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Spain & Greece Itinerary: 2 Weeks of Culture, Coast & Islands
15 Days
5 Stops
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Trip curated by Roman Karin
ExpertToledo is the day trip I'd build the Spanish chapter around. The city sits on a granite outcrop above the Tagus, and the medieval Jewish quarter, the cathedral treasury, and El Greco's workshop are all within walking distance in a way that makes three hours feel substantive rather than rushed. The tapas tour in Barcelona belongs on the first evening; it orients you to the neighborhood rhythms before any independent wandering, and the Gothic Quarter reads completely differently once you know which streets lead to actual local bars. Three nights on Naxos over Mykonos is the structural call that defines the Greek islands leg. The cooking class in Kinidaros puts you in the agricultural interior, working with cheese and produce from surrounding farms, and it delivers a version of the Cyclades that no Mykonos itinerary approaches.
Toledo is the day trip I'd build the Spanish chapter around. The city sits on a granite outcrop above the Tagus, and the medieval Jewish quarter, the cathedral treasury, and El Greco's workshop are all within walking distance in a way that makes three hours feel substantive rather than rushed. The tapas tour in Barcelona belongs on the first evening; it orients you to the neighborhood rhythms before any independent wandering, and the Gothic Quarter reads completely differently once you know which streets lead to actual local bars. Three nights on Naxos over Mykonos is the structural call that defines the Greek islands leg. The cooking class in Kinidaros puts you in the agricultural interior, working with cheese and produce from surrounding farms, and it delivers a version of the Cyclades that no Mykonos itinerary approaches.
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Barcelona
Day 1 - 3
Set on Spain’s gorgeous southeastern coast, the capital and largest city of the Catalonia region, Barcelona, is an exquisite, seaside metropolis. With its dizzying array of architecture and its world-class galleries and museums, artistic delights abound at every corner (most strikingly in the astonishingly whimsical structures designed by the prolific modernist architect Antoni Gaudi). Explore the winding alleys of the picturesque Gothic Quarter, take in the boisterous carnival atmosphere of the world famous, tree-lined La Rambla boulevard, or go on a gastronomical adventure through the city's restaurants. Head to one of the gorgeous white sandy beaches and when the sun sets, join the eclectic all-night party scene. Don’t miss the opportunity to see the phenomenal Sagrada Familia, take in an opera at the sublime Palau de la Musica Catalana, and watch a game at the famous Camp Nou stadium.
Hotel Catalonia Eixample 1864
Located in Barcelona’s Eixample district in Spain, Hotel Catalonia Eixample 1864 is set within a 19th-century building and is an ideal option for leisure travellers looking for a relaxing and convenient accommodation option. The hotel offers a selection of comfortable rooms, all of which feature air-conditioning, flat-screen TVs, and free Wi-Fi access. During their stay, guests can enjoy delicious meals and refreshing drinks at the on-site restaurant and bar. Other facilities include an outdoor swimming pool and a gym. The hotel is an ideal base from which guests can explore the surrounding area.
Your activity
Sagrada Familia and Park Güell Tour
Join us for a guided journey through the heart of Barcelona. Start with a walking tour of El Born and the Gothic Quarter, where you'll visit landmarks such as the Arc de Triomf, the Cathedral of Barcelona, and the Basilica of Santa Maria del Mar. Stroll through charming streets and admire the details of the city’s historic architecture.
Next, board a comfortable, air-conditioned coach for a panoramic tour of Barcelona. Head to Montjuïc, the site of the 1992 Olympic Games, and enjoy breathtaking views from the Montjuïc Cable Car. Pass by Montjuïc Castle and stop at the MNAC viewpoint for a stunning perspective of the city. On the way back, travel along Passeig de Gràcia to see Gaudí’s iconic buildings: La Pedrera and Casa Batlló.
After a short break for lunch (not included), meet your guide for the afternoon tour. Visit Gaudí’s masterpiece, the Sagrada Família, and explore its symbolic, nature-inspired interior with your guide’s expert commentary. Then, head to Park Güell and enjoy a guided tour of this colorful and imaginative space, one of Gaudí’s most famous creations.
Madrid
Day 4 - 6
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.
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, 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.
Athens
Day 7 - 8
Dominating the Attica region of Greece, the country’s capital, Athens, is one of the oldest cities in the world. For over two and a half centuries, the astonishing Greek temples and monuments of Athens have continued to intrigue and amaze visitors from around the world. This icon of western civilization seamlessly combines ancient history with modern architecture and a surprisingly lively atmosphere. This is particularly apparent in areas at the foot of the Acropolis, Anafiotika, Plaka, Monastiraki, and Thissio where visitors will find numerous extraordinary Neoclassical buildings, trendy and traditional cafes, and shops, and narrow winding streets with historical treasures at every turn. Once you have enjoyed a history and art fix, try some mouth-watering Greek cuisine at one of the city’s fine local restaurants before indulging in the insatiable nightlife at the chic cocktail bars and waterfront dance clubs.
Amalia Hotel Athens
With a stay at Amalia Hotel Athens in Athens (Athens City Centre), you'll be steps from Athens National Garden and Syntagma Square. This hotel is 0.1 mi (0.2 km) from Tomb of the Unknown Soldier and 0.3 mi (0.5 km) from Ermou Street.
Enjoy recreation amenities such as a 24-hour fitness center or take in the view from a terrace. Additional features at this hotel include complimentary wireless internet access, concierge services, and babysitting (surcharge).
Make yourself at home in one of the 98 air-conditioned rooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Private bathrooms have complimentary toiletries and hair dryers. Conveniences include phones, as well as laptop-compatible safes and desks.
Your activity
Acropolis & the Acropolis Museum
This tour gives you an opportunity to observe the striking contrasts that make Athens such a fascinating city. Our expert guides will take you to see the Panathenaic Stadium where the first Olympic Gamesof modern times were held in 1896 (short stop). Continue and pass by the Prime Minister's residence (ex-Royal Palace) guarded by the Evzones in their colorful uniform, the Temple of Olympian Zeus, the Hadrian's Arch, the Parliament and thememorial to the Unknown Soldier, the Academy, the University, the National Library, the Constitution Square (Syntagma). On the Acropolis visit the Architectural Masterpieces of the Golden Age of Athens: The Propylaea, the Temple of Athena Nike, the Erechtheion, and finally "the harmony between material and spirit", the monument that "puts order in the mind", the Parthenon. Continue and visit the place where at last the statues found their home and admire the wonders of the classical era: The new Acropolis Museum.
- Guests spend approximately 1 hour and 50 minutes at the Acropolis and about 1 hour at the Acropolis Museum.
- Start time: 08.45 and ends 13.30.
- Group Size: Max pax 48
Naxos
Day 9 - 11
Situated in the Aegean Sea, the Greek island of Naxos is the largest of the Cyclades Archipelago. Its fertile landscape features ancient ruins, quaint mountain villages with sheep-dotted slopes, and vast stretches of magnificent beaches. With their crystal-clear waters, soft white sands and watersports such as swimming, windsurfing, kitesurfing and surfing on offer, the beaches here provide the ultimate holiday experience, while the island’s lush interior makes it an ideal destination for hiking and mountain biking enthusiasts. Make sure to visit the mysterious Cave of Zas, filled with incredible stalactite formations and dedicated to Zeus in ancient times. The wide variety of historic attractions includes breathtaking Venetian mansions, Byzantine country churches, and the medieval old quarter of Kastro, with its centuries-old stone paving, arches and buildings.
Argo Boutique Hotel
With a stay at Argo Boutique Hotel in Naxos (Old Town Naxos), you'll be a 4-minute walk from Agios Georgios Beach and 8 minutes by foot from Port of Naxos. This luxury hotel is 0.2 mi (0.3 km) from Kouros Statue and 0.6 mi (0.9 km) from Folk Museum Collection.
Relax at the full-service spa, where you can enjoy massages, body treatments, and facials. If you're looking for recreational opportunities, you'll find a health club, a hot tub, and a sauna. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and a communal living room.
Make yourself at home in one of the 41 air-conditioned rooms featuring refrigerators and LCD televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and hair dryers. Conveniences include phones, as well as safes and desks.
Your activity
Kinidaros Village Cooking Class
Kinidaros is a beautiful mountainous village. The houses have beautiful gardens full of flowers and the locals are avid dancers. The authentic wood bakery will be the scenery of your cooking course during which you will learn the traditional art of baking. Antonis, the third generation of the owners, bakes over 200 kilos of bread every day. He will share with you the authentic way of making pies and you will make one with your own dough!
Afterward, you can choose your favorite delicacies and taste them during a picnic under the oak trees, with some gastronomical surprises.
Imerovigli
Day 12 - 15
Nicknamed the ‘Balcony to the Aegean’, Imerovigli is a captivating village on the northern coast of Santorini, set 3.5 kilometres from the island’s capital, Fira. This ancient settlement offers inspiring views of the volcano, caldera, and, at one time, approaching pirates. With its whitewashed structures topped by bright blue domes, cave house settlements, and network of walking paths, the town offers the quintessential Greek experience. Take the Ekklesia Theoskepasti hiking trail past the thirteenth-century ruins of the Skaros Venetian Fortress, or wander between the enthralling historic churches and cathedrals that dot the town (Ai-Stratis and the Monastery of Saint Nikolaos are particular highlights). An array of guided tours, trips out on the water, and top-notch shops, luxury spas, and highly-acclaimed restaurants complete the package.
Santorini Palace
When you stay at Santorini Palace in Santorini, you'll be connected to the convention center, within a 15-minute drive of Santorini Caldera and Kamari Beach. This hotel is 6.4 mi (10.4 km) from Athinios Port and 6.6 mi (10.6 km) from Oia Blue Dome Church Viewpoint.
Don't miss out on the many recreational opportunities, including a fitness center, a seasonal outdoor pool, and bicycles to rent. This hotel also features complimentary wireless internet access, concierge services, and a television in a common area.
Stay in one of 106 guestrooms featuring flat-screen televisions. Complimentary wireless internet access is available to keep you connected. Bathrooms have showers and hair dryers. Conveniences include phones, as well as safes and in-room massages.
Your activity
Sunset Catamaran Cruise
We sail along the southern coastline of Santorini, admiring the island’s lunar-like landscape. At the picturesque Red Beach, passengers are welcome to dive into the crystalline waters for a refreshing swim or explore the vibrant seabed. We then continue toward White Beach, the Black Mountain, and the Lighthouse at the southern edge of the Caldera. The journey continues to the volcanic islands and the famous Hot Springs. While anchored, a delicious meal is served on board, accompanied by wine and dessert.
Start time: 15: 00
Group size: Max 20 pax
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Why plan with an expert?
200+
Plan with professionals who are explorers themselves.
42+ hours of time saved
Our experts plan and book for you.
18+ Bookings managed
Everything is bundled in one place and perfectly planned.
8+ Transfers coordinated
For optimal transport and comfort.
Excellent
Itinerary inspiration
Barcelona and Madrid set up the Spanish section, then Athens and the islands shift the trip into the Aegean. The inclusion of Naxos before Santorini is the decision that separates this itinerary from the standard Cyclades circuit. Naxos is the most self-sufficient island in the group — its own cheese, its own olive oil, its own wine — and three nights there before the more dramatic landscapes of Santorini gives you an honest read on how the Cyclades actually function when they're not performing for visitors.
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The cooking class in Kinidaros village is the strongest single activity in the island section. What I always tell people: eat whatever you cook together before you leave. The village is in the interior of the island, the ingredients are local, and a meal at a table outside in that setting is the kind of thing that stays with you.
Day 1–3: Barcelona
Hotel: Hotel Catalonia Eixample 1864
The Sagrada Familia is best in the morning before the main crowds arrive. The tapas tour on the first evening introduces the city's food culture before the architectural visits begin. The Gothic Quarter rewards an afternoon with no fixed agenda.
Day 4–6: Madrid
Hotel: H10 Villa de la Reina
Three nights with the city walking tour, the flamenco show, and the Toledo day trip. The Prado deserves a full morning rather than a rapid walkthrough. Toledo is best reached early and explored before noon, when the organized tours from Madrid fill the medieval streets.
Day 7–8: Athens
Hotel: Amalia Hotel Athens
Two nights with the guided Acropolis visit on the first day and the Plaka, local neighborhoods, and markets on the second. The rooftop view toward the Parthenon at dusk is worth staying in the neighborhood for dinner rather than heading elsewhere.
Day 9–11: Naxos
Hotel: Argo Boutique Hotel
Three nights with the Kinidaros cooking class on one day and the snorkeling excursion on another. The remaining time is best spent without a schedule — the island's beaches, the Portara sea gate above the harbor, and the villages in the interior reward a slower approach than most Cyclades itineraries allow.
Day 12–15: Imerovigli, Santorini
Hotel: Santorini Palace Hotel
Three nights with the sunset catamaran cruise, the wine tasting, and the Oia sunset experience spread across separate days. For Oia, take the path toward the Byzantine castle ruins rather than the main viewpoint. The view is identical, and the experience is considerably more your own.
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Tips for your 2-week Spain and Greece trip
The best time to travel for this multi-country trip is during the shoulder seasons of spring and fall. These seasons offer a perfect balance of pleasant weather, ideal for exploring cities like Madrid and Athens, while also enjoying the islands of Naxos and Santorini before the intense heat and crowds of summer.
The cost for this multi-country trip can be tailored to various budgets. On a mid-range budget, a week in Spain starts at about $1,400 per person, while a week in Greece starts at around $1,100 per person, excluding flights. A budget-friendly trip starts at approximately $80 per day in Spain and $65 per day in Greece.
This trip is a rich blend of cultures, art, and coastal landscapes. Highlights include the Royal Palace in Madrid, the iconic Sagrada Familia in Barcelona, and the Acropolis in Athens. For activities, you can take a tapas cooking class in Barcelona, a hike through the Samaria Gorge, or a cruise to the beautiful beaches of Mykonos.
➔ Things to see Spain | Things to see Greece | Activities Spain | Activities Greece
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