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Greece Itinerary 2 Weeks: Across Athens, Meteora & the Aegean Isles
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Your tailor-made itinerary – No cost, no commitment
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Trip curated by Roman Karin
ExpertMilos sets the right tone for the whole island chain: the boat trip around the coastline covers sea caves, volcanic formations, and the Sarakiniko beach from the water at a scale no road offers, and it establishes a visual benchmark the Naxos and Paros legs keep building on. What distinguishes this Cyclades routing from most is that it leads with the least internationally known island and builds toward the most famous one, which means Santorini arrives as a conclusion rather than an opening act. The Naxos food tour earns most when you carry it directly into lunch at one of the market tavernas the guide introduces; the transition from walking tour to table is more natural than treating them as two separate morning experiences.
Milos sets the right tone for the whole island chain: the boat trip around the coastline covers sea caves, volcanic formations, and the Sarakiniko beach from the water at a scale no road offers, and it establishes a visual benchmark the Naxos and Paros legs keep building on. What distinguishes this Cyclades routing from most is that it leads with the least internationally known island and builds toward the most famous one, which means Santorini arrives as a conclusion rather than an opening act. The Naxos food tour earns most when you carry it directly into lunch at one of the market tavernas the guide introduces; the transition from walking tour to table is more natural than treating them as two separate morning experiences.
Recommended route
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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.
Your accommodation
Acropolian Spirit Boutique Hotel
Located in Athens (Athens City Centre), Acropolian Spirit Boutique Hotel is a 3-minute walk from Acropolis Museum and 5 minutes by foot from Athens National Garden. This luxury hotel is 0.1 mi (0.2 km) from Temple of Olympian Zeus and 0.3 mi (0.5 km) from Zappeion Hall.
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and concierge services. Additional amenities at this hotel include a television in a common area and a reception hall.
Make yourself at home in one of the 40 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Private bathrooms with bathtubs or showers feature rainfall showerheads and complimentary toiletries. Conveniences include phones, as well as safes and desks.
Your activity
Athens City Tour with Acropolis
Explore some of Greece’s greatest treasures and the best of modern Athens on this zero-carbon, 3.5-hour morning sightseeing tour. With an expert guide, enjoy a coach tour of Athens’ major landmarks, including the Greek Parliament and the Panathenaic Stadium, before exploring the Acropolis on foot to see the majestic Parthenon and other highlights.
The tour begins with a panoramic drive around Syntagma Square, passing the National Garden, Hadrian’s Arch, St. Paul’s Church, the Parliament, Tomb of the Unknown Soldier, the Catholic Cathedral, and Schliemann’s House. Continue past the Athens Trilogy—the University of Athens, the Academy of Athens, and the National Library—while your licensed guide shares insights into Athens’ rich history, both ancient and modern.
Pass by the Panathenaic Stadium, the site of the first modern Olympic Games in 1896 and the only stadium built entirely of white marble. Continue past the Zappeion and the Temple of Olympian Zeus before arriving at the Acropolis, a UNESCO World Heritage site. Here, explore the Propylaea, the monumental entrance blending Doric and Ionic architecture, the small Temple of Athena Nike perched on a rocky outcrop protecting the citadel gate, and, of course, the Parthenon and the Erechtheion with its famous Porch of the Maidens.
This half-day Acropolis tour allows you to experience one of the world’s top UNESCO heritage sites while saving valuable time, making it a perfect introduction to Athens’ history and culture.
Group Size: Max pax 48
Milos
Day 5 - 6
Picturesque white-washed villages cover the dramatically carved landscape of the volcanic Greek island of Milos or Melos, the southwesternmost island of the Cyclades, found just north of the Sea of Crete. For history enthusiasts, be sure to visit the Archaeological Museum, with artefacts from the Neolithic to the Byzantine periods, The Ancient Roman Theater of Milos, The Venetian Castle, The Mining Museum in Adamas and the early-Christian Catacombs, a glorious archaeological spectacle dating from the 1st to the 5th century AD. For a more leisurely exploration, swim in the crystal-clear turquoise waters that lap gleaming white rock formations, rugged cliffs and sea caves on the many secluded beaches. Plaka, a hilltop town and the de facto capital, is where to find several inviting restaurants, quaint cafes, Greek and European pastries, coffee and sweets. End the day by unwinding with a leisurely soak in the mineral springs, which physicians have recommended since the time of Herodotus.
Your accommodation
Thalassitra Village Hotel
Located in Adamas, Greece, Thalassitra Village Hotel is a short drive from the Ancient Theater of Milos and very close to Milos oneiro. Accommodation consists of spacious rooms, equipped with a private bathroom, coffee/tea maker, a fridge, and a multichannel TV. Guests can look forward to dining at Taverna Barko and Let's Meat, a short walk from the hotel.
Your activity
Romantic Dinner on board
Aboard a 42’ monohull sailing yacht, the experienced crew will take you out to witness a mesmerizing sunset off the coast of Klima. As the sun dips below the horizon, a candle-lit dinner awaits you on board in the middle of Adamas Bay, allowing you to enjoy the lights of the port reflecting on the sea. Dinner and drinks are included, and the discreet presence of the crew ensures a luxurious and unforgettable experience.
Max Pax :2 Pax
start time :19:30
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.
Your accommodation
Nissaki Beach Hotel
With a stay at Nissaki Beach Hotel in Naxos (Old Town Naxos), you'll be a 5-minute walk from Agios Georgios Beach and 11 minutes by foot from Port of Naxos. This beach hotel is 3.6 mi (5.9 km) from Agia Anna Beach and 26.3 mi (42.4 km) from Piperi Beach.
Take advantage of recreational opportunities offered, including an outdoor pool, a hot tub, and bicycles to rent. This hotel also features complimentary wireless internet access, babysitting (surcharge), and wedding services.
Make yourself at home in one of the 26 air-conditioned rooms featuring refrigerators and DVD players. Wired and wireless internet access is complimentary, while 32-inch LED televisions with satellite programming provide entertainment. Bathrooms have complimentary toiletries and hair dryers. Conveniences include phones, as well as safes and coffee/tea makers.
Your activity
Photography Tour in Naxos
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
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.
Your accommodation
Sandaya Luxury Suites
A stay at Sandaya Luxury Suites places you in the heart of Paros, within a 15-minute walk of Naousa Harbour and Piperi Beach. This beach hotel is 6.5 mi (10.5 km) from Port of Parikia and 26.6 mi (42.9 km) from Port of Naxos.
Relax at the full-service spa, where you can enjoy massages, body treatments, and facials. You're sure to appreciate the recreational amenities, including an outdoor pool and bicycles to rent. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and a hair salon.
Make yourself at home in one of the 19 individually decorated guestrooms, featuring minibars and espresso makers. Rooms have private furnished balconies or patios. LED televisions with satellite programming provide entertainment, while complimentary wireless internet access keeps you connected. Private bathrooms have designer toiletries and hair dryers.
Your activity
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.
Your accommodation
White Pearl Villas
In the heart of Santorini, White Pearl Villas is within a 5-minute drive of Maritime Museum and Amoudi Bay. This hotel is 2.9 mi (4.7 km) from Domaine Sigalas Winery and 8.7 mi (14.1 km) from Archaeological Museum of Thera.
Pamper yourself with onsite massages or enjoy recreation amenities such as an outdoor pool. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and wedding services.
Make yourself at home in one of the 9 air-conditioned rooms featuring refrigerators and espresso makers. Your pillowtop bed comes with down comforters and premium bedding. LCD televisions with satellite programming provide entertainment, while complimentary wireless internet access keeps you connected. Bathrooms feature showers, designer toiletries, and hair dryers.
Your activity
Volcan View Candlelight Dinner
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
- TUNA Marinated with citrus, fava, Grape and pistachio
- MUSHROOMS Variety mushrooms with topinambur cream, soya glaze and sesame
- BEEF Slices with celeriac root, wild greens and lemon sauce
- SEAFOOD TARTAR With grilled lettuce, aioli sauce
Main Course
- FISH OF THE DAY Fillet with artichoke, asparagus and lemon egg sauce
Or
- LAMB With vegetables and lemon sauce with fresh oregano
Dessert
WALLNUTS CAKE With Tiramisu cream and caramel sauce
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.
Your accommodation
Athenian Callirhoe Hotel
With a stay at Athenian Callirhoe Hotel, you'll be centrally located in Athens, just a 5-minute walk from Acropolis Museum and 9 minutes by foot from Temple of Olympian Zeus. This hotel is 1 mi (1.7 km) from Acropolis and 1 mi (1.7 km) from Parthenon.
Enjoy recreational amenities such as a sauna and a fitness center. This hotel also features complimentary wireless internet access, concierge services, and wedding services.
Stay in one of 84 guestrooms featuring LCD televisions. Your bed comes with down comforters and premium bedding. 20-inch Smart televisions with satellite programming provide entertainment, while complimentary wireless internet access keeps you connected. Private bathrooms have complimentary toiletries and hair dryers.
