Tuscany: For the Hungry Girls
TUSCANY, ITALY
Join us in the heart of Tuscany—where calories don’t count, wine is always a good idea, and every winding road leads to something delicious. This is a journey through Italy’s most iconic food and wine country, where long, lazy lunches turn into golden afternoons, vineyard views stretch for miles, and “just one more bite” becomes a daily ritual.
Come hungry—for handmade pasta, for Brunello and Chianti, for sun-soaked adventures through rolling hills, and for the kind of moments that make you wonder why you don’t live like this all the time.
And because we believe in balance, we’ll weave in just the right amount self care—slow mornings, time by the pool, restorative massages, and hot tub moments, and a soak in natural hot springs tucked into the Tuscan countryside. The kind of reset that feels as good as that second glass of wine.
Because this isn’t just Italy… it’s Italy done right.
Come hungry. Leave full—in every sense of the word.
Plus, an optional pre-trip extension to Cinque Terre: Where the Coast Comes Alive!
TUSCANY TRIP DATES
May 22-29, 2027
ITINERARY
Day 1- May 22
WELCOME TO FLORENCE
Arrive in Florence, the heart of Tuscany.
Check into your centrally located boutique accommodations, just steps from iconic landmarks.
In the evening, meet Lea and your fellow travelers for a Prosecco toast and welcome dinner, your first taste of Tuscan cuisine.
Meals included: Dinner
Day 2 - May 23
FLORENCE LIKE A LOCAL
Begin your day with coffee and breakfast before heading out on a guided walking tour of Florence, led by a knowledgeable local female guide.
Enjoy the afternoon to explore at your own pace—visit Ufizzi Gallery or Galleria dell’Accademia, climb the Duomo, or linger over a long Italian lunch.
As the sun sets, indulge in a Florence food & wine experience, tasting curated Tuscan specialties, wines, and even the iconic Negroni, while discovering hidden gems like historic wine windows and cellars.
Meals included: Breakfast and Dinner
Day 3 - May 24
MEDIEVAL TOWNS & TUSCAN ARRIVAL
Depart Florence for a day immersed in Tuscany’s most iconic towns:
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San Gimignano – Wander its medieval streets and climb ancient towers for sweeping countryside views
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Siena – Explore the stunning Piazza del Campo and its rich Gothic architecture
Enjoy free time in both towns to shop, explore, and soak in the atmosphere.
In the evening, gather for a wine tasting and dinner, then continue on to our private Tuscan villa, your home for the remainder of the journey.
Meals included: Breakfast and Dinner
Day 4 - May 25
VILLA DAY: REST & RESTORE
Today is all about slowing down and ultimate "me day" vibes.
Unwind at the villa with:
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Private massages
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Pool and hot tub time overlooking the Tuscan hills
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Read a book, journal, stroll the Villa grounds, or sunbathe/nap!
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A nourishing, homemade lunch prepared by Lea
In the evening, enjoy a private chef dinner paired with a relaxed Tuscan wine tasting.
Meals included: Breakfast, Lunch, Dinner
Day 5 - May 26
TUSCANY COUNTRYSIDE BY E-BIKE & FARM LUNCH
With the ease of an electric bike, you’ll glide effortlessly through rolling hills, passing vineyards, olive groves, and historic villas that define this region. Along the way, we’ll pause for photos, take in the views, and hear stories of Tuscany’s rich history from our local guide.
Midday, we’ll arrive at a charming, family-run Chianti estate, where we’ll be welcomed for a relaxed and authentic farm-to-table experience. Enjoy a traditional Tuscan lunch paired with local wines and olive oils, surrounded by the very land they’re produced on. This day is equal parts movement, beauty, and indulgence—an immersive way to experience Tuscany at its most authentic.
After our day of exploring the Tuscan countryside, we’ll return to our villa to unwind—enjoying a relaxed evening with dinner, wine, and the peaceful beauty of our surroundings.
Meals included: Breakfast, Lunch, Dinner
Day 6 - May 27
MONTEPULCIANO & NATURAL HOT SPRINGS
Travel to the hilltop town of Montepulciano for free time to explore its charming streets, shops, and wine bars.
Later, experience one of Tuscany’s hidden gems—natural thermal hot springs nestled in the forest. Hike in to enjoy this favorite of locals and soak in warm, mineral-rich waters cascading over limestone terraces for a truly magical and grounding experience.
End the day with a winery visit and dinner at a highly regarded local estate.
Meals included: Breakfast, Lunch, Dinner
Day 7 - May 28
TUSCAN COOKING & FAREWELL CELEBRATION
Immerse yourself in Italian culinary tradition with a hands-on Tuscan cooking class, learning techniques and recipes you’ll carry with you long after the trip ends.
In the evening, we’ll gather for a beautifully curated farewell dinner at one of the region’s most exceptional restaurants—an experience designed to celebrate Tuscany’s finest flavors, thoughtful wine pairings, and the unforgettable moments we’ve shared together.
Meals included: Breakfast, Lunch, Dinner
Day 8 - May 29
DEPARTURE DAY
Journey back to Florence for departures.
End this trip with hugs, memories, and a promise to travel together again 💛
Meals included: Breakfast
Please note, the itinerary is subject to change.
WHERE YOU'LL BE STAYING
Cinque Terre
Seaside Charm in Riomaggiore (Pre-Trip Extension Only)
Tucked into the colorful cliffs of Riomaggiore, your stay is set within a beautifully restored historic building just steps from the harbor. Wake up to the sound of the sea, wander out your door to waterfront cafés, and soak in the magic of village life where pastel homes meet the Mediterranean.
This is coastal Italy at its most intimate—charming, vibrant, and effortlessly beautiful.
Accommodations are subject to change due to availability or circumstances beyond our control. Any changes will always reflect a similar or elevated experience.
Florence
Boutique Stay in the Heart of the City
In Florence, you’ll stay in a boutique property set within a historic building, just moments from the Uffizi Gallery and the iconic Ponte Vecchio.
With elegant interiors, modern comforts, and an unbeatable location, this stay allows you to step directly into the energy of the city—whether that’s early morning espresso runs, sunset strolls, or getting lost in Florence’s timeless streets.
Tuscany
Private Villa in the Countryside
Your home in Tuscany is a private villa surrounded by rolling hills, vineyards, and endless golden landscapes.
Here, life slows down. Spend your days lounging by the gorgeous pool, soaking in the hot tub, and enjoying long, relaxed meals under the Tuscan sun.
With spacious rooms, beautiful outdoor spaces, and a peaceful atmosphere, the villa becomes more than a place to stay—it becomes part of the experience.
It’s the Tuscany you picture in your mind… quiet, warm, and deeply restorative.
Questions before you commit?
Schedule a chat with Lea about this trip!
Or send us an email: letsgo@sunnyandturquoisetravel.com
YOUR HOST
Lea Droessler, owner of Sunny & Turquoise, is a business innovator, travel coach, adventure enthusiast, gourmet cook, loving wife, and devoted mom. More about Lea here.
WHAT'S INCLUDED
Accommodations
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2 nights in a boutique hotel in Florence
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5 nights in a private Tuscan villa
Transportation
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All group transfers throughout the itinerary
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Private transportation from Florence through Tuscany
Meals & Experiences
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Welcome dinner in Florence
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Multiple curated group dinners throughout the trip
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Wine tastings in Tuscany
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Florence food & wine tour
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Tuscan cooking class at the villa
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Private chef dinner at the villa
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All breakfasts
Activities & Excursions
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Guided walking tour of Florence with a local female guide
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Visits to San Gimignano and Siena
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Montepulciano day trip
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Tuscan E-Bike Tour and Chianti Farm Lunch with Wine and Olive Oil Tasting
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Natural hot springs experience
Wellness & Retreat Touches
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One relaxing massage at the villa
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Access to villa amenities (pool, hot tub, scenic outdoor spaces)
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Thoughtfully curated slow moments and connection time
Support & Hosting
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Full trip planning and coordination
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On-the-ground support and hosting by Lea and the Sunny & Turquoise team
TRIP INVESTMENT
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€4,333 Per traveler | shared room option
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€4,999 Per traveler | private room option
Payment Schedule
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€750 Deposit due at booking
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50% Of Remainder Due 6 Months prior to departure date
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Remainder/Final Payment due 75 Days prior to departure date
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Please register for this trip. Upon receiving confirmation of your registration, you will be sent your invoice for deposit and payment schedule.
Why is this trip priced in Euros?
With the ever-changing foreign exchange rate, it’s easier for us to price our trips in Euros as this is how we pay our vendors.
WHAT'S NOT INCLUDED
Everything has been thoughtfully arranged for a seamless, elevated experience. The following items remain at your personal discretion:
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International flights to and from Florence Airport, Amerigo Vespucci (FLR) or Rome Airport (and transport to Florence from Rome.)
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Travel insurance (required). Proof of coverage must be provided prior to departure. We highly recommend Faye Travel Insurance for comprehensive and affordable protection.
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Airport Transfer to Accommodations
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Optional excursions outside of activities described above
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Two lunches during free time
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Alcohol outside of included tastings and 1 glass of wine during group meals
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Souvenirs and personal shopping
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Gratuities for hosts (optional and always appreciated)
TRAVEL INFORMATION
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Fly into Florence Airport, Amerigo Vespucci (FLR), by the afternoon of May 22nd
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Alternatively if you want to fly into Rome you can, but must take care of your own transport from Rome to Florence by afternoon of May 22nd. We recommend a high speed train for this.
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Fly out of Florence Airport, Amerigo Vespucci (FLR) no earlier than 12pm on May 29. Please inquire if you would like help with booking your flights or an adventure to another part of Italy afterwards! (For an Additional fee)
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If you choose to fly in and out of Rome be sure to account for train travel time to Rome and train from Florence must leave in the afternoon of May 29.
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Please do not book flights until you receive email confirmation from Sunny & Turquoise to do so.
CINQUE TERRE... WHERE THE COAST COMES ALIVE
Hike it out before you wine it down. The perfect way to build your appetite before Tuscany. Think breathtaking coastal hikes, colorful seaside villages, and views that feel almost too pretty to be real.
Begin your journey along the colorful cliffs of Cinque Terre, where the sea meets storybook villages and every path leads to something unforgettable.
Spend your days hiking scenic coastal trails, sipping local wines overlooking the water, and wandering through sun-drenched streets filled with charm and character.
This prelude is light, vibrant, and full of life—the perfect way to ease into Italy before settling into the slower rhythm of Tuscany.
May 19 – Arrival to the Italian Riviera
Arrive in the colorful seaside village of Riomaggiore, where pastel homes cascade down to the harbor. Settle into your charming boutique stay before meeting the group for a relaxed welcome dinner by the water.
Spend the evening wandering cobblestone lanes, sipping wine, and soaking in your first taste of coastal Italy after a delicious group welcome dinner.
May 20 – Coastal Beauty and Local Flavors
Start your day with a scenic walk along the iconic Via dell’Amore, a short but breathtaking coastal path connecting Riomaggiore and Manarola.
Later, travel by train to Vernazza, one of the most picturesque villages in Cinque Terre, for a unique lemon grove and wine experience. Taste local limoncino, regional wines, and traditional Ligurian specialties overlooking the sea.
In the evening, we’ll set out along the coast for a stunning sunset boat experience—gliding past colorful cliffs with a glass of local wine in hand.
Afterward, we’ll gather for a seaside dinner, savoring fresh seafood, flowing conversation, and the kind of golden-hour moments you wish you could bottle up forever.
May 21 – Hiking, Pesto, and Italian Traditions
Enjoy a slow morning or opt for a hike along the famous Blue Trail (Monterosso → Vernazza, with the option to continue to Corniglia).
In the afternoon, dive into Ligurian culture with a hands-on pesto-making class. Using a mortar and pestle, you’ll learn the art of crafting authentic pesto—paired perfectly with local wines, focaccia, cheeses, and olive oils. Explore that evening and find your new favorite Italian restaurant to end the day.
WHAT'S INCLUDED:
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Roundtrip Train Ticket Florence to Cinque Terre
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3 Nights Boutique Hotel Accommodations Tucked into the colorful cliffs of Riomaggiore
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Train Pass to explore all of the gorgeous small towns of the area
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3 Breakfasts
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2 Delicious Local Dinner Experiences
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Guided Walking Tour led by Local Woman
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Lemon & Wine Tour in Vernazza
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Sunset Boat Tour
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Pesto Making Class
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Epic hiking opportunities
WHAT'S NOT INCLUDED:
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Airfare to Florence, Italy
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1 Dinner on your own during free time
EXTENSION PRICING
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€1,555 Per Traveler | Shared Room, Private Bed
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€2,111 Per Traveler | Private Room Option
€500 additional deposit required to book Cinque Terre Extension.
Please select this extension when registering for Tuscany if you would like us to add this extension to your Italy trip!
Upon receiving confirmation of your registration you will be sent your invoice for deposit and payment schedule.
Optional Trip Extension
