Embark on an unforgettable two-week adventure through Rome, Florence, Seville, and Madrid. Immerse yourself in the rich history, stunning architecture, and vibrant cultures of these iconic cities. Your trip starts in Rome, where ancient ruins, grand churches, and beyond-words pretty squares compose the image of a perfect European capital. From there, continue to Florence, the famed Cradle of The Renaissance, and an open-air museum of sorts, with masterpieces of art and architecture waiting at every turn. Then, it's Spain's turn to take your breath away, starting with flamenco rhythms, sunny strolls, and delicious food in Seville, before you end your trip to the bustling Spanish capital. In Madrid, world-renowned art and local authentic vibes walk hand in hand, providing the perfect ending to this meticulously curated itinerary that seamlessly blends exploration, relaxation, and indulgence.
One of our team members in each of Italy and Spain 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 information on the best these destinations have to 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.
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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.
Rome
Florence
Seville
Madrid
package excludes:
- Flights from and to your home country.
- 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
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 destination-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.3 Nights in Rome
3 Nights 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 1
Day 1 - Arrival in Rome
After you land at Rome's Fiumicino airport you will be met in the arrivals hall by a driver holding a sign with your name on. The journey to your accommodation in the center of Rome should take around an hour.
Go out for an "Aperitivo"!
If you want to experience a quintessential Italian past time, well, it's time for an "aperitivo"! This is the equivalent of "happy hour", and locals commonly meet with friends and family before dinner, anywhere from 6:30 - 8 PM, to enjoy a spritz, prosecco, bear or wine, along with some munchies, before dinner (some people opt for one before lunch, though!). The food offerings vary from buffets to "à la carte" menus to the establishment bringing something scarce, such as potato chips and olives, to a complete meal of small pizzas, sandwich bites, rice and pasta salads, and more! Some great places to go for an aperitivo are: Freni e Frizioni (Trastevere), Doppiozeroo (Ostiense), and Rec23 (Testaccio - a few steps from Circo Massimo), but all bars (cafes) offer them as well. From June to September, along the Tiber River (Lungo Il Tevere), there are many stands and places where you can go right next to the water on the sidewalk.

Day 2
Day 2 - Your First Full Day in Rome

Focus on Ancient Rome with a Group or Private Tour
Rome's origin story unfolds when you visit the Colosseum and the adjacent Roman Forum. Hear about life in ancient Rome and soak in the grandeur of these testaments to a lost civilisation. We will arrange for a private guide to take you on a three hour tour to explain how the Colosseum was built and what happened to it in the years since. Afterwards the tour proceeds to the Roman Forum, the center of political life of the city and ultimately the Empire, finding out the different purposes of the buildings whose columns and porticos still stand today.

Welcome to Rome - Group City Stroll with Gelato Tasting
Join an intimate Rome walking tour designed to acquaint you with the Eternal City at the outset of your journey. Explore the foremost attractions while savoring a delightful gelato tasting experience. Wander through the Pantheon, Trevi Fountain, Spanish Steps, Piazza Navona, and encounter remnants of Ancient Roman history along this leisurely excursion, limited to just 15 fellow travelers.
Day 3
Day 3 - Your Second Full Day in Rome

Vatican Early Morning Small Group Tour
Your semi-private early morning Vatican tour begins near the entrance of the Vatican Museums, where you will meet your expert guide. Explore the Pinecone Courtyard, Octagonal Courtyard, and galleries filled with masterpieces, including the Laocoön, Apollo Belvedere, and the Belvedere Torso. Visit the Sistine Chapel, where you can admire Michelangelo’s breathtaking ceiling frescoes and “The Last Judgement” before the crowds arrive. The tour continues through the Raphael Rooms and St. Peter’s Basilica, where you will see Michelangelo’s Pietà, Bernini’s Baldacchino, and the grandeur of Piazza San Pietro.
Day 4
Day 4 - Traveling to Florence by Train
Today it's time to bid arriverderci to the Eternal City. You're headed to Italy's art palace, Florence. The high speed train service gets you there in just over an hour and a half. We've included standard class tickets in your package but can upgrade these to business class for an extra fee. We will also arrange for a driver to take you to Roma Termini station in plenty of time for your departing train.
You can upgrade your transfer

Florence by Private Transfer with a stop in Orvieto
Upgrade for an additional cost
3 Nights in Florence
3 Nights in Florence



3 Nights in Florence
Florence is the capital of Tuscany and home to the region’s greatest Renaissance art and architecture. The Renaissance actually started here, and today the city’s numerous cathedrals and art galleries show the evidence of this rich and inspiring period. You’ll want to see the Duomo Cathedral and the Galleria dell’Accademia, which houses Michelangelo’s “David.” Botticelli and Da Vinci's works are here too, at some of the city’s other amazing galleries. But there’s more to do in Florence than simply admire the art. It’s a beautiful, romantic place, and even a stroll through the streets is charming. Add world-class restaurants, delectable local wine and cuisine, and a warm Tuscan welcome, and you have a destination unlike any other. Florence is also an ideal base for exploring Tuscany, with its picturesque hills and vineyards in the heart of Italy.
Florence is the capital of Tuscany and home to the region’s greatest Renaissance art and architecture. The Renaissance actually started here, and today the city’s numerous cathedrals and art galleries show the evidence of this rich and inspiring period. You’ll want to see the Duomo Cathedral and the Galleria dell’Accademia, which houses Michelangelo’s “David.” Botticelli and Da Vinci's works are here too, at some of the city’s other amazing galleries. But there’s more to do in Florence than simply admire the art. It’s a beautiful, romantic place, and even a stroll through the streets is charming. Add world-class restaurants, delectable local wine and cuisine, and a warm Tuscan welcome, and you have a destination unlike any other. Florence is also an ideal base for exploring Tuscany, with its picturesque hills and vineyards in the heart of Italy.
Day 4
Day 4 - Arrival in Florence
Upon arriving to Florence's main station, Santa Maria Novella, we'll arrange for our driver to pick you up from the train station and take you to your centrally located accommodation.
Day 5
Day 5 - Your First Full Day in Florence

Explore Tuscany: San Gimignano, Siena, and Tuscany
Enjoy some of Tuscany's most breathtaking sites and scenery on this small group tour. After nearly an hour and a half of driving through the beautiful countryside, you'll arrive at the heart of Siena, for a walk through the city's picturesque narrow streets with your guide. You'll hear the city's stories and anecdotes and visit its highlights with some free time in Siena. The next stop is a wine estate, where you'll enjoy a proper Tuscan lunch, with the vineyard's own wine. A further drive through the countryside, with its olive trees, vines, and ancient stone buildings, will take you to San Gimignano, with its splendid skyline of vertiginous Medieval tower homes, where you'll be able to end your day at a leisurely pace.
Day 6
Day 6 - Your Second Full Day in Florence

The Cradle of the Renaissance
With this tour you'll make the most of your time in Florence: you'll be picked up at your accommodation by your guide, who will lead you through the city streets. You'll explore the most important bridges, alleys, medieval markets and Renaissance palaces, so you can appreciate the best of this unique city. Together, you will then reach the Academia Gallery. The statue of David is definitely the most famous work on display, but it's certainly not the only thing worth seeing. Have your questions at the ready!
Experience the Art of Tuscan Cooking in Florence
Taking a cooking class in Florence is the perfect way to immerse yourself in authentic Italian culture. Beyond mastering new recipes, you'll gain a deeper understanding of Italy's culinary traditions and techniques as you learn to prepare classic Tuscan dishes using fresh, local ingredients, all while receiving expert guidance from a professional chef. Such a hands-on experience allows you to engage with local culture in a personal and memorable way. Plus, you get to enjoy the delicious dishes you've created, paired with fine Tuscan wine – a true Italian feast!

Day 7
Day 7 - Traveling to Seville by Airplane
It's arrivederci to Italy and ¡Hola! to Spain today. We'll have a driver pick you up and take you to Pisa airport, a journey of a little over an hour. We'll also included flights on a direct low-cost carrier to Seville.
3 Nights in Seville
3 Nights in Seville


3 Nights in Seville
Although it may not be the most famous city in Spain, Seville is considered by many to be the most beautiful. You get a sense of its unique charms as you meander through winding streets surrounded by characteristic white and pipeclay yellow walls of the painted buildings. Due to the hustle and bustle of port activity, 16th century Seville was the richest city in Spain. Goods of all splendor brought from the New World arrived at the feet of awestruck locals. Venture further into the city to marvel at the largest Gothic Temple in the world, Seville Cathedral, or try to imagine the sense of pride and awe felt by locals for hundreds of years as they gazed up at The Giralda Tower. This minaret was built in the Almohad period and was, for centuries, the tallest building in Spain and constructed as part of a Grand Mosque.
Although it may not be the most famous city in Spain, Seville is considered by many to be the most beautiful. You get a sense of its unique charms as you meander through winding streets surrounded by characteristic white and pipeclay yellow walls of the painted buildings. Due to the hustle and bustle of port activity, 16th century Seville was the richest city in Spain. Goods of all splendor brought from the New World arrived at the feet of awestruck locals. Venture further into the city to marvel at the largest Gothic Temple in the world, Seville Cathedral, or try to imagine the sense of pride and awe felt by locals for hundreds of years as they gazed up at The Giralda Tower. This minaret was built in the Almohad period and was, for centuries, the tallest building in Spain and constructed as part of a Grand Mosque.
Day 7
Day 7 - Arrival in Seville
We'll arrange for a driver to meet you at Seville's airport and take you to your centrally located accommodation. Duration of the drive is about 20 minutes.
Day 8
Day 8 - Your First Full Day in Seville

History in Paper and Stone
2,200 years of turbulent history made Seville, the capital of Andalusia, a wonderful mix of historic churches and grandiose palaces and Moorish heritage. With our local guide, you will walk the Santa Cruz neighborhood, home to many popular locations, including two UNESCO sites: the Seville Cathedral – the world's largest Gothic cathedral – and the Real Alcázar palace with its stunning gardens, still in use by the Spanish royal family. At the end of the tour, your guide can bring you back to your accommodations, or give you tips for further exploration.
Learn About & Experience Flamenco
This evening you will experience a performance deeply rooted in authentic flamenco traditions, featuring a compelling hour of art that will leave you in awe. Renowned artists from the city showcase their talents in various forms, including dance, singing, and flamenco guitar. Immerse yourself in the exhilarating world of pure flamenco while sipping on a glass of wine, savoring delicious tapas, or indulging in a delightful dinner. Our carefully curated menu features traditional Andalusian haute cuisine dishes, creating a perfect fusion of Seville, its gastronomy, and the art of flamenco.

Day 9
Day 9 - Your Second Full Day in Seville
World Heritage Hunt
After exploring the magnificent UNESCO sites in Seville, consider a day trip to Córdoba, where time seems to stand still in a medieval setting. This city, like many in Spain, was once a harmonious coexistence of Christians, Muslims, and Jews. A highlight is the 8th-century mosque, a pinnacle of Islamic architecture in the Western world. Don't miss the historical Jewish Quarter, Judeíra. Wander through Moorish castles like Alcazar, discover Andalusian gardens, and savor the experience at local restaurants and bars. Córdoba is truly another jewel in Spain's crown.

Day 10
Day 10 - Traveling to Madrid by Train
You're leaving Seville behind today and heading to Madrid. We will arrange a transfer to the train station and economy class tickets. There are a few train departures to Madrid daily, so you can choose your preferred departure time. Then just sit back and relax on the 2.5-hour journey. An upgrade to the first class is available for an additional fee.

You can upgrade your transfer

Madrid by Private Transfer
Upgrade for an additional cost
3 Nights in Madrid
3 Nights in Madrid



3 Nights in Madrid
The capital, as well as the geographical and cultural center of Spain, Madrid has long enthralled visitors. Since Prince Phillip II made Madrid the capital in the mid 16th century the city has become home to the largest functioning royal palace in Europe, as well as many museums, cafes, parks, universities, and cultural attractions. Although tourism in the city is growing, Spain's many other attractions mean the city is able to maintain its authenticity and you'll find local character and charm in each of its different neighborhoods. Madrid is perfectly located as a base for day trips to UNESCO-listed towns in central Spain and well connected for traveling onward to any corner of the country for further exploration.
The capital, as well as the geographical and cultural center of Spain, Madrid has long enthralled visitors. Since Prince Phillip II made Madrid the capital in the mid 16th century the city has become home to the largest functioning royal palace in Europe, as well as many museums, cafes, parks, universities, and cultural attractions. Although tourism in the city is growing, Spain's many other attractions mean the city is able to maintain its authenticity and you'll find local character and charm in each of its different neighborhoods. Madrid is perfectly located as a base for day trips to UNESCO-listed towns in central Spain and well connected for traveling onward to any corner of the country for further exploration.
Day 10
Day 10 - Arrival in Madrid
When you arrive at Madrid's train station, we will have a driver there to meet you and take you to your accommodation.
Day 11
Day 11 - Your First Full Day in Madrid

The Madrid of the Austrians
Today you'll be joining a group tour that will give you a thorough grounding in the rich history of the Austrian era and gain insights into the architectural, artistic, and spiritual evolution of Madrid. This tour is inspired by the 16th and 17th centuries when Madrid, under the rule of the Austrian Habsburg Dynasty, ascended to become the capital of Spain. Known locally as the 'Austrias', this central neighborhood encapsulates all the major and noteworthy landmarks of the Spanish capital. Your leisurely stroll will guide you past iconic sites such as the Royal Palace, Plaza Mayor, the Prado, and numerous other captivating structures, churches, verdant parks, lively squares, expansive avenues, and charming alleys. And to keep your energy up, in the most Madrid way possible, a hot chocolate and churros stop is included!
Day 12
Day 12 - Your Second Full Day in Madrid

Avila and Segovia Full Day Private Tour
Are you interested in exploring two of Spain's most enchanting cities, brimming with history and beauty? If so, this tour is tailored for you!
Day 13
Day 13 - Departure Day
The driver will pick you up from your accommodation and take you to the airport for your departing flight. Duration of the drive is about 30 minutes.
Glowing Reviews from Our Guests
Average of our Guest's Ratings of tour packages including these destinations

The whole trip was so well done 👍. Cost versus quality was right on
– David, Donna, Daniela, BRIAN, Rose, Jason & Dana, West Virginia
Visited : Italy
Itinerary : Rome, Florence, Venice
Rating :

You planned a perfect trip for us thank you everyone we dealt with were great the guides Georgina was so helpful it really was planned well
– Victoria & Angela, Massachusetts
Visited : Italy
Itinerary : Rome, Florence, Sorrento, Rome
Rating :

JayWay made our honeymoon stress-free by handling all the details so we could just show up to our activities and have fun! Our local contact was responsive and initiated checking in with us a few times during the trip to make sure we didn’t need anything.
– Natalie & Charles, California
Visited : Italy
Itinerary : Sorrento, Rome, Florence, Venice
Rating :