Florence, Pisa & the Coastal Charms of Italy 2026

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1-888-597-3519

905-639-9954

dhtour@dhtour.ca

6 Days / 5 Nights
Availability : April to November
Start: Rome, Italy
End: Rome, Italy

Florence, Pisa & the Coastal Charms of Italy: 2 nts Florence, 1 nt Pisa, 2 nts Montepulciano

We invite you to leave Rome behind and dive into the heart of Tuscany, where every road leads to charm and discovery. Wander through the art-filled streets of Florence, the birthplace of the Renaissance, and the ever-so-charming Pisa, as we explore some of Italy’s most iconic towns. You’ll also venture off the beaten path to uncover the rustic beauty of the Italian countryside. And don’t forget the coastal gems like Cinque Terre, guaranteed to take your breath away.

6 DAYS / 5 NIGHTS / MAX 16 GUESTS / SMALL COACH

Contact DHTour at 1-888-597-3519 or 905-639-9954 or dhtour@dhtour.ca to book 

Tour Details
Places you explore

Florence – Marvel at the finest collection of Italian Renaissance art and architecture in this fine city.

Pisa – A legendary city with the iconic architectural duo: the spectacular Romanesque Cathedral and the famous leaning tower.

Val d’Orcia – Rolling hills are occasionally dotted with olive groves and vineyards creating beautiful vistas.

Cinque Terre – Imagine five pastel-hued villages perched on the rugged coast surrounded by terraced cliffs and clear deep blue water.

Lucca – Explore the cobbled streets, picturesque piazzas and shady promenades in this stunning walled city.

Siena – Sit and watch as the world goes by at one of Italy’s loveliest squares, Piazza del Campo.

Pick Up Location & TIme

Rome  (Google Map)
8:30am – Hilton Rome Eur La Lama, Viale Europa 287, Rome, 00144, Italy.

Drop off Location & Time

Rome (Google Map)
approx 7:00pm – Hilton Rome Eur La Lama, Viale Europa 287, Rome, 00144, Italy.

Price Includes

  • 5 nights 3/4 star hotel accommodation
  • Transport in a 16 seat Mercedes mini-coach
  • Air conditioning as standard
  • Daily breakfasts
  • The stories and services of an English-speaking driver-guide
  • Montepulciano winery visit
  • Return train ticket from La Spezia to all Cinque Terre

Meals

  • 5 breakfasts
  • 0 lunches
  • 0 dinners
  • 0 teas

Price Excludes

  • Entry fees to visitor attractions/Optional Activities
  • Airfare
  • Transfers
  • Pre / Post hotel nights
  • Driver / Tour Leader gratuity is at your discretion
  • Travel Insurance
What to Expect

Explore in 16 seat mini-coaches, always taking the scenic route, you have great views through large windows, and you’re free to sample the local tipple without worrying about driving. Our driver-guides are famous for their knowledge, facts, quirky stories, history, and fairy-tales. They truly take you beyond the guidebooks and into your adventure. You make your trip your own. We provide the timetable; and you can choose where you want to eat and which attractions you pay to see. So, if you want to skip a castle and read your book by a mountain view, you can.

A good night’s sleep is often needed for a good day of travel. So we’ve hand-picked three-star to four-star hotels in remote coastal villages, bustling towns, and mountain valleys. Your accommodation is included in the tour price.

Most people can comfortably enjoy our tours, but it’s worth bearing in mind that we often include optional short walks in scenic locations. Please also be aware that many of the old European towns are built on steep hills with cobbled lanes, and you may have to carry your own luggage at times.

We’ve arranged experiences for you on your tour. The ‘included activities’ are already booked and paid for as part of your trip, whereas you can purchase ‘optional activities’ while on your tour. You also have free time in many destinations to pick and choose which attractions you visit.

Pack comfortable shoes for walks up to beautiful views. Carry swimwear and a towel for swimming spots. Your holiday’s more fun when you protect yourself from the sun.

Itinerary
Florence, Pisa & the Coastal Charms of Italy

Day 1 Journey from Rome to Orvieto & Siena

There’s something to be said about the energy and passion of Rome, but today we leave it behind for the heart and beauty of greater Italy. We head north, through Italy’s Lazio and Umbria regions, an urban metropolis blending into rural charm. Don’t be lulled into dozing, otherwise you might miss the verdant countryside, from olive groves to vineyards.

As we approach our first stop of the day, you might just start to believe in magic. Perched dramatically atop a volcanic tuff cliff is the city of Orvieto. It’s a city known for its unfathomably beautiful duomo, the limestone rock its perched on, and the cave system that makes up its roots. It’s the perfect place to explore and feel like a true adventurer. As you wander its shop-and-restaurant-filled streets, its medieval architecture stems out from the masterful Gothic cathedral. And, as a region known for its wine, now might be the perfect time to sit and take in the sights with a refreshing local grape.

We continue to Siena, a gorgeous red-brick city that celebrates Gothic architecture like no one else. The place’s essence centres around the unique shell-shaped Piazza del Campo. It’s here where the bi-annual horse race ‘Palio di Siena’ is hosted. And it’s also where James Bond madly chases his enemy in ‘Quantum of Solace’.

We then head into the bustling city of Florence, your overnight stay for the next two nights. Fashion, culture, history, architecture, cuisine… Florence has a lot going for it. Surrounded by gentle rolling hills, farms and orchards, villas and vineyards, Firenze (as it’s known to the locals) is an indulgence. How will you spend your first night here? Wandering the streets and taking in the incredible duomos, bridges and buildings? Or sitting in a cobbled courtyard somewhere with a plate of Ragu di Cinghiale and a glass of Chianti?

Your overnight accommodation will be in B&B Hotel Firenze Laurus al Duomo, Florence (or similar). (B)

Day 2A day in Florence

Good morning, Florence. Or in the local language, Buongiorno Firenze. It might be worth learning a few phrases to help navigate the city today, because today is a full day in Florence. We start with an included guided tour around Florence’s cobbled streets, where your guide will point out some of the city’s most impressive features while telling you a bit about its history.

Florence is a masterpiece, and, as the capital of Italy’s Tuscany region, it’s the home to a plethora of Renaissance art and architecture. Brimming with life and excitement. There’s far too much to choose from. So, what’s on your list? Maybe you’ll stroll across Ponte Vecchio and get an iconic shot of this famous medieval stone arch bridge crossing the Arno River. Perhaps you’ll head inside the the Uffizi Gallery, an iconic art gallery housing Botticelli’s The Birth of Venus and Caravaggio’s Medusa. Meander around the Piazza della Signoria with your camera… finding local markets for an afternoon treat.

Hungry yet? Exploring a new place is the best way to build up an appetite. But you’re in Florence now, a city known for more than its striking architecture. We’re talking about cibo – food. Perhaps you’ll partake in a Bistecca alla Fiorentina, a T-bone steak seasoned with salt, pepper and olive oil. This traditional Florentine dish pairs well with a glass of Chianti, just saying. If you’ve been snacking throughout the day (as is custom when gelato and Cannoli tempt you at every corner), perhaps you’ll go for something lighter like Ribollita, a classic Tuscan vegetable soup. Or maybe a simple (yet incredible) slice of pizza while you wander is more up your alley.

And as the sun sets on another gorgeous day in Italy, it’s time to settle down for another romantic and historic city. You’ll go to sleep tonight knowing you’re surrounded by fine Italian wine, quiet medieval streets, and the memory and influence of famous artists like Michelangelo and Leonardo da Vinci.

Your overnight accommodation will be in B&B Hotel Firenze Laurus al Duomo, Florence (or similar). (B)

Day 3Cinque Terre & Pisa

It’s time to say goodbye to city life (for now) and embrace the beautiful coastline of Italy. We depart Florence and travel through the Tuscan countryside to the stunning Ligurian coast.

We arrive in La Spezia, a port city known as the gateway to Cinque Terre that offers a blend of maritime charm and vibrant culture.You will get a train ticket that will get you between as many colourful villages as you wish. Riomaggiore, Manarola, Corniglia, Vernazza and Monterosso; it’s up to you to decide which ones you want to visit.

Nested against the rugged cliffs of the Italian Riviera, everywhere you look you’ll spot colourful houses, winding streets, stunning panoramas, and so much more. The afternoon is yours to explore on your own and you’re spoilt with temptations the five post-card villages offer. A sandy beach in Monteroso, a photogenic harbour in Vernazza, terraced vineyards in Corniglia, delicious local wine in Manarola, and cobbled streets of Riomaggiore.

After a relaxed afternoon soaking up the coastal charm of Cinque Terre, perhaps with a final gelato by the sea or a lingering gaze at the pastel villages, you make your way to Pisa.

You’ll have a free evening to discover more of Pisa’s charm. Explore the Piazza dei Miracoli at dusk, stroll along the Arno River, visit the peaceful Camposanto Monumentale, or admire the city’s many historic churches. Be sure to enjoy some local cuisine before settling in for an overnight stay in Pisa.

Your overnight accommodation will be in 3/4* hotel in Pisa (or similar). (B)

Day 4Lucca & rural Tuscany

You’ll have some free time in Pisa this morning to make sure you get that iconic photo with the tower before it’s back to the bus to explore more of Tuscany’s treasures.

Our first stop of the day is the charming walled city of Lucca. Here you’ll find a delightful blend of historical, cultural, and scenic attractions. Maybe you’ll walk along the city walls. Perhaps you’ll visit the Piazza dell’Anfiteatro. Or find yourself in one of Lucca’s beautiful churches – perhaps the Cathedral of St Martin.

This afternoon get ready to step back in time as you visit the medieval hilltop town of Volterra – a quintessential Tuscan town with sweeping views across the rolling hills. Maybe you’ll chose to learn about the ancient Etruscan way of life and the town’s famous alabaster working at the Museo Etrusco, admire the decadent Palazzo Incontri-Viti merchant’s mansion, or just sit back and watch the world go by at the Piazza San Giovanni.

Next, we travel along the country roads, past cypress trees and olive groves to arrive in Montepulciano. This hilltop town in rural Tuscany is your home for two night.

Time slows down here and every corner invites you to discover something beautiful. You’ve got a free evening here, so make sure to wander through its medieval streets, where history whispers through Renaissance architecture, and the scent of rich, earthy wine fills the air.

Your overnight accommodation will be in Albergo San Biagio, Montepulciano (or similar). (B)

Day 5Val d'Orcia & tastes of Tuscany

You’ve got a free morning in this charming town so stop by a local café to enjoy a traditional Italian espresso paired with a pastry. And then, maybe you will feel like taking a peaceful walk up to the Piazza Grande, where you can admire the impressive Palazzo Comunale and the panoramic vistas over the Val d’Orcia? Whatever you decide to do, savour this perfect moment.

After your peaceful morning, we start to uncover the secrets of the iconic Val d’Orcia. Our first stop of today is a real beauty. An architectural beauty, that is. Pienza is celebrated for its exquisite Renaissance architecture and its UNESCO World Heritage city centre.

Your time is yours to eat lunch and to uncover the secrets of Pienza. What will you see first? Perhaps the duomo with its striking interior and impressive windows? Or the Diocesan Museum, brimming with paintings from the 12th to17th centuries. Wherever you end up, you’ll fall for the city just like we did. No trip to Tuscany is complete without a visit to a local winery, so we stop in at one for a tour followed by a tasting. We finish the day with a visit to Bagno Vignoni, a village renowned for centuries for its curative waters. Today, you can admire this ancient spa and follow the flow of the spring waters across the archaeological park.

After a day of exploring the Tuscan countryside, we return to Montepulciano for another leisurely evening. Stuck for ideas what to do? There’s no better way to embrace the magic of this place than with a glass of the local Vino Nobile di Montepulciano in hand and a sunset walk.

Your overnight accommodation will be in Albergo San Biagio, Montepulciano (or similar). (B)

Day 6The Maremma region & Sovana

You leave Tuscany in the morning and travel south to the Maremma region. This enchanting stretch of Tuscany and Lazio whispers tales of the Etruscans, a sophisticated civilization that thrived long before Rome’s dominance. Renowned for their artistry, engineering, and harmonious relationship with nature, the Etruscans left behind a legacy etched in hilltop towns, necropolises, and mysterious artifacts. Today, we’ll explore some of the most remarkable sites tied to these fascinating people, delving into their history and trying to uncover their secrets.

Our first stop of the day, Sovana, may look like a sleepy medieval hamlet today but it has deep Etruscan roots that date back over 2,500 years. If you love a bit of ancient mystery, make sure to visit the Etruscan Necropolis, where you can get up close to a hauntingly beautiful collection of tombs carved into the region’s soft tuff rock. Feel full of awe as you admire these ancient tombs with intricate carvings that reflect the Etruscans’ beliefs in the afterlife and their deep respect for nature. Alternatively, you can walk along the enigmatic Via Cava, an impressive road network carved out of tuff during the Bronze Age.

After exploring these remarkable remnants of Etruscan civilisation make sure to grab something to eat and soak in the atmosphere of this picturesque medieval town before continuing your adventure.

We continue the journey towards Capodimonte, a small town situated on the bank of Bolsena Lake, the largest volcanic lake in Italy. You’ve got free time to stroll along the charming waterfront, explore the medieval fortress of Rocca Farnese, or go on a boat tour. After your relaxing break by the lake, we start our journey through the region of Lazio towards Rome.

And as we head back to the Eternal City of Rome, now is the time to reflect on all you’ve sampled and experienced over the last few days. From the remnants of enigmatic civilisations to the icons of architecture, charming villages and local wine, this tour is bursting with stories and flavours. (B)

Dates and Prices - Hotel accommodation
Departure Dates and Days Double/Twin (pp) Single Rate
2026: April 6, 20 $3,560 $3,204 $4,280 $3,852
2026: May 4, 18  $3,560 $3,204 $4,280 $3,852
2026: June 1, 15, 29  $3,560 $3,204 $4,280 $3,852
2026: August 31  $3,560 $3,204 $4,280 $3,852
2026: September 14, 28  $3,560 $3,204 $4,280 $3,852
2026: October 12, 26  $3,560 $3,204 $4,280 $3,852
2026: November 11  $3,560 $3,204 $4,280 $3,852

Dates shown in green are guaranteed departures. 

*Save 10% per person on selected Small Coach 2026 tours, subject to availability. 

Discount applicable to new bookings. Valid until December 15th, 2025. 

Pricing

Pricing is per person (pp) based on twin/ double occupancy.
Rates are in $ CAD.


Contact DHTour at 1-888-597-3519 or 905-639-9954 or dhtour@dhtour.ca  to book.

Ask us for the best available pricing for your dates & choice of airline.

 

Notes
Mobility: All of our tours involve walking and require our guests to board and disembark our vehicles several times a day making this tour unsuitable for those with reduced mobility.

Luggage: You’re restricted to 20kg (44lbs) of luggage per person. This should be one piece of luggage similar to an airline carry-on bag (approximately 55cm x 45cm x 25cm / 22in x 17in x 10in) and a small bag for onboard personal items.

Want to extend your stay in Rome?  Ask us for a hotel package. 

Map

Photos