About us


Expert advice

Login

Spain, Italy & Greece Itinerary: 14 Days of Culture, History & Islands
Spain, Italy & Greece Itinerary: 14 Days of Culture, History & Islands
Spain, Italy & Greece Itinerary: 14 Days of Culture, History & Islands
Spain, Italy & Greece Itinerary: 14 Days of Culture, History & Islands
Spain, Italy & Greece Itinerary: 14 Days of Culture, History & Islands
Spain, Italy & Greece Itinerary: 14 Days of Culture, History & Islands
Spain, Italy & Greece Itinerary: 14 Days of Culture, History & Islands

Spain, Italy & Greece Itinerary: 14 Days of Culture, History & Islands

14 Days

5 Stops

Private transfer

From$3,900
per person
Plan your trip

Your tailor-made itinerary – No cost, no commitment

Excellent

  1. Destinations
  2. Europe
  3. Spain
  4. Spain, Italy & Greece Itinerary: 14 Days of Culture, History & Islands
Plan now
Roman Karin will help you — free of charge, no obligation to book

Itinerary inspiration

This 14-day journey connects three of Europe’s most iconic countries. Begin in Spain with time in Madrid’s lively plazas and Seville’s Moorish architecture, complete with flamenco, tapas, and Andalusian charm.More...

Continue into Italy to uncover Rome’s ancient wonders and Naples’ southern flavors, including a day trip to Capri’s Blue Grotto. The adventure ends in Greece on the island of Crete, where golden beaches, historic towns, and Mediterranean cuisine create the perfect finale. This itinerary blends history, gastronomy, and seaside relaxation across Southern Europe.Less

Madrid

Day 1 - 3

Spain’s enormous central capital, Madrid, lies on the River Manzanares and is a city of contrasts. Historical monuments like the impressive Royal Palace stand in stark contrast to state-of-the-art skyscrapers; masterpieces by Picasso, Dali and Velazquez adorn the walls of the city’s world-class galleries alongside contemporary modern works; local chefs display a passion for Spanish food at traditional eateries while chic fusion restaurants operate next door. Madrid’s real attraction lies in the seductive lifestyle of its hedonistic inhabitants; indulging in tapas, hunting for treasures at the El Rastro flea market or partying the night away in one of the many lively nightclubs. Make sure to soak up the vibrant street life of the grand, historic Plaza Mayor, Madrid's central square, and spend a leisurely afternoon on the landscaped lawns at the Parque del Buen Retiro.

Read more
Madrid-0
Madrid-1
Madrid-2
Madrid-3

Your accommodation

Customize accommodation
H10 Villa de la Reina
H10 Villa de la Reina
H10 Villa de la Reina

H10 Villa de la Reina

H10 Villa de la Reina welcomes you to a charming boutique hotel located in the heart of Madrid, Spain. Nestled on the bustling Gran Vía, this elegant hotel offers a perfect blend of classic charm and modern comfort, serving as an ideal base for exploring Madrid’s vibrant cultural and historical attractions.

Your room at H10 Villa de la Reina is designed to provide both comfort and sophistication. Featuring stylish decor and modern amenities such as complimentary Wi-Fi, flat-screen TVs, and plush bedding, your stay is sure to be relaxing and enjoyable.

Start your day with a delightful breakfast buffet that includes a variety of fresh, local products. After a day of sightseeing, unwind with a cocktail at the hotel’s sophisticated bar or explore the vibrant gastronomy of the nearby neighborhood.

The central location of the hotel provides easy access to popular attractions such as the Puerta del Sol, the Royal Palace, and the Prado Museum, as well as numerous theaters, shops, and restaurants. With attentive service and a warm atmosphere, H10 Villa de la Reina promises a memorable stay in one of Europe’s most dynamic cities.

Your activity

Flamenco Show with drink

Flamenco Show with drink

Flamenco, a lively mixture of dance, song and guitar, is the heart and soul of Spain. It has developed alongside the contrasting historical influences of Arab, Jewish and gypsy cultures. Ava Gardner or Hemingway, they all loved flamenco. In this show you will enjoy the best pure flamenco in a mythical place in Madrid. Experience how heart, soul and the artists' total dedication to their craft is what it's all about.

Seville

Day 4 - 6

Welcome to Seville, the passionate heart of Andalusia, a city that effortlessly blends rich history with vibrant modern life! This enchanting capital is truly famous for its fiery flamenco dancing, where passion ignites on every stage, its delectable tapas culture that invites endless culinary exploration, and its magnificent Moorish architecture that speaks volumes of its diverse past.

You can expect to be transported back in time as you explore the grand Seville Cathedral, home to Christopher Columbus's tomb and its iconic Giralda tower, offering breathtaking views of the city. Wander through the ethereal beauty of the Royal Alcázar palace and its serene gardens, a UNESCO World Heritage site, marveling at the intricate tilework and tranquil courtyards. Then, soak in the grandeur of the expansive Plaza de España, a stunning architectural masterpiece.

Seville's warm, inviting charm and its deep, palpable history make it an inspiring and utterly unforgettable destination. Don't miss the chance to experience a traditional flamenco show in the Triana neighborhood or enjoy an evening stroll along the Guadalquivir River – it’s a city that truly lives and breathes its heritage.

Read more
Seville-0
Seville-1
Seville-2
Seville-3
Seville-4
Seville-5
Seville-6
Seville-7

Your accommodation

Customize accommodation
Casa Romana Hotel Boutique
Casa Romana Hotel Boutique
Casa Romana Hotel Boutique

Casa Romana Hotel Boutique

Casa Romana Hotel Boutique invites you to indulge in luxury and charm in the heart of Seville. Located in the historic city center, this elegant hotel offers a unique blend of traditional Andalusian architecture and modern amenities, making it an ideal base for exploring the rich cultural heritage of Seville.

Your room at Casa Romana Hotel Boutique is designed to offer both comfort and sophistication, featuring stylish decor and a range of premium amenities. Enjoy complimentary Wi-Fi, a flat-screen TV, and plush bedding to ensure a restful and enjoyable stay. Many rooms open onto lovely courtyards, creating a serene and intimate atmosphere.

Start your day with a sumptuous breakfast featuring a selection of fresh, local products. After exploring Seville’s iconic attractions, such as the Seville Cathedral and the Alcázar, unwind with a cocktail at the hotel’s rooftop terrace bar, which offers stunning views of the city skyline.

Your activity

White Villages & Ronda Full Day Tour

White Villages & Ronda Full Day Tour

You’ll visit a traditional olive oil mill to learn all about the production process of olive oil. A small tasting of extra virgin olive oil is included. Afterwards, your official guide will take you to Ronda – one of the oldest cities in Spain. The walking tour begins in the 19th-century Alameda del Tajo gardens, offering impressive panoramic views.

You’ll see the iconic Puente Nuevo bridge, which connects Ronda’s old and new towns, as well as the Puente Viejo, Felipe V Bridge, and San Miguel Bridge. The journey continues through the Sierra de Cádiz and the famous “White Villages.”

A highlight is the stop in Zahara de la Sierra, where you’ll admire the Moorish watchtower (Torre del Homenaje) and stunning views over the Sierra de Grazalema Natural Park – Andalusia’s first protected area, known for its dramatic limestone landscapes, deep gorges, caves, and rare pine forests. The tour ends with a return trip to Seville.

Rome

Day 7 - 9

Experience Rome, the bustling capital of Italy. This city, rich with exciting history and culture, offers an unparalled mix of ancient explorations and modern living. Immerse yourself in the past and explore the Colosseum, the Roman Forum, and the Vatican. Wander through other must-see destinations like The Spanish Steps, Trevi Fountain, and Pantheon. Experiencing the culinary scene is a delight, from traditional pasta to world-renowned Italian gelati. You can explore daily markets such as Campo de' Fiori for local ingredients and fresh food. A stay in Rome promises great experiences all year round, but it is advisable to take seasonality into account. While spring (April–May) and fall (September–October) offer pleasant weather and less crowds, summer (June–August) has a lively, spirited atmosphere — but can also be hot. No matter when you go, visiting Rome promises an unforgettable journey through the centuries. The unique combination of a rich historical past mixed into a thriving and vibrant modern community makes Italy's Eternal City one of the world's most intriguing and inspiring tourist destinations.

Read more
Rome-0
Rome-1
Rome-2
Rome-3

Your accommodation

Customize accommodation
Hotel Diana Roof Garden
Hotel Diana Roof Garden
Hotel Diana Roof Garden

Hotel Diana Roof Garden

Opening its doors in 1939, Hotel Diana Roof Garden is a historic hotel situated in the heart of Umbertine Rome, just meters from the Opera House, the historical center, important museums, and famous shopping streets. The hotel boasts a selection of rooms, suites, and family apartments, all featuring elegant interiors and modern amenities including Wi-Fi, a minibar, satellite TV, and air-conditioning. Delicious meals and spectacular views await at the Roof Top restaurant, with refreshing drinks available at the Lounge Bar and a Brasserie. Additional amenities include laundry services, baggage storage, and guided tours.

Your activity

 Tiramisu and gelato - making class

Tiramisu and gelato - making class

Become a pastry chef for the day with us and learn how to make tiramisù and gelato from scratch during your Roman holiday: this 2-hour-class is suitable for foodies of any age and even for gluten and lactose intolerants. Reach our trusted local gourmet at our meeting point in Trastevere area and let the magic begin. In a group of 2 up to 6 people, you’ll learn everything about this lovely dessert: what to buy, how to bake ladyfingers, how to whip the perfect eggs and mascarpone cheese cream. You’ll work in a proper laboratory, inside a tiramisu shop, and a professional pastry chef will assist you all the time. Thanks to the step-by-step approach of this class, you’ll truly grasp the secrets and learn all the correct techniques that are required to make a perfect, creamy, luxurious tiramisu. During this class, you’ll also find out the actual difference between ice-cream and gelato, you’ll learn how to make sorbet, a delicious water-based fruit gelato, and...of course, there’ll be plenty of tastings during all the class, so don’t come on a full stomach! Afterward, you’ll receive the recipes, so you can show off your skills once you’re back home: don’t forget to post the pictures on your social media pages and tag us.

Naples

Day 10 - 11

Presided over by the mighty Mount Vesuvius and with the extraordinary archaeological site of Pompeii on its doorstep, the historic Mediterranean city of Naples is steeped in centuries of fascinating history. Founded long before the Italian state—or even the Roman Republic—Naples holds an unparalleled collection of Greek and Roman artifacts. There’s truly no place like it: vast, gritty, and chaotic, yet this modern-day energy plays out against a dramatic backdrop of grand historical piazzas, world-class museums, and stunning Baroque architecture. As the birthplace of pizza and a contender for the richest food scene in a country celebrated for its cuisine, Naples is a paradise for food lovers, offering a dazzling array of local dishes and gourmet experiences.

Read more
Naples-0
Naples-1
Naples-2
Naples-3

Your accommodation

Customize accommodation
Palazzo Turchini
Palazzo Turchini
Palazzo Turchini

Palazzo Turchini

Palazzo Turchini is located in the heart of Naples' historic centre, close to the main harbours, Molo Beverello and Calata Porta di Massa. Nearby attractions include Castel Nuovo, Palazzo Reale, and the San Carlo opera house. The rooms are equipped with air-conditioning, satellite TVs, and free Wi-Fi. Guests can enjoy a breakfast buffet, with many typical regional products. Leisure facilities include a roof terrace for relaxation.

Your activity

 Capri Island with Blue Grotto

Capri Island with Blue Grotto

Spend an unforgettable day getting a panoramic view of Capri, reaching the island with no stress and our tour includes Blue Grotto’s visit. If you love the sun, the sea, the nature and the lifestyle, let us show you one of the world’s most beautiful islands: Capri. This little treasure of the Mediterranean will amuse you with its typical colors, artisan shops and luxury boutiques. Live an unforgettable day in a splendid environment.

Rethymno

Day 12 - 14

The picturesque Greek town of Rethymno, set on the honey-coloured shores of the northern coast of Crete, offers a rare combination of history and modern-day luxury, with its ornate Venetian-era old town, tropical beaches, welcoming warm water, and mouth-watering Cretan cuisine. Rethymno provides a lively atmosphere and an eclectic mix of architectural gems. Explore alluring museums, beautiful churches, and historically significant landmarks. Most iconic among these are the magical Fortezza of Rethymno, the insightful Archeological Museum, the striking Guora Gate, and the magnificent Municipal Garden. In the heart of the magical old town lies the picture-perfect Venetian Harbour (possibly the most romantic area of the city), travellers can enjoy tavern-lined streets and admire the views over the azure, boat-bobbed waters.

Read more
Rethymno-0
Rethymno-1
Rethymno-2
Rethymno-3
Rethymno-4
Rethymno-5

Your accommodation

Customize accommodation
Grecotel Plaza Beach House
Grecotel Plaza Beach House
Grecotel Plaza Beach House

Grecotel Plaza Beach House

Grecotel Plaza Beach House invites guests for the perfect holiday break which combines an ideal beachfront location in Rethymno, comfortable lofts and apartments with self-catering facilities, thoughtful meal plans, free car parking, free Wi-Fi, dining, activities and wellness.

Your activity

Jeep Safari & Secrets of Wine & Olives

Jeep Safari & Secrets of Wine & Olives

Embark on a journey to uncover the secrets of wine and olive production, paired with a thrilling safari tour that offers the best panoramic views of the region. Our adventure begins with a drive through charming villages and lush landscapes, leading us to our first destination: the Klados Winery in Panormos. Here, you’ll be warmly welcomed by the winery owner and treated to a wine-tasting experience complemented by traditional Cretan snacks.

Our journey continues through the picturesque villages of Sisses and Aloides, culminating in a visit to the historic Vosakos Monastery, once a refuge for Cretan rebels. From the monastery, you'll enjoy breathtaking views of Psiloritis and the Mylopotamos area, perfect for capturing stunning photographs. Keep your eyes peeled during the drive; you might be lucky enough to spot wild eagles and goats up close.

Next, we venture off-road to explore an olive mill in the village of Melidoni. Here, you’ll be guided through three different olive oil production processes—ancient handmade methods, diesel engine-assisted production, and modern centrifuge techniques. You'll learn all about olive harvesting and production and, of course, sample some traditional olive oil.

As lunchtime approaches, you'll be introduced to authentic Cretan cuisine at a tavern in Melidoni village. Savor Cretan delicacies and immerse yourself in the renowned warmth of Cretan hospitality. On our return journey, we’ll follow a smooth asphalt route along the national road, guiding us back to Rethymnon town.

Plan now
Roman Karin will help you — free of charge, no obligation to book

Why Tourlane?

Plan for free

Custom holiday packages and trips that fit your budget

Personalized for you

Itineraries built exactly to your needs

Private VIP guides

A personal English-speaking, native-European travel expert for every step

Peace-of-mind support

Full service assistance before, during, and after your trip

Custom travel packages don’t have to be complicated

1
Dream it

Give us a few details like destination, travel preferences, and budget to receive a free personalized travel itinerary in minutes.

2
Customize it

In a one-on-one consultation, we pair you with an English-speaking, native-European travel expert to customize your trip even more, making it unique to you and providing in-depth knowledge on every destination.

3
Book it

Or better yet, we’ll book it for you. Every detail is covered by us and you’ll have dedicated guides with you every step of the way, so you can focus on the fun. No action needed — just enjoy the ride.

Tourlane brings out your inner explorer. As your personal travel expert, we’ll help plan a tailor-made trip full of unforgettable moments. Tourlane services aren’t available in all U.S. states. Check your state’s eligibility during the booking process.

4.5 of 5

4,269Reviews

About Tourlane

Traveling with usWorking with usReporting about usTourlane experiencesAppSupport portal

Destinations

EnglandIrelandItalyScotlandWalesMore destinations

TourlaneCare

Book with confidence

Flexible rebooking and cancellation with TourlaneCare.

More information

4.5 of 5

4,269Reviews

USA

Privacy PolicyT&CCookie settings

4.5 of 5

4,269Reviews

Custom trips to Spain

Blick auf den Praia Da Falesia in der Nähe von Albufeira, Algarve, Portugal

From 15 Days

Portugal, Spain & Italy Itinerary: 16 Days of Discovery

From $1,100 p.p.

Balearen Urlaub - Blick eine Bucht auf Mallorca

From 6 Days

Mallorca Road Trip: 7-Day Itinerary in Spain’s Island Paradise

From $1,100 p.p.

Reiterstatue von Philipp III. auf der Plaza Mayor unter blauem Himmel. Madrid, Spanien.

From 6 Days

Spain Itinerary 7 Days: Madrid, Toledo & Salamanca

From $1,200 p.p.

Barcelona Itinerary 5 Days: Discover The Catalan Capital

From 5 Days

Barcelona Itinerary 5 Days: Discover The Catalan Capital

From $1,500 p.p.

Nahaufnahme islamischer Bögen und kunstvoller Verzierungen in der Alhambra. Granada, Andalusien, Spanien.

From 6 Days

Southern Spain Itinerary: 7 Days in Madrid, Seville & Granada

From $1,500 p.p.

Blick auf die Gran Vía mit Metropolis-Gebäude. Madrid, Madrid, Spanien.

From 6 Days

Lisbon, Madrid & Barcelona Itinerary: 1 Week Across Iberia

From $1,600 p.p.

Panoramablick auf Donisti San Sebastian bei Sonnenuntergang. Baskenland, Spanien

From 10 Days

Basque Country Itinerary: 10 Days in Northern Spain

From $2,200 p.p.

Madrid City Skyline Gran via Straße Twilight, Spanien

From 6 Days

Madrid and Barcelona Itinerary: 1 Week in Spain’s Iconic Cities

From $2,500 p.p.

Blick auf eine Bucht mit Booten auf Ibiza.

From 6 Days

Island Hopping Europe: Ibiza, Barcelona & Greece Itinerary 7 Days

From $2,600 p.p.

Kathedrale von Malaga - eine besondere Sehenswürdigkeit bei einem Malaga Urlaub

From 14 Days

Andalusia & Greece Itinerary: 14 Days of Culture & Coast

From $2,600 p.p.

Traditionelle weiße Häuser und eine venezianische Festung am Hafen, umgeben von Booten, Naxos-Stadt, Naxos, Griechenland.

From 14 Days

Spain & Greece Itinerary: 14 Days of Culture, Coast & Islands

From $2,600 p.p.

Visit the City of Arts and Sciences in Valencia, Spain on a Spain tour

From 6 Days

Spain & Northern Italy Itinerary: 7 Days of Culture & Charm

From $2,600 p.p.

Discover the Plaza Mayor in Seville on a South of Spain tour

From 14 Days

Andalusia & Italy Itinerary: 14 Days of Culture & Charm

From $2,600 p.p.

Spain and Italy Itinerary: 14 Days of Culture & Charm

From 14 Days

Spain and Italy Itinerary: 14 Days of Culture & Charm

From $2,600 p.p.

Schmale Gasse mit bunten Häusern und Steinmauer, Largo da Pena Ventosa, Porto, Portugal

From 10 Days

Italy, Spain & Portugal: 10-Day Itinerary of Culture & Coastlines

From $2,800 p.p.

Barockkirche mit blauen Azulejos und verzierten Fassaden. Igreja do Carmo, Porto, Portugal.

From 14 Days

Portugal and Northern Spain Itinerary: 14 Days of Culture & Heritage

From $2,900 p.p.

Plaza de España in Sevilla

From 20 Days

3 Week Spain Itinerary: 21 Days from Madrid to Mallorca

From $2,900 p.p.

Spain Itinerary 14 Days: Two Weeks Across Spain’s Highlights

From 14 Days

Spain Itinerary 14 Days: Two Weeks Across Spain’s Highlights

From $2,900 p.p.

Blick auf die gelbe Straßenbahn in einer engen Straße in Lissbaon

From 14 Days

Spain and Portugal Itinerary: 14 Days Across the Iberian Peninsula

From $3,200 p.p.

Blick auf die Akropolis von der Plaka, Athen, Griechenland

From 14 Days

Andalusia & Greece Itinerary: 14 Days of Culture and Coastlines

From $3,700 p.p.

Traditionelle weiße Fassade mit blauer Tür und Fenster, dekoriert mit Pflanzen, Naxos, Kykladen, Griechenland

From 14 Days

Portugal, Spain & Greece Itinerary: 14 Days of Culture & Coastlines

From $3,700 p.p.

Ein Blick auf Mykonos Hafen und Stadt, Insel Mykonos, Kykladen, Griechenland.

From 14 Days

Lisbon, Barcelona & Santorini Itinerary: 14 Days Across Portugal, Spain & Greece

From $3,900 p.p.

Aufnahme einer Gasse im Viertel Barri Gotic in Barcelona, Spanien

From 14 Days

Barcelona to Mykonos: 14-Day Southern Europe Itinerary

From $4,100 p.p.

Gelbe Vintage-Straßenbahn auf der Straße in Lissabon, Portugal

From 20 Days

Spain and Portugal Itinerary: 20 Days of Culture, Coast & Cities

From $4,200 p.p.

Psyrri ist das Szeneviertel, das Sie bei Ihrem Athen Urlaub unbedingt besuchen sollten.

From 14 Days

Southern Europe Itinerary: 14 Days from Barcelona to Santorini

From $4,400 p.p.

Die David-Skulptur von Michelangelo in Florenz, Italien.

From 14 Days

Italy, Spain & Portugal: 14-Day Itinerary of Culture & Charm

From $5,200 p.p.

Customers about Tourlane

Excellent

4.5 of 5

4,269Reviews

An extraordinary trip

An extraordinary trip

C

Cynthia ANTHOINE

An extraordinary trip, perfectly organized without a hitch. Tourlane created the journey of my dreams based on my wishes, while still letting us keep our independence. In a word—unforgettable. Thank you.

09/01/2025
A fantastic trip

A fantastic trip

A
Audrey Bataillard

Audrey Bataillard

Top

Top

A

Alex

Ms. Blaes was a very knowledgeable...

Ms. Blaes was a very knowledgeable...

M
Marcel Schlierf-Haag

Marcel Schlierf-Haag

Happy to recommend Tourlane

Happy to recommend Tourlane

A

Andreas Feder

Start planning your next trip
  • A fantastic trip. Clément, who planned the start of our journey, was very attentive to our requests, constraints, wishes, and budget. The activities suggested were a perfect fit for a family of four with children. We had great conversations, and then Alexa took over. Excellent responsiveness, helpful advice, and always available to talk—both before and even during the trip. Thank you, we highly recommend Tourlane!

    08/31/2025
  • Top! Planning the trip together with the Tourlane experts was super easy and pleasant. The trip was well structured and everything worked out just as planned. Even during an emergency, Tourlane continued to support us. Thank you so much!

    08/30/2025
  • Ms. Blaes was a very knowledgeable and friendly travel expert who gave us great tips and hotel recommendations. We’ll be happy to reach out to her again for our next trip.

    08/29/2025
  • I’m happy to recommend Tourlane. Excellent planning, support, and help with all our travel questions. Competent trip planning through video calls, very friendly service, and no long wait times when we had follow-up questions.

    08/25/2025