Rail & Sail: Riviera Romance with Orient Express
Two icons of luxury travel, one extraordinary Mediterranean journey. Sail from glamorous Cannes along the sparkling Côte d’Azur aboard Orient Express Olympian, before arriving in Rome to continue by rail through Italy’s timeless countryside.
Journey highlights
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Two Icons of Luxury Travel, One Seamless Journey. This itinerary uniquely pairs two of the world's most extraordinary and talked-about ways to travel. The legendary La Dolce Vita Orient Express and the world's largest sailing yacht, the Orient Express Corinthian, combine to create a journey that is wholly exclusive and unlike anything else on the market
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Unrivalled Culinary Excellence. From three-Michelin-starred Chef Heinz Beck's seasonally inspired menus aboard the train, to private villa dinners on Capri and the authentic flavours of Naples, food is woven beautifully and meaningfully throughout every chapter of this journey
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Be Among the First to Sail on the Orient Express Olympian. This is a rare and genuinely historic opportunity. As one of the first guests to sail aboard the Orient Express Olympian during its inaugural season, you will be part of something truly momentous in the world of luxury travel. This is not simply a holiday, it is a place in history, an experience so exclusive and so new that only a privileged handful of travellers in the world will ever be able to say they were among the first to discover her.
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Enquire NowItinerary
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At a Glance
Day 1 – Cannes
Departing June 3rd 2027
Your journey begins on the French Riviera, where the glamour of Cannes sets the tone for the week ahead. Stroll along La Croisette, linger over lunch overlooking the harbour or lose yourself in the cobbled lanes of Le Suquet before boarding the magnificent Orient Express Olympian. As evening falls, raise a glass on deck as the yacht slips away from the Côte d'Azur towards Italy.
Day 2 – Portofino
Wake to the colourful harbour of Portofino, one of Italy's most exclusive seaside villages. Spend the day browsing elegant boutiques, relaxing in the sun-drenched piazzetta or following coastal paths to hidden coves and panoramic viewpoints. With an overnight stay, you'll experience the village long after the day-trippers have departed, when its true magic comes to life.
Day 3 – Portofino
A second day allows you to explore beyond the harbour. Visit Castello Brown for sweeping coastal views, discover the Abbey of San Fruttuoso by boat or simply embrace the unhurried rhythm of the Italian Riviera from a waterfront café. Return to the yacht for another evening of exceptional dining as you sail onwards.
Day 4 – Portoferraio, Elba
Arrive on Elba, where dramatic coastlines meet fascinating history. Explore Portoferraio's pastel-coloured harbour, wander its imposing Medici fortifications or visit Napoleon's former residence, a reminder of the island's remarkable past. Between charming streets and crystal-clear waters, Elba offers a quieter, more authentic side of the Mediterranean.
Day 5 – Porto Cervo, Sardinia
The emerald waters of Costa Smeralda welcome you to Porto Cervo, the Mediterranean's ultimate playground. Browse designer boutiques, admire spectacular superyachts or escape to secluded beaches with impossibly turquoise waters. As the sun sets, enjoy an exclusive evening celebrating Sardinia's legendary glamour.
Day 6 – Porto Cervo
A full day in Porto Cervo gives you time to experience Sardinia at your own pace. Charter a tender to hidden coves, indulge in a leisurely seafood lunch overlooking the marina or simply unwind on board, surrounded by one of the Mediterranean's most breathtaking coastlines.
Day 7 – Porto-Vecchio, Corsica
Cross into Corsica to discover Porto-Vecchio, where ancient citadel walls overlook white-sand beaches and emerald bays. Wander the atmospheric old town, browse artisan boutiques or venture inland to discover fragrant pine forests and rolling hills before enjoying one final evening aboard.
Day 8 – Disembarkation in Rome (Civitavecchia)
Where to stay
Orient Express Olympian (7 nights)
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At a Glance
Day 8 - Rome
Disembark in Civitavecchia and transfer to the Eternal City, where centuries of history unfold around every corner. After checking into your hotel, spend the afternoon soaking up Rome's timeless atmosphere, from elegant piazzas and Baroque fountains to hidden trattorias tucked away on cobbled streets. As evening falls, enjoy an aperitivo before dining at one of the city's celebrated restaurants.
Day 9 – Discover Rome
Today is yours to explore at your own pace. Delve into Rome's extraordinary past with a visit to its iconic landmarks, admire world-renowned art and architecture or wander the charming streets of Trastevere. Pause for a leisurely lunch on a sun-drenched piazza before spending the afternoon browsing independent boutiques or simply embracing the city's vibrant café culture. Return to your hotel to unwind before another memorable evening in the Italian capital.
Day 10 – Board the Orient Express
Enjoy a relaxed breakfast before making your way to the station to board the legendary Orient Express. Settle into your beautifully appointed surroundings as the train glides through Italy's picturesque countryside, marking the beginning of the next chapter of your journey in unmistakable style.
Where to stay
Casa Monti (2 nights)
Alternative Places to Stay Nearby
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At a Glance
Day 10 – Board La Dolce Vita Orient Express | Rome to Portofino
Departing June 12th 2027
Your rail journey begins in Rome, where you're welcomed into the exclusive La Dolce Vita Lounge before boarding the beautifully restored Orient Express. Settle into your private cabin as the train glides north through the rolling Tuscan countryside, pausing only for a Michelin-starred lunch that celebrates the finest regional flavours. By afternoon, arrive on the Ligurian coast and transfer to the postcard-perfect harbour of Portofino. Spend time wandering its colourful waterfront, browsing elegant boutiques or lingering over an aperitivo before returning to the train. As evening falls, savour dinner on board accompanied by live music as you travel overnight towards Venice.
Day 11 – Venice
Wake to ever-changing views across northern Italy before arriving in Venice, where a day of discovery awaits. Lose yourself among quiet canals and hidden squares, admire magnificent architecture or simply embrace the city's unmistakable atmosphere from a waterside café. Whether you choose a private guided experience or explore at your own pace, Venice rewards slow travel. Later, return to La Dolce Vita Orient Express for another exceptional evening of fine dining and effortless luxury as the train continues south through the Italian countryside overnight.
Day 12 – Florence & Return to Rome
Enjoy breakfast as the Tuscan landscape unfolds beyond your window before arriving in Florence, cradle of the Renaissance. Spend the morning exploring grand piazzas, world-renowned art and elegant boutiques, or simply soak up the city's timeless atmosphere. After a leisurely afternoon, rejoin the train for the final stretch back to Rome, reflecting on a journey that has seamlessly combined Italy's most iconic cities with the romance of slow travel. Arrive in the Eternal City, where your unforgettable Orient Express adventure draws to a close.
Where to stay
La Dolce Vita Orient Express (2 nights)
Why book a Journey by Land & Sea
- Our cruise experts will combine the best of ‘On Land’ and ‘At Sea’ to create a bespoke itinerary just for you
- On Land: Enjoy the best in Scott Dunn tailor-made travel, designed completely unique to you, before and/or after your cruise
- At Sea: Our all-inclusive* small-ship cruise partners are handpicked for their exceptional service, space, and design
- Our suggested itineraries are ideal for ‘cruise curious’ travellers who are traditionally land-based but are interested in giving luxury cruising a try
- Check with your consultant for a full list of the inclusions onboard
When to visit
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Mediterranean Climate - generally warm and dry May - September. The Cote d'Azur has a mild climate throughout the year, the hottest months being July and August, and the coolest being January and February. Rain mostly falls during the cooler winter months and there is an average of only 60 days' rain per year.
We design each itinerary around you, so this suggested itineraryis a starting point that we can tweak or transform into something completely bespoke to you. Call us on +65 6028 0858 to start planning your holiday.
Why Book a Cruise with Scott Dunn?
Unique to You
- We listen to you, and tailor your cruise to your travel style, pairing you with the right ship and the right destinations.
- We can make your itinerary as relaxing, active or cultural as you like. There is no one size fits all when it comes to cruising with Scott Dunn – it’s all about you.
Seamless Service
- We take care of all the logistics, including your cruise, flights, transfers, and luxury hotels, ensuring a smooth journey from start to finish.
- You are always in safe hands with us and our trusted worldwide partners. As with any Scott Dunn trip, we are just a phone call away 24/7.
Carefully Curated Collection
- Whether before, after or during your luxury cruise, we curate the best experiences on land to compliment your journey by sea, accompanied by our expert local guides.
- We only partner with small-ship luxury cruise lines with high staff to guest ratios – designed to never feel crowded.
Luxury in Every Sense
- Our cruises are carefully chosen for their five-star offering: fine dining, luxe facilities, attentive staff, and personal in-cabin butler service.
- We have personally experienced these ships and will only suggest those that meet the level of service and luxury that our guests expect.
