Dolce Vita Coast, Countryside & Como

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Dolce Vita: Coast, Countryside & Como

Introduction
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Coast, Countryside & Como

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Dolce Vita: Coast, Countryside & Como

Experience the best of Italy as you journey from the stunning Amalfi Coast through the rolling hills of Tuscany to the tranquil shores of Lake Como. This trip blends breathtaking landscapes, world-class cuisine, and rich cultural heritage for an unforgettable Italian adventure.

Journey Highlights

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At a glance

Day 1

Day 2

Day 4

Day 5

Day 6

Day 1

Day 1 - New York, NY, USA

Day 1 - New York, NY, USA image

Begin Your Journey from New York

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Flight DL232: JFK to NAP

Sep 5, 2026
JFK
17:20
JFK

Sep 6, 2026
NAP
08:10
NAP
Flight from JFK to NAP (DL232). JFK Sep 5, 5:20PM. 8hr 50min. NAP Sep 6, 8:10AM. Boing 767-300 Delta One Classic.
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Optional Flights

Similar nonstop flights to Naples are available from Newark, Philadelphia and Chicago airports.

Day 2

Day 2 - Welcome to the Amalfi Coast

Day 2 - Welcome to the Amalfi Coast image

Arrive in Amalfi and Settle into Hotel Santa Caterina

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Arrive at NAP (DL232)

Arrival
Sep 6, 2026
08:10
NAP
Arrive at Naples International Airport (NAP) on Delta flight DL232 at 8:10AM.
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Airport transfer — Arrival gate to hotel

Meet your English-speaking driver at the arrival gate with a sign with your name. Transfer to your Hotel. Please note that, depending on arrival time, a night supplement may be added. One medium suitcase and one carry-on per person. Your driver will...
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Hotel Santa Caterina

S.S. Amalfitana 9, 84011 Amalfi, Salerno, Italy
Welcome to the 5-star Luxury Hotel Santa Caterina d'Amalfi, an emblem of hospitality on the Amalfi Coast and a point of reference for those seeking excellence. Hotel Santa Caterina is located at the gates of Amalfi with a suggestive view of the sea.
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Day 3

Day 3 - Amalfi

Day 3 - Amalfi image

Relax and Enjoy Amalfi at Leisure

Day 4

Day 4 - Exploring the Amalfi Coast

Day 4 - Exploring the Amalfi Coast image

Private Tour Along the Amalfi Coast

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Exploring the Amalfi Coast

Meet your driver at Hotel Santa Caterina in Amalfi at 9.00 am. Eye-catching, seductive, simply gorgeous. The Amalfi Coast is the quintessential Mediterranean landscape. Enjoy the privilege of exploring it in full comfort with private transportation.
Day 5

Day 5 - Amalfi

Day 5 - Amalfi image

Leisure Day on the Amalfi Coast

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Suggested Activity: Private Cruise to the Isle of Capri

Set out from the Amalfi Marina aboard your private boat for an unforgettable day on the Isle of Capri. Your captain will take you on a scenic cruise around the island, offering spectacular views of Capri’s dramatic cliffs, hidden coves, sea caves, and iconic Faraglioni rock formations. After exploring the coastline from the water, arrive at Marina Grande, where you’ll have free time to discover Capri at your own pace—wander the charming streets, browse the boutiques, enjoy lunch at a local restaurant, or simply soak in the island atmosphere. Later, return to your private boat for a relaxing cruise back to Amalfi.

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Day 6

Day 6 - Amalfi

Day 6 - Amalfi image

Relax and Enjoy Amalfi at Your Leisure

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Information

During your free time in Amalfi, you’ll have the flexibility to explore more of this spectacular coastline at your own pace. Public ferries make it easy to visit nearby towns such as Positano, Ravello, and Salerno, or simply spend the day relaxing and enjoying Amalfi. For those who prefer a private experience, we can also arrange customized day trips with private transportation and expert guides to destinations throughout the region, including Pompeii and Herculaneum, Naples, the island of Ischia, Amalfi Lemon Farm, and more.

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Day 7

Day 7 - Amalfi

Day 7 - Amalfi image

Enjoy a Leisure Day in Amalfi

Day 8 - Tuscany

Day 8 - Tuscany image

Transfer from Amalfi Coast to Castello Banfi

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Private transfer from Santa Caterina to Castello Banfi with stop in Frascati

Departure
Santa Caterina, Amalfi Coast
9:45 AM
Destination
Castello Banfi, Poggio alle Mura, Province of Siena, Italy
4:00 PM
During your transfer from the Amalfi Coast Amalfi Coast to Castello Banfi, enjoy a pleasant stop in the Frascati area, a charming wine region just outside Rome. Here, you will relax with a light lunch at a local winery, surrounded by gentle hills and vineyards.
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Castello Banfi Il Borgo, Relais & Chateaux

Poggio alle Mura, 53024 Montalcino, Italy
Location This hotel is located in Montalcino. Facilities A pleasant ambience awaits guests in 14 rooms. The friendly staff at the reception desk are happy to answer any questions. Amenities include a baggage storage service, a safe and a currency exchange service. Wireless internet access is provided in public areas. The hotel has wheelchair-accessible facilities. Guests arriving by car can park their vehicles in the car park. Other services include a babysitting service, a childcare service, room service, a laundry service and a hotel shuttle bus.
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Day 9 - Tuscany

Day 9 - Tuscany image

Private Banfi Winery Tour and Tasting

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Private Banfi Winery Tour & Tasting Experience

AT 4:00 PM at Castello Banfi, start the Guided Tour of our Cellars, followed at 7:30 pm by dinner at Taverna Banfi A classic Tuscan restaurant in the shadow of our medieval castle of Poggio alle Mura. La Taverna Banfi is located under the vaulted stone arches of the former barrel cellars.

Day 10 - Tuscany

Day 10 - Tuscany image

Enjoy a Day at Leisure

Day 11 - Tuscany

Day 11 - Tuscany image

Leisure Day in Tuscany

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Our suggestions

While in Tuscany, we can help you experience the region in a more personal and immersive way, with private excursions and authentic experiences tailored to your interests. Spend your days discovering beautiful hill towns, meeting local producers and artisans, tasting the wines and flavors of the countryside, or simply enjoying Tuscany’s spectacular landscapes.

  • Explore nearby medieval towns such as Montalcino, Siena, Montepulciano, and Pienza

  • Private winery visits and wine tastings

  • Dinner among the vineyards

  • Visit a local cheese farm for a demonstration and tasting

  • Truffle hunting with a local expert

  • Cooking classes and market visits

  • Relax in Tuscany’s natural thermal hot springs

  • Guided vineyard and countryside hikes

  • E-bike tours through the Tuscan hills

  • Meet local artisans for pottery-making demonstrations

  • And many more customized experiences

Day 12 - Tuscany

Day 12 - Tuscany image

Enjoy a Day at Leisure

Day 13 - Florence

Day 13 - Florence image

Transfer to Florence and Check-in at Helvetia & Bristol

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Hotel transfer to Helvetica & Bristol Hotel, Florence

Departure09:30 AM
Destination11:00 AM
Meet your English-Speaking Driver at the hotel lobby Transfer to Helvetica & Bristol Hotel in the heart of Florence's Historic District One medium suitcase and one carry-on per person
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Hotel Helvetia and Bristol

Helvetia & Bristol Firenze - Starhotels Collezione, Via dei Pescioni, Florence, Metropolitan City of Florence, Italy
A timeless 5-star hotel and spa in Florence Steeped in history and glamour, Helvetia & Bristol has been enchanting guests since 1885, when Florence was a popular stop on the Grand Tour. A recent renovation added a new wing with interiors by celebrated designers.

Day 14 - Florence

Day 14 - Florence image

Leisure Day in Florence

Day 15 - Lake Como

Day 15 - Lake Como image

Travel from Florence to Lake Como and Check-in

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Van and High Speed Rail transfer from Florence to Bellagio

Departure
Florence Santa Maria Novella train station
Destination
Milano Centrale
Your English speaking driver will greet you in the hotel loby and take you to Florence Santa Maria Novella train station. Train Details (TBD): Departure Station: Firenze SMN at 10:25 AM Arrival Station: Milano Centrale at 12:20 PM Trenitalia/Italo.
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Grand Hotel Villa Serbelloni

Via Roma 1, 22021 Bellagio, Lake Como, Italy
Location This hotel is located in the centre of Bellagio. Facilities The hotel has a lift and features 95 rooms. The friendly staff at the reception desk are happy to answer any questions. Amenities include a baggage storage service, a safe and a currency exchange service. Wireless internet access is provided in public areas. The hotel has wheelchair-accessible facilities. Guests arriving by car can park their vehicles in the car park. Other services include a babysitting service, a childcare service, room service, a laundry service and a hotel shuttle bus.

Day 16 - Lake Como

Day 16 - Lake Como image

Private Lake Como Cruise and Scenic Views

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Private Half-Day Lake Como Cruise

Calm waters gently ruffled by soft breezes, an enchanting verdant shoreline studded by gorgeous monumental villas, exquisite lakefront towns, a rich heritage, and lively traditions… Lake Como is one of Italy’s most idyllic spots, and there is so much to discover on a private cruise.

Day 17 - Lake Como

Day 17 - Lake Como image

Leisure Day in Lake Como

Day 18 - Lake Como

Day 18 - Lake Como image

Leisure Day in Lake Como

Day 19 - Milan

Day 19 - Milan image

Private Transfer and Milan City Tour

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Private transfer from Lake Como to Milan in a Mercedes Minivan

Departure
Lake Como
Destination
Milan
Greet your English-speaking driver in the lobby of your hotel and enjoy a comfortable private transfer in a luxury Mercedes Minivan to your hotel in Milan. Transfer time to be determined
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Sina The Gray

Via San Raffaele 6, 20121 Milano, Milano, Italy
Location The hotel is situated in the financial and commercial centre of Milan. Set between the Duomo Cathedral and La Scala Theatre, both less than 100 m away, it overlooks the Galleria Vittorio Emanuele shopping arcade. Restaurants can be reached within a few minutes' walk. The hotel is just 5 minutes from the main railway station and 20 minutes from Linate Airport.
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Milan City Tour & Last Supper

Sophisticated, fast-paced, and effortlessly cool—discover the heart of Milan with an expert local guide. From its origins to the powerful Visconti and Sforza dynasties, Milan blends rich history with a modern, creative edge. Stroll elegant avenues, visit iconic sites, and experience the city's vibrant culture.
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Day 20 - Arrivederci!

Day 20 - Arrivederci! image

Private Transfer to Airport and Flight Home

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Private VIP transfer from Sina Gray to Milan Airport

Departure
Sina Gray, Milan
Destination
Milan Malpensa Airport
Your English-speaking driver will greet you in the hotel lobby and take you to Milan's Malpensa Airport for your flight home
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Flight from MXP to JFK (DL185)

MXP
14:15
Milan Malpensa

JFK
17:45
New York JFK
Flight from Milan Malpensa (MXP) to New York JFK (DL185). MXP Sep 24, 2:15PM. 9hr 30min. JFK Sep 24, 5:45PM. Boing 767-300 Delta One Classic.
Map of the trip locations

Map

A. Naples International Airport (NAP)

Viale F. Ruffo di Calabria, 80144 Napoli NA, Italy

B. Hotel Santa Caterina

S.S. Amalfitana 9, 84011 Amalfi, Salerno, Italy

C. Castello Banfi Il Borgo

Poggio alle Mura, 53024 Montalcino, Italy

D. Hotel Helvetia and Bristol

Via dei Pescioni, Florence, Metropolitan City of Florence, Italy

E. Grand Hotel Villa Serbelloni

Via Roma 1, 22021 Bellagio, Lake Como, Italy

F. Sina The Gray

Via San Raffaele 6, 20121 Milano, Milano, Italy

G. Milan Malpensa Airport (MXP)

21010 Ferno, Province of Varese, Italy

About Us

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Since 2013, Allegro Luxury Vacations has been crafting exceptional travel experiences as an affiliate of Gifted Travel Network, a proud Virtuoso member agency. Specializing in bespoke luxury travel services, we curate personalized itineraries that transform journeys into unforgettable memories. As a Member of the American Society of Travel Advisors (ASTA), an ASTA Verified Travel Advisor, and a member of CLIA, we uphold the highest standards of professionalism and expertise in the travel industry. Whether you're seeking indulgent escape

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