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Ischia Island & The Eternal City for Cassidy & Sam's Wedding

9 Days / 8 Nights

Ravello, Sorrento, Ischia, Naples, Rome

as seen in
Travel and LeisureFodorsUSA TodayNew York TimesNational GeographicWashington PostVogue

Begin your Italian adventure with the celebration of Sam & Cassidy's marriage in Ravello perched above the glistening Amalfi Coast before heading off to enjoy one of Italy's best kept secrets. The island of Ischia, under an hour by ferry from Naples, is every local's favorite escape for an authentic island experience. Finish your trip in Rome, fresh from its Jubilee year glow-up is first up. Take your pick of ancient Rome's archeological sites, the Vatican, or the beating heart of the Eternal City itself.

We'll take care of all the accommodations, logistics, arrange the included excursions, and be with you every step if the way. By booking through Cassidy & Sam's page you'll also get a $100 discount off the package price AND a Michelin-starred lunch during your trip.

One of our team members in Italy will be available to you leading up to and during your trip to answer any questions and arrange local services. You will receive access to your Guest Page, with its information on the best these two countries offer, including things to see and do and other inside tips from restaurant recommendations to tipping advice. Upon request, we will provide you with an eSIM with data that you can use to reach your local JayWay contact (whom you will meet in person) throughout your trip. In all of our destinations, we offer a variety of memorable 3- to 5-star accommodation options, including boutique hotels and charming B&Bs. With our firsthand experience, we can ensure they are all clean, comfortable, and centrally located, with local ambiance.

Route for Ravello, Sorrento, Ischia, Naples, Rome tour

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2 Nights in Ravello

2 Nights in Ravello

3 days in Ravello

2 Nights in Ravello

With its beautiful villas, enchanting gardens and spectacular sea views, Ravello epitomizes everything that makes the Amalfi Coast unique. Throughout the centuries, aristocrats and rich merchants have called Ravello home, leaving their mark and defining the quaint town's identity up to this day with the gorgeous mansions and palaces they built. Unsurprisingly, Ravello has always been a popular destination for artists, writers, and musicians, too, as all this beauty is truly inspiring. It's the same beauty that draws modern-day explorers to this bijou hilltop town on the Amalfi Coast which promises an unforgettable escape in a setting of unfathomable charm.

With its beautiful villas, enchanting gardens and spectacular sea views, Ravello epitomizes everything that makes the Amalfi Coast unique. Throughout the centuries, aristocrats and rich merchants have called Ravello home, leaving their mark and defining the quaint town's identity up to this day with the gorgeous mansions and palaces they built. Unsurprisingly, Ravello has always been a popular destination for artists, writers, and musicians, too, as all this beauty is truly inspiring. It's the same beauty that draws modern-day explorers to this bijou hilltop town on the Amalfi Coast which promises an unforgettable escape in a setting of unfathomable charm.

Day 1

Day 1 - Arrival in Ravello

Upon arrival at Naples Airport, your driver will greet you and take you to your accommodation in Ravello. The journey will take approximately one hour and fifteen minutes, depending on the time of day, weather, and traffic conditions.

Welcome Dinner

Suggestion to explore on your own

This evening, you’ll enjoy a special welcome dinner hosted by Cassidy and Sam — the perfect chance to relax, mingle, and kick off the celebrations together.

Day 2

Day 2 - Your First Full Day in Ravello

Wedding Day

Suggestion to explore on your own

Today, we celebrate Cassidy and Sam’s big day! Enjoy a beautiful ceremony followed by an unforgettable reception filled with food, music, and dancing.

Day 3

Day 3 - Traveling to Ischia by Private Transfer, via Sorrento

It's time to say your final ciao to the stunning views of Ravello, but don't worry, you're not going far. We'll arrange for a private driver to pick you up from your accommodations in Ravello and take you to the other side of the Sorrento peninsula, to Sorrento itself. The journey should take about one and a half hours.

Sorrento by Private Transfer
We also offer the following excursions in Ravello

Amalfi Coast Private Day Trip from Ravello
Moderate8 hours
Pompeii Private Day Trip with Cooking Class and Wine Tasting on Mount Vesuvius from Ravello
Moderate8 hours
Pompeii and Mount Vesuvius Private Day Trip from Ravello
Moderate8 hours
Private Boat Day Trip to Amalfi Coast from Ravello
Moderate11 hours, including transportation to and from Ravello

Day Stop in Sorrento

Day Stop in Sorrento

1 days in Sorrento

Day Stop in Sorrento

The genteel resort town of Sorrento on the southern end of the Bay of Naples is clearly designed for comfort. Complete with a solid portfolio of three to five star hotels, plenty of restaurants and gelaterias it's a typical slice of the Italian riviera. It makes for an easily accessible and affordable base for boat trips to Capri, a visit to Naples, Pompeii and Vesuvius or a jaunt to the other side of the Sorrentine peninsula to the Amalfi Coast. In Sorrento itself you'll enjoy all the advantages of a small town with a sizeable year-round population and a cosy Centro Storico packed with bars, antique shops, churches and grand old palazzos.

The genteel resort town of Sorrento on the southern end of the Bay of Naples is clearly designed for comfort. Complete with a solid portfolio of three to five star hotels, plenty of restaurants and gelaterias it's a typical slice of the Italian riviera. It makes for an easily accessible and affordable base for boat trips to Capri, a visit to Naples, Pompeii and Vesuvius or a jaunt to the other side of the Sorrentine peninsula to the Amalfi Coast. In Sorrento itself you'll enjoy all the advantages of a small town with a sizeable year-round population and a cosy Centro Storico packed with bars, antique shops, churches and grand old palazzos.

Day 3 - Day Stop in Sorrento

Day 3 - Day Stop in Sorrento

Today it's time to travel to the beautiful island of Ischia. You'll enjoy a 90-minute ride by public Hydrofoil. Please note that ferry tickets and two pieces of luggage per person are included in this transfer, any additional luggage will incur an extra charge.

Ischia by Private Transfer by Public Hydrofoil and Private Car

3 Nights in Ischia

3 Nights in Ischia

4 days in Ischia

3 Nights in Ischia

Less than 20 miles off the coast of vibrant Naples, Ischia is an underrated gem waiting to be discovered. An island of volcanic origin, Ischia is known for its thermal springs and spas. It's also a heaven of manicured gardens and turquoise waters, home to an imposing Aragonese Castle that feels like the setting of a period fantasy film. Still untouched by the effects of mass tourism, Ischia represents everything that is unique about Italy but without the crowds and overpriced services of nearby islands.

Less than 20 miles off the coast of vibrant Naples, Ischia is an underrated gem waiting to be discovered. An island of volcanic origin, Ischia is known for its thermal springs and spas. It's also a heaven of manicured gardens and turquoise waters, home to an imposing Aragonese Castle that feels like the setting of a period fantasy film. Still untouched by the effects of mass tourism, Ischia represents everything that is unique about Italy but without the crowds and overpriced services of nearby islands.

Day 3

Day 3 - Arrival in Ischia

Once you arrive to Ischia port, our driver will wait for you and take you to your accommodation.

Day 4

Day 4 - Your First Full Day in Ischia

Private Ischia Circumnavigation Boat Tour

Private Ischia Circumnavigation Boat Tour

Included in your vacation package price.

Explore the breathtaking beauty of Ischia from the water on a private boat tour with an English-speaking skipper who will guide you along the island’s stunning coastline. Stop to swim in crystal-clear waters, uncover hidden spots known only to locals, and enjoy free time to have lunch at a local favorite recommended by your skipper. From secluded coves to natural thermal springs bubbling in the sea, each stop offers a unique glimpse into Ischia’s charm. As you cruise, you’ll learn fascinating insights about the island’s rich history and vibrant culture. Whether you’re seeking relaxation or adventure, this experience provides an intimate perspective of Ischia that land travel simply can't match.


Activity Level : Light
Duration : 8 hours

A Romantic Sunset at Chiesa del Soccorso

Suggestion to explore on your own

For a truly romantic experience in Ischia, head to the western coast in the late afternoon with your loved one. Make your way to the stunning Chiesa del Soccorso, an ancient white church perched dramatically on a cliff's edge, offering breathtaking views of the sea. Stay for the sunset, where the sky transforms into a brilliant canvas of oranges, reds, and yellows, creating a magical moment to share with your partner. If you're fortunate enough to witness the rare "green ray," a fleeting green light at sunset, legend says it will bring you lifelong good fortune, making the moment even more unforgettable.

A Romantic Sunset at Chiesa del Soccorso

Day 5

Day 5 - Your Second Full Day in Ischia

Group Cooking Class in Ischia

Group Cooking Class in Ischia

Please ask your travel advisor for the cost to add this to your package

Enjoy a unique cooking and dining experience on a romantic “Garden” terrace surrounded by exotic plants and soothing fountains. Immerse yourself in the traditional flavors of Ischia, expertly crafted to delight your palate. Join a cooking class in Forio d’Ischia that offers authenticity, warmth, and unforgettable dishes. Let skilled chefs guide you on a culinary journey through the island’s rich gastronomic heritage.


Activity Level : Easy
Duration : 5 hours

Ischia's Best Beaches

Suggestion to explore on your own

Ischia is a volcanic island that has been gifted with beautiful beaches featuring fine sand and turquoise water. There are many gorgeous beaches, but here are our favorites: Cava dell'Isola, a short walk from Forio's center, is one of the best places to admire the sunset, thanks in part to its lively vibe and free, easy access and the possibility to rent beach chairs and umbrellas. San Montano is a more secluded beach where the water is very calm and shallow, thanks to its location in a hidden bay. Maronti is one of the island's longest beaches and is a fertile part of the island, rich with hot springs and hiking paths.

Ischia's Best Beaches

Day 6

Day 6 - Traveling to Rome by Ferry & Train, via Naples

Time to visit Naples, the atmospheric birthplace of pizza! With its bustling streets and lively atmosphere, it's definitely a change after Ischia. A driver will meet you at your accommodations and take you to the port where you'll board a ferry to Naples (tickets provided). This journey takes 1.5 hours.

We also offer the following excursions in Ischia

Aperitif at Sunset Private Boat Tour
Light2 hours 30 minutes
Aragonese Castle Private Guided Tour
Light2 hours
Group Boat Tour of the Island of Ischia
Light7 hours
Ischia Food & Wine Private Tour
Light4 hours

Day Stop in Naples

Day Stop in Naples

1 days in Naples

Day Stop in Naples

To call Naples rough around the edges would be quite the understatement. Yet amidst the chaos and beneath the grime is one of Italy's true gems. It's the third-largest city in the country, home to over three million people. An important port city for all the civilizations that have existed there, Naples is the original melting pot. Founded as Neapolis (literally "new city") by the Greeks in the 7th century B.C., Naples has many layers of history for you to discover.

To call Naples rough around the edges would be quite the understatement. Yet amidst the chaos and beneath the grime is one of Italy's true gems. It's the third-largest city in the country, home to over three million people. An important port city for all the civilizations that have existed there, Naples is the original melting pot. Founded as Neapolis (literally "new city") by the Greeks in the 7th century B.C., Naples has many layers of history for you to discover.

Day 6 - Day Stop in Naples

Day 6 - Day Stop in Naples

Today you're off to magnificent Rome. We've included a standard class tickets on one of the many high-speed train services, but an upgrade to a higher class is possible for an extra fee. The journey time is a little over an hour. We included as well a transfer from Naples port to the station.

You can upgrade your transfer

Upgrade to Rome by Private Transfer with a stop at Pompeii

Rome by Private Transfer with a stop at Pompeii

Upgrade for an additional cost

3 Nights in Rome

3 Nights in Rome

4 days in Rome

3 Nights in Rome

The capital of Italy is a vibrant, energetic and stylish city. While thoroughly modern in sensibility, Rome is also home to some of the world’s most important works of classic art and architecture. This city has been an epicenter for culture, politics and religion for more than 2,500 years. From the Spanish Steps to the Vatican, there are more than enough sights to keep even the most active tourists busy and even somewhere as popular as Rome you can find places just off the tourist trail and bustling with locals. But it’s also nice to slow down and enjoy Rome’s famous cafes and restaurants, which can be just as beguiling as the buildings. Lounge with an espresso on the Campo de Fiori and watch the changing light on the fountains and the facades. Visit the Vatican and explore some of the world’s most beautiful churches. Rome really comes alive at night, when restaurants and wine bars bring a renewed vitality to the city. You’ll also have opportunities for day trips to local vineyards, olive groves, and other places producing regional delicacies. No matter what your interests, or what kind of holiday you’re looking for, Rome will be an enjoyable destination.

The capital of Italy is a vibrant, energetic and stylish city. While thoroughly modern in sensibility, Rome is also home to some of the world’s most important works of classic art and architecture. This city has been an epicenter for culture, politics and religion for more than 2,500 years. From the Spanish Steps to the Vatican, there are more than enough sights to keep even the most active tourists busy and even somewhere as popular as Rome you can find places just off the tourist trail and bustling with locals. But it’s also nice to slow down and enjoy Rome’s famous cafes and restaurants, which can be just as beguiling as the buildings. Lounge with an espresso on the Campo de Fiori and watch the changing light on the fountains and the facades. Visit the Vatican and explore some of the world’s most beautiful churches. Rome really comes alive at night, when restaurants and wine bars bring a renewed vitality to the city. You’ll also have opportunities for day trips to local vineyards, olive groves, and other places producing regional delicacies. No matter what your interests, or what kind of holiday you’re looking for, Rome will be an enjoyable destination.

Day 6

Day 6 - Arrival in Rome

Upon arriving to Roma Termini train station, we'll arrange for our driver to pick you up from the terminal and take you to your centrally located accommodation.

Experience Rome’s Authentic Aperitivo Culture

Suggestion to explore on your own

For an authentic Italian experience, enjoy an "aperitivo"—the Italian equivalent of happy hour. Typically held from 6:30 PM to 8:00 PM, locals gather to sip spritz, prosecco, wine, or beer, accompanied by light snacks before dinner. Offerings range from simple nibbles, such as olives and chips, to more substantial dishes, including small pizzas, sandwiches, and pasta salads. Popular spots for an aperitivo include Freni e Frizioni in Trastevere, Doppiozeroo in Ostiense, and Rec23 in Testaccio, with additional options available along the Tiber River during the summer months.

Experience Rome’s Authentic Aperitivo Culture

Day 7

Day 7 - Your First Full Day in Rome

Premium Colosseum, Roman Forum and Palatine Hill Group Tour

Premium Colosseum, Roman Forum and Palatine Hill Group Tour

Included in your vacation package price.

Explore the captivating tales of lions, gladiators, and emperors on a comprehensive journey through Ancient Rome. Skip the lines and enjoy express entry to the Colosseum, Roman Forum, and Palatine Hill. With an expert guide leading a small group of no more than 15 individuals, immerse yourself in an intimate and enjoyable tour of these three iconic sites, delving into the rich history of Ancient Rome.


Activity Level : Moderate
Duration : 3 hours

Gelato, Espresso and Tiramisu Group Walking Tour

Gelato, Espresso and Tiramisu Group Walking Tour

Please ask your travel advisor for the cost to add this to your package

This 2.5-hour tour will be a sweet indulgence! Meet your small group at Piazza della Minerva at the statue of the elephant, and get ready to taste the best coffee, gelato, and tiramisu in Rome! Combining Italy’s famous coffee with desserts that have become world-famous, this personalized tour will take you through lovely neighborhoods.


Activity Level : Light
Duration : 2 hours

Day 8

Day 8 - Your Second Full Day in Rome

The Complete Vatican Group Tour with Vatican Museums and Sistine Chapel

The Complete Vatican Group Tour with Vatican Museums and Sistine Chapel

Included in your vacation package price.

For an in-depth exploration of Rome's iconic highlights, this guided tour with an expert is a must. Discover the Sistine Chapel, Vatican Museums, and beyond—an immersive Vatican journey. Skip the lines and delve into these remarkable buildings and their artistic treasures with your private guide, gaining insights into their rich history and profound significance.


Activity Level : Light
Duration : 3 hours 30 minutes

Guided Group Wine & Food Pairing Dinner Near the Pantheon

Guided Group Wine & Food Pairing Dinner Near the Pantheon

Please ask your travel advisor for the cost to add this to your package

This 2.5-hour tour and degustation is perfect for foodies. You'll start with an aperitif as you soak up the atmosphere. Then you'll head for dinner, enjoying sumptuous Roman specialties while you get the special treatment from the owners of the restaurant. We can't think of a better way to enjoy a Roman dinner!


Activity Level : Easy
Duration : 2 hours 30 minutes

The Best Views of Rome for Great Selfies

Suggestion to explore on your own

Rome’s seven hills offer scenic walks, hidden historical gems, and the chance to enjoy an aperitivo with locals, all while capturing the perfect selfie. Snap a stunning photo from the viewpoint of Gianicolo Hill or the "Garden of the Oranges," where the city’s monuments provide a breathtaking backdrop. For a romantic touch, wander the sun-dappled paths leading to the Pincio Terrace in Villa Borghese, offering the best view of Saint Peter’s Basilica and Piazza del Popolo. These iconic spots are ideal for photography, ensuring you leave with unforgettable snapshots of Rome’s beauty and charm.

The Best Views of Rome for Great Selfies

Day 9

Day 9 - Departure Day

A driver will pick you up at your Rome accommodation and drop you off at Rome's Fiumicino Airport for your departing flight.

We also offer the following excursions in Rome

After Hours Santa Maria Maggiore and Terraces Small Group Tour
Light1 hour
Baroque Masterpieces - Borghese Gallery Small Group Tour
Light2 hours
Colosseum and Roman Forum Private Tour
Light3 hours
E-bike Along the Appian Way Private Tour
Moderate3 hours

What's Included

Here are all the services provided as part of your complete vacation package. See what every JayWay trip includes.
Please let us know if you'd like to upgrade any transfers or add any additional tours or excursions to your itinerary.

Ravello

2 Nights Accommodation
Breakfast (hotels only)
Naples Airport - Ravello Private Transfer
Ravello - Sorrento Private Transfer

Sorrento

Sorrento - Ischia Private Transfer by Public Hydrofoil and Private Car

Ischia

3 Nights Accommodation
Breakfast (hotels only)
Ischia Port Private Transfer
Private Ischia Circumnavigation Boat Tour
Ischia Port Private Transfer
Ischia - Naples Ferry

Naples

Naples Port - Train Station Transfer
Naples - Rome Standard Class Train Tickets

Rome

3 Nights Accommodation
Breakfast (hotels only)
Rome Train Station Transfer
Premium Colosseum, Roman Forum and Palatine Hill Group Tour
The Complete Vatican Group Tour with Vatican Museums and Sistine Chapel
Rome Fiumicino Airport Transfer

package excludes:


  • Flights to and from Europe.
  • Tips for Tour Guides, Drivers and Local Reps.
  • Meals (other than breakfast if included in room rate and meals listed as included in food tours and excursions, unless explicitly stated otherwise).
  • Parking fees for your Rental Car (if you are booking one with us) unless otherwise indicated. Some hotels provide free parking facilities.
  • Travel Insurance. See the insurance link on our website
Benefits of Traveling with JayWay

A JayWay vacation is more than the sum of its parts. Our team work tirelessly to ensure your experience is memorable for all the right reasons. Your trip is personalized to maximize your enjoyment. You're taken care of every step of the way.

A Travel Advisor who speaks your language

We will make sure that all your requirements and interests are taken into account in preparing your itinerary.

A totally tailored itinerary for your vacation

Your trip is customized for you by  an experienced trip planner and an expert on the region.

A choice of hand-picked hotels and excursions

We've personally inspected and tested all the hotels and local tour providers we work with to ensure quality.

Detailed pre-trip preparation to make the most of every day

Your Europe-based Tour Manager will be in touch by email and phone a month before you arrive to finalize timings.

On-trip Concierge Service to smooth out any bumps in the road

Your tour manager is at your service throughout your journey. We'll provide a local SIM so you can stay connected.

Personalized Guest Page to make sure you're not missing out

Packed with detailed information and recommendations curated by locals on the best things to do, see and eat.