Dr Charlotte Russell, Clinical Psychologist & Founder

This article contains affiliate links. This means that if you book through the links provided, this blog will receive a small commission at no cost to you.

I’ve been travelling in Greece for over 20 years, and it’s a country I return to again and again for the food, the history, the landscapes, and the warmth of its people. This itinerary is one I’ve completed in it’s entirety, and dipped into several times across different trips. It’s a route that blends iconic highlights with quieter, soul-nourishing moments, perfect for first-time visitors or those wanting to explore Greece in more depth.

In this guide, I’ll walk you through a 10-day journey that includes ancient ruins, island escapes, cultural gems, and plenty of opportunities to slow down and soak it all in. Whether you’re travelling solo, with a partner, or as part of a small group, this itinerary offers a thoughtful balance of activity and rest, structure and spontaneity.

To summarise, I’m going to recommend that you spend 2 nights in Athens, 2 nights in Mykonos, 4 nights on Paros, and 2 nights in Santorini. You can do this in either direction, but I’d recommend starting in in Athens. The itinerary includes island-hopping through the Cyclades because these islands are a great introduction to Greece, and it’s a very easy route to travel by ferry.

Days 1–2: Athens

Where to Stay: Plaka hotel

Start your Greek adventure in the heart of ancient civilization. Seriously, where else would you start? Athens is a city that can fuel your curiosity, from its iconic ruins to its vibrant street life, there is always something to absorb yourself in.

For your first two nights, I recommend staying at the Plaka hotel, a comfortable 3-star property with panoramic views of the Acropolis from its rooftop terrace. It’s ideally located in the historic Plaka district, just steps from Monastiraki Square, the Acropolis Museum, and many wonderful boutiques and cafés. The location of this hotel just blew me away on our first visit and I’d never consider staying anywhere else.

What to do in Athens

  • Visit the Acropolis and Parthenon Begin your day early to beat the crowds and heat. The Acropolis is the crown jewel of Athens, home to the Parthenon, the Temple of Athena Nike, and the Erechtheion with its famous Caryatids. A guided tour can bring the mythology and history to life.
  • Explore the Acropolis Museum Just a short walk from the site itself, this museum houses stunning artifacts and architectural fragments from the Acropolis. The glass floors and modern design offer a striking contrast to the ancient treasures.
  • Wander through the Ancient Agora Once the heart of civic life in Athens, the Agora is a peaceful place to reflect on democracy’s birthplace. Don’t miss the Temple of Hephaestus, one of the best-preserved ancient temples in Greece.
  • Stroll Plaka and Monastiraki Spend your afternoon meandering through Plaka’s cobbled lanes and Monastiraki’s flea market. It’s a great spot for souvenirs, people-watching, and tasting your first Greek coffee.

Restaurants in Athens

For simple but delicious Greek food (as it should be) there are two restaurants very close to the hotel that are great:

  • Maiandros A warm, family-run restaurant just off Monastiraki Square, Maiandros serves traditional Greek dishes with generous portions and heartfelt hospitality. Their moussaka and grilled meats are especially popular, and the rooftop view of the Acropolis is a bonus.
  • Efcharis Located right next door, Efcharis offers a similarly authentic. Their signature dishes like lamb kleftiko, are rich in flavour and tradition. The name of this dish comes from the klephts, mountain rebels who resisted Ottoman rule and would secretly cook stolen lamb in sealed underground pits to avoid detection. The lamb is no longer cooked underground, but you will get tender, aromatic meat that’s now a beloved symbol of Greek resilience.

I once recommended these two restaurants to a lovely guy from the US who was visiting Athens. I started by talking about the Hard Rock Café as the landmark to find them (which is opposite). He thought that I was telling him to visit there, which I absolutely was not. We all had a good laugh about it, but I stand by this being a good way to navigate.

Travel from Athens to Mykonos

Leaving Athens behind, it’s time to head to the islands and Mykonos is a dazzling first stop. I’m going to be completely open that Mykonos is not at all my favourite Greek island for many reasons. But if it is your first time visiting Greece, I think that you are going to want to experience it. Yes it’s busy and touristy, but it’s popular for a reason and has a lot of positives. Balancing everything, I’d say it’s worth it, just for a couple of days.

The journey by ferry is smooth and scenic albeit a little long, usually 4-5 hours. This is one of the reasons why it’s good to stay at the Plaka hotel as it means that you are literally steps away from the metro line which will take you to the Piraeus port. This makes it very convenient for early morning ferries (usually around 7am), which I recommend that you take. There’s something wonderful about getting an early morning ferry from the city and then rolling up to the beautiful islands at lunchtime.

I usually book through Direct Ferries which gives you options from a number of operators. I’ve found them to be reliable and prompt with offering refunds when I’ve had ferries cancelled in the past, so they’re reliable in that respect. If you use Blue Star Ferries, my tip is to upgrade to business class as the cost is really minimal (about 20 euros) and it’s worth it for a little more comfort.

Days 3–4: Mykonos

Where to Stay: Portobello Boutique Hotel, Mykonos Town

After arriving by ferry, settle into the Cycladic charm of Mykonos. For these two nights, I recommend staying at the Portobello Boutique Hotel, perched on a hilltop just a short walk from the Old Port. The hotel offers panoramic views over the Aegean Sea, a peaceful atmosphere, and one of the best breakfasts in town, served on a terrace overlooking the whitewashed rooftops and sparkling harbour. It’s the kind of place where you’ll want to linger with your coffee and just breathe it all in.

When we stayed at this hotel, Mr Travel Psychologist and I decided to walk from the port to the hotel with our suitcases; uphill, in the midday sun, navigating cobbled lanes and Mykonian staircases. Let’s just say it was a bonding experience and we do laugh about it now. The walk is doable (about 10 minutes), but if you’re carrying luggage, it’s not for the feint hearted. You may want to consider a taxi instead!

What to do in Mykonos

  • Explore Mykonos Town (Chora) Wander through the maze-like alleys filled with boutiques, art galleries, and hidden chapels. Don’t miss the iconic windmills and Little Venice, especially at sunset.
  • Visit Paraportiani Church One of the most photographed churches in Greece, this whitewashed structure is a beautiful example of Cycladic architecture.
  • Visiting the Windmills of Mykonos Perched above the shimmering waters near Little Venice, the iconic windmills of Mykonos are more than just postcard-perfect landmarks, they’re a window into the island’s industrious past. Built by the Venetians in the 16th century, these cylindrical, whitewashed structures once harnessed the fierce local winds to grind wheat and barley. This fuelled the island’s grain trade. At one point, Mykonos had over 25 windmills scattered across its hillsides, a testament to its strategic role in Cycladic commerce. Today, 16 remain, with the most famous cluster, Kato Mili, offering panoramic views and a nostalgic glimpse into a time when wind powered prosperity.

Day Trip to Delos

Just a 30-minute ferry ride from Mykonos Town, Delos is one of Greece’s most important archaeological sites the mythical birthplace of Apollo and Artemis, and a UNESCO World Heritage Site. In my opinion it’s one of the main reasons you’ll want to visit Mykonos. You’ll wander through ancient temples, mosaics, and the famous Terrace of the Lions. Guided tours are available, or you can explore solo with a map and a bit of imagination.

  • Ferries run daily from the Old Port between 9:00 and 11:30, with return options in the early afternoon or early evening.
  • Tip: Bring water and snacks there are no shops on Delos and very little shade.

Watching the sunset in Mykonos

Watching the sun dip into the Aegean is a nightly ritual in Mykonos. You’ve got two unforgettable options:

  • Bars in Little Venice. There’s nothing quite like watching the sunset with a glass of wine or cocktail from one of the bars along the front here. Book ahead for front-row seats.
  • The Windmills Hilltop – For a free, iconic experience, join the crowd on the little cliff near the Kato Windmills. Everyone gathers here with cameras and wine cups, watching the sky turn molten gold over Little Venice

Restaurants in Mykonos

  • Kounelas Fish Taverna Tucked into a quiet alley in Mykonos Town, Kounelas Fish Taverna is one of the oldest and most beloved seafood spots on the island. You’ll choose your fish by weight and watch it grilled to perfection. The courtyard setting is intimate and atmospheric, so ideal for a slow, memorable dinner.
  • Sakis Grill House For a quick, delicious bite, Sakis is a local institution. Their gyros and souvlaki are legendary: fresh pita, perfectly seasoned meat, and generous toppings. It’s casual, affordable, and open late, making it a great option after sunset or a beach day.

With a bit of luck you might also see one of Mykonos’ famous pelicans before you leave. These large birds have been part of local lore since one was rescued in the 1950s and became a beloved mascot. Today, you might spot one wandering the alleys of Chora like a feathered celebrity. Try to give them a bit of space though!

I saw this guy just before leaving Mykonos when I was visiting solo. As a disclaimer, there were a couple of people on the beach that I needed to edit out. However it didn’t take away from how majestic the pelican was, especially in such an iconic spot.

Ferry from Mykonos to Paros

Leaving Mykonos behind, the journey to Paros is short, scenic, and surprisingly smooth. Ferries run frequently during the spring and summer months, with up to 7 daily crossings in high season. The trip takes between 40 minutes and 1 hour, depending on the vessel and route. I’d recommend booking in advance because the quicker ferries can get booked up.

Nights 4-8: Paros

So far you’ve visited the city of Athens and the very busy island of Mykonos. The next part of your trip is going to be about slowing down and enjoying Greek island life on the beautiful island of Paros. With four nights here, you’ll have time to explore its whitewashed villages, swim in turquoise waters, and savour the laidback rhythm that makes this island so healing.

Where to Stay

Base yourself in Parikia, the island’s capital, where winding alleys, harbour sunsets, and local tavernas create a perfect blend of charm and convenience. For a peaceful retreat just minutes from town,  Angie’s Studios is a personal favourite: quiet, welcoming, and ideal for morning coffee on the balcony overlooking the garden.

What to do in Paros

There are so many wonderful things to do in Paros. Here are a few of my favourites:

  • Wander Parikia’s old town, enjoy seafood on the harbour, and toast the sunset at Evinos Cocktail Bar.
  • Take the bus or hire a car to Lefkes, a tranquil village with a soul-soothing square.
  • Head to Naousa for boutique shopping, harbour views, and dinner at Open Garden Restaurant, a hidden gem with modern Greek dishes.
  • Join the Regaki Catamaran for a day trip around Antiparos — swimming, sunbathing, and a delicious onboard lunch make this one of the most memorable experiences on the island.

For more information on all of these, see my full guide to 10 things to do in Paros, Greece

Ferry from Paros to Santorini

The ferry from Paros to Santorini is a scenic hop across the Aegean. High-speed catamarans can get you there in as little as 90 minutes, while conventional ferries offer a slower, steadier ride, ideal if you’re prone to seasickness or want to enjoy the journey.

Santorini, also known as Thira, is the perfect place to end your trip. After the gentle rhythms of Paros and the charm of the Cyclades, arriving in Santorini feels like stepping into a dreamscape carved by fire and time. The island’s dramatic cliffs, whitewashed villages, and caldera views offer a sense of awe that’s hard to put into words. That’s exactly why it belongs at the end of your trip.

Nights 9-10 Santorini

Staying in Oia is the perfect finale to a Greek island adventure. This beautiful town offers cinematic sunsets, whitewashed alleyways, and a sense of timeless serenity that feels like a reward after days of exploring. It’s quieter than Fira, yet full of charm, with boutique shops, cliffside restaurants, and views that make you pause and reflect. Ending your trip here allows you to slow down, soak in the beauty, and leave with the kind of memories that linger long after you’ve returned home.

Where to Stay: Enalion Suites, Oia, Santorini

For a memorable stay in Oia, I recommend Enalion Suites, a small collection of elegant accommodations, some of which were originally traditional cave houses carved into the caldera. These suites blend authentic Cycladic architecture with modern comforts like hot tubs and sweeping sea views. It’s a peaceful, well-located base for exploring Santorini, and waking up to that view is something you won’t forget.

Things to do in Oia

Oia is best known for its legendary sunsets, especially from the ruins of Oia Castle. Wander the cobbled lanes lined with whitewashed houses and blue-domed churches, then take the (many) steps down to Ammoudi Bay for fresh seafood and a swim.

Resturants in Oia

For a traditional lunch down in the Bay, Ammoudi Fish Tavern is a standout choice. Nestled right at the water’s edge beneath Oia’s cliffs, it offers fresh, locally sourced seafood in a classic taverna setting. You can choose your fish straight from the counter, enjoy grilled octopus or lobster pasta, and dine with the sound of waves lapping beside you. It’s open daily from 11am to 11pm, making it perfect for a leisurely midday meal with unforgettable views of the Aegean.

 

While you are in Santorini you will notice that fava bean dip is a staple of the menus here. Despite the name, it’s not made from fava beans (broad beans), but from yellow split peas, usually from Santorini itself. These legumes have been cultivated on the island for over 3,500 years, thriving in the volcanic soil that gives them a uniquely sweet, velvety flavour.. It’s a staple on local menus because it represents the island’s deep connection to simplicity, sustainability, and tradition.

There are many great restaurants in Oia, ranging from traditional tavernas to high-end Michelin starred places. Depending on what you are looking for, check out this helpful guide to The best 20 Restaurants in Oia, Santorini

When is the best time to follow this itinerary?

September is arguably the best time to experience Santorini. The summer crowds begin to thin, yet the island still hums with energy. Days are warm and golden, ideal for swimming, sightseeing, and sunset chasing, while evenings bring a gentle breeze that adds to the romance. It’s also harvest season, so winery visits feel especially vibrant. Just be aware: the meltemi winds can pick up, especially in exposed areas like Oia. They’re not disruptive, but packing a light jacket or scarf is wise.

Final thoughts

This itinerary is my love letter to Greece. A journey that begins in Athens, the birthplace of civilization, where ancient wisdom meets modern vibrancy. From there, you’re swept into the glamour of Mykonos, one of the first islands to capture the world’s imagination, reminding us why we fell in love with Greece in the first place. Then comes Paros, a gentle pause, a place to slow down, breathe deeply, and reconnect with the quieter rhythms of island life. And just when you think you’ve seen it all, Oia delivers the finale: a visual symphony of cliffs, caldera, and golden light that leaves you speechless.

It’s the perfect trip for a honeymoon or for celebrating any kind of milestone. It’s also great if you just want to begin to discover Greece.

Summary of what you need to book for this epic itinerary

Nights 1-2: Plaka hotel, Athens

Athens: Acropolis and Museum guided tour

Ferry from Athens to Mykonos: Athens (Piraeus) to Mykonos Ferry

Nights 3-4: Portobello Boutique Hotel, Mykonos

Mykonos: Half day guided tour to Delos

Ferry from Mykonos to Paros: Mykonos to Paros ferry

Nights 5-8: Angie’s Studios, Paros

Ferry from Paros to Santorini: Paros to Santorini

Nights 9-10 : Enalion Suites, Oia, Santorini

 

If you liked this guide check out The best Greek islands for foodies