la dolce primavera
A 14-day spring escape
Gondolas, vineyards, frescoes, and flavors that capture the heart of Northeast and Central Italy.
TRIP itinerary
April 07 - 20, 2026
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A journey through the heart of italy
This April, step into the heart of Italy with The Italian Insider’s exclusive small-group journey through the country’s most captivating regions. From the shimmering canals of Venice to the hilltop charm of Perugia, the golden landscapes of Val d’Orcia, the artistic soul of Florence, and the culinary delights of Bologna — this 14-day itinerary is a love letter to authentic Italian living.
Spring is when Italy comes alive — fragrant, colorful, and full of possibility.
Join us for La Dolce Primavera!
Benvenuti a Venezia!
Welcome to Italy! Arrive in the enchanting city of Venice, where a private transfer brings you directly to your boutique hotel tucked along the canals. Take a moment to settle in and feel the rhythm of Italian life begin to unfold.
As evening falls, gather with your fellow travelers for a welcome dinner at one of Venice’s classic trattorias — a perfect first taste of la dolce vita. Your Italian adventure has officially begun — with laughter, flavor, and the magic of Venice setting the tone for the days ahead.
Day One
Discover Venice - Art, History & Cicchetti
It's time to set out to explore Venice with a local guide who brings the city’s history and legends to life. Wander through St. Mark’s Square and the Doge’s Palace, cross the iconic Rialto Bridge, and lose yourself in narrow alleyways where artisans still craft by hand.
After the tour, the rest of the day is yours to enjoy at your own pace. You might:
- Visit the Doge's Palace museum.
- Explore the canals with a private gondola ride.
- Enjoy Venice's magic and beauty with an afternoon spritz.
- Or simply embrace the Italian way of life with a post-lunch nap.
In Venice, every turn offers a new story, and every moment invites you to slow down and savor the magic.
Day Two
Islands of the lagoon
Today’s adventure takes you beyond the main canals to discover the charm of Venice’s islands. Begin with Murano, world-renowned for its centuries-old glassblowing tradition, where artisans still shape molten glass into shimmering works of art.
Continue to Burano, a photographer’s dream with its brightly painted houses and handmade lace — the perfect spot for a relaxed stroll and a light lunch.
As the day winds down, enjoy a leisurely return journey across the water with a free evening to bid your farewell to Venice in your own special way.
Day Three
Firenze - The Birthplace of the Renaissance
Today we leave Venice and travel like the Italians - aboard a high-speed train - where the Italian countryside unfolds as we journey towards Florence.
Upon arrival, settle into your historic boutique hotel and take a moment to absorb the city’s energy. The afternoon is yours to wander at leisure — perhaps a stroll along the Arno River, a first glimpse of the Duomo, or a visit to a charming piazza tucked off the beaten path on the other side of the bridge.
In the evening, gather for a welcome dinner featuring Tuscan flavors, fresh local ingredients, and the warm spirit of Florence. Your journey with The Italian Insider continues to unfold in a city steeped in art, history, and timeless Florentine charm.
Day Four
Florence Revealed — Art, History, and Hidden Gems
Spend the morning with a private guide discovering the masterpieces and secrets of Florence. Wander through the Duomo complex, admire the intricate details of Baptistery doors, stroll across the Ponte Vecchio, and explore artisan workshops in the Oltrarno district.
Your guide will share stories of the city’s rich history, art, and culture, giving you a deeper connection to its Renaissance heritage.
In the afternoon, enjoy free time to explore at your own pace — perhaps visiting a favorite museum, lingering over gelato in a sunlit piazza, or discovering quiet streets away from the crowds. Florence invites curiosity and wonder, and today is yours to savor both.
Day Five
Florence at Leisure — Or a Taste of Tuscany
Today is yours to shape your own experience. Spend the day exploring Florence at your own pace, whether it’s revisiting favorite landmarks, discovering hidden streets, shopping for leather, jewelry, and artisan goods, or enjoying a leisurely café in a sun-drenched piazza.
For those seeking a quintessential Tuscan experience, an optional full-day Tuscany Wine Tasting Tour is available (additional cost). A scenic journey through rolling hills and medieval villages, featuring visits to two carefully selected wineries where you can sample exceptional wines and learn about the region’s winemaking traditions.
Whether exploring the city or sipping your way through the Tuscan countryside, today is all about savoring Italy your way.
Day Six
Val d’Orcia Awaits
This morning, leave the bustling streets of Florence behind and travel south into the rolling hills of Val d’Orcia, a landscape of cypress-lined roads, golden fields, and charming hilltop towns.
En route, we will stop in one of Tuscany's beautiful hamlets, where you can enjoy lunch and take a short stroll through the city’s medieval streets and piazzas.
Upon arrival in Val d’Orcia, check in to your countryside accommodation and take a moment to soak in the serene vistas that have inspired artists for centuries. Spend the afternoon exploring the nearby village — wander cobblestone streets, visit local artisan shops, or simply relax and breathe in the Tuscan air.
In the evening, gather for a welcome dinner featuring traditional Val d’Orcia cuisine, paired with local wines, and toast to moving deeper into your unforgettable Tuscan experience.
Day Seven
The Via Francigena & Its Medieval Hilltowns
Today you’ll explore a breathtaking stretch of the historic Via Francigena, the ancient pilgrimage route that winds through the heart of the Val d’Orcia. Spend the day immersed in the iconic landscapes of Val d’Orcia, where rolling hills, cypress-lined roads, and golden fields create picture-perfect vistas at every turn.
This morning begins with a visit to Tuscany’s natural thermal waters, where you can soak in the warm, mineral-rich pools surrounded by gentle hills and peaceful countryside. Afterwards, continue to the lesser-known gem of Radicofani, perched high above the Val d’Orcia.
In the afternoon, enjoy time to relax at a local spa or head out to explore two of Tuscany’s most beloved hilltowns: Pienza, with its Renaissance architecture and pecorino shops, and Montalcino, world-famous for its Brunello wine and sweeping vineyard views. Whether you choose slow wellness or classic Tuscan charm, the day offers the perfect blend of restoration and exploration.
Day Eight
Cooking Class & Journey to Umbria
This morning, embrace the essence of Tuscan living with a hands-on farm-to-table cooking experience in the heart of Val d’Orcia. Begin by strolling through the garden to harvest fresh herbs and vegetables, guided by your hosts as you learn about the region’s seasonal produce and culinary traditions. Then, roll up your sleeves to prepare a three-course meal, crafted from the ingredients you’ve gathered — a true celebration of simplicity, flavor, and connection to the land.
After enjoying your creations over a leisurely lunch paired with local wines, journey east into Umbria, Italy’s lush “green heart.” Arrive at your historic villa just outside of Perugia, where you’ll settle in and unwind amidst tranquil countryside views — the perfect setting to begin your next Italian chapter.
Day Nine
History, Culture & Leisure
Wake up to the peaceful beauty of your Umbrian villa, surrounded by beautiful gardens. After breakfast, head into Perugia for a private guided walking tour, uncovering the city’s fascinating layers of history — from its Etruscan walls to its medieval piazzas and vibrant modern culture.
The afternoon is yours to enjoy as you wish:
- Perhaps visit the Perugina Chocolate Factory.
- Explore the National Gallery of Umbria,
- Take a funicular up to panoramic viewpoints.
- Or relax at a café with an espresso and people-watch.
Return to the villa in the evening for a quiet night or an optional dinner in town — the perfect end to a day that blends culture, flavor, and freedom.
Day Ten
Assisi & the Flavors of Umbria
Today you’ll journey to the sacred and storied town of Assisi, birthplace of St. Francis and a UNESCO World Heritage Site. Enjoy a private guided tour through its peaceful streets and sacred landmarks, including the Basilica di San Francesco, adorned with breathtaking frescoes by Giotto.
After time to wander the charming shops and cafés at your leisure, continue into the Umbrian countryside for a visit to a traditional frantoio — an olive oil mill where age-old methods meet modern craftsmanship. Walk the olive groves, learn about the production process and taste a variety of oils for which this region is known.
In the evening, choose to return to your villa for a quiet night under the stars or head into Perugia for dinner and an evening out, soaking up the local atmosphere before your next adventure begins.
Day Eleven
Bologna — Culture, Cuisine & Charm
This morning, depart Umbria and travel north to Bologna, the vibrant capital of Italy’s Emilia-Romagna region and a city celebrated for its rich history and legendary cuisine.
Upon arrival, meet your local guide for a private walking tour, exploring the city’s elegant porticoes, medieval towers, and lively piazzas. Learn about Bologna’s university heritage, visit the Piazza Maggiore, and admire the iconic Two Towers that define its skyline.
As evening falls, gather for dinner at a traditional osteria, where homemade pasta and regional specialties set the stage for an unforgettable culinary experience. It’s the perfect introduction to the warmth, flavor, and authenticity that make Bologna the gastronomic heart of Italy.
Day Twelve
Parmigiano, Balsamic & Farewell to Italy
Today is a celebration of Italy’s culinary heart. Begin with a visit to a Parmigiano Reggiano dairy farm, where you’ll witness the centuries-old process of crafting this world-famous cheese from milk to aging cellar. Enjoy a guided tasting that reveals the depth and nuance of true Parmigiano Reggiano.
Continue to Modena, home of Italy’s prized traditional balsamic vinegar, for an intimate tour of a local acetaia and a sampling of aged vinegars that embody generations of craftsmanship.
After returning to Bologna, enjoy free time to shop, relax, or wander through the city’s porticoed streets. In the evening, gather for a farewell dinner at one of Bologna’s renowned restaurants — a final toast to friendship, discovery, and the unforgettable flavors of Northeast Italy.
Day Thirteen
Arrivederci Italia — Departure Day
After a final breakfast in Bologna, it’s time to say arrivederci to Italy. Enjoy a private transfer to the airport or train station, with assistance for your onward travels.
As you journey home, carry with you the memories of winding canals, hilltop towns, rolling vineyards, and the incredible flavors and friendships discovered along the way.
This Italian Insider adventure through Central - Northeast Italy may come to an end — but the connection to Italy’s heart, culture, and spirit will stay with you forever.
Day Fourteen
ITALY Awaits
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ready to book?
Experience La Dolce Primavera — a journey through Italy that celebrates art, flavor, and connection. This is more than a vacation; it’s an immersion into the heart and soul of Italy, guided by local experts and curated by The Italian Insider for travelers who crave authenticity and graceful simplicity.
Double Occupancy - $6,700.00
Single Occupancy - $7,900.00
International flights to and from Italy. ( Arriving in Venice, Departing from Bologna)
Travel insurance (highly recommended!)
Luggage handling
Items of personal nature
Any meals not specifically listed in the itinerary
Alcoholic beverages
Personal excursions or experiences during free time
Tuscany Wine Day Tour (3 wineries) – available as an optional add-on.
Gratuities and tips for personal services
What's Not included:
Sept 7-20
14 days / 13 nights' accommodations (hand-selected boutique hotels and historic villas)
Private airport transfers on arrival and departure.
Local transportation, trains and transfers between locations.
Daily breakfasts, plus select lunches and dinners as noted in the itinerary (13 meals total).
Private guided tours of Venice, Florence, Perugia, Assisi, and Bologna
Guided exploration of Val d’Orcia hill towns — Pienza, Montalcino, and beyond.
Farm-to-table cooking class and 3-course meal in the Tuscan countryside.
Visits and olive oil tasting at a frantoio (olive oil mill) in Umbria.
Day trip to Modena and Parmigiano Reggiano tasting experience in Emilia-Romagna.
The Italian Insider hosts (2), providing on-the-ground support and connection throughout the journey.
Small-group experience — limited to 10 travelers for a more intimate and personalized adventure.
What's Included:
What's Included In This journey
(Early Bird Pricing Until Jan. 1st!)
Additional information
Your trip is a BIG investment. If you cannot afford to lose the money you have invested to travel, for whatever reason, we strongly recommend you consider travel insurance. We encourage you to do your due diligence by researching and finding the best plan for YOU.
Suggested travel insurance companies: Travel Guard | Allianz
*Inquire about a “Cancel for Any Reason” plan.
- A non-refundable deposit of $500 is required to secure your spot on the trip. This exclusive journey is limited to 10 travelers to ensure a personalized and immersive experience. Spaces are filled on a first-come, first-served basis.
- The remaining balance is due 30 days before the trip start date. Payments can be made in installments or in full.
- If booking within 45 days of departure, full payment is required at the time of booking.
- Cancellations made 90 days or more before departure: Eligible for a partial refund. Deposit is non-refundable but may be applied toward a future Italian Insider trip.
- Cancellations made within 90 days of departure: Non-refundable.
- If the trip is canceled by The Italian Insider due to unforeseen circumstances (e.g., government travel restrictions, safety concerns), you will receive a full refund or credit toward a future trip.
- No refunds will be given for missed activities, late arrivals, or early departures.
- Travel insurance is strongly recommended to cover unexpected cancellations, medical emergencies, or trip interruptions.
Travel Insurance
Deposit & Payment Terms
Refund & Cancellation Policy
LA DOLCE PRIMAVERA - APRIL 26
Your Italian spring awaits — where every view feels like a painting, every meal a memory, and every moment a reminder of why we fall in love with Italy again and again.
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