops

Florence

Explore the Oltrarno at a measured pace. A proposed artisan introduction can be included only after a host and appointment are confirmed. Allow time for a neighborhood lunch and return to your hotel before dinner.

Proposed Oltrarno neighborhood walk
Artisan-visit request and restaurant planning

Time for yourself: Browse independently or spend the later afternoon resting at your hotel.

Day 4: Your own Florence morning

Florence

Leave a lighter day for the cathedral neighborhood, shopping or a cafe, with no additional museum assumed. This is an exterior city walk; cathedral, dome and bell-tower access would need a separate choice and admission arrangements.

A flexible self-guided neighborhood plan
Restaurant selection and reservation requests

Time for yourself: Keep a full afternoon free before changing hotels the next day.

Day 5: Into the Chianti countryside

Chianti

Travel by proposed private transfer to one country hotel for three nights. A village stop can be planned around the chosen property and check-in. Door-to-door timing will be checked once the route and hotel are known.

Proposed Florence-to-Chianti transfer
Country-hotel and en-route lunch planning

Time for yourself: Settle in and enjoy the country setting without another scheduled outing.

Day 6: A considered day in Siena

Chianti

Propose a Siena excursion with private transport and a focused guided introduction. Cathedral access, if wanted, is subject to the admissions actually quoted. Keep lunch in town and return to the hotel with time to relax.

Proposed Siena excursion with transport and guide
Lunch suggestions along the route

Time for yourself: Leave the late afternoon and early evening free at your country hotel.

Day 7: Tuscan flavors and a quiet afternoon

Chianti

Choose one proposed winery or cooking experience, with provider, format, menu and transport to be confirmed. A non-alcoholic alternative can replace the wine focus. Leave room to enjoy the hotel rather than adding multiple village visits.

One proposed food or wine experience to be selected and quoted
Farewell restaurant planning

Time for yourself: Spend the afternoon at the hotel, with time for rest and packing.

Day 8: Onward from Tuscany

Chianti

Plan a departure transfer to the agreed airport or station. The final connection and timing depend on your booked onward travel, with additional nights quoted if they make the departure more comfortable.

Proposed departure transfer
Connection planning

Time for yourself: Enjoy a last breakfast if the confirmed schedule allows it.

What this example covers

Editorial sample only: eight days and seven nights are proposed and require a tailored quote
Proposed hotel stays, key transfers and selected guided visits described in the itinerary
One food or wine experience, with its actual inclusions to be itemized
Restaurant selection and reservation requests around both bases
Your itinerary and confirmed details organized in the Chic Trip app
Planning and support with scope agreed in the proposal

Quoted separately or excluded

International flights, onward rail unless quoted, and travel insurance
Meals, drinks and restaurant deposits outside specifically quoted experiences
Extra museum admissions, dome climbs, optional excursions and unlisted transport
Personal expenses, upgrades and additional hotel nights
No named hotel, guide, host, access arrangement or cancellation term has been confirmed for this sample

Make it yours

Other Florence highlights you could add or swap in: the Accademia is not in the main route; replace part of the free Florence day and review admission cost and walking
A cathedral dome climb is not included; it would replace free time and requires separate assessment of steps, entry and suitability
Replace the winery outing with a cooking experience or add a countryside night for a slower pace
Pisa, Lucca and the Val d'Orcia are not added to this route; choose a replacement day or additional nights and transport if they matter to you

Finding your hotel

Proposed split: four nights in Florence and three in one Chianti country hotel
Boutique city hotel and countryside property, with one hotel change
Room categories, breakfasts, local taxes, lifts and country-hotel facilities require confirmation

We discuss the area, room and atmosphere with you before proposing named hotels. Nothing is booked without your approval.

The right restaurants. The details in your pocket.

We suggest restaurants for your tastes and budget, refine the choices with you, then handle approved reservation requests. Tell us about dietary needs, celebrations and the atmosphere you enjoy.

Your day-by-day itinerary, maps and reservation information live together in the Chic Trip app. You can discuss the trip without creating an account.

Read traveler feedback

Tell Fred what your trip should feel like.

Share your dates, interests, pace, needs and anything you have already booked. We discuss the options, then prepare a written proposal with the inclusions, total and booking conditions.

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