A Walking Tour of Rome: Discovering Caravaggio

When exploring a city, I prefer to plan my day around a consistent theme.Instead of checking off an assortment of famous sites from a list, I love the idea of a walking journey with a mission. Regardless of your theme, walking, of course, will take you all around the city and allow you to see other marvellous things along the way. In Rome, one of my favourite adventures is tracking down the masterpieces of Caravaggio.Born in Milan, Caravaggio moved to Rome in his twenties, and it was here where he made a name for himself as a radical Baroque painter. He developed chiaroscuro (which translates into English as light-dark)—a painting technique that uses heavy contrasts and would ultimately become his works’ trademark aesthetic.Here are my suggestions of how you can take a journey through chiaroscuro and discover Caravaggio&nbsp;in Rome on an approximately three-hour-long walking tour.Begin at around 10:00 am with an espresso at the Capitoline Museums, where you can catch an incredible view over the city from the rooftop café. This also just happens to be one of my top museums in Rome, and I highly recommend paying a visit to the gallery before you take off. You’ll find two Caravaggio works here—The Fortune Teller (this one is my favourite!) and St. John the Baptist.From here, wander down past the statues of Castor and Pollux and cross a couple of major roads to arrive at the Pantheon, and ultimately at the Church of San Luigi dei Francesi.There are some wonderful Caravaggio masterpieces here that you can view for free. Well, not exactly ‘free’: you need to pay for the light to see them, but it will only cost you a few Euros.Coffee time again—this is <a href="https://www.butterfield.com/blog/2013/02/28/insiders-guide-rome/">Rome</a>, after all! Down the road is one of the most famous coffee places in the city: Café san Eustachio. Ask for a Grand Café and they’ll do their thing (though you may want to add a bit of sugar). It’s a bustling place where locals stand around and brush shoulders. Insider tip: most places in Italy double or even triple the price of a coffee if you sit at a table versus if you stand up.From here, it’s a short walk through Piazza Navona—be sure to walk up Navona and not along the busy via de Rinascimento. Near the North end of the piazza is the Church of Sant Agostino. This church displays a fantastic Caravaggio painting and admission is free. Note that the church is sometimes closed. Regardless, it’s still a great walk.Wind your way farther north to the Piazza del Popolo by way of Via Di Ripetta. Across the Piazza, on your right-hand side, will be Santa Maria del Popolo. It’s here you’ll find The Conversion of St. Paul and The Crucifixion of St. Peter. Same as with the works in the Church of San Luigi dei Francesi, you’ll need a few Euro coins to illuminate them.If you really want to prepare for your journey, I recommend reading&nbsp;Caravaggio: A Life Sacred and Profane by Andrew Graham-Dixon.&nbsp;

Explore Rome on a Caravaggio walking tour featuring the Capitoline Museums, San Luigi dei Francesi, and Santa Maria del Popolo. Discover Baroque masterpieces, hidden churches, and iconic piazzas on this art-inspired Rome itinerary.

Experience Italy like a local with Butterfield & Robinson

Italy

A visit to Italy conjures images of crystal blue seas and vineyards dappled with sunshine. But let’s not forget the sun-kissed lemon groves and truffle-laced forests. Indulge in the Italy that few others see: once you’re embraced by the goodwill and aromas of all corners of this land, you may just forget to return home.The secret to Italy? Communing with Italians (some of whom work in our Tuscan office). That’s why we don’t just track down the best pasta—we ask our local friends when they’re free, then invite you to a feast on their estate. (Grazie, <a href="https://www.butterfield.com/get-inspired/in-tuscany-home-is-where-the-hospitality-is">Lungarellas</a>!) We don’t merely visit the Statue of David—we host a private dinner party at the Accademia. And we don’t just “see” Italy—we plunge you directly into la dolce vita. Fellini wishes he could do Italy like us.

Discover the heart of history, culture, and romance

Why Italy with Butterfield & Robinson

Every detail is handled with precision—so you can arrive, settle in, and simply enjoy Italy as it unfolds.

Travel deeper, effortlessly

Long-standing local relationships open doors to private tastings, rare moments, and meaningful encounters.

Access you can’t arrange on your own

Walk, cycle, linger—each day balances movement with indulgence, perfectly paced and never rushed.

Designed for how you want to explore

You don’t just visit places; you’re welcomed into them, guided by those who know them best.

Introductions, not itineraries

From handpicked hotels to unforgettable meals, each choice is elevated, thoughtful, and deeply rooted in place.

Beauty in every detail

This is travel shaped by decades of expertise—elegant, intuitive, and effortlessly enriching.

Italy, refined

Crafted from the finest ingredients, get in deep and up close with our expertly designed portfolio of biking & walking tours in Italy.

Italy | Butterfield & Robinson

Hidden Gem

Exclusive Access

Timeless Charm

Umbria is Italy in soft focus—misty mornings, monk-strolled lanes and vineyards that roll on forever. Wander cobblestone towns where time politely hit pause, sip olive oil like it’s fine wine (trust us), and bed down in castles-turned-hotels. With Reschio’s rustic-luxe magic and a soundtrack of Gregorian chants, Umbria invites you to slow down—and stay awhile.

The ‘Green Heart’ of Italy

Umbria Bespoke | Butterfield & Robinson

Iconic Italy

Authentic Food

In a verdant land of stone villages, sunlit vineyards and landscapes that beg you to slow down, pedal past cypress-lined lanes, sip Chianti where it’s born and wander Renaissance cities that never lost their magic. From Florence’s masterpieces to Pienza’s perfect pace, this is a region built for lingering—and for living very, very well.

Feel the rhythm of Tuscany

Tuscany Bespoke | Butterfield & Robinson

The Dolomites’ stunning peaks have drawn mountaineers for centuries, yet somehow they remain one of Italy’s best-kept secrets. Explore the two most enchanting corners of the gorgeous Dolomites region: the Alpe di Siusi and Alta Badia. Experience the region’s remarkable people, unforgettable hikes, and sumptuous cuisine. Your taste buds will never forget the gastronomic surprises in store, the perfect reward after an invigorating (and jaw-dropping) alpine hike.

Breathtaking Landscapes

Tranquil Environment

Vibrant Culture

Italy’s Dolomites: outrageously scenic, slightly mysterious, and suspiciously crowd-free (shhh). Wander lush Alpe di Siusi’s larch forests, eye-popping meadows and trails beneath Sassolungo’s iconic peaks. Explore Alta Badia’s valleys, meet locals who proudly cling to Ladin traditions, and refuel with hearty alpine meals. Luxurious spas soothe tired legs—because even intrepid hikers deserve a little pampering.

A spectacular alpine hideaway

The itinerary below is a sample and is subject to slight changes in routes, accommodations and activities. Please download the itinerary for your selected departure for precise details.

Preview the itinerary

Experience Designer

Explore the gorgeous (and little known) Alpe di Siusi. Experience the region’s remarkable people, unforgettable hikes, and sumptuous cuisine. Your taste buds will never, ever forget the gastronomic surprises in store, the perfect reward after an invigorating (and jaw-dropping) alpine hike. B&amp;R Travel Expert Georgia Yuill was named Top Travel Specialist for the Dolomites 2020 by Condé Nast.

Dolomites Hiking | Butterfield & Robinson

Our Super Tuscan has been finely crafted for the traveller who delights in truly exquisite accommodation, exceptional wine and wants to suss out the idyllic countryside through a well-structured blend of activity—pedalling past hilltop hamlets, ambling among vines tended by generations of winemakers and (optionally!) rising to salute the famous Tuscan sun on a yoga mat. In between, you’ll savour traditional cuisine made from the freshest ingredients. It’s a robust build. Fancy a taste?B&amp;R Experience Designer Courtney Mundy has been named a Top Travel Specialist by Condé Nast Traveler.

Incredible Rides

One-of-a-kind Hotels

Local Wines

Think of this as the Super Tuscan of trips—bold, balanced, and built to impress. Pedal through olive groves and hilltop hamlets, sip with winemakers whose vines have stories to tell, and savour meals so fresh they practically introduce themselves. With luxe stays and medieval magic around every bend, this ride goes down very, very smoothly.

Embodying the finest of the region

Featured stays

Haven't found the perfect itinerary yet? No journey should be one-size-fits-all. With our bespoke trip planning, you have the freedom to curate a travel experience that fits your unique interests and desires.

Experience Designers

Our Super Tuscan has been finely crafted for the traveller who delights in truly exquisite accommodation, exceptional wine and wants to suss out the idyllic countryside through a well-structured blend of activity—pedaling past hilltop hamlets, ambling among vines tended by generations of winemakers and (optionally!) rising to salute the famous Tuscan sun on a yoga mat. In between you’ll savour traditional cuisine made from the freshest ingredients. It’s a robust build. Fancy a taste?

Super Tuscan Biking | Butterfield & Robinson

Nowhere does slowing down feel more appropriate than Piemonte, the birthplace of 'Slow Food', where epicurean delights await around every corner and verdant vineyards abound. On this trip, you'll indulge in fresh cuisine paired with many of the best vintages (on us, naturally), ride through UNESCO-listed villages and sparkling wine hubs, then kick back at your intimate and gorgeous stay.&nbsp;

Insider Access

In Piemonte, even the hills take their time—rolling gently past vineyards, truffle forests, and villages that seem handpicked by UNESCO. Pedal through sparkling wine country, feast like royalty in the home of Slow Food, and sip Barolo where it’s born. With intimate stays and views that demand lingering, this is biking–and B&amp;R–at its best.

Our little secret in Italy

Savour the pace of Piemonte

Nowhere does the slowing down feel more apropos than Piemonte, the birthplace of Slow Food, where epicurean delights await around every corner and verdant vineyards abound. We pair our meals with many of the best vintages (on us, natch), then kick back at the intimate and gorgeous La Villa.

Piemonte Biking | Butterfield & Robinson

Discover one of the most attractive mountain landscapes in the world as you saddle up on an electric-assisted mountain biking journey through the Dolomite Mountains. Nestled in the north of Italy, this alpine land offers a unique blend of cultures and cuisines, stunning landscapes, always inviting hospitality and endless fun and exploration through its peaks and valleys. Pedalling through two of the region’s corners, the Alta Badia and the Alpe di Siusi, your rides can be as moderate or challenging as you wish, all guaranteed to be backdropped by craggy peaks, tranquil meadows and delightful (and delicious) mountain huts.B&amp;R Experience Designer Georgia Yuill has been named a Top Travel Specialist by Condé Nast Traveler.

Luxurious Stays

The Dolomites are like the Alps’ charismatic cousin. Spin through Alta Badia’s dreamy valleys and Alpe di Siusi’s peaceful pastures, customizing each route to your preferred level of comfort (or bravado). Recharge at rustic mountain huts, savour hearty alpine fare, and soak in views so jaw-dropping you’ll be glad you had an electric assist.

Take on the Dolomites on two wheels

$6,395 based on two travellers. Request a detailed itinerary for pricing for more than 2 people

Dolomites Self-Guided E-Mountain Biking | Butterfield & Robinson

Prepare to savour some of the best meals of your life. Did we say meals? We meant wines (think Barolos and Barbarescos). Wait – we meant views (think Italian Riviera). Oh, shoot, no. We meant hotels (there’s a reason they call them Splendido).

In Tuscany and Umbria, slow down to a gentle pace of life and wander from golden-hued horizons to lush, verdant lands. Your journey begins tracing the hills of Montepulciano and Val d’Orcia, travelling along age-old routes that were carved into the landscape step by step. Pass vines tended by generations of winemakers and travel through Pienza, a picturesque Renaissance town. In Umbria, indulge in local cuisine and crostata made with our friend Agnieska, and spend a day exploring&nbsp;endless olive groves, flowering meadows and forests. At the end of each day, spend time relaxing at your beautiful hotels—from the brand-new Casa Newton to Monastero di Cortona, a converted monastery, and Hotel Castello di Reschio, a thousand-year-old castle.

Great Walks

Walk your way through Tuscany and Umbria, where every trail feels like a love letter to slowing down. Trace ancient paths through Montepulciano and Val d’Orcia, bake crostata with our friend Agnieska, and wander olive groves that roll on forever. With castle stays, Renaissance towns, and a thousand golden horizons, this is Italy at its most soul-soothing.

From the Golden Land to the Green Heart 

Preview the itinerary 

Tuscany & Umbria Walking | Butterfield & Robinson

Discover the true magic of old Italy, surrounded by olive groves and our charming local friends. We make every step count with routes featuring sublime coastal roads, cobbled paths that weave through whitewashed towns and distinctive stone trulli. End your journey with two nights in UNESCO-listed Matera, with its ancient cave dwellings inhabited for thousands of years.

The magic of old Italy

Bask in olive groves and gorgeous whitewashed villages as you stroll along the aquamarine Adriatic in one of Italy’s most blissfully low-traffic corners (we’re the only walkers here!). Back at hotel Sant’Angelo – a B&amp;R exclusive in UNESCO Matera – feast on the freshest seafood you’ve ever had while you quaff luscious local Primitivo.

Savour a feast prepared by our local friends—and enjoy it in their backyard. Take in the evening energy of Siena and join in the laughter radiating from the piazza. Dine under the stars, at a winery, on a meal prepared by our private chef. We don't just visit Tuscany—we bring its story to life.Please note the hotel lineup for 2024:May 5th: Villa di Piazzano, Grand Hotel Continental, Pieve AldinaFor all other departures: Villa di Piazzano, Grand Hotel Continental, Le FontanelleFor information about the hotels assigned to your departure, kindly contact your Travel Advisor. You can also download the detailed itinerary to view the complete hotel lineup.

Exceptional Wines 

Tuscany was made for two wheels—rolling hills, vine-draped valleys, and medieval towns that haven’t changed much since knights rode through. Spin from one postcard view to the next, sip and savour with our local friends, and sit down to home-cooked feasts that taste like nonna’s greatest hits. This is Tuscany beyond the guidebook—authentic, delicious, and impossibly scenic.

Explore Italy's most exalted region

Savour a feast prepared by our local friends—and enjoyed in their backyard. Take in the evening energy of Sienna and join in the laughter radiating from the piazza. Dine under the stars, at a winery, on a meal prepared by our private chef. We don't just visit Tuscany—we bring its story to life.

Tuscany Wine Country Biking | Butterfield & Robinson

To truly understand Italy’s most enigmatic island, we explore it by sea, setting sail in an exquisite&nbsp;gulet&nbsp;that will serve as our home during our voyage. Biking or hiking off the ship each day, we explore sheep-covered hills, vertiginous limestone cliffs that plunge into the cobalt sea, and the glam of Costa Smeralda. Unforgettable? Cruising to La Maddalena and Corsica.B&amp;R Experience Designer Georgia Yuill has been named a Top Travel Specialist by Condé Nast Traveler.Please Note! This trip offers 12 available spaces, so book early to secure your spots. Or, get in touch with a Travel Advisor to Privatize the departure for an exclusive journey with your crew.

Italian Coastal Wellness

To truly understand Italy’s most enigmatic island, we explore it by sea, setting sail in an exquisite&nbsp;gulet&nbsp;which will serve as our home during our voyage. Biking or hiking off the ship each day, we explore sheep-covered hills, vertiginous limestone cliffs that plunge into the cobalt sea, and the glam of Costa Smeralda. Unforgettable? Cruising to La Maddalena and Corsica.

B&amp;R’s Women’s Only trips are designed by women, for women to experience new regions, cultures and communities from female perspectives. Venture straight to the heart of Italy through the regions of Tuscany and Umbria, laden with history, cuisine and natural beauty. Wander on foot and by bike through the Tuscan landscape across fields of wheat, rolling emerald hills, stretches of sunflowers and sun-drenched vineyards&nbsp;connecting from one picturesque village to the next. Immerse yourself in your peaceful surroundings with&nbsp;morning yoga and step into our friend Margot’s estate to savour exquisite wines. Cross into Umbria via shady wooded paths and hills blanketed in wildflowers to your hands-on&nbsp;crostata&nbsp;cooking class. Retreat to Reschio, Italy’s finest hotel, and explore its enchanting grounds before dining in the castle. By the end of this journey, you’ll feel a deep connection to this serene and magical corner of Italy.

Local Connections

Active Adventure

Cycle, stretch, sip, repeat—this is Italy at its most rejuvenating, reinvigoratinng and remarkable. Pedal through sunflower fields, wander wildflower trails, and find your flow with morning yoga. Bake crostata in the hills, toast fine wines at Margot’s estate, and retreat to dreamy Reschio, one of Italy's best hotels. It’s a multi-active escape with just the right dose of magic (and vino).

Wander through the idyllic countryside

Tuscany & Umbria Women's Multi-Active | Butterfield & Robinson

Savour a feast prepared by our local friends—and enjoyed in their backyard. Take in the evening energy of Sienna and join in the laughter radiating from the piazza. Dine under the stars, at a winery, on a meal prepared by our private chef. We don't just visit Tuscany—we bring its story to life.



“A dream place"—that’s how Steinbeck described Amalfi. And when you take in the Path of the Gods, the hotels (we stay at Le Sirenuse, just like he did), the food and the Limoncello, you’ll understand why. Dream place? More like fantasy land—but who are we to correct a Nobel laureate?B&amp;R Experience Designer Courtney Mundy has been named a Top Travel Specialist by Condé Nast Traveler.

“A dream place"—that’s how Steinbeck described Amalfi. And when you take in the Path of the Gods, the hotels (we stay at Le Sirenuse, just like he did), the food and the Limoncello, you’ll understand why. Dream place? More like fantasy land—but who are we to correct a Nobel laureate?

In the Footsteps of Gods

Amalfi Coast Walking & Hiking | Butterfield & Robinson

Crowning Italy’s northern border, the Dolomites are widely regarded as one of the most attractive mountain landscapes in the world. Trails wind between massive peaks, offering new vistas at every turn and charming rifugi (mountain huts) that welcome hikers and bikers alike.&nbsp;Evenings are a delightful mixture of South Tyrolean and Ladin cultures, where you can dine on distinctive culinary specialties and savour the region's fine wines.

The Dolomites are where alpine drama meets Italian flair. Hike jagged peaks, cycle storybook valleys and fuel up on pasta with a side of strudel. With luxe lodges, a dash of Austrian charm and views that redefine “breathtaking,” this UNESCO gem is mountain magic—served with a glass of Südtirol’s finest.

Experience the Italian Alps 

experience the italian alps

Explore the towering peaks of the Dolomites

Bespoke travel lets you to take our inspirational cues and craft them into your personalized, private adventure. Collaborate one-on-one with an Experience Designer to put together your tailor-made trip.

Dolomites Bespoke | Butterfield & Robinson

Vineyards, grottos, and whitewashed villages set against the Adriatic: myriad landscapes await you in Puglia, the historic hunting grounds of marauding royalty and occupying forces (who clearly come for the nosh). Foodies, get ready to swoon for fresh, local ingredients and rich wines in Puglia and Basilicata, the gardens of Italy.

Ride through southern Italy where ancient history meets Adriatic eye candy. Spin past olive groves, stone Trulli, and sun-bleached villages that look plucked from a dream (or a very trippy postcard). Explore fortified farms, feast like a local, and cruise serene coastal roads. Matera to Puglia delivers the rarest form of la dolce vita—one that's blissfully free of crowds.

See Puglia at your pace

Experience designer

$5,395 based on two travellers. $4,995 based on four travellers. $4,595 based on six travellers.

Explore Pienza and Siena with Carlo, a Tuscan native, and expand your palate with local wine-maker Elisabetta. From tiny Montefollonico to lordly Montepulciano, Tuscany embodies the good life. Revel in a cyclist’s paradise as our friends reveal its many charms.B&amp;R Experience Designer Courtney Mundy has been named a Top Travel Specialist by Condé Nast Traveler.

Tuscany’s calling—and this self-guided spin lets you answer at your own pace. Cycle past cypress-lined hills to storybook towns like Pienza and Montepulciano, sip from sun-soaked vineyards, and feast at trattorie that know their way around a wild boar ragu. With local tips for living la dolce vita, Tuscany never felt so personal.

Your pace, our routes, Italy's pleasures

$6,395 based on two travellers. $5,995 based on four travellers. $5,795 based on six travellers.

Natural Beauty

Time Travel

Puglia is sun-soaked, salt-kissed and straight-up irresistible. Ride through olive groves, past whitewashed towns and cone-roofed trulli, then feast on seafood and sip wine under the stars. Pair it with neighbouring Matera in Basilicata, with its ancient stone beauty, and you’ve got Italy at its most soulful. History, flavour and southern charm—served with extra olive oil, of course.

Experience old-world Italy in the heel of the boot

In Puglia, the spirit of old-world Italy comes to life

Puglia Bespoke | Butterfield & Robinson

Travel beyond as we're the only ones who will take you to both the crystalline waters of Lake Como and over to the stunning Swiss side, wandering through charming Lugano and Ticino. Soak in the incredible views from the water on not one, two, but three separate boat cruises.Please note the 2025 hotel lineup: Grand Hotel Victoria, Grand Hotel Villa Castagnola &amp; Grand Hotel Des Iles Borromees &amp; Spa

Unforgettable Experiences

Italy’s lakes: where nature shamelessly shows off, truffles beg to be found, and villa-hopping by speedboat feels totally reasonable. Wander Lake Como’s garden-lined shores, scale castles with postcard views, and savour lakeside meals with Alice, our favourite local foodie. Swim crystal-clear Mergozzo, hunt for truffles with a seasoned tartufaio (and his adorable dog), and unwind each night in style.

Where grandeur and elegance go to relax

Go beyond the crystalline waters of Lake Como as we’re the only ones who pop over to the stunning Swiss side, wandering through charming Lugano and Ticino. Soak in the incredible views from the water on not one, two, but three separate boat cruises.

Italian Lakes Walking & Hiking | Butterfield & Robinson

With no shortage of pristine wineries and charming landscapes punctuated by UNESCO-listed vineyards, the Prosecco hills are a wine lover’s dream. Although known as the place where Italy’s most famous DOCG wine grapes grow, you’ll soon discover this region has so much more to offer. Pedal through medieval towns, learn how to make pasta from scratch and savour the gastronomic delights around every corner. Here, the culinary adventures are as extraordinary as the scenery!

Great Rides

Art and History

In the Prosecco Hills, the bubbles are just the beginning. Ride through rolling vineyards, sip Grappa (slowly) where it was born, and wander medieval towns where even the artwork feels tipsy on beauty. With DOCG vines, Michelin-worthy meals, and landscapes that practically toast you back, this region pairs perfectly with every kind of adventure.

Epicurean escapades along ancient paths

Prosecco Self-Guided Biking | Butterfield & Robinson

Venture to the vine covered slopes of the South Tyrol wine country to the heights of the Italian Alps and discover the Dolomites—a breathtaking mountain range often regarded as the most beautiful in the world. Surrounded by dramatic peaks, verdant valleys, and picturesque alpine villages, the Dolomites beckon to be explored on two wheels. On your e-mountain bike, begin your journey in the charming town of Bolzano, pedalling through the Adige Valley toward the prestigious vineyards of Lake Caldaro. Immerse yourself in the beautiful Alpe di Siusi, reached by cable car whisking you to the peaceful high alpine meadows. Witness the charms of mountain life as you bike through the enchanting village of Ortisei, and hike along the Fassa and Duron Valleys, where an incredible backdrop of the Sassolungo and Sassopiatto peaks accompanies you. After a day of adventure, retreat to luxurious hotels and rejuvenating spas, where you’ll quickly feel the serenity of this beautiful pocket of Italy.&nbsp;This trip is capped at 14 travellers.&nbsp;

Exceptional Wines

In Italy’s Dolomites, every ride and hike feels like a dream. Pedal through vineyard-covered valleys, soar by cable car to high alpine meadows, and spin past storybook villages framed by towering peaks. Hike along a panoramic ridge overlooking the Fassa and Duron Valleys, then unwind in luxurious hotels and soothing spas surrounded by serene beauty.

Cycle peaks and valleys 

Dolomites Multi-Active | Butterfield & Robinson

Authentic Cuisine

Tuscany is where vineyard-laced hills meet timeless towns and every meal tells a story. Ride through Chianti’s golden landscapes, walk through vineyards guided by passionate female winemakers, and linger over long lunches with women who’ve perfected the art of Italian hospitality. From homemade pizza in the vines to private tastings in storied cellars, this is Italy at its most soulful.

Tuscany Wine Country Women's Multi-Active | Butterfield & Robinson

Here, sweeping mountain vistas and the spectacularly placed Caesar Augustus (your Relais &amp;&nbsp;Châteaux away from home) conspire to make the sirens sing. Go at your own pace—with local guides at your beck and call—as you traverse the glittering coast (on foot and by private boat), and take in Amalfi’s idyllic mix of luxury and rustic charm.B&amp;R Experience Designer Courtney Mundy has been named a Top Travel Specialist by Condé Nast Traveler.

Unique Gastronomy

Experience By Sea

Amalfi’s beauty runs deeper than postcard-perfect vistas (though they’re delightful, too). Wander at your leisure along cliffside trails, discover why lemons grow as big as your head, and eavesdrop on goats gossiping hillside secrets. From glittering coastlines to charming mountain paths, experience the luxurious-yet-rustic rhythm of life that inspired Steinbeck, and still beckons the Sirens to sing.

Amalfi's stunning coastline

$11,995 based on two travellers. $11,595 based on four travellers. $11,095 based on six travellers.

Amalfi Coast Self-Guided Walking | Butterfield & Robinson

While we’ve been travelling to Tuscany for decades, this is the first release in our challenging trip series. We’ve paired famous race trails with the&nbsp;crème de la crème&nbsp;of gravel bikes. The payoff is not just the challenge of riding along gravel with heart-pounding ascents and thrilling descents, but also the unbelievable places it takes you.

Poetic Discovery

Sicily is Italy turned up to eleven—grittier, tastier, sunnier and somehow even more charming. Hike through ancient ruins, lunch by sparkling salt pans and toast under the stars with volcanic wine that tells a thousand-year story. With layered history, knockout landscapes and the warmest welcome in the Med, Sicily doesn’t just charm—it conquers.

Sicily’s charm seduces all who visit 

Bespoke travel lets you to take our inspirational cues and craft them into your personalized, private adventure. Collaborate one-on-one with an Experience Designer to put together your tailor-made trip.

Sicily Bespoke | Butterfield & Robinson

Our decades-long love affair with the Amalfi Coast has us feeling like members of the Amalfitano family, so don’t be surprised if the barmen or concierge greet you like old friends. Here, nature forces life to slow down. Grapes are harvested by hand on terraced plots, then shuttled by mule along trails that connect colourful fishing ports. Boats cruise to Capri only when the Mediterranean is calm enough to allow it. And pizzas are garnished with hand-picked, wild herbs. If superb accommodation, challenging walks and ocean views are what you seek, then a bespoke trip to the Amalfi Coast is for you.&nbsp;

La Dolce Vita in Amalfi

Scenic Walks, Stunning Views

Exclusive Local Experiences

The Amalfi Coast doesn’t rush—so neither should you. Hike cliffside trails where grapes ride mules, boats only sail when the Med says so, and pizzas come topped with wild herbs and sea air. From family adventures to romantic honeymoons, limoncello to luxe lodgings, Amalfi is a love letter to slowing down in luxurious, spectacular style.

The allure of southern Italy's colourful coastline, Amalfi   

immerse yourself in the elegance of amalfi

Amalfi Coast Bespoke | Butterfield & Robinson

Head to Veneto—where the prosecco is local, the pasta is rolled fresh, and the sun-drenched hills go on for miles. On this journey, cycle from the UNESCO landscape of the Prosecco hills, through charming villages and historic towns to the shimmering Lago di Garda. Dine with the Count of Vidor in their abbey, savour the taste of Grappa in its homeplace and indulge in the art of cooking authentic ravioli with our friend Serena. Along the way, you’ll be immersed in Veneto’s rich history—in Asolo, one of Italy's most charming historic centres, in Piave River and Salò, important WWI and WWII landmarks, and the Museum Gipsoteca Antonio Canova, where you'll witness the stunning works of the renowned Neoclassical sculptor.&nbsp;

Veneto serves up sun-soaked hills, fresh pasta, and more postcard moments than your camera can handle. Pedal from the bubbly beauty of the Prosecco hills to sparkling Lake Garda, dine with a real Count in his abbey, and roll ravioli with our friend Serena. History, hospitality, and a whole lot of dolce vita? Yes, please.

From the hills to the shores

Featured Stays

Some of the best things in life are enjoyed slowly, which is how we approach our exploration of the Veneto; a region that encompasses the area just south of the central Alps and Dolomites. We begin in timeless Venice, amid the palaces of a bygone era, with the renowned city of canals mere minutes from the start of our first ride. From here, we head west through the Po River valley along an ancient trade and military route—the Roman Road—via Postumia. The Veneto is the breadbasket of Italy, and naturally, the gustatory adventures here are unrivalled: the Prosecco is local, vegetables come straight from the field and pasta has been rolled the morning of. Salute!

Prosecco to Lake Garda Biking | Butterfield & Robinson

La Dolce Vita

Pastel villages cling to cliffs along the Cinque Terre coast, while Portofino glows with dolce vita glamour and superyacht sheen—the Italian Riviera is a masterclass in effortless elegance. Hike ancient mule tracks through terraced vineyards, where winemaking is more art than agriculture. Wander seaside towns washed in gelato tones, where every faded shutter and baroque balcony tells a story. Plunge into pools as blue as the Ligurian Sea, letting the Riviera wash over you.&nbsp;

Italian Riviera Bespoke | Butterfield & Robinson

Glorious mountaintops wreathed in mists. Fairytale villages with overflowing flower boxes. The bulbous domes of Baroque churches. In the Dolomite mountains, you'll find breathtaking beauty and rustic charm around every corner. Hike to the highest peak, spend the day indulging in culture, or savour the cuisine—here, you can’t make a wrong turn.B&amp;R Experience Designer Georgia Yuill has been named a Top Travel Specialist by Condé Nast Traveler.

If Mother Nature had favourites, the Dolomites might top her list—misty peaks, absurdly pretty villages, and trails ranging from blissfully lackadaisical to ambitiously sweaty. On this self-guided adventure, hike at your leisure, savour rustic culinary delights, and mingle with locals who practically invented hospitality. Warning: real life feels alarmingly dull after this.

Have the Italian Alps all to yourself

$5,995 based on two travellers. ​$5,495 based on four travellers.

Dolomites Self-Guided Hiking | Butterfield & Robinson

The Mediterranean has been a hallmark of well-being for centuries, and the Phlegraean Islands in the Gulf of Naples are no exception. History, natural beauty and glamour fuse against the sparkling azure backdrop of the sea. Colourful houses terrace the coastline dramatically while the hoovering volcanoes in the distance draw the eye upward. In this flowering cradle of civilization, you’ll be warmly greeted by the locals and privy to the best coastal secrets: understanding what makes the sirens sing and the lemon trees grow, all in the heavenly rhythm of island time.

Women-Led Experiences

One-of-a-Kind Hotels

The Dolomites have long enchanted travellers with their jagged peaks, blooming meadows, and fairytale villages—and this women’s-only journey is no exception. Hike among jagged peaks, take in sky-high views and meet inspiring women along the way, from local designers to expert breathwork guides. With stunning stays, shared stories, and fresh mountain air, this alpine escape is made for connection and discovery.&nbsp;

Dolomites Women's Hiking | Butterfield & Robinson

Certain things can’t be compromised, like sublime hotels, unique walking routes, delightful dining experiences and exclusive tastings. Schedules? Those you can bend to your will. Tour around Cortona with local gem Giovanni for an entertaining history lesson, taste wine at La Bandita Townhouse and simply relax in the piazza when the mood strikes—the choice is always yours.B&amp;R Experience Designer Courtney Mundy has been named a Top Travel Specialist by Condé Nast Traveler.

UNESCO Site

Historic Sites

In Tuscany, the only thing even remotely rigid is the pasta al dente. Wander at your own pace from Cortona’s cobbled streets with our storytelling friend to wine tastings at La Bandita Townhouse. Skip the schedule, linger in the piazza, and live like the Tuscans do—indulgently, emphatically and gloriously free of stress.

Stroll through Tuscan splendour

Michelin-Star Dining

In Piemonte, even the truffles travel slow. This is Italy’s culinary soul—home of Barolo, birthplace of Slow Food and home to locals who greet you like family (especially if you bring wine). Ride through vineyard valleys, hunt truffles with pros and taste your way through Michelin-starred magic. Piemonte doesn’t shout—it shimmers, beautifully.

Come for the truffles, stay for everything else

Visit lively Baroque towns, walk seaside trails and finish high in the Mediterranean sky on the upper slopes of Mount Etna. Between our explorations of history, we'll reward our appetites with an incredible array of classic Sicilian cuisine, from farmhouse lunches to Michelin-starred dining.Please note the hotel lineup for 2024:Il San Corrado di Noto,&nbsp;Gagliardi Boutique Hotel, Villa Neri

Cultural Immersion

Land of Striking Contrasts

Sicily’s been wooing visitors for millennia—and with seaside trails, baroque towns, and volcanic drama, it’s easy to see why. Walk from ancient ruins to almond farms, feast in a winemaker’s home, and live la dolce vita at the Belmond in Taormina. With Mount Etna as your backdrop, this is indulgence with just the right edge.