Your Itinerary In Detail
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This itinerary has been tailor-made for you. No two itineraries are the same and we are always able to make changes if something isn't quite right.
Wednesday 7th May 2025
Welcome to Tuscany
Welcome to Tuscany
A highly seductive medley of Renaissance cities, rolling hills and terraced vineyards, Tuscany offers the quintessential Italian experience. From the olive groves and cypress alleys to the romantic villages perched on rocky outcrops, the landscape here has become a symbol of the country as a whole.
Its truffles, olives, wines and cheeses combine in a rich culinary tradition that makes dining a pleasure all of its own. Yet, the region's greatest treasures are the medieval masterpieces of Florence, Pisa, Siena and San Gimignano and the astonishing legacy of art and architecture they hold.
Villa di Piazzano for 5 nights
Villa di Piazzano for 5 nights
Down-to-earth luxury at this Renaissance country estate in the Tuscan hills. When you arrive at Villa di Piazzano, you’ll experience a warm Italian welcome that’s made visitors feel at home for over 500 years. This historic estate was originally the hunting lodge of Cardinal Passerini, a favourite of the Medicis. Wild boar may still be a seasonal delicacy here, but today this luxury hotel is devoted to far more relaxing pursuits.
From the moment you’re greeted at the door, Villa di Piazzano begins to work its magic. Time seems to move more slowly – allowing every day to be spent exactly as you wish. Wander from your peaceful, heritage-inspired room to the sun-soaked pool. Or grab a bike and head out to tackle some of those Tuscan hills. When you’ve worked up an appetite, sit down to an ultra-local Italian feast at the restaurant, where the vegetables are plucked fresh from the hotel gardens.
Set on the border between Tuscany and Umbria, Villa di Piazzano puts you in pride of place for discovering the region’s highlights. Explore captivating medieval cities like Siena. Or hop over the border to pretty Perugia. Cortona, with its Renaissance piazzas and ancient Etruscan heritage, is just 10 minutes away by car – and there are always the hotel's e-bicycles if you fancy a picturesque pedal. Of course, you’d be forgiven for staying put – Villa di Piazzano casts a spell that’s hard to break.
Your room: Classic Double
These rooms are located in the main villa and adjacent buildings featuring a dreamy queen bed with signature bed linens ensuring a dreamy night's sleep. With complimentary amenities, ultra-comfort bathrobes, and slippers, you'll have everything you need for a luxury stay in the Tuscan hills.
Monday 12th May 2025
Welcome to Athens
Welcome to Athens
Equal measures of grunge and grace, Athens is a spirited mix of history and edginess. The Greek capital rewards open-minded travelers with spontaneous discoveries.
As you wander through the winding streets of Athens, you'll be transported to a world of ancient myths and legends. The Acropolis, with its towering columns and majestic temples, will leave you in awe of the city's rich history and culture. The Parthenon, one of the most famous landmarks in the world, is a sight to behold, with its intricate carvings and stunning architecture.
But Athens is not just about ancient history. The city is also a hub of modern culture and innovation. The vibrant neighborhoods of Monastiraki and Psirri are home to some of the city's best restaurants, cafes, and bars. Here, you can indulge in delicious Greek cuisine, sip on local wines, and soak up the lively atmosphere of the city.
Ergon House for 2 nights
Ergon House for 2 nights
Completing this holistic hospitality experience built on the foundations of Greek Food, Ergon House offers contemporary living spaces spread over the floors above the marketplace. All rooms include the hotel's signature breakfast and come in four sizes, with privileged access to communal kitchens and lounges, a gym and a panoramic rooftop terrace.
The spaces are a collaboration with leading local designers and artists – the tribute to Greece ever-present in natural materials, traditional craft and references to the vernacular, paired with a strong contemporary line.
Large, double-glazed windows invite all the spectacle and none of the soundtrack to views of the Parthenon and city, or the buzz of the Agora. Seamless service is a given and we’ve done away with in-room dining because the whole Ergon House experience places food centre stage.
So, while the curated minibar delicatessen should tide you over, the Agora awaits some of the best food in town, or fresh market ingredients with which to make your own magic in one of the dedicated kitchens.
Your room: Small Room
Every comfort you need is considered in SMALL’s compact space with custom mood lights, fittings and furniture, arranged in an open layout that is loosely screened by the retro chic of breeze blocks used on the Greek islands in the ‘60s. The twin beds or a raised four-poster bed reminiscent of the traditional ‘ontades’ of Pelion is the centrepiece to ultra-contemporary interiors that feature an open closet and wireless work area.
Natural daylight floods through large double-glazed windows with atrium views as well as a glass brick feature wall. In the wet areas, walnut parquets transition to grey marble and patterned tiles inspired by medieval ‘xysta’ motifs found on the island of Chios. Beautiful basins, hand-carved from time-worn marble steps, are a pleasing contrast to sleek, brushed brass fixtures in a bathroom stocked with natural products that are custom-made for Ergon House.
Wednesday 14th May 2025
Welcome to Ios
Welcome to Ios
Ios, a captivating island located in the Cyclades archipelago of Greece, is a true paradise for travelers seeking a perfect blend of natural beauty, vibrant nightlife, and rich cultural heritage.
With its stunning golden beaches, crystal-clear turquoise waters, and dramatic cliffs, Ios boasts some of the most picturesque landscapes in the Aegean Sea. Whether you prefer secluded coves or bustling beach clubs, the island offers a wide range of options to suit every taste. Mylopotas Beach, the most famous beach on the island, is a long stretch of golden sand with shallow waters, making it ideal for families and water sports enthusiasts.
Beyond its breathtaking natural beauty, Ios is also steeped in history and culture. The island is home to numerous ancient ruins and archaeological sites, including the ancient city of Skarkos, which dates back to the 3rd millennium BC. Exploring these historical sites offers a glimpse into the island's rich past and the opportunity to learn about its fascinating heritage.
When the sun sets, Ios comes alive with its legendary nightlife. The island is renowned for its vibrant party scene, attracting young travelers from all over the world. The main town, Chora, is a maze of narrow streets lined with bars, clubs, and restaurants, where visitors can dance the night away and enjoy live music until the early hours of the morning.
Liostasi Hotel & Suites for 3 nights
Liostasi Hotel & Suites for 3 nights
Chic design comes together with the beauty of nature at Liostasi Hotel & Suites, an enchanting boutique hotel that has been recently renovated to provide an opulent atmosphere with alluring island and sea views. It has a serene spa, a gym area, a delightful pool with a bar, and an award-winning restaurant all within easy access of Chora.
Simplicity and oneness with nature best describes the experience at Liostasi Hotel & Suites. Minimalist décor places the emphasis on the stunning views framed by the windows, either the rugged beauty of the island or the sparkling blue of the Aegean Sea. This is the place to come to de-stress and reconnect – particularly in the spa where all-embracing therapies and treatments are the path to rejuvenation.
With 75 kilometres of white sandy beaches, Ios is a dream destination. Take a picnic and find a secluded bay to enjoy the sun and swim in the sea or spend hours relaxing by the Liostasi Hotel pool with the bar on hand for thirst-quenching drinks. In the evening, sit by the pool on the decked terrace of Grandma’s Restaurant for a romantic dinner accompanied by a gentle Mediterranean breeze.
Your room: Panoramic Sea View
Designed to offer a relaxed and graceful stay, the cozy Panoramic Sea View Rooms, feature bedrooms with a large double bed in minimal style, that reflect the Cycladic – chic Liostasi philosophy. The Panoramic Sea View Rooms outdoor balconies are an ode to Mediterranean living, boasting panoramic views of the main pool and the Aegean Sea.
Saturday 17th May 2025
Welcome to Naxos
Welcome to Naxos
The largest of the Cyclades, Naxos offers you the chance to explore golden-sand beaches, whitewashed farming villages and ancient ruins. The island has played a vital role in Greek mythology — this is where Dionysus met and married Ariadne and it’s home to one of the (many) caves said to be where Zeus was born. More historically, this was an important ancient trading hub and you can visit significant archaeological ruins here. During the Middle Ages, the main town was a major stronghold for the Venetians and later the Byzantines, who left behind a rich architectural legacy that you can explore.
Today, Naxos is quieter than its better-known sisters. Boasting a fertile interior, it’s the main agricultural producer for other Cycladic Islands, and you’ll be able to visit small farming villages that have largely disappeared elsewhere in the archipelago.
18 Grapes Hotel for 3 nights
18 Grapes Hotel for 3 nights
18 Grapes Boutique Hotel is the new 5 stars leading hotel in Naxos, faithful to the spirit of a heartwarming hospitality heritage: each one of the hotel’s 18 signature Rooms & Suites, is designed in an atmosphere of unpretentious elegance and soothing minimalism, offering the privilege of the undisturbed sea and sunset gazing, from the comfort of a private Air Jet Tub or pool.
This graceful 18 Grapes universe, is ideal to unwind and tune in the carefree island vibes: the hotel’s impressive two-level swimming pools and outdoor lounge decks, the high-end fitness centre, the wellness spa, the sophisticated roof terrace, the Grape Sunset bar restaurant, are shaping a unique holiday experience that underlines the authentic singularity of Naxos. The 18 Grapes cultured blend of people, services and ambience, is the perfect match for an outstanding stay.
Your room: Comfort Room with Plunge Pool
Your elegant Comfort Room with Private Heated Pool emphasises in indulging leisure, infused with the luxury of a stylish, tastefully decorated space. Ideal for those that love easy-going lavishness and the comfort of privacy.
Tuesday 20th May 2025
Sofitel Athens Airport for 1 night
Sofitel Athens Airport for 1 nights
Sofitel Athens Airport luxury hotel is just 50m away from the arrival and departure terminals of Athens International Airport and only 35 minutes from central Athens by metro. The hotel is the only one to be located within the airport, overlooking the Messoghia Valley.
What's Included
Your itinerary includes
Important Information
Travel Advice
It is important to seek independent and up-to-date advice when travelling to any foreign country. Many of our customers ask us to keep them up-to-date on the existing legal position regarding LGBT rights in the country to which they are travelling. You can find up-to-date details on our website under the country which you are travelling to. They are provided as a guide only and laws can change frequently. You should seek advice from the relevant authorities and embassies before travel (if applicable).
Travel Insurance and Terms and Conditions
It is a condition of booking with Out Of Office that you have adequate insurance cover for your trip at the time of booking. Please also ensure you have referred to our terms and conditions which can be found at www.outofoffice.com/terms-and-conditions. Please note that as each booking is tailor-made for you we only confirm the itinerary once we have received a deposit. There is a small chance that availability on some items quoted may change. If this is the case we will book similar accommodation and let you know.