About your itinerary
?
Don't forget that if something isn't quite right we can make changes to the itinerary.
Dear Rong,
Welcome to Italy.
I am pleased to present your updated Italy Adventure, where you will immerse yourself in the timeless beauty of Lake Como, wander the historic streets of Siena, and bask in the sun-kissed allure of Puglia.
We begin in Lake Como, I have moved you to Villa Flori, where your spacious balcony in your Deluxe room offers you that incredible view of the western shore of Lake Como awaits you. 3 nights here include that amazing tour of the Lake.
Next up, I have kept the Siena portion of your trip fairly similar, you will take a trip through the Italian countryside by train to the beautiful city of Siena on the outskirts of Florence. I have reduced your stay here by one night, availability for Certosa Di Maggiano was patchy at the end of June and I have based your trip around this incredible property. Here you will still take a two-hour tour which includes a trip to the gorgeous Duomo, as well as a sunset winery tour over your 3 nights.
Finally jetting South to Puglia. Stay in Polignano a Mare in the incredible Masseria Auraterrae, this property will offer you fantastic views of the coast whilst still enjoying that 5* luxury. Your private guide will have you exploring the enchanting sights of Alberobello, with plenty of time to indulge in the delectable local cuisine, making your Puglian experience truly unforgettable.
I am really excited I have been able to bring your itinerary down within budget whilst maintaining the incredible quality of properties and fantastic excursions. As mentioned I was battling availability going into June so if you love what you are seeing, we need to move quickly to secure this gorgeous anniversary trip!
Shaye Jolley 
Your Itinerary In Detail
?
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.
Friday 14th June 2024
Private Vehicle from Milan Linate Airport to Villa Flori
Private Vehicle from Milan Linate Airport to Villa Flori
Touchdown in Italy, make your way to the Arrivals Hall to meet your private driver. From here you will take the 1 hour drive to Lake Como where you will spend 3 days, peacefully on the Lake.
Welcome to Lake Como
Welcome to Lake Como
Como (aka Lario) is the most ‘James Bond’ of the Italian lakes, where shiny red Ferraris weave through narrow lakeside towns and neoclassical villas take on a whole new level of opulence.
So, what’s left for the hoi polloi? Plenty. Como’s mountain-backed shores are furrowed with ancient paths that wind through attractive villages where for the price of a cappuccino you can while away a sunny afternoon watching beautiful people in expensive clothes. Even better, many of the historic palaces open their rooms and gardens for public viewing, meaning you can experience history vicariously like an erstwhile duke or duchess.
Villa Flori for 3 nights
Villa Flori for 3 nights
Nestled on the serene shores of Lake Como, Villa Flori stands as a testament to timeless elegance and unparalleled luxury. This exquisite hotel seamlessly blends historic charm with contemporary sophistication, offering a retreat that transcends the ordinary. Surrounded by lush gardens and overlooking the glistening waters of the lake, Villa Flori provides a haven of tranquility for discerning travellers.
The hotel's opulent rooms and suites are tastefully appointed, featuring plush furnishings, sumptuous linens, and enchanting lake views. Guests are invited to indulge their senses at the fine dining restaurant, where culinary delights are crafted with precision and flair. The meticulous attention to detail extends to the spa, where rejuvenating treatments and state-of-the-art facilities ensure a pampering experience. Whether strolling through the manicured gardens, enjoying a sunset cocktail on the terrace, or unwinding in the luxurious spa, Villa Flori promises an unforgettable stay, where every moment is a celebration of refined living.
Your room: Double Deluxe
Welcome to the lap of luxury at Hotel Villa Flori on the stunning shores of Lake Como. The Double Deluxe room is a haven of elegance, seamlessly blending modern sophistication with classic Italian charm. The room welcomes you with plush furnishings and tasteful decor, creating an ambiance of refined comfort.
Natural light pours through the expansive windows, offering breathtaking views of Lake Como and the surrounding lush landscapes. The Double Deluxe room boasts a harmonious colour palette, with soft hues creating a serene atmosphere. The king-size bed, adorned with luxurious linens, promises a restful night's sleep, while the well-appointed sitting area provides a perfect spot to unwind. The ensuite bathroom, adorned in marble, features premium amenities, inviting you to indulge in relaxation. Immerse yourself in the timeless beauty of Lake Como from the private balcony, where every moment becomes a picturesque escape in this Double Deluxe retreat.
Saturday 15th June 2024
Small Group｜Central Lake Tour: Varenna - Villa Balbianello - Bellagio
Small Group｜Central Lake Tour: Varenna - Villa Balbianello - Bellagio
Embark on a captivating 7-hour journey through the stunning landscapes of Lake Como, experiencing the best of Varenna and Bellagio. Let this tour be a perfect blend of culture, culinary delights, and the breathtaking beauty of Lake Como.
The day begins with a visit to a captivating original mill nestled in the hills above Varenna. Here, you'll have the opportunity to indulge in a tasting of the world-famous locally produced olive oil, accompanied by typical Valsassina cheese, cold cuts, and wine. Immerse yourself in the unique flavors of the region before proceeding to a guided walking tour of Varenna, a town with Celtic origins and enchanting steep alleys.
Lunch is a delightful affair at a local restaurant, where you can sit back, relax, and enjoy a sampling of local appetizers and a delectable pasta dish.
In the afternoon, a luxurious private Venetian watertaxi cruise awaits, providing panoramic views of the spectacular mountains and opulent villas once owned by aristocrats and now frequented by the jet set. Disembark at the iconic Villa del Balbianello, a cinematic gem featured in renowned films like "Star Wars: Episode II Attack of the Clones" and "Casino Royale." Capture the beauty of its panoramic gardens in photographs.
Continue your journey on our motorboat to Bellagio, where a guided tour awaits you in the enchanting Villa Melzi gardens. Take a leisurely stroll along the lakeside, absorbing the tranquility of this picturesque location.
The tour concludes around 5:30 pm in the world-renowned village of Bellagio. Take the rest of the day to explore and head back to your hotel at your leisure.
Included:
- Local, friendly English-speaking licensed guide
- Transfer to the old mill and back
- Tasting of delicious local specialties
- Local lunch: 2 courses, a glass of wine, and coffee
- Private 2.5-hour boat tour with a stop at a Villa
- Tickets to the gardens of Villa Balbianello & Villa Melzi
Monday 17th June 2024
Private Vehicle from Mandarin Oriental Lake Como to Milano Centrale
Private Vehicle from Mandarin Oriental Lake Como to Milano Centrale
Today you will be collected from your hotel by your private driver who will bring you back to Milan where you will board your train bound for Siena.
Train from Milano Centrale to Siena
Train from Milano Centrale to Siena
Today you will take the 4-and-a-half-hour train journey through the Italian countryside from Milan to Siena for the next part of your Italian adventure.
Train timelines for late June 2024 are not available yet. Closer to the time I will be able to confirm with you the exact journey – I am aiming for one layover.
Upon your arrival at Sienna Station, take a local taxi or Uber to the 5* Certosa Di Maggiano just a short 10 minute drive away.
Welcome to Siena
Welcome to Siena
Nestled in the heart of Tuscany, Siena welcomes you with its timeless allure and medieval elegance. The UNESCO-listed historic center, a labyrinth of winding streets and charming piazzas, invites exploration. At the heart of it all lies the iconic Piazza del Campo, surrounded by the majestic Palazzo Pubblico and the soaring Torre del Mangia. Siena Cathedral, a testament to Italian Gothic grandeur, beckons with its intricate carvings and captivating frescoes.
Beyond the architectural marvels, immerse yourself in the local culinary scene, savoring Tuscan delights and regional wines at the enchanting enotecas. Siena promises a journey through history, culture, and gastronomy, ensuring a truly memorable experience in this captivating Italian gem. If you have specific preferences or need tailored recommendations, feel free to share, and I'll be delighted to assist further.
Certosa Di Maggiano for 3 nights
Certosa Di Maggiano for 3 nights
Minutes away from the center of Siena, in the beating heart of Tuscany, there is a place where time has stopped and relaxation is guaranteed. It is the Certosa di Maggiano, an antique monastery where beauty, design, tradition, and nature co-exist in total harmony.
This meticulously restored 14th-century monastery seamlessly blends medieval charm with modern opulence, offering an unrivalled retreat for the discerning traveller. As you approach the ivy-covered facade, you are greeted by the tranquillity of sprawling gardens, where centuries-old cypress trees stand sentinel over manicured lawns.
Upon entering the Certosa Di Maggiano, guests are transported to a world of refined indulgence. The interior boasts a seamless fusion of antique furnishings, frescoed ceilings, and contemporary comforts. Each room and suite is a sanctuary of elegance, featuring bespoke decor and breathtaking views of the surrounding vineyards. The hotel's culinary offerings are a celebration of Tuscan flavours, served in a dining space that exudes both intimacy and grandeur. With its storied past and unparalleled beauty, Certosa Di Maggiano promises an enchanting stay, where history and luxury converge to create an unforgettable experience for the most discerning of travellers.
Your room: Deluxe Room
The Deluxe Room at Certosa Di Maggiano is a harmonious blend of historical charm and contemporary luxury. As you enter this exclusive haven, you'll be greeted by an ambiance of understated elegance. The room is adorned with period furnishings that showcase the intricate craftsmanship of bygone eras, seamlessly integrated with modern amenities for a truly indulgent experience.
Large windows allow natural light to cascade into the Deluxe Room, revealing panoramic views of the surrounding Tuscan landscape. The carefully chosen colour palette, inspired by the region's earthy tones, creates a warm and inviting atmosphere. The plush bedding, adorned with the finest linens, ensures a restful night's sleep, while the well-appointed ensuite bathroom offers a sanctuary of relaxation. Whether you're unwinding in the comfortable seating area or enjoying the views from the private balcony, the Deluxe Room at Certosa Di Maggiano promises a luxurious retreat that transcends time.
Tuesday 18th June 2024
Small Group｜Sunset Wine Tour
Small Group｜Sunset Wine Tour
Embark on an enchanting journey through the heart of Tuscany with your exclusive afternoon tour, commencing at 2:30 pm in front of the iconic church of San Domenico in Siena.
As you venture north into the picturesque Chianti hills, allow yourself to be captivated by the timeless beauty of a Chianti wine estate. Explore the lush vineyards and atmospheric wine cellars, gaining insight into the meticulous art of winemaking. The highlight of our excursion unfolds as we indulge in a tasting session featuring the renowned Chianti Classico Black Rooster wines, a true expression of the region's vinicultural excellence.
The next stop is the medieval gem of Monteriggioni, a perfectly preserved fortress surrounded by 13th-century city walls and turrets, famously mentioned by Dante. Wander through its historic streets, steeped in tales of antiquity, and take in the breathtaking views of the surrounding landscapes.
Continuing to the UNESCO-listed "Hill Top Town of Towers" – San Gimignano, your arrival is timed to coincide with the dispersal of the day's crowds, allowing you to relish a leisurely exploration of this romantic town. Marvel at the Collegiata church, delve into the Civic museum's artistic treasures, and meander through boutique shops showcasing exquisite artisanal goods like hand-painted pottery and leather.
Enjoy moments of downtime during the tour, allowing you to savor the beautiful views with a coffee, embracing the tranquility of the surroundings. Sample local delicacies, including the renowned saffron and Vernaccia wine that define San Gimignano's gastronomic identity. For panoramic views, ascend to the Rocca fortress or uncover hidden beauties tucked away in the town's charming corners.
After strolling the medieval streets, let your appetite guide you to a rustic Tuscan farm for a delightful dinner featuring authentic local flavors. Indulge in tastings of regional wines, surrounded by the scenic beauty of the countryside. Weather permitting, dinner will be a truly immersive experience, served outdoors. Please note that this intimate gathering is limited to a maximum of 8 people, ensuring a personalized and unforgettable evening in the heart of Tuscany's cultural and culinary heritage.
Wednesday 19th June 2024
Small Group｜Siena and Duomo Tour
Small Group｜Siena and Duomo Tour
Today you will join a small group being guided by your local expert to embark on a captivating journey through Siena's rich history, commencing at 10:30 church of San Domenico.
Your exploration kicks off with a visit to the magnificent Basilica of San Domenico, a splendid showcase of architecture and art. Delve into the significance of the patron Saint of Italy and Europe, Saint Catherine, whose relic graces this sacred space. Traverse the medieval streets and squares of Siena, guided by insightful commentary on historical buildings tied to the city's seats of power.
Witness the grandeur of Rocca Salimbeni, home to the world's oldest bank, Monte dei Paschi, boasting not only financial prowess but also a remarkable collection of archives and art. Stroll to Palazzo Tolomei, an ancient private palace, and gaze upon the imposing stone tower of Palazzo Chigi Saracini, a 12th-century marvel now housing the esteemed Accademia Musicale Chigiana.
Revel in the beauty of Piazza del Campo, a masterpiece shaped like a shell, featuring the striking Palazzo Comunale and its commanding bell tower, the Torre del Magia. This square comes alive during the famed Palio horse race, a medieval tournament held twice a year by the city's Contrada neighborhoods, making it the vibrant heart of Siena.
Conclude your journey with a guided exploration of the Siena Duomo, one of Italy's most spectacular cathedrals. Marvel at the centuries-spanning interiors adorned with masterpieces by Donatello, Bernini, and Michelangelo. Your guide will lead you through the Gothic architecture, ancient pulpit, chapels, and beneath the naves, where Renaissance busts of popes and intricate marble decorations come to life. Immerse yourself in the sublime beauty of stained-glass windows and leave with a profound appreciation for the cultural tapestry woven into the fabric of Siena's medieval charm.
Thursday 20th June 2024
Private Vehicle from Certosa Di Maggiano to Florence Regional Airport
Private Vehicle from Certosa Di Maggiano to Florence Regional Airport
Today you will be collected by your private driver to head to Florence Airport where your domestic flight will take you to the South of Italy to Puglia where your next leg of your journey will begin.
Flight on AZ 1682
Flight on AZ 1682
| From | To |
|---|---|
| Peretola Airport (FLR) |
Rome Fiumicino Airport (FCO) |
| Departs | Arrives |
| 20-Jun-2024 15:40:00 | 20-Jun-2024 16:30:00 |
| Airline | Cabin |
| ITA Airways | Economy |
Flight on AZ 1607
Flight on AZ 1607
| From | To |
|---|---|
| Rome Fiumicino Airport (FCO) |
Bari International Airport (BRI) |
| Departs | Arrives |
| 20-Jun-2024 17:35:00 | 20-Jun-2024 18:40:00 |
| Airline | Cabin |
| ITA Airways | Economy |
Welcome to Puglia
Welcome to Puglia
Puglia can surely now take its place in the first rank of Italy's famous regions. Clearly, everything the Italophile craves is there in abundance: ancient towns heavy with the tangible past; extravagant churches dreamt up by Europe's finest architects; the footprints of an endless procession of conquerors and cultures, stamped in stone, gold and marble; seas of olives; olive-green seas; and food the equal of any in Italy. Travellers bored or worn down by the crowds of Campania and Tuscany can find still release in the baroque splendour of Lecce, ‘Florence of the South’, or one of many lesser (but no less beautiful) Pugliese towns.
But it's perhaps outside of its cities that Puglia shines brightest. From the ancient Forest of Umbra in the north to the fruitful Valle d'Itria and sun-baked Salento, Puglia's countryside has always been its foundation – the source of its food, its wealth and its culture.
Private Vehicle from Bari International Airport to Masseria Auraterrae
Private Vehicle from Bari International Airport to Masseria Auraterrae
Touchdown in Puglia, your private driver will be waiting at arrivals for you to take you to the stunning Masseria Auraterrae for your 3-night stay.
Masseria Auraterrae for 3 nights
Masseria Auraterrae for 3 nights
Nestled amidst the idyllic landscapes of Puglia, Masseria Auraterrae beckons you into a world of timeless charm and unparalleled tranquility. This enchanting retreat, steeped in history, seamlessly combines rustic elegance with modern luxury. As you step onto the grounds of the Masseria, you are greeted by the scent of olive groves and the sight of traditional stone walls, creating an authentic Puglian atmosphere.
The hotel's architecture is a testament to its storied past, blending seamlessly with the natural beauty that surrounds it. Each thoughtfully designed room reflects the region's rich heritage, featuring locally crafted furnishings and warm earthy tones. Immerse yourself in the serenity of the expansive courtyard, where centuries-old olive trees cast dappled shadows, providing a perfect setting for quiet contemplation or leisurely strolls. With a commitment to sustainability, Masseria Auraterrae not only offers a luxurious escape but also an opportunity to connect with the essence of Puglia in a way that is both immersive and rejuvenating.
Your room: Executive Double with Patio
Indulge in the epitome of refined comfort at Masseria Auraterrae with the Exclusive Double with Patio. This meticulously designed room is a sanctuary of sophistication, seamlessly blending the rustic charm of Puglian architecture with contemporary luxury. The space is adorned with locally crafted furnishings, exuding an authentic character that reflects the region's rich heritage.
Step into your private haven and discover a spacious retreat where every detail is thoughtfully curated. The Exclusive Double with Patio features a serene colour palette, creating an atmosphere of tranquility. The plush king-size bed, draped in luxurious linens, promises a restful night's sleep, while the patio offers a secluded outdoor space to soak in the Puglian sun. With its perfect blend of elegance and intimacy, this room invites you to unwind and immerse yourself in the timeless beauty of Masseria Auraterrae.
Saturday 22nd June 2024
Private｜Alberobello, Polignano a Mare & Local Tastings Tour
Private｜Alberobello, Polignano a Mare & Local Tastings Tour
This tailor-made tour begins with your guide and driver greeting you at your hotel and taking you on a full-day adventure with some wonderful experiences to be had.
You will start with a beautiful drive over to the infamous cone hut town of Alberobello, where you will have enough time with your guide to explore both sides of the town, filled with strange, conical trulli houses. After some time here, you will then be driven to the iconic seaside town of Polignano a Mare. A shining gem on the coast of the Valle d’Itria, perched atop a 20 metre-high limestone cliff above the crystal clear waters of the Adriatic, Polignano a Mare truly lives up to its name and literally could not be any more ‘at sea’!
Here, your guide will invite you to select somewhere to stop and relax for lunch – my personal suggestion would be to reserve in advance a table for two at the amazing Cave Restaurant at the beautiful 5* Grotto Palazese Hotel.
After a lovely time in this seaside town, you will then be invited for some wine & cheese tasting at a spot that our wine sommelier guide recommends, the perfect end to your day! Your driver will take you back to your hotel for a relaxing evening at leisure.
Sunday 23rd June 2024
Private Vehicle from Masseria Auraterrae to Bari International Airport
Private Vehicle from Masseria Auraterrae to Bari International Airport
It's time to say goodbye to beautiful Italy, your driver will collect you from your hotel in time for your international flight home.
What's Included
Your itinerary includes
- Private Vehicle from Milan Linate Airport to Villa Flori
- 3 nights at Villa Flori
- Double Deluxe with breakfast
- Small Group Tour: Varenna – Villa Balbianello – Bellagio
- Private Vehicle from Villa Flori to Milano Centrale
- Train from Milano Centrale to Siena
- 3 nights in Certosa Di Maggiano
- Deluxe Room with breakfast
- Small Group Tour: Sunset Wine Tour
- Small Group Tour: Siena and Duomo
- Private Vehicle from Certosa Di Maggiano to Florence Regional Airport
- Domestic flights from Florence to Bari
- Luggage included
- Private Vehicle from Bari International Airport to Masseria Auraterrae
- 3 nights at Masseria Auraterrae
- Executive Double with Patio with breakfast
- Private Tour: Alberobello, Polignano a Mare & Local Tastings
- Private Vehicle from Masseria Auraterrae to Bari International Airport
- 24/7 emergency concierge service
Your itinerary excludes
- International Flights
- Travel insurance
- Resort Fees / City Taxes
- Visas (if applicable)
- Gratuities
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.