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Greek Island Hopping Itinerary: Athens to the Cyclades

15 Days

6 Stops

Private transfer

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  1. Destinations
  2. Europe
  3. Greece
  4. Greek Island Hopping Itinerary: Athens to the Cyclades
From$5,800
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Trip curated by Roman Karin
Expert

My team and I crafted this trip! Want to make it even more your style? Let’s chat — you can book a free planning call with me.

My team and I crafted this trip! Want to make it even more your style? Let’s chat — you can book a free planning call with me.

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Athens

Day 1 - 4

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.

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Your accommodation

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Acropolian Spirit Boutique Hotel
Acropolian Spirit Boutique Hotel
Acropolian Spirit Boutique Hotel

Acropolian Spirit Boutique Hotel

Centrally located in Athens, Greece, the Acropolian Spirit Boutique Hotel is an excellent accommodation option for leisure and business travellers. The hotel offers well-appointed and comfortable rooms and suites equipped with central heating/cooling, TVs, mini-fridges, private bathrooms, hairdryers, safety deposit boxes, and toiletries. Guests can start each day with a delightful breakfast buffet on-site. Facilities and services include a 24-hour reception, a restaurant, a bar, room service, a lobby lounge, wake-up calls, and Wi-Fi.

Your activity

Acropolis & the Acropolis Museum

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-RoyalPalace) guarded by the Evzones in their colorful uniform, the Temple of Olympian Zeus, the Hadrian's Arch, the Parliament and the memorial to the Unknown Soldier, the Academy, the University, the National Library, the ConstitutionSquare (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.

Mykonos

Day 5 - 6

Out of all of the Cyclades - the group of islands that surround the sacred Greek island of Delos - Mykonos is perhaps the most famous. It is known for its gorgeous green rolling hills, exquisite beaches and the glamorous, cosmopolitan crowd that typically vacations here. While Mykonos makes for an ideal base for archaeological day trips to the nearby islands, the island itself has plenty to offer. Spend your days exploring the quaint winding alleyways strewn with iconic whitewashed houses; sailing around the picturesque harbour and out into the glistening Aegean Sea; unwinding on the idyllic beaches, and dining in the numerous fine restaurants. If it’s unforgettable nightlife, a bit of luxury, and plenty of natural beauty you are after, Mykonos is undoubtedly the destination for you.

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Your accommodation

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Vencia Boutique Hotel
Vencia Boutique Hotel
Vencia Boutique Hotel

Vencia Boutique Hotel

Vencia Boutique Hotel is ideally located in the wonderful area of Aghios Eleftherios, with the vibrant town of Chora, with quaint shops, restaurants and taverns within walking distance of the property. The guest rooms and suites are modern, stylish and elegantly furnished, each equipped with air conditioning, Wi-Fi, TV, refrigerator, a hairdryer and a private bathroom. The property also offers a luxurious 3-bedroom villa, with bedrooms and bathrooms on the ground floor, a living room, a dining area, and a fully fitted kitchen on the upper floor. Guests can enjoy dining at the onsite restaurant, which serves delicious Mediterranean cuisine blended with Greek and local influences or relax at the pool bar with a signature cocktail. Additional amenities and services include an infinity pool, a lush garden, a spa, a personal trainer, assistance with tour bookings, a reception and a hotel bus.

Your activity

 Traditional Dinner at Mykonian Farm

Traditional Dinner at Mykonian Farm

Mykonians love to eat and cook, and that’s why our island is a place where you’ll never feel hungry. Known for rich aromas and authentic flavors, our cuisine is rooted in traditional Greek heritage—and there’s no better place to experience it than at a traditional Mykonian farm. During your visit, you’ll learn the art of Greek cooking, enjoy warm hospitality, and take in the natural beauty of the farm surroundings.

Traditional Lunch Menu
• Spinach pie
• Traditional Gemista (stuffed tomatoes, peppers, zucchini)
• Tzatziki
• Seasonal salad
• Giouvetsi with veal (orzo) – Main dish
• Fresh fruit
• Sweet preserves
• Yogurt with honey

Upon request:
Menu adjustments can be made to accommodate allergies or special dietary needs.

Naxos

Day 7 - 8

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.

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Your accommodation

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Nissaki Beach Hotel
Nissaki Beach Hotel
Nissaki Beach Hotel

Nissaki Beach Hotel

Nissaki Beach Hotel is located near the beach of Saint George in Naxos Town. The hotel features spacious suites with modern amenities, including large windows overlooking the surrounding areas, Wi-Fi, TVs, coffee/tea facilities and air conditioning. Guests can enjoy delicious meals at the on-site restaurant and have refreshing drinks at the lobby bar. Other facilities include an outdoor bar, spacious lounges, a swimming pool with a hydro-massage area and pool loungers.

Your activity

Naxos Old Town & Venetian Castle

Naxos Old Town & Venetian Castle

Discover the rich history, myths and beauty of Naxos Town on a captivating walking tour guided by a professional licensed expert. This small-group experience takes place every Monday, Wednesday and Friday in the evening from 1st of May to 31st of August at 18:00 and from 1st of September to 20th of October at 17:00, offering the perfect setting to explore the town as the sun sets over the Aegean.

The tour begins with a pleasant stroll along the coastal path and into the narrow, winding alleys of the Old Town and Venetian Castle. As you walk through the medieval quarters, your guide will share stories of ancient gods, legendary heroes, and the island’s noble past, bringing the stone walls and historic buildings to life through engaging storytelling.

You’ll marvel at the coats of arms carved into marble doorways, pass by 13th-century Catholic cathedrals, and enjoy scenic viewpoints perfect for photos. The walk ends at Naxos’ most iconic landmark, the Portara, the massive marble gate of Apollo’s unfinished temple, where you’ll take in a breathtaking sunset over the Aegean Sea.

This tour is ideal for those who want to blend culture, mythology and stunning scenery in just two unforgettable hours. The small group setting ensures a relaxed pace and personal interaction with your expert guide.

Naousa

Day 9 - 10

Naoussa is a beautiful, authentic-feeling fishing village set on the north side of Paros, Greece, 10 kilometres east of Parikia (the capital city). A 15th-century Venetian Fortress watches over the port, where it once defended the city against pirate invasions. The Piperi town beach provides the perfect place to take a dip in the crystal clear waters, for which the town is famous, along with its true-to-culture atmosphere and brightly coloured sea-facing bars and restaurants. Take a full-day sailing cruise, enjoy the freshest, most traditional seafood dishes, and explore the winding cobbled alleyways up the hill.

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Your accommodation

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Sandaya Luxury Suites
Sandaya Luxury Suites
Sandaya Luxury Suites

Sandaya Luxury Suites

Nestled within the beautiful area of Naoussa, the capital of Paros, Sandaya Luxury Suites is nearby ample amounts of attractions including the Venetian Harbour and Fort, the Wine Museum, Paros Park and the crystal clear waters of Kolymbithres beach.

The well-appointed hotel boasts nine suites, each featuring luxurious furnishings, contemporary decor and modern amenities including a minibar, coffee machine, flat-screen TV, Wi-Fi, air-conditioning and outdoor furniture overlooking beautiful views.

Your activity

Cruise Around Antiparos & Despotiko

Cruise Around Antiparos & Despotiko

Embark on unforgettable new adventures aboard our traditional Kaiki, a wooden motorboat typically used by fishermen, as we explore the stunning islands of Antiparos and Despotiko. We'll arrange a convenient transfer from your hotel (or a nearby stop) to the port of Pounta.

Get ready to uncover the hidden gems of the Aegean Sea that are only accessible by boat. With crystal-clear waters, you'll truly feel like you've stepped into paradise! Our journey begins at 10:00 am from the Pounta port, where we will guide you to breathtaking beaches, sea caves, and small islands, leaving you in awe of the exotic destinations around you. This cruise offers a unique opportunity to reconnect with the untamed beauty and natural wonders of the area.

While the following itinerary is indicative, our captain will select the best locations for each cruise based on the weather conditions, ensuring you have an extraordinary experience around Antiparos and Despotiko islands. Discover the enchanting Panteronissi, where the turquoise waters will make you feel as if you're swimming in a vast pool crafted by nature herself. The wild landscapes of the southeast coast feature cliffs that dive into the sea, creating a chain of caves, including the captivating cave of Mastichari. Enjoy several stops for swimming in these crystal blue waters!

During the trip, we'll provide morning coffee, a snack, and a BBQ lunch featuring either chicken or pork skewers, paired with two types of salads, tzatziki, pita bread, and of course, local beverages such as white house wine, soft drinks, and mineral water. For dessert, indulge in delicious fresh fruits. We'll return to the port of Pounta at 4:30 pm, followed by a transfer back to your hotel or a nearby stop.

Oia

Day 11 - 13

Known as one of the most picturesque villages on the spectacular Greek island of Santorini, Oia, also known as Megalohori, is a quiet village scattered over a hillside on the island’s westernmost point. It features traditional white-washed Greek buildings and a labyrinth of steep alleys and narrow streets and is encircled by countless vineyards, providing it with its fame for top-quality wines. Visitors can sample an array of delicious varietals from the famous Boutari Winery, enjoy a mouth-watering traditional meal at one of the many village square tavernas, and immerse themselves in the local culture in a variety of ways. The town provides the opportunity to take cooking classes, learn the language, and participate in a Greek singing lesson. Don’t miss the local Greek music evenings at the Geromanolis tavern every Saturday night.

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Your accommodation

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Villa Katikies
Villa Katikies
Villa Katikies

Villa Katikies

Situated on the most westerly point of the island in Oia Santorini, Villa Katikies springs like a genuine jewel, strategically located in a unique natural environment with an unforgettable view. All rooms and suites feature: free Wi-Fi, air conditioning, TV, direct dial phone, minibar, safe, bathrobe, coffee machine and a 24 hour room service. Other services and amenities are: outdoor infinity pool, pool side lounge, cocktail bar, concierge service, groom service, laundry and ironing service, spa and wellness service.

Your activity

Cruise with lunch, winery & Oia sunset

Cruise with lunch, winery & Oia sunset

Get picked up from your hotel and embark on a catamaran cruise around the amazing Caldera of Santorini. Relax on a 5-hour morning tour sailing to the volcanic islands and get the chance to swim and snorkel in its crystal deep-blue waters. Visit the impressive Red Beach and White Beach, and stop at the Hot Springs for a mud bath. Enjoy a delicious barbecue prepared on board, paired with unlimited Santorinian white wine and soft drinks.

Return to the port, meet your guide and start the second part of your tour. Your first stop is Santo Wines Winery, where you will taste 3 distinctive wines of the island while gazing at the volcano. Continue with the Wine Museum, a family-owned winery with a long tradition in winemaking.

The last stop will be Oia and the Sun Spirit Cocktail Bar, one of the best places to watch the sunset. Relax and enjoy your wine in this idyllic setting while watching the sun fall into the sea.

Athens

Day 14 - 15

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.

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Your accommodation

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The Athenian Callirhoe Exclusive Hotel
The Athenian Callirhoe Exclusive Hotel
The Athenian Callirhoe Exclusive Hotel

The Athenian Callirhoe Exclusive Hotel

The Athenian Callirhoe Exclusive Hotel is perfectly situated in the heart of Athens City, Greece, near the Kallimarmaro Stadium, the Acropolis, the Brand New Acropolis Museum, and Plaka. The hotel’s cosy and elegantly decorated rooms and suites feature tea/coffee-making facilities, central heating/cooling, workspaces, private bathrooms, minibars, hairdryers, flat-screen TVs, and laptop-sized safes. Accommodations with balconies are available. Facilities and services include restaurants, a bar, daily housekeeping, a sauna, a gym, and Wi-Fi.

From$5,800
per person
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Roman Karin
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170+


Plan with professionals who are explorers themselves.

48+ hours of time saved

Our experts plan and book for you.

21+ Bookings managed

Everything is bundled in one place and perfectly planned.

9+ Transfers coordinated

For optimal transport and comfort.

Excellent

Why plan with an expert?


Roman Karin
Tourlane Expert
Tourlane Expert
Tourlane Expert
Tourlane Expert

170+


Plan with professionals who are explorers themselves.

48+ hours of time saved

Our experts plan and book for you.

21+ Bookings managed

Everything is bundled in one place and perfectly planned.

9+ Transfers coordinated

For optimal transport and comfort.

Excellent

Itinerary inspiration

Experience the magic of Greece on this two-week island hopping itinerary—a little over 14 days of history, culture, and island bliss. Begin in Athens, the cradle of Western civilization, where you’ll visit the Acropolis, the Parthenon, and enjoy a sunset at Cape Sounion. Day trips to Mycenae, Epidaurus, and Meteora reveal ancient myths and dramatic landscapes before you head to the Aegean.

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Sail first to Mykonos, where whitewashed lanes meet a vibrant nightlife and seaside dining in Little Venice. Continue to Naxos, the largest of the Cyclades, known for mountain villages, olive groves, and a catamaran cruise around the island. Next, unwind on Paros, exploring charming Naoussa and the hidden beaches of Antiparos. Conclude your journey on Santorini, where volcanic cliffs, local wineries, and the legendary Oia sunset create a picture-perfect finale. With private transfers, scenic speedboats, curated local experiences, and boutique hotels throughout, this Cyclades itinerary offers the ideal mix of exploration and relaxation—perfect for travelers seeking an authentic Aegean escape just over two weeks long.

Highlights:

  • Day 1 - 4: Athens

  • Day 5 - 6: Mykonos

  • Day 7 - 8: Naxos

  • Day 9 - 10: Paros

  • Day 11 - 13: Fira

  • Day 14 - 15: Athens

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Portugal and Greece Itinerary: 2 Weeks of Culture & Islands
Portugal and Greece Itinerary: 2 Weeks of Culture & Islands
Portugal and Greece Itinerary: 2 Weeks of Culture & Islands
Portugal and Greece Itinerary: 2 Weeks of Culture & Islands

Portugal and Greece Itinerary: 2 Weeks of Culture & Islands

15 days

5 stops

From $3,200 p.p.

Kathedrale von Malaga - eine besondere Sehenswürdigkeit bei einem Malaga Urlaub
Eine weite Ansicht der Plaza de España in Sevilla, Spanien, die das große halbrunde Gebäude mit verzierten Türmen, Bogenbrücken über einen Kanal und einen großen gefliesten Platz unter einem klaren blauen Himmel zeigt.
Der Parthenon-Tempel im goldenen Licht. Akropolis, Athen, Attika, Griechenland.
Karyatiden am Erechtheion auf der Akropolis. Athen, Attika, Griechenland.
Drei traditionelle weiße Windmühlen mit Strohdächern stehen auf einem von Steinmauern gesäumten Weg unter einem klaren blauen Himmel auf der griechischen Insel Mykonos, mit dem Meer im Hintergrund.
Rethymno auf Kreta in Griechenland

Andalusia & Greece Itinerary: 2 Weeks of Culture & Coast

15 days

5 stops

From $3,500 p.p.

Traditionelle weiße Fassade mit blauer Tür und Fenster, dekoriert mit Pflanzen, Naxos, Kykladen, Griechenland
Portugal, Spain & Greece Itinerary: 2 Weeks of Culture & Coastlines
Portugal, Spain & Greece Itinerary: 2 Weeks of Culture & Coastlines
Portugal, Spain & Greece Itinerary: 2 Weeks of Culture & Coastlines
Portugal, Spain & Greece Itinerary: 2 Weeks of Culture & Coastlines
Portugal, Spain & Greece Itinerary: 2 Weeks of Culture & Coastlines

Portugal, Spain & Greece Itinerary: 2 Weeks of Culture & Coastlines

15 days

6 stops

From $3,600 p.p.

Blick auf die Akropolis von der Plaka, Athen, Griechenland
Andalusia & Greece Itinerary: 15 Days of Culture and Coastlines
Andalusia & Greece Itinerary: 15 Days of Culture and Coastlines
Andalusia & Greece Itinerary: 15 Days of Culture and Coastlines
Andalusia & Greece Itinerary: 15 Days of Culture and Coastlines
Andalusia & Greece Itinerary: 15 Days of Culture and Coastlines

Andalusia & Greece Itinerary: 15 Days of Culture and Coastlines

15 days

6 stops

From $3,600 p.p.

Die Insel Santorin, Griechenland. Oia Stadt traditionelle weiße Häuser und Kirchen mit blauen Kuppeln über der Caldera, Ägäis.
Greek Islands Cruise: Athens, Mykonos, & Santorini
Greek Islands Cruise: Athens, Mykonos, & Santorini
Greek Islands Cruise: Athens, Mykonos, & Santorini
Greek Islands Cruise: Athens, Mykonos, & Santorini
Greek Islands Cruise: Athens, Mykonos, & Santorini

Greek Islands Cruise: Athens, Mykonos, & Santorini

6 days

4 stops

From $3,600 p.p.

Traditionelle weiße Häuser und eine venezianische Festung am Hafen, umgeben von Booten, Naxos-Stadt, Naxos, Griechenland.
Spain & Greece Itinerary: 2 Weeks of Culture, Coast & Islands
Spain & Greece Itinerary: 2 Weeks of Culture, Coast & Islands
Spain & Greece Itinerary: 2 Weeks of Culture, Coast & Islands
Spain & Greece Itinerary: 2 Weeks of Culture, Coast & Islands
Spain & Greece Itinerary: 2 Weeks of Culture, Coast & Islands

Spain & Greece Itinerary: 2 Weeks of Culture, Coast & Islands

15 days

5 stops

From $3,800 p.p.

Von unten sieht man bunte, verwitterte Wohnhäuser mit Balkonen und Pflanzen vor einem strahlend blauen Himmel, und zwischen den Gebäuden hängen Wäscheleinen.
Alter venezianischer Hafen von Rethymno, Kreta, Griechenland.
Spain, Italy & Greece Itinerary: 2 Weeks of Culture, History & Islands
Spain, Italy & Greece Itinerary: 2 Weeks of Culture, History & Islands
Spain, Italy & Greece Itinerary: 2 Weeks of Culture, History & Islands
Spain, Italy & Greece Itinerary: 2 Weeks of Culture, History & Islands

Spain, Italy & Greece Itinerary: 2 Weeks of Culture, History & Islands

15 days

5 stops

From $3,800 p.p.

Ein Blick auf Mykonos Hafen und Stadt, Insel Mykonos, Kykladen, Griechenland.
Das Bild zeigt das Guggenheim-Museum Bilbao mit seinem geschwungenen, metallischen Äußeren am Fluss Nervión, blauem Himmel mit Wolken, grünen Hügeln und städtischen Gebäuden im Hintergrund.
Lisbon, Barcelona & Santorini Itinerary: 15 Days Across Portugal, Spain & Greece
Lisbon, Barcelona & Santorini Itinerary: 15 Days Across Portugal, Spain & Greece
Lisbon, Barcelona & Santorini Itinerary: 15 Days Across Portugal, Spain & Greece
Lisbon, Barcelona & Santorini Itinerary: 15 Days Across Portugal, Spain & Greece

Lisbon, Barcelona & Santorini Itinerary: 15 Days Across Portugal, Spain & Greece

15 days

5 stops

From $3,800 p.p.

Museo Nacional del Prado - ein Muss für alle Kunstliebhaber bei einem Madrid Urlaub
Blick auf den Leuchtturm von Cabo de Sao Vicente, dem letzten Punkt Europas, in der Algarve Portugal
Blick auf Venedig in Italien.
Küstenstadt mit weißen Gebäuden, blauen Akzenten und Hafen mit Booten. Mykonos, Griechenland.
Algarve to Greece Itinerary: 2 Weeks of Culture, Coastlines & Charm
Algarve to Greece Itinerary: 2 Weeks of Culture, Coastlines & Charm

Algarve to Greece Itinerary: 2 Weeks of Culture, Coastlines & Charm

15 days

6 stops

From $3,900 p.p.

Aufnahme einer Gasse im Viertel Barri Gotic in Barcelona, Spanien
Mykonos
Sempione Park für einen Spaziergang bei Ihrem Mailand Urlaub
Barcelona to Mykonos: 2-Week Southern Europe Itinerary
Barcelona to Mykonos: 2-Week Southern Europe Itinerary
Barcelona to Mykonos: 2-Week Southern Europe Itinerary

Barcelona to Mykonos: 2-Week Southern Europe Itinerary

15 days

4 stops

From $4,000 p.p.

Der Parthenon-Tempel im goldenen Licht. Akropolis, Athen, Attika, Griechenland.
Beliebte Ansicht der Princes Street Gardens, Park in Edinburgh, Schottland
UK and Greece Itinerary: 11 Days of History & Islands
UK and Greece Itinerary: 11 Days of History & Islands
UK and Greece Itinerary: 11 Days of History & Islands
UK and Greece Itinerary: 11 Days of History & Islands

UK and Greece Itinerary: 11 Days of History & Islands

11 days

4 stops

From $4,200 p.p.

Italie Cote Amalfitaine Ravello Jardins de la Villa Rufulo
Rethymno auf Kreta in Griechenland
Europe Itinerary: 15 Days of Culture, Coastlines & Island Escapes
Europe Itinerary: 15 Days of Culture, Coastlines & Island Escapes
Europe Itinerary: 15 Days of Culture, Coastlines & Island Escapes
Europe Itinerary: 15 Days of Culture, Coastlines & Island Escapes

Europe Itinerary: 15 Days of Culture, Coastlines & Island Escapes

15 days

6 stops

From $4,200 p.p.

Psyrri ist das Szeneviertel, das Sie bei Ihrem Athen Urlaub unbedingt besuchen sollten.
Southern Europe Itinerary: 2 Weeks from Barcelona to Santorini
Southern Europe Itinerary: 2 Weeks from Barcelona to Santorini
Southern Europe Itinerary: 2 Weeks from Barcelona to Santorini
Southern Europe Itinerary: 2 Weeks from Barcelona to Santorini
Southern Europe Itinerary: 2 Weeks from Barcelona to Santorini

Southern Europe Itinerary: 2 Weeks from Barcelona to Santorini

15 days

5 stops

From $4,300 p.p.

Menschen gehen zwischen zwei modernen Glasgebäuden, in denen sich die ikonische Kuppel der St. Paul's Cathedral in London spiegelt, unter einem klaren blauen Himmel. Die Perspektive führt den Blick auf die großartige Architektur der Kathedrale.
Santorin, Griechenland. Erstaunliche weiß getünchte Stadt Oia, Thira auf den griechischen Kykladeninseln, Ägäisches Meer.
London to Santorini: 15-Day Europe Itinerary
London to Santorini: 15-Day Europe Itinerary
London to Santorini: 15-Day Europe Itinerary
London to Santorini: 15-Day Europe Itinerary

London to Santorini: 15-Day Europe Itinerary

15 days

5 stops

From $4,500 p.p.

Blick auf die Akropolis in Athen, Griechenland
Barcelona, Rome, Athens & London: 2-Week Itinerary
Barcelona, Rome, Athens & London: 2-Week Itinerary
Barcelona, Rome, Athens & London: 2-Week Itinerary
Barcelona, Rome, Athens & London: 2-Week Itinerary
Barcelona, Rome, Athens & London: 2-Week Itinerary

Barcelona, Rome, Athens & London: 2-Week Itinerary

15 days

6 stops

From $4,600 p.p.

Kommen Sie während Ihres Aufenthalts auf Naxos dem Palatia-Tor so nah wie möglich.
Athens, Santorini & Crete Itinerary: 2-Week Island Hopping Itinerary
Athens, Santorini & Crete Itinerary: 2-Week Island Hopping Itinerary
Athens, Santorini & Crete Itinerary: 2-Week Island Hopping Itinerary
Athens, Santorini & Crete Itinerary: 2-Week Island Hopping Itinerary
Athens, Santorini & Crete Itinerary: 2-Week Island Hopping Itinerary

Athens, Santorini & Crete Itinerary: 2-Week Island Hopping Itinerary

13 days

5 stops

From $4,900 p.p.

Klein-Venedig ist ein schöner Ort auf Mykonos, direkt am Meer mit Blick auf die Windmühlen.
Sempione Park für einen Spaziergang bei Ihrem Mailand Urlaub
Europe Itinerary: 2 Weeks of Historic Cities & Island Dreams
Europe Itinerary: 2 Weeks of Historic Cities & Island Dreams
Europe Itinerary: 2 Weeks of Historic Cities & Island Dreams
Europe Itinerary: 2 Weeks of Historic Cities & Island Dreams

Europe Itinerary: 2 Weeks of Historic Cities & Island Dreams

15 days

5 stops

From $5,000 p.p.

Kommen Sie während Ihres Aufenthalts auf Naxos dem Palatia-Tor so nah wie möglich.
Athens, Naxos & Santorini Itinerary: From Ancient Myths to Island Bliss
Athens, Naxos & Santorini Itinerary: From Ancient Myths to Island Bliss
Athens, Naxos & Santorini Itinerary: From Ancient Myths to Island Bliss
Athens, Naxos & Santorini Itinerary: From Ancient Myths to Island Bliss
Athens, Naxos & Santorini Itinerary: From Ancient Myths to Island Bliss

Athens, Naxos & Santorini Itinerary: From Ancient Myths to Island Bliss

11 days

4 stops

From $5,500 p.p.

Stadtbild Panorama des Flusses Arno, Türme und Kathedralen von Florenz.
Santorin, Griechenland. Erstaunliche weiß getünchte Stadt Oia, Thira auf den griechischen Kykladeninseln, Ägäisches Meer.
Mediterranean Itinerary 3 Weeks: Lisbon to Santorini
Mediterranean Itinerary 3 Weeks: Lisbon to Santorini
Mediterranean Itinerary 3 Weeks: Lisbon to Santorini
Mediterranean Itinerary 3 Weeks: Lisbon to Santorini

Mediterranean Itinerary 3 Weeks: Lisbon to Santorini

21 days

7 stops

From $5,900 p.p.

Alley im Stadtteil Albaicin in der Altstadt von Granada Andalusien
Seville, Rome, Athens & London: 21-Day Itinerary
Seville, Rome, Athens & London: 21-Day Itinerary
Seville, Rome, Athens & London: 21-Day Itinerary
Seville, Rome, Athens & London: 21-Day Itinerary
Seville, Rome, Athens & London: 21-Day Itinerary

Seville, Rome, Athens & London: 21-Day Itinerary

21 days

6 stops

From $7,100 p.p.

Die Bronzestatue eines Mannes in dramatischer Pose steht inmitten antiker Steinsäulen und Ruinen in Pompeji, Italien, mit einem klaren blauen Himmel und dem Vesuv im Hintergrund.
Madrid, Naples, Crete & London: 21-Day Itinerary
Madrid, Naples, Crete & London: 21-Day Itinerary
Madrid, Naples, Crete & London: 21-Day Itinerary
Madrid, Naples, Crete & London: 21-Day Itinerary
Madrid, Naples, Crete & London: 21-Day Itinerary

Madrid, Naples, Crete & London: 21-Day Itinerary

21 days

6 stops

From $7,600 p.p.

Tips for your Greek Islands adventure

The shoulder seasons, from April to June and September to October, offer the most pleasant experience, balancing warm, sunny weather with fewer tourist crowds. This makes exploring the ancient sites in Athens or relaxing on the quiet beaches of Naxos enjoyable. Summer guarantees heat for swimming and lively nightlife on islands like Mykonos, but expect higher prices and competition for space.

➔ Best time to travel to Greece

The cost depends on your chosen island and travel style, but Greece is generally budget-friendly compared to other parts of Europe. A comfortable mid-range, week-long trip typically starts at approximately $1,100, excluding international flights. Since islands like Mykonos and Santorini are generally pricier, budgeting for around $65 per day for basic expenses on less commercial islands can help keep your costs manageable.

➔ Travel cost Greece | Travel cost Mykonos | Travel cost Santorini

Beyond the iconic sights like the Acropolis and the legendary Oia sunset, consider delving into the islands’ local culture. You can spend a day exploring the ancient ruins of Delos, take a hands-on souvlaki cooking class in Mykonos, or try windsurfing at a popular beach in Naxos. Also, be sure to hike the volcanic caldera trails on Santorini and savor local wine tastings.

➔ Things to see Greece | Activities Greece

Flexibility is key when traveling between the islands, as high winds (Meltemi) can sometimes delay or cancel ferry services, especially during the peak season of August. Always book your inter-island ferries and your accommodations in advance, and be prepared for crowded ports. When exploring the towns, remember to wear sturdy shoes, as you will be navigating many steep, cobblestone streets and historical sites.

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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.

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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.

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Island hopping Cyclades Islands

Island hopping Cyclades Islands

J
Jens Sachse

Jens Sachse

We took a trip with tourlane in May 2024. We came across tourlane by chance. We went island hopping in the Greek Cyclades with a flight and organized transfer from island to island by ferry and private transfer to the hotels. Everything was perfectly organized and planned.

05/20/2024
Island hopping Greece

Island hopping Greece

N
Nico Umbreit

Nico Umbreit

Hello dear Tourlane Team!

Hello dear Tourlane Team!

S
Simone Eder

Simone Eder

Family trip to Greece

Family trip to Greece

W

WildandFree Kidstravel

Start planning your next trip
  • We had Tourlane plan a vacation with island hopping in Greece. Rental cars on every island, interesting hotels plus ferries and domestic flights. It was great how such a package was put together from our wishes. We are now looking forward to our vacation. Highly recommended.

    01/20/2024
  • Greece ISLAND HOPPING START: Athens, then we took the ferry to Paros, 4 days later to Naxos and finally 3 days to Santorini! You were so great! The island hopping went really well thanks to you! From cab, ferry to 3-star hotel, the whole organization! EVERYTHING TOP! And booking the trip was also super easy! I just want to say thank you, it was the best 14 days for a long time

    07/19/2022
  • We planned and carried out a family trip with Tourane. The entire planning went smoothly and all our wishes were taken into account. What was particularly pleasant were the very well organized transfers and hotels. Everything went very smoothly so that we could concentrate on the family vacation experience. We will be happy to use the Tourlane service for future family trips.

    07/24/2023