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The sea kayak sunset trip around the Portara on Naxos is what gives this itinerary its most memorable single image: paddling around the unfinished Temple of Apollo as the light drops behind Paros places the island in its mythological context in a way no beach day approaches. What I always tell clients about this mainland-to-islands combination is that the Athens chapter earns its full value only when it has four nights; both the Cape Sounion afternoon and the Peloponnese or Meteora full day require their own space, and compressing either means absorbing neither. For the Santorini cruise, request the late afternoon sailing. The caldera light on the return toward Fira as the sun drops behind the cliff is the image the island keeps to itself until you're on the water.
The sea kayak sunset trip around the Portara on Naxos is what gives this itinerary its most memorable single image: paddling around the unfinished Temple of Apollo as the light drops behind Paros places the island in its mythological context in a way no beach day approaches. What I always tell clients about this mainland-to-islands combination is that the Athens chapter earns its full value only when it has four nights; both the Cape Sounion afternoon and the Peloponnese or Meteora full day require their own space, and compressing either means absorbing neither. For the Santorini cruise, request the late afternoon sailing. The caldera light on the return toward Fira as the sun drops behind the cliff is the image the island keeps to itself until you're on the water.
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.








Short on time but want to see everything that Athens has to offer? We know how to get you around all the ‘must see’ sites and sights. Our Athens city tour takes you to the most important sites of the historic capital. The Panathenaic Stadium was the site of the first Olympic Games of modern times in 1896. The Prime Minister's residence (ex. Royal Palace) is guarded by the Evzones in their colorful uniform. The Temple of Olympian Zeus,Hadrian's Arch, Parliament, and the memorial to the Unknown Soldier, the Academy, the University, the National Library, and Omonia Square. We make a short stop at each place. Of course, we can’t leave out the Acropolis, home to the Architectural Masterpieces of the Golden Age of Athens: The Propylaea, the Temple of Athena Nike, the Erechtheion and ‘the harmony between material and spirit’, the monument that ‘puts the order in the mind’, the Parthenon and the Theatre of Dionysus'. Concluding the tour, we will visit the new Acropolis Museum and admire the wonders of the classical era.
Day 5 - 6
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.










Beautiful beaches, golden sunsets, the Venetian citadel, the lively old market, Portara - the island's
landmark - along with mountain views and stunning landscapes create the perfect backdrop for your
experience. A professional photographer will not only guide you to the most photogenic spots of Naxos
but will also share practical tips and a short photography lesson, helping you improve your skills while
capturing the island through your own lens.
Immortalize your holiday moments with a photo tour that combines exploration and learning. Stroll
through picturesque alleys and traditional villages, discover hidden corners, and take part in a hands-on
photography experience. With professional guidance, you will capture images that reflect both the beauty
of Naxos and your personal perspective, creating memories that will last long after your journey.
Start time: 9 am
Group size: Max 10 pax
Day 7 - 9
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.










For a majestic dining experience full of romance, enjoy a private candlelight dinner with outstanding views to the sunset and the imposing caldera. The candlelight dinner is offered at an isolated spot of the property, with exquisite sunset views that ensure absolute dining pleasure. Delicious dishes, made of the best local products, compose the perfect ambience for romantic moments in Santorini. Enchant your senses and feel the emotions overflowing!
Homemade bread
Main Course
Or
Dessert
WALLNUTS CAKE With Tiramisu cream and caramel sauce
Day 10 - 11
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.







200+
Plan with professionals who are explorers themselves.
36+ hours of time saved
Our experts plan and book for you.
16+ Bookings managed
Everything is bundled in one place and perfectly planned.
7+ Transfers coordinated
For optimal transport and comfort.
Excellent
200+
Plan with professionals who are explorers themselves.
36+ hours of time saved
Our experts plan and book for you.
16+ Bookings managed
Everything is bundled in one place and perfectly planned.
7+ Transfers coordinated
For optimal transport and comfort.
Excellent
Four nights in Athens, two in Naxos, three in Santorini, and a final night back in Athens before departure — a well-considered arc that covers the mainland and the Cyclades without the rushed feeling that shorter island itineraries often produce. Naxos between Athens and Santorini is the right editorial choice. It gives the island section a gentler opening before Santorini's more dramatic landscapes arrive, and the food tour in Naxos Town — covering the island's own cheeses, citrus liqueur, and volcanic potatoes — is one of the more honest introductions to a Greek island's actual character you'll find in the Cyclades.
One tip worth knowing: rent a scooter or car for a half-day in Naxos and drive into the island's interior. The villages around Halki and the Byzantine tower houses in the valley are a completely different register from the coast, and most visitors never reach them.
Hotel: The Athenian Callirhoe Exclusive Hotel
Four nights with the Acropolis and Parthenon tour, the Cape Sounion afternoon, and either the Epidaurus, Mycenae, and Nafplio day or the Meteora excursion. The afternoon walk up to the Filopappou viewpoint is the most rewarding way to close a day in Athens — the view across to the Parthenon from the hill opposite is better than anything you see from below.
Hotel: Porto Naxos Hotel
The Naxos Town food tour and the sunset catamaran cruise give two evenings and a morning real substance. The beaches south of Naxos Town — Agios Prokopios, Agia Anna — are among the best in the Cyclades and reward the remaining time.
Hotel: Aressana Spa Hotel & Suites
Three nights in Fira with the cruise, winery visit, and Oia sunset experience spread across separate days. The romantic photo session across Santorini's iconic viewpoints works well on the second day, when you know the island well enough to have opinions about it. For the Oia sunset, position yourself on the path toward the Byzantine castle ruins rather than the main viewpoint — the crowd thins quickly once you leave the obvious spot.
Hotel: The Athenian Callirhoe Exclusive Hotel
A final evening in Athens before departure. The Plaka and Monastiraki, after days on the islands, feel like returning to a city you already know well enough to enjoy without a plan.
The best time to travel to Greece is generally from April to October. This period offers warm, dry weather, low rainfall, and ideal water temperatures. The summer months (June to September) are peak season, providing the best beach weather and warmest seas, especially for the islands like Naxos and Santorini. Visiting in late spring or early fall offers pleasant temperatures with fewer crowds.
The average cost of a one-week trip to Greece is approximately $1,100 per person, excluding flights, for a mid-range budget.
Accommodation (Per Person/Night): Expect to start at $65 for 2-3* hotels and around $150 for 4* hotels. Prices on islands like Santorini can be higher.
Flights (Round-Trip from JFK to Athens): Start at $800 for Economy Class.
Activities (Per Person): Tickets for major archaeological sites like the Acropolis typically cost between $15 and $22. Guided walking tours start around $65.
Athens: Visit the Acropolis and Parthenon, and explore the New Acropolis Museum. Take a guided tour to see sites like the Temple of Olympian Zeus and Hadrian's Arch. You can also enjoy an Athens by night tour with dinner and traditional Greek dancing in the Plaka neighborhood.
Santorini (Imerovigli): Enjoy the Oia sunset, often described as a highlight. You can take a private cruise around the island. The village of Imerovigli itself is known as the 'Balcony to the Aegean' for its magnificent caldera views.
Naxos: Explore the largest of the Cyclades islands. You can take a Naxos Town Food Tour to discover local cheeses and wine, or visit the ancient Portara (Temple of Apollo Gate) at dusk.
11 Days
4 Stops
Private transfer
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Tourlane brings out your inner explorer. As your personal travel expert, we’ll help plan an unforgettable tailor-made trip. Availability may vary by state. Tourlane is registered with the State of Florida as a Seller of Travel. Registration No. ST46583
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TourlaneCare
4.4 of 5
5,438Reviews

4.4 of 5
5,438Reviews


Island hopping Cyclades Islands
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.

Island hopping Greece

Hello dear Tourlane Team!

Family trip to Greece
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.
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
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.