Italian Escape

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Overview

Italian Escape
Rome, Metropolitan City of Rome Capital, Italy
May 15 - 23, 2027
Group size: 4 - 8
Walker Wellness Retreats image
Walker Wellness Retreats
$6,995
Deposit: $1,749

About this trip

Welcome to Rome, Tuscany, and Venice

From the ancient streets of Rome to the vineyard-covered hills of Tuscany and the canals of Venice, this 9-day, 8-night all-inclusive retreat brings together three of Italy's most unforgettable places in one journey. Walk in the footsteps of emperors, sip Chianti where it's made, and end each day with a long dinner and the kind of views that make you want to slow down and stay a while.

What to Expect:

This retreat leans active. You'll travel by train between Rome, Florence, and Venice and explore each city on foot, often over cobblestones and uneven steps, so comfortable shoes and steady mobility are a must. Highlights include a private tour of the Colosseum and Imperial Rome, the Vatican Museums, Sistine Chapel, and St. Peter's Basilica, Michelangelo's David at the Accademia, a full day of wine tasting in the Chianti hills, the medieval towns of Siena and San Gimignano, and a private tour of the Doge's Palace and St. Mark's Basilica in Venice. Between excursions, there's free time to wander, shop, or linger over a long lunch. As with all of our retreats, every activity is optional, so you can join in as much or as little as you like and shape the trip around what feels best to you.

Accommodations & Inclusions:

Stay at The Tribune, JDV by Hyatt in the heart of Rome; Villa Petriolo, a vineyard estate in the Tuscan hills with an infinity pool and on-site restaurants; and Sina Palazzo Sant'Angelo, an SLH Hotel, a boutique hotel right on Venice's Grand Canal. Private airport transfers into Rome, a private water taxi to the Venice airport, and train travel from Rome to Florence to Venice are all included. Private guided tours, skip-the-line entry tickets, Chianti wine tastings, group dinners each evening, and gratuities for guides, drivers, and group meals are covered, so you can simply show up and enjoy.

Let Us Help You Plan:

Need assistance booking your flights? Amy Walker, Owner of Walker Wellness Retreats, is happy to help arrange your travel. Reach out directly at amy@walkerwellnessretreats.com for personalized support.

Trip Style:

Active. Ideal for travelers who want to experience the best of Italy in one trip and don't mind full days on their feet, balanced by beautiful hotels, long dinners, and every detail handled for you. Get ready for ancient ruins, Renaissance art, Tuscan wine, and Venetian canals, all in one unforgettable journey.

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Meet your Host

Amy Walker, MSW, LCSW, CCM

Licensed Clinical Social Worker | Owner, Walker Wellness Retreats

Amy Walker is a Licensed Clinical Social Worker and the founder of Walker Wellness Retreats. She launched the company in 2016 to combine her passions for Travel, Wellness, and creating transformative experiences.

With a deep commitment to helping others travel the world, Amy leads 6–10 international retreats each year, providing all-inclusive experiences that foster connection, self-discovery, and personal growth. She loves showing people the world and creating meaningful, unforgettable travel experiences.

When she’s not guiding retreats, Amy works as an online mental health therapist, specializing in helping individuals and couples overcome barriers, improve communication, and build fulfilling relationships. Her approach integrates evidence-based techniques with compassionate, solution-focused support.

Amy enjoys international travel, wine tasting, whale watching, and spending time outdoors. She runs Walker Wellness Retreats alongside her husband, Brian Walker, ensuring each retreat is a seamless and enriching experience.

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Amy has visited over 80 countries and counting, with a personal goal to reach 100 countries and all seven continents.

Packing List

A note before you start packing: One of the best things you can do to make this trip easier on yourself is to pack light. Private transfers and trains throughout the itinerary work best when everyone is moving efficiently, so we ask that each traveler bring one suitcase and one personal item such as a backpack. You will find that with a little planning you can pack everything you need and still have room for a souvenir or two. The lists below will help you do exactly that.

Travel Essentials:

  • Passport (valid for at least three months beyond your departure date from Italy)

  • Photo ID

  • Flight confirmations

  • Travel insurance documents

  • Credit and debit cards, plus some euros for small purchases

  • Phone and charger

  • Power adapter for Italy (Type C/F/L plugs)

  • Small daypack or crossbody bag for excursions

  • Reusable water bottle

Clothing:

  • Lightweight tops and blouses (6-8)

  • Lightweight pants or jeans (2-3)

  • Shorts or skirts that fall at or below the knee (2-3)

  • Casual dresses (2-3)

  • Light sweater or cardigan for cooler mornings and evenings (1-2)

  • Well broken-in walking shoes with good grip for cobblestones and uneven steps

  • Dressier outfits for group dinners (3-4)

  • Lightweight scarf or shawl (shoulders and knees must be covered for the Vatican and St. Mark's Basilica)

  • Swimsuit (1-2) and cover-up for the infinity pool at Villa Petriolo

  • Comfortable sandals

  • Sunhat or cap

  • Sunglasses

  • Lightweight jacket for evenings

  • Packable rain jacket or small umbrella (spring showers are common in May)

Toiletries:

  • Toothbrush, toothpaste, and floss

  • Shampoo, conditioner, and body wash

  • Deodorant

  • Hairbrush and hair ties

  • Skincare products, including cleanser, moisturizer, and sunscreen SPF 30 or higher

  • Makeup, if desired

  • Razor and shaving supplies

  • Travel-size hand sanitizer

  • Blister care, such as moleskin or bandages

  • Prescription medications in their original packaging

Extras and Travel Comfort:

  • Travel journal or notebook

  • Offline map app

  • Camera or smartphone

  • Chargers and a portable power bank for long sightseeing days

  • Earbuds or headphones

  • Light reading material or an e-reader

  • Snacks for train days

  • Reusable shopping bag

Optional Items:

  • Small travel first aid kit with pain relievers and motion sickness medication

  • Travel laundry detergent for quick sink washes

  • Light evening clutch or small bag for dinners

  • Travel pillow and eye mask for your flights

  • Padded wine sleeves if you plan to bring home a bottle or two from Chianti

Packing Tips:

  • Choose a suitcase you can lift on your own. You'll place your bag on luggage racks for our train rides, and Venice has no cars, so bags often travel over bridges and small steps.

  • Break in your walking shoes before you leave, since Rome, Florence, Siena, and Venice all involve a lot of time on cobblestones.

  • Keep a scarf in your daypack every day so you're always ready to step into a church, even outside our scheduled tours.

  • Leave a little room for Tuscan wine, olive oil, or leather goods from Florence's markets.

Travel Tips for Rome, Florence, and Venice, Italy (May)

1. Weather and Clothing

  • Late May is one of the loveliest times to visit Italy, with warm, mostly sunny days and cooler evenings.

  • Rome and Florence typically range from about 58-80°F (14-27°C), and afternoons in the city can feel warmer on stone streets.

  • Venice runs slightly cooler, around 57-73°F (14-23°C), with breezes off the water in the evening.

  • Spring showers are possible, so a packable rain jacket or small umbrella is worth bringing.

  • Wear supportive walking shoes with good grip for cobblestones, ancient steps, and Venice's many bridges.

  • Shoulders and knees must be covered at the Vatican and St. Mark's Basilica, so plan those outfits ahead or carry a scarf or shawl.

  • Pack a couple of dressier outfits for our group dinners in Rome, Tuscany, and Venice.

2. Money and Currency

  • Italy uses the euro (€).

  • ATMs attached to banks (labeled "Bancomat") are the best way to get cash. Avoid Euronet and other standalone machines in tourist areas, which charge high fees.

  • If a card machine or ATM offers to charge you in U.S. dollars, always choose euros. The conversion rate is much worse in dollars.

  • Download the XE Currency app to check prices quickly.

  • Keep small bills and coins handy for coffee, gelato, and restroom fees.

  • Many restaurants add a small "coperto" (cover charge) per person, which is normal and not a tip.

  • Tipping in Italy is modest. Leaving a few euros or rounding up for good service is appreciated, but a 20% tip is not expected. Gratuities for our guides, drivers, and group meals are already included.

  • Use up your coins before you leave, since they can't be exchanged back.

3. Financial Safety

  • Split your cash, cards, and documents between your daypack, a money belt or zippered pocket, and your hotel safe.

  • Keep your wallet or purse close to your body and never hang a bag on the back of a chair.

  • Use ATMs inside banks or in well-lit areas during the day.

  • Notify your bank and credit card company of your travel dates to prevent account freezes.

  • Use a credit card with no foreign transaction fees for larger purchases.

  • Use a VPN if you need to access banking or other sensitive information on public Wi-Fi.

4. Personal Safety

  • Italy is very safe for travelers, and the main concern is pickpocketing in crowded areas.

  • Stay especially alert at Roma Termini station, the Trevi Fountain, Spanish Steps, Vatican lines, crowded buses and metro cars in Rome, and around the Rialto Bridge in Venice.

  • Politely decline anyone offering "free" bracelets, roses, or asking you to sign a petition. These are common distraction tactics.

  • Wear a crossbody bag in front of you and leave flashy jewelry at home.

  • The emergency number throughout Italy is 112.

  • U.S. travelers can enroll in the State Department's Smart Traveler Enrollment Program (STEP) before departure.

  • A few helpful phrases: "Aiuto" (help), "Mi scusi" (excuse me), and "Parla inglese?" (do you speak English?).

5. Transportation

  • Our private airport transfer in Rome, train tickets, and hotel transfers are all arranged for you.

  • We'll take high-speed Italo trains from Rome to Florence (about 1.5 hours) and Florence to Venice (just over 2 hours). Tickets are reserved for the group, so there's nothing to validate.

  • On train days, have your bag packed and ready so we can move easily through the station. You'll lift your own bag onto the luggage racks.

  • If you take a regional train or bus on your own, validate paper tickets in the machine before boarding to avoid fines.

  • In Rome, use official white taxis from marked stands or a ride app. Avoid drivers who approach you.

  • Venice has no cars. You'll get around on foot or by vaporetto (water bus). Tap your ticket on the reader each time you board.

  • A private water taxi will take you from our Venice hotel to the airport on departure day.

6. Sightseeing and Excursions

  • Skip-the-line entry is included for the Colosseum, Vatican Museums, Accademia, Doge's Palace, and St. Mark's Basilica.

  • Bring your passport or photo ID on our Rome tour day, since it's required for Colosseum entry.

  • All group tours, wine tastings, and dinners are included, and participation is always optional.

  • For quieter moments in Rome, wander Trastevere or peek through the famous keyhole on Aventine Hill.

  • In Florence, walk up to San Miniato al Monte for sweeping views of the city, especially near sunset.

  • In Venice, slip away from St. Mark's and explore the Cannaregio neighborhood, where locals actually live.

7. Dining and Cuisine

  • In Rome, try cacio e pepe, carbonara, and supplì (fried rice balls).

  • In Tuscany, look for ribollita, pici pasta, bistecca alla fiorentina, and of course Chianti Classico.

  • In Venice, try cicchetti (small bites) at a bacaro with a spritz, and fresh seafood like sarde in saor.

  • Coffee is cheaper standing at the bar, and cappuccino is traditionally a morning drink.

  • For the best gelato, skip the brightly colored mounded displays and look for shops that keep it in covered metal tins.

  • Italians dine later than we do. Our group dinner reservations are already made, but book ahead for any meals on your own at popular spots.

  • Tipping is modest. Rounding up or leaving a few euros is plenty.

8. Health and Comfort

  • Tap water is safe throughout Italy. Rome's public drinking fountains ("nasoni") are a great place to refill your water bottle.

  • Stay hydrated and wear sunscreen on long walking days.

  • Pack blister care and take breaks when you need them.

  • Pharmacies are marked with a green cross and pharmacists can help with minor issues.

  • Keep personal medications in their original packaging in your carry-on.

9. Packing and Luggage

  • Bring one suitcase you can easily lift, since you'll handle it on trains and over Venice bridges.

  • Packing cubes make it easy to move between our three hotels.

  • Travel laundry soap is handy for a quick sink wash midway through the trip.

10. Technology and Communication

  • Italy uses Type C, F, and L plugs at 230 volts. Most phone and laptop chargers work fine with an adapter, but hair tools may need a converter or dual-voltage design.

  • Check your phone plan's international options or set up an eSIM before you leave.

  • Download offline maps of Rome, Florence, and Venice, plus a translation app like Google Translate.

  • Keep digital copies of your passport, insurance, and confirmations as a backup.

11. Mindset and Enjoyment

  • Italians have a phrase, "dolce far niente," the sweetness of doing nothing. Make time for it.

  • Some shops close in the early afternoon and meals are meant to be savored, so embrace the slower pace.

  • Weather or local events may shift the schedule a little. Stay flexible and go with it.

  • Linger over an espresso in a piazza, watch the sunset over the Tuscan hills, and get a little lost in Venice.

  • Balance sightseeing with rest so you come home feeling restored, not exhausted.

Payment & Cancellation Policy

Payment Policy

All Walker Wellness Retreats require a 25% non-refundable deposit of the total retreat price to secure your booking. Should you need to cancel your trip, your deposit will not be refunded regardless of the reason for cancellation.
 

For U.S. destinations, the next 25% is due 60 days before the trip, and the final remaining balance is due 30 days before departure.
 

For International Destinations, the next 25% is due 120 days before the trip, and the final remaining balance is due 90 days before departure.
 

Trips can be paid in full at any time. If booking after the final payment deadline, trip payment in full is due at time of booking. Invoices NOT paid in full within 7 days of the above-mentioned deadlines are subject to trip cancellation. No refunds will be issued for trips canceled due to lack of payment.  
 

Cancellation Policy

BEFORE the final payment deadline: If you cancel your reservation before the final payment deadline, any additional payments made beyond the non-refundable 25% deposit will be refunded. However, the 25% deposit remains non-refundable. 

AFTER the final payment deadline: If you cancel your reservation after the final payment deadline, all payments made (including the deposit and any additional amounts) are non-refundable due to financial commitments with our retreat venues, guides, and service providers. 

In the unlikely event that Walker Wellness Retreats cancels a retreat, you will be given a 100% full refund. 

We strongly encourage all guests to purchase travel insurance to protect your investment in case of unforeseen circumstances.  For additional details on travel insurance coverage and pricing, click the link below.

Travel Insurance 

The deadline to book an international retreat is 30 days before the retreat begins; however, some exceptions can be made based on availability. Please email us at info@walkerwellnessretreats.com to inquire about booking after the deadline has passed.

What's Included

What's included

Accommodations

Highly rated hotel accommodations

Airport Transfers

Airport Transfers into Rome & out of Venice

Meals

All meals as listed in the itinerary

Train Tickets

Train Tickets: Train tickets from Rome to Florence to Venice

Vatican City

Private guided tour of Vatican City

Classic & Imperial Rome

Private guided tour of classic and imperial Rome with lunch

Florence & Accademia

Private guided tour of Florence, with Accademia

Siena & San Gimignano

Private guided tour of Siena & San Gimignano with lunch

Tuscany

Private guided tour of Tuscany with Chianti Wine Tasting & lunch

Venice Tour

Private guided tour of Doge's Palace & St. Mark's Basilica

Skip-The-Line Tickets

Entry tickets for all sites & museums listed in itinerary

Private Guide and Driver

Private local guide & driver for our group only

Gratuity

Gratuity for guides, drivers & meals

What's not included

Flights

International flights to & from Italy. Arrival into Rome & departure from Venice

Personal Tipping

Personal tipping for spa staff, bellmen, housekeeping, etc.

Additional Excursions

Any additional excursions or activities not listed in the itinerary

Additional food/drinks

Additional food/drinks: Any additional food & drinks you may want to purchase.

Lunches

Two lunches on your own

Pricing

Saturday, May 15, 2027

Day 1

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Arrival to Rome

Welcome to Italy! When you exit with your luggage, please find your driver holding a Walker Wellness Retreats sign. A private transfer to you to The Tribune. Your trip host Amy will greet you in the lobby of the hotel when you arrive.


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The Tribune, JDV by Hyatt

Experience the vibrant essence of Rome at The Tribune, JDV by Hyatt, located in the city center for easy access to iconic landmarks. This accommodation combines modern aesthetics with historic charm, featuring a unique rooftop terrace for breathtaking views and local art installations. Enjoy diverse dining options and tailored experiences celebrating the rich heritage of the Eternal City.

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Afternoon Free Time

After arrival and check-in, you will have free time to explore as you wish until the group welcome orientation and group dinner. The retreat officially starts at the welcome orientation on this day.

Depending on when you arrive, here are some suggestions for optional excursions that you can book on your own. Please book in advance to ensure availability.

7:00 PM - Welcome Orientation

Join us for a warm welcome orientation in the hotel lobby, where you’ll meet fellow travelers and begin to forge new friendships. This gathering will include group introductions, allowing everyone to share a bit about themselves and their travel aspirations.

We’ll also cover essential housekeeping items to ensure a smooth and enjoyable trip ahead. Don’t miss this opportunity to set the tone for an exciting journey filled with adventure and camaraderie.

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7:30 PM - Group Dinner at Pro Loco Pinciano

Experience the essence of Italy at Pro Loco Pinciano, where authentic Roman cuisine comes alive through fresh, local ingredients. The warm atmosphere and friendly service create a welcoming space to enjoy seasonal dishes and artisan wines. Don't miss their culinary events for a deeper dive into local flavors.
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Overnight: The Tribune, JDV by Hyatt

Sunday, May 16, 2027

Day 2

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7:00 AM - Breakfast at the Hotel

Start your day with a classic hotel breakfast, available at your leisure. Featuring a variety of hot and cold options to suit every preference, you’ll find something satisfying to begin your morning right.

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9:00 AM - Classic & Imperial Rome Tour

Duration5 hours (approx.)

Pick up out front of the hotel for today's group excursion: Tour of Classic & Imperial Rome, with Colosseum. Please make sure you bring your ID with you. 


Our driver will pick us up at the hotel and take us to the Colosseum, where we'll meet our private guide. We'll visit the Colosseum amphitheater, which is a symbolic place in Rome and is known around the world for its gladiatorial shows. Our guide will share the main stories linked to its history, such as how gladiators were trained and how the spectacles took place. 


Afterward, a private transfer to the Trevi Fountain area and a walking tour through Baroque Rome, passing by the Column of Marcus Aurelius, the Palazzo di Montecitorio, the Palazzo Madama, Piazza Navona, the Campidoglio, with a guided tour inside the Pantheon. Entering the Pantheon, also known as the church of all religions, you will be struck by the peculiarity of its Dome, which remains the largest unreinforced concrete dome in the world.


We'll stop for a group lunch before our final transfer to San Pietro in Vincoli, which is famous for the mausoleum commissioned by Michelangelo as the funeral monument dedicated to Pope Julius II. Michelangelo's first plan was to build more than 40 statues inside it. It finally shows a total of 7 statues, among them Michelangelo's Moses, one of the best monuments from Renaissance times. The final drop-off will be back at your hotel.

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Afternoon Free Time

After a day of exploring the classic sights of Rome, take the afternoon to relax at your leisure, or grab a glass of wine or coffee at a nearby cafe.

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7:00 PM - Group Dinner at Terrazza Borghese - Restaurant & Lounge Bar

Experience the charm of Terrazza Borghese - Restaurant & Lounge Bar, where stunning rooftop views of Rome enhance your dining experience. Indulge in a diverse Mediterranean menu, complemented by signature cocktails crafted by skilled mixologists. The elegant atmosphere invites relaxation, making it a perfect spot to savor seasonal ingredients and a unique blend of Italian cuisine.
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Overnight: The Tribune, JDV by Hyatt

Monday, May 17, 2027

Day 3

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7:00 AM - Breakfast at the Hotel

Begin the day with a classic hotel breakfast available at your leisure, featuring a variety of hot and cold options to suit every preference. Whether you’re an early riser or prefer a slow start to your day, you’ll find something satisfying to begin your morning right.

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9:00 AM - Private Tour of Vatican City

Today, we will be picked up out front of the hotel for a private day excursion to Vatican City. Please make sure your shoulders and knees are covered. 

Vatican City is the world's smallest sovereign state, with one of the wealthiest art collections. During this in-depth Vatican Private Tour, we will give you a comprehensive understanding of the prestigious collection of the Vatican Museums, allowing you to discover the secrets of this remarkable place.


We'll transfer to the Vatican area to meet our private guide. The Vatican museums are undoubtedly one of the main symbols of Western culture. Here, you will appreciate the genius of artists like Michelangelo, Raffaello, Bernini, Giotto, and many others. The last room will be the nicest one, the Sistine Chapel: admire Michelangelo's frescoes, including The Last Judgment, while observing the chapel's customary silence. You will also visit Saint Peter's Basilica.

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12:00 PM - Group Lunch at a Local Favorite

At the end of the tour, we'll stop for lunch before our driver will take us back to the hotel to collect our belongings before we are transferred to the train station for the 2:55 PM ITALO train to Florence. 

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1:30 PM - Private Transfer

Private transfer from the hotel to the train station.

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Italo Train to Florence

DepartureMonday, May 17, 20272:55 PM
DestinationMonday, May 17, 20274:31 PM

Train Details:

14:55 Roma Termini - 16:31 Florence S.M.Novella

Time on train: 1:36

Train number: 8918

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4:45 PM - Private Transfer to Hotel

We will be picked up at the train station in Florence upon arrival and transferred to the next hotel. It's approximately a 45-minute drive from the Florence train station to Villa Petriolo.

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Villa Petriolo

Check inMonday, May 17, 2027
Check outFriday, May 21, 2027
Experience the charm of Villa Petriolo, a historic villa set in the beautiful Tuscan countryside. Enjoy stunning views and relax in the idyllic gardens. With its proximity to Florence and authentic Tuscan cuisine, it offers unique wine tasting experiences, making it a delightful retreat in Italy.
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7:00 PM - Group Dinner at a Local Restaurant

Delight in a group dinner at a charming local restaurant with your fellow travelers, followed by an evening to relax at your leisure.

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Overnight: Villa Petriolo

Tuesday, May 18, 2027

Day 4

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7:00 AM - Breakfast at the Hotel

Each morning, enjoy a classic hotel breakfast available at your leisure, featuring a variety of hot and cold options to suit every preference. Whether you’re an early riser or prefer a slow start to your day, you’ll find something satisfying to begin your morning right.

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8:30 AM - Florence Walking Tour & Accademia Gallery

Get ready for a memorable pick-up for our group as we embark on a captivating walking tour of Florence. This charming city, known for its rich history and stunning architecture, awaits your exploration. From the iconic Duomo to the picturesque Ponte Vecchio, every step will reveal the beauty and stories that Florence has to offer. Don't forget your camera, as there will be countless opportunities to capture the magic of this Renaissance gem.

Our guide will take us on a walking tour through the historic heart of Florence, introducing us to the city’s incredible art, architecture, and history. We’ll stroll through charming streets and lively piazzas while learning about Florence’s fascinating past and its important role in the Renaissance.

Along the way, we’ll see some of Florence’s most iconic landmarks, including beautiful Renaissance palaces, historic churches, medieval streets, and picturesque squares. Our guide will share stories about the powerful families, artists, and historical figures who helped shape Florence into one of the world’s most celebrated cities.

We’ll have time to admire the magnificent Florence Cathedral (Duomo), Piazza della Signoria, Palazzo Vecchio, and Ponte Vecchio, while experiencing the atmosphere and beauty of Florence on foot.

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1:00 PM - Group Lunch at a Local Favorite

Take a pause during your tour to enjoy a delightful group lunch at a charming local restaurant in Florence.

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2:00 PM - Accademia Gallery

In the afternoon, immerse yourself in the masterpieces of the Western world at the Accademia, home to some of the most notable works of the Renaissance and the symbol of Florence's cultural zenith.

The museum's main hall centers around Michelangelo's David, who stands under the skylight of the tribune designed just for him. Yet David is just one of many breathtaking works to witness in the museum: there are also excellent examples from Botticelli, Perugino, Giambologna, Filippino Lippi, and many other Renaissance masters. After the Accademia, take a walking tour to see the rest of Florence's beauty. 

Afterward, we'll enjoy some free time to shop before having pizza at a local restaurant before heading back to the hotel.

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7:00 PM - Group Dinner at a Florence Favorite

Come together in the evening for a group dinner to revel in the sights and scenes from the day, as you enjoy traditional Florentine cuisine.

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Overnight: Villa Petriolo

Wednesday, May 19, 2027

Day 5

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7:00 AM - Breakfast at the Hotel

Each morning, enjoy a classic hotel breakfast available at your leisure, featuring a variety of hot and cold options to suit every preference. Whether you’re an early riser or prefer a slow start to your day, you’ll find something satisfying to begin your morning right.

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9:00 AM - Chianti Winery Tour

Your private guide will pick you up from the beautiful Villa Petriolo hotel, ensuring a warm welcome as you begin your exciting journey.

Visit the historic winery in the Chianti Classico region, in the heart of the Gallo Nero wine designation. Relax outside on the terrace, overlooking the countryside surrounded by vineyards, while you savor the perfect pairing.

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12:30 PM - Group Lunch

After a spectacular drive through the famous rolling hills of Chianti, we'll sightsee local villages, castles, and ancient abbeys until your driver stops at a local restaurant to get a genuine, homemade taste of Tuscany.

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2:30 PM - Chianti Winery Tour Continues

After lunch, visit to a second Chianti winery. While our morning was spent enjoying an international winery brand, by contrast, the afternoon will be spent at a family-run cellar, where you will have a chance to meet the producers one-on-one for a personalized experience, giving you an opportunity to really get a complete picture of the different winemaking methods.

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7:00 PM - Group Dinner at Osteria di Golpaja

Experience the charm of Osteria di Golpaja, where authentic Tuscan cuisine comes to life with fresh, local ingredients. The warm atmosphere and rustic decor create an inviting space, complemented by friendly service. Discover traditional dishes and a unique wine selection while enjoying scenic outdoor seating that captures the beauty of the countryside.
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Overnight: Villa Petriolo

Thursday, May 20, 2027

Day 6

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7:00 AM - Breakfast at the Hotel

Each morning, enjoy a classic hotel breakfast available at your leisure, featuring a variety of hot and cold options to suit every preference. Whether you’re an early riser or prefer a slow start to your day, you’ll find something satisfying to begin your morning right.

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DateThursday, May 20, 20279:30 AM

Enjoy a convenient group pick-up right at your hotel, ensuring a smooth start to your day’s adventures.

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9:30 AM - Private Tour of Siena

Enjoy a convenient group pick-up right at your hotel, ensuring a smooth start to your day’s adventures.

Discover Siena on a two-hour tour with a professional guide. We'll walk through the historic city center and see the city's most important masterpieces of art and architecture. We'll also discover the rivalrous history of the 17 city districts (contrade), which still compete today (granted with much less violence than in the 13th century), taste the sweet local delicacies, and indulge in the spectacular Piazza del Campo.

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2:00 PM - Group Lunch

We'll enjoy a lunch and wine pairing at a historic Chianti Classico winery, famous for its hospitality and wines. Experts here will explain the local wines while pairing them with delicious food for your lunch. 

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Late Afternoon - Free time to explore San Gimignano

The historic city center has been declared a World Heritage Site by UNESCO for its unique architecture and exceptional 14th and 15th century frescoes. Discover the extraordinary art and history of the area.

Take a stroll along the medieval walls encircling the city or delight in the breathtaking panorama of the Tuscan hillside. Stop by the many artisan and gourmet shops, too, and don't forget to taste the best gelato in the area.

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7:00 PM - Group Dinner at Osteria di Golpaja

Enjoy another authentic Italian dinner at Osteria di Golpaja. Crafted from fresh, local ingredients, the rustic decor creates a warm, inviting atmosphere, perfect for savoring traditional family recipes. With a seasonal menu and an extensive wine selection, dining here is a delightful experience, especially in the charming outdoor seating area.

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Overnight: Villa Petriolo

Friday, May 21, 2027

Day 7

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7:00 AM - Breakfast at the Hotel

Each morning, enjoy a classic hotel breakfast available at your leisure, featuring a variety of hot and cold options to suit every preference. Whether you’re an early riser or prefer a slow start to your day, you’ll find something satisfying to begin your morning right.

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8:30 AM - Private Transfer to Train Station

DateFriday, May 21, 20278:30 AM

Your driver will pick you up and take you to the Florence train station for your 10:39 AM ITALO train to Venice. 

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8:30 AM - Private Transfer to Train Station

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10:39 AM - Train to Venice

Train Details:

10:39 Florence S.M.Novella - 12:55 Venezia S.Lucia

Time on train: 2 hours & 16 minutes

Train number: 8906 

Upon arrival at the train station in Venice, our tour guide will greet us and escort us to our hotel in Venice.

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Sina Palazzo Sant'Angelo, an SLH Hotel

Check inFriday, May 21, 2027
Check outSunday, May 23, 2027

Experience the charm of Sina Palazzo Sant'Angelo, located along the Grand Canal, offering breathtaking views and easy access to Venice's iconic attractions. This historic 14th-century building features elegantly designed rooms and a rooftop terrace for stunning city panoramas. Enjoy the convenience of a private dock and complimentary amenities for a memorable stay.

After we check in to the hotel, you will have free time to explore and have lunch on your own at a restaurant you choose. There are many to choose from nearby.

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Afternoon at Leisure

You will have free time to explore on your own as you wish before dinner. You can meet us in the lobby of the hotel at 6:45 PM to walk to dinner, or you can meet us there.

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7:00 PM - Group Dinner at Beccafico Guna Restaurant

Experience the delightful Beccafico Guna Restaurant, where authentic Venetian cuisine meets a modern twist. Enjoy fresh, locally sourced ingredients in a charming historic setting. Indulge in signature seafood dishes and explore an extensive wine list while sitting outdoors, taking in the stunning views of Campo Santo Stefano.
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Overnight: Sina Palazzo Sant'Angelo, an SLH Hotel

Saturday, May 22, 2027

Day 8

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7:00 AM - Breakfast at the Hotel

Each morning, enjoy a classic hotel breakfast available at your leisure, featuring a variety of hot and cold options to suit every preference. Whether you’re an early riser or prefer a slow start to your day, you’ll find something satisfying to begin your morning right.

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10:00 AM - Private Tour of Doge’s Palace & St. Mark’s Basilica

Duration3 Hours

We will have a private tour with local tour guide Nicoletti who will meet us in our hotel lobby to start the tour. The tour will last around 3 hours.


The sumptuous oriental walls of the Doge's Palace have been welcoming great politicians, princes, and ambassadors throughout the years. The same building houses, often hidden behind wooden panels, narrow offices, sinister prisons, and the notorious torture chamber.


This is an unforgettable tour that will take you from the pomp of staterooms with their golden ceilings to the Piombi (lead) cells. Relive Casanova's legendary escape and walk across the wood-beamed ceilings of the vast Sala del Maggior Consiglio (Great Council Hall). 


Afterward, enter St. Mark's Basilica and explore this magnificent church. 

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1:00 PM - Group Lunch

Enjoy lunch at a charming local restaurant after the tour, where you can savor authentic dishes that reflect the region's culinary heritage. Take your time to relax and soak in the atmosphere, perhaps even trying a specialty or two that the restaurant is known for. This meal is not just about food; it's an opportunity to engage with the local culture and share stories with fellow travelers, creating lasting memories of your journey.

Afternoon Free Time

There will be free time to explore on your own as you wish before dinner. We'll meet in the lobby of the hotel to walk to dinner as a group, or you can meet us there.

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7:00 PM - Farewell Dinner at Impronta Restaurant Venice

At Impronta Restaurant Venice, diners can savor authentic Venetian dishes reimagined with a modern flair. The warm atmosphere and elegant decor create a welcoming space, complemented by a menu that highlights fresh, locally sourced ingredients. Experience creative tasting menus and an impressive selection of local wines for a memorable meal.
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Overnight: Sina Palazzo Sant'Angelo, an SLH Hotel

Sunday, May 23, 2027

Day 9

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7:00 AM - Breakfast at the Hotel

Each morning, enjoy a classic hotel breakfast available at your leisure, featuring a variety of hot and cold options to suit every preference. Whether you’re an early riser or prefer a slow start to your day, you’ll find something satisfying to begin your morning right.

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Departure Day

You will have free time to explore Venice on your own before your flight back home. You can depart at any time this day. A private water taxi will provide airport transfers from the Hotel to the airport in Venice. The retreat officially ends after breakfast on this day.


Depending on your departure time, here are some suggested activities you can do if you find yourself with free time:


Tour of The Real Hidden Venice

Eat, drink, and repeat: Wine tasting tour in Venice

Market Tour and Cooking Class with a Venetian Chef

Venice Private Food Walking Tour With Locals: 6 or 10 Tastings

Venice in a Day Private Tour


Thank you so much for booking this Italian Escape with Walker Wellness Retreats. We genuinely hope to see you again soon.

Map of the trip locations

A. Rome, Metropolitan City of Rome Capital, Italy

Rome, Metropolitan City of Rome Capital, Italy

B. Florence

Florence, Metropolitan City of Florence, Italy

C. Venice

Venice, Metropolitan City of Venice, Italy

Photo gallery

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About your organizer

Welcome to Walker Wellness Retreats! Thank you for taking the time to learn about us! We created Walker Wellness Retreats to share the positive impact travel can have with as many people as possible. Travel makes the world seem not so large. It opens your mind to new ways of thinking. Together we can use our diverse skills and experience of traveling the world to design and plan incredible adventures to bring like-minded travelers together to unique places around the globe!

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Italian Escape