A Best of Greece: Athens, The Peloponnese & Santorini
15 Days / 14 Nights
Athens, Nafplio, Ancient Olympia, Kalamata, Monemvasia, Athens, Santorini
from$6,425 per person
You could spend a lifetime uncovering the many secrets of Greece, but even if you don't have that much time to spare, this two-week itinerary is ideal for anyone looking to get a taste of the best of Greece, combining a couple of the most popular destinations and a few of the country's best-kept secrets. Your trip starts in vibrant Athens, the famed capital of Greece, with its rich history and magnificent monuments. Then, you'll embark on a unique journey to unveil the wonders of the Peloponnese. From Nafplio, the first capital of Greece, you'll continue to Ancient Olympia, the birthplace of the Olympic Games, before you splurge on some well-deserved pampering in Costa Navarino, probably the most exclusive resort in Greece. Reinvigorated, you'll set off on a quest to discover the proud and untouched Mani region before you head back to Athens. Your epic Greek adventure ends in Santorini, the island known for its gorgeous sunsets and romantic vibes.
One of our team members in Greece will be available to you leading up to and during your trip to answer any questions and arrange local services. You will receive access to your Guest Page, with its information on the best these destinations have to offer, including things to see and do, and other inside tips from restaurant recommendations to tipping advice. Upon arrival, we will provide you with a local SIM card or eSIM with data that you can use to reach your local JayWay contact throughout your trip. In all of our destinations, we offer a variety of memorable 3-5 star accommodation options, including boutique hotels and charming B&Bs. With our firsthand experience, we can ensure they are all clean, comfortable, and centrally located, with local ambiance.
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What's Included
Here are all the services provided as part of your complete vacation package. See what every JayWay trip includes.
Please let us know if you'd like to upgrade any transfers or add any additional tours or excursions to your itinerary.
Athens
Nafplio
Ancient Olympia
Kalamata
Monemvasia
Athens
Santorini
package excludes:
- Flights from and to your home country.
- Tips for Tour Guides, Drivers and Local Reps.
- Meals (other than breakfast if included in room rate and meals listed as included in food tours and excursions, unless explicitly stated otherwise).
- Parking fees for your Rental Car (if you are booking one with us) unless otherwise indicated. Some hotels provide free parking facilities.
- Travel Insurance. See the insurance link on our website
A JayWay vacation is more than the sum of its parts. Our team work tirelessly to ensure your experience is memorable for all the right reasons. Your trip is personalized to maximize your enjoyment. You're taken care of every step of the way.
A Travel Advisor who speaks your language
We will make sure that all your requirements and interests are taken into account in preparing your itinerary.A totally tailored itinerary for your vacation
Your trip is customized for you by an experienced trip planner and an expert on the region.A choice of hand-picked hotels and excursions
We've personally inspected and tested all the hotels and local tour providers we work with to ensure quality.Detailed pre-trip preparation to make the most of every day
Your destination-based Tour Manager will be in touch by email and phone a month before you arrive to finalize timings.On-trip Concierge Service to smooth out any bumps in the road
Your tour manager is at your service throughout your journey. We'll provide a local SIM so you can stay connected.Personalized Guest Page to make sure you're not missing out
Packed with detailed information and recommendations curated by locals on the best things to do, see and eat.2 Nights in Athens
2 Nights in Athens
2 Nights in Athens
Although it's hard to not keep craning your head to take in the spectacle of the Acropolis at the center of town (especially when it's lit up at night), there's more to Athens than its dense concentration of ancient ruins. Athens is a center for contemporary art, with modern galleries sitting beside museums stuffed with art dating back millennia. This combination of the old and new is especially clear at the Odeon of Herodes Atticus, a spectacular open-air theater that has hosted concerts and plays for nearly 2,000 years. The city's culture is also reflected in its diverse food and drink, which combines traditional Greek favorites with influences from across the Mediterranean, and the world, as fitting Athens' deep history as a humming harbor hub. While Athens' variety is enough to keep you busy, from the hidden back alleys of the center, to the city's showy coast, the city works well as a base for day trips, whether down the coast, or to the Peloponnese. Head to oracular Delphi, or hunt for where Lord Byron's carved his name into the monumental Temple of Poseidon at the tip of Cape Sounion.
Although it's hard to not keep craning your head to take in the spectacle of the Acropolis at the center of town (especially when it's lit up at night), there's more to Athens than its dense concentration of ancient ruins. Athens is a center for contemporary art, with modern galleries sitting beside museums stuffed with art dating back millennia. This combination of the old and new is especially clear at the Odeon of Herodes Atticus, a spectacular open-air theater that has hosted concerts and plays for nearly 2,000 years. The city's culture is also reflected in its diverse food and drink, which combines traditional Greek favorites with influences from across the Mediterranean, and the world, as fitting Athens' deep history as a humming harbor hub. While Athens' variety is enough to keep you busy, from the hidden back alleys of the center, to the city's showy coast, the city works well as a base for day trips, whether down the coast, or to the Peloponnese. Head to oracular Delphi, or hunt for where Lord Byron's carved his name into the monumental Temple of Poseidon at the tip of Cape Sounion.
Day 1
Day 1 - Arrival in Athens
Upon your arrival in Athens, a driver will meet you and drive you to your centrally located accommodation. The drive takes about 45 minutes, depending on traffic.
Our representative will then meet with you to answer any questions you have and to get you settled for the rest of your trip.
Love at First Sight
Day 2
Day 2 - Your First Full Day in Athens
Athens Highlights Mythology Small Group Tour
Discover the myths behind the greatest landmarks in Athens. Learn about Greek gods and heroes, and discover what really hides behind ancient myths. At the same time visit the best landmarks and sites in Athens, such as the Acropolis (Parthenon, theater of Dionysus, temple of Athena Nike, temple of Erechtheion, and the sanctuary of Asclepius), Olympian Zeus’ temple, the Ancient Agora, and the temple of Hephaestus.
Day 3
Day 3 - Traveling to Nafplio by Private Transfer
Today, a private driver will take you to the beautiful Nafplio. You'll depart in the morning based on your preferred departure time, and the driver will pick you up at your accommodation in Athens. Along the way, you'll make a short stop to see the Corinth Canal and have the opportunity to take some photos. Please note that this is a non-guided transfer. The duration of the journey is about two hours, not including the time spent at your short stop.
2 Nights in Nafplio
2 Nights in Nafplio
2 Nights in Nafplio
Steeped in history and almost unbearably romantic, Nafplio is one of the most picturesque seaside towns in Greece. Nafplio's dramatic fortresses, neoclassical mansions, and nearby ancient ruins narrate the town's diverse history, a pivotal moment of which was when Nafplio became the first capital of modern Greece. While in Nafplio, you can take long seaside walks, savor authentic cuisine at quaint traditional restaurants, and visit UNESCO-listed archaeological sites, only a short drive away.
Steeped in history and almost unbearably romantic, Nafplio is one of the most picturesque seaside towns in Greece. Nafplio's dramatic fortresses, neoclassical mansions, and nearby ancient ruins narrate the town's diverse history, a pivotal moment of which was when Nafplio became the first capital of modern Greece. While in Nafplio, you can take long seaside walks, savor authentic cuisine at quaint traditional restaurants, and visit UNESCO-listed archaeological sites, only a short drive away.
Day 3
Day 3 - Arrival in Nafplio
Upon arrival to Nafplio, your driver will take you to your centrally located accommodation.
More Than a Cooking Class
Today, you'll join a unique culinary experience in a homelike ambiance among people who will soon become your friends. This Chef's Table experience in Nafplio is a journey into the local gastronomy as you watch the chef prepare mouthwatering delicacies and discuss with them the secrets of Greek cooking. The evening ends with you tasting all this delicious food and pairing it with exquisite local wines.
Day 4
Day 4 - Your First Full Day in Nafplio
Mycenae & Epidaurus Private Tour
On this private guided tour, you will first visit ancient Mycenae, where myths of King Agamemnon come to life amidst UNESCO-listed ruins like the Cyclopean Walls and the Lion's Gate. Then, you will explore the Archaeological Museum of Mycenae to delve deeper into the civilization's sophistication and wealth. Then, journey to Epidaurus, home to a renowned ancient theater celebrated for its remarkable acoustic design. Discover its significance as a healing sanctuary dedicated to the god of medicine, Asclepius, and visit its museum, too.
Day 5
Day 5 - Traveling to Ancient Olympia by Private Car
Today you will leave Nafplio and travel to Ancient Olympia. A driver will pick you up at your accommodation at your preferred departure time. The drive from Nafplio to Ancient Olympia takes up to three hours. Please note this is a non-guided transfer.
1 Night in Ancient Olympia
1 Night in Ancient Olympia
1 Night in Ancient Olympia
The birthplace of the Olympic Games, Olympia is one of the most fascinating places to visit in Greece. The UNESCO-listed archaeological site of Ancient Olympia was where people from all over Greece met every four years to take part in the famous games that helped shape the identity of the Greek nation. History aside, Olympia boasts a unique location in the heart of Western Peloponnese, an authentic region where you can sample the divine products the Greek land yields, such as honey, olive oil, and wine, in a setting of unparalleled natural beauty.
The birthplace of the Olympic Games, Olympia is one of the most fascinating places to visit in Greece. The UNESCO-listed archaeological site of Ancient Olympia was where people from all over Greece met every four years to take part in the famous games that helped shape the identity of the Greek nation. History aside, Olympia boasts a unique location in the heart of Western Peloponnese, an authentic region where you can sample the divine products the Greek land yields, such as honey, olive oil, and wine, in a setting of unparalleled natural beauty.
Day 5
Day 5 - Arrival in Ancient Olympia
Upon arrival to Ancient Olympia, your driver will take you to your centrally located accommodation.
Olympia Wine Flavours Private Experience
Discover the vineyards of Ancient Olympia at Greece’s first green winery. Meet the family behind the revival of the ancient Tinaktorogos vine, explore their historic cellar, and savor a tasting of four local wines paired with traditional snacks, a true taste of history and flavour.
Day 6
Day 6 - Traveling to Kalamata by Private Transfer
Ancient Olympia Site Private Tour and Marble Workshop
Discover ancient Olympia with a certified guide and archaeologist, exploring its iconic site and museum while unveiling the myths behind this UNESCO landmark. After immersing yourself in its rich history, take part in a creative workshop to sculpt a personalized souvenir, your own meaningful memento from this extraordinary place.
Today, you will leave Ancient Olympia and travel to Kalamata. Your driver will pick you up at your accommodation based on your preferred departure time and take you on a one-hour and forty-five-minute journey. Please note this is a non-guided transfer.
3 Nights in Kalamata
3 Nights in Kalamata
3 Nights in Kalamata
Under the shadow of the majestic Taygetus Mountain and touched by the glistening waters of the Messinian Gulf, Kalamata is a city that vibrates with life and boasts centuries of history. Known throughout the world for the top-quality - and delicious - Kalamata olives, the city is the perfect base from where to embark on a fascinating road trip across the region of Messinia and beyond. A short drive from Ancient Messini and a handful of medieval castles, Kalamata is also surrounded by captivating natural landscapes. Whether you're a foodie, a history enthusiast, or an adventurer at heart, Kalamata won't disappoint.
Under the shadow of the majestic Taygetus Mountain and touched by the glistening waters of the Messinian Gulf, Kalamata is a city that vibrates with life and boasts centuries of history. Known throughout the world for the top-quality - and delicious - Kalamata olives, the city is the perfect base from where to embark on a fascinating road trip across the region of Messinia and beyond. A short drive from Ancient Messini and a handful of medieval castles, Kalamata is also surrounded by captivating natural landscapes. Whether you're a foodie, a history enthusiast, or an adventurer at heart, Kalamata won't disappoint.
Day 6
Day 6 - Arrival in Kalamata
Upon arrival to Kalamata, your driver will take you to your centrally located accommodation.
A Relaxing Evening by the Sea
Upon your arrival in Kalamata, indulge in a delightful retreat to rejuvenate from your journey by leisurely strolling along the charming promenade. As the sun sets, the area transforms into a picturesque scene with well-lit pathways, providing the perfect ambiance for unwinding. Revel in the soothing sea breeze as it gently caresses your senses, harmonizing with the rhythmic melody of waves crashing against the shore. For those seeking a touch of adventure, consider dipping your toes into the inviting waters or immersing yourself in a revitalizing swim – a splendid way to embrace the coastal serenity of Kalamata.
Day 7
Day 7 - Your First Full Day in Kalamata
Tasting Kalamata Group Walking Tour
Day 8
Day 8 - Your Second Full Day in Kalamata
Scenic Private Tour of Coastal Mani
Explore the Coastal Charms of Mani, soak in breathtaking views from the Balcony of Kardamyli, wander historic village streets, and discover the picture-perfect Natural Port of Agios Nikolaos. Experience dramatic coastlines, hidden coves, and unforgettable Mediterranean vistas.
Day 9
Day 9 - Traveling to Monemvasia by Private Transfer
Today, you will leave Kalamata and travel to Monemvasia. A driver will pick you up at your accommodation based on your preferred departure time and take you on a two-and-a-half-hour journey. Please note this is a non-guided transfer.
2 Nights in Monemvasia
2 Nights in Monemvasia
2 Nights in Monemvasia
A stranded rock in the Aegean Sea, a medieval castle town, and endless tales of conquerors and merchants render Monemvasia a true fairytale destination in Southern Greece. Often nicknamed The Gibraltar of The East, Monemvasia Castle is one of the finest examples of defensive architecture, offering travelers the once-in-a-lifetime opportunity to spend the night within the walls of a sleepy yet exciting fortress where time seems to have stood still. From walking along dramatic ramparts to sipping local sweet wine on a terrace overlooking the deep blue sea to waking up to the most majestic sunrise, Monemvasia will make you feel as if you're stepping inside a dream.
A stranded rock in the Aegean Sea, a medieval castle town, and endless tales of conquerors and merchants render Monemvasia a true fairytale destination in Southern Greece. Often nicknamed The Gibraltar of The East, Monemvasia Castle is one of the finest examples of defensive architecture, offering travelers the once-in-a-lifetime opportunity to spend the night within the walls of a sleepy yet exciting fortress where time seems to have stood still. From walking along dramatic ramparts to sipping local sweet wine on a terrace overlooking the deep blue sea to waking up to the most majestic sunrise, Monemvasia will make you feel as if you're stepping inside a dream.
Day 9
Day 9 - Arrival in Monemvasia
Upon arrival to Monemvasia, your driver will take you to your centrally located accommodation.
A Delicious Stroll Around the Medieval Town of Monemvasia
After checking into your accommodations, take a stroll through the narrow streets of the Lower Town, admiring the traditional stone houses and historic buildings along the way. The intricate layout of the lower town, with its winding twists and turns, creates a captivating maze-like experience that makes it effortless to lose oneself in the charm of this picturesque place. Then, stop at one of the tavernas to enjoy the famous Malvasia wine and savor the flavors of the region. Along the central street that links the city gates, you'll find most restaurants. While not readily visible from street level, many cafes and dining establishments boast delightful terraces situated on top of nearby buildings where you can indulge while enjoying panoramic views of the city, the sea, and the surrounding city walls.
Day 10
Day 10 - Your First Full Day in Monemvasia
Monemvasia Lower Town Private Tour
Embark on a private tour of Monemvasia's lower town for a journey through 14 centuries of history. Known as the 'Gibraltar of the East', this rocky island, connected by a causeway, brims with myth and legend, inspiring generations of artists. Explore the living archaeological site, where cobbled streets echo tales of Byzantine emperors, popes, Franks, Venetians, and Ottomans. Delve into the city's maritime heritage and visit some of the castle's 46 churches, each a testament to Monemvasia's enduring legacy.
Day 11
Day 11 - Traveling to Athens by Private Transfer
Today, you will leave Monemvasia and travel to Athens. A driver will pick you up at your accommodations based on your preferred departure time and take you on a 4-hour journey. Please note this is a non-guided transfer.
1 Night in Athens
1 Night in Athens
1 Night in Athens
Although it's hard to not keep craning your head to take in the spectacle of the Acropolis at the center of town (especially when it's lit up at night), there's more to Athens than its dense concentration of ancient ruins. Athens is a center for contemporary art, with modern galleries sitting beside museums stuffed with art dating back millennia. This combination of the old and new is especially clear at the Odeon of Herodes Atticus, a spectacular open-air theater that has hosted concerts and plays for nearly 2,000 years. The city's culture is also reflected in its diverse food and drink, which combines traditional Greek favorites with influences from across the Mediterranean, and the world, as fitting Athens' deep history as a humming harbor hub. While Athens' variety is enough to keep you busy, from the hidden back alleys of the center, to the city's showy coast, the city works well as a base for day trips, whether down the coast, or to the Peloponnese. Head to oracular Delphi, or hunt for where Lord Byron's carved his name into the monumental Temple of Poseidon at the tip of Cape Sounion.
Although it's hard to not keep craning your head to take in the spectacle of the Acropolis at the center of town (especially when it's lit up at night), there's more to Athens than its dense concentration of ancient ruins. Athens is a center for contemporary art, with modern galleries sitting beside museums stuffed with art dating back millennia. This combination of the old and new is especially clear at the Odeon of Herodes Atticus, a spectacular open-air theater that has hosted concerts and plays for nearly 2,000 years. The city's culture is also reflected in its diverse food and drink, which combines traditional Greek favorites with influences from across the Mediterranean, and the world, as fitting Athens' deep history as a humming harbor hub. While Athens' variety is enough to keep you busy, from the hidden back alleys of the center, to the city's showy coast, the city works well as a base for day trips, whether down the coast, or to the Peloponnese. Head to oracular Delphi, or hunt for where Lord Byron's carved his name into the monumental Temple of Poseidon at the tip of Cape Sounion.
Day 11
Day 11 - Arrival in Athens
Upon arrival to Athens, your driver will take you to your centrally located accommodation.
Day 12
Day 12 - Traveling to Santorini by Airplane
From Athens to Santorini the best option will be to take a flight on one of the low cost airlines. On your day of departure, a driver will pick you up at your accommodation and take you to the airport for your flight. Suggested Flight: Departure: Arrival:
3 Nights in Santorini
3 Nights in Santorini
3 Nights in Santorini
“Intelligent adults come here and turn into infants,” Craig Walzer, owner of the Atlantis Bookstore. Santorini is every traveler's dream. The whitewashed houses and blue domed churches perched atop of soaring cliffs, the narrow cobblestone streets and unsurpassed views of crystal-clear blue waters -- these all greet you as you step foot on this fairytale land. Intertwining myth and reality, Santorini is every bit as beautiful as the countless postcards, magazine covers, and Instagram photos claim. The village of Oia is world-famous for its sunset, where thousands of spectators line up every evening to witness the magic as the sun bids farewell to the sky and the canvas lights up in fierce hues. Fortunately, the sunset can be enjoyed from much of the rest of this crescent-shaped island. Santorini is also home to Akrotiri, the Greek take on Pompeii. Inhabited since Neolithic times, this city was built up by the Minoans, a seafaring civilization that predated the ancient Greeks, only to be destroyed in the catastrophic eruption that shaped Santorini, which forms part of a massive volcanic caldera. Covered in ashes for millennia, Akrotiri is still being uncovered. We suggest visiting the neighboring center of the caldera, where you can enjoy hot springs, visit the volcanic crater, and enjoy stunning views of Santorini itself. Santorini’s unique ecology, climate and volcanic ash soil paved the way for a flourishing wine industry. Its indigenous varietals will make your stay even more enjoyable.
“Intelligent adults come here and turn into infants,” Craig Walzer, owner of the Atlantis Bookstore. Santorini is every traveler's dream. The whitewashed houses and blue domed churches perched atop of soaring cliffs, the narrow cobblestone streets and unsurpassed views of crystal-clear blue waters -- these all greet you as you step foot on this fairytale land. Intertwining myth and reality, Santorini is every bit as beautiful as the countless postcards, magazine covers, and Instagram photos claim. The village of Oia is world-famous for its sunset, where thousands of spectators line up every evening to witness the magic as the sun bids farewell to the sky and the canvas lights up in fierce hues. Fortunately, the sunset can be enjoyed from much of the rest of this crescent-shaped island. Santorini is also home to Akrotiri, the Greek take on Pompeii. Inhabited since Neolithic times, this city was built up by the Minoans, a seafaring civilization that predated the ancient Greeks, only to be destroyed in the catastrophic eruption that shaped Santorini, which forms part of a massive volcanic caldera. Covered in ashes for millennia, Akrotiri is still being uncovered. We suggest visiting the neighboring center of the caldera, where you can enjoy hot springs, visit the volcanic crater, and enjoy stunning views of Santorini itself. Santorini’s unique ecology, climate and volcanic ash soil paved the way for a flourishing wine industry. Its indigenous varietals will make your stay even more enjoyable.
Day 12
Day 12 - Arrival in Santorini
Upon arrival to Santorini airport, a driver will meet you and take you to your accommodation.
Magic at Dusk - Exploring Santorini’s Caldera
Imagine beginning your Santorini adventure with a serene stroll along the caldera on your first evening. As the sun sets, the sky transforms into a canvas of vibrant hues, casting a magical glow over the white-washed buildings and the deep blue sea. The gentle breeze carries the scent of the ocean, and the soft sounds of waves lapping against the cliffs create a peaceful ambiance. Walking hand in hand, you can explore charming cobblestone paths, discover hidden gems in the form of quaint cafes and boutique shops, and take in the breathtaking views that make this island so unforgettable. It’s the perfect way to ease into the beauty and romance of Santorini.
Day 13
Day 13 - Your First Full Day in Santorini
Best of Santorini Private Tour
This private tour of Santorini shows you around the best of the island in a day. Visit Santorini's must-see sites and landmarks while nibbling on local delicacies and sipping on Greek wine along the way. Discover the most photogenic parts of the island and create memories to last a lifetime.
Day 14
Day 14 - Your Second Full Day in Santorini
Akrotiri Excavations & Prehistoric Museum Private Tour
Step back in time with this classical historical tour featuring the renovated Prehistoric Museum in Fira. Marvel at the splendid artistic feats of Santorini's ancient inhabitants from the 3rd millennium BC (2000-1700 BC). Admire exquisite murals, earthenware, and furniture that bring to life a prosperous, nature-loving community. The tour extends to present-day Akrotiri, where the high standard of living of the ancient civilization is still perceptible.
Caldera Private Hike
Enjoy a guided walking tour on Santorini's most impressive path, right on the rim of the famous volcanic caldera. Follow the footsteps of ancient merchants, farmers and sailors, and experience a once in a lifetime adventure. This path takes you along the edge of the super volcano that inspired the myth of Atlantis.
Day 15
Day 15 - Departure Day
Today a driver will pick you up from your accommodations and take you straight to Santorini's airport.
Glowing Reviews from Our Guests
Average of our Guest's Ratings of tour packages including these destinations
JayWay was absolutely amazing. From planning, to meeting the on-site agent that helped us a lot, to all of the tour guides and transfers we couldn’t have done any of that on our own. We absolutely loved our experience!
– Alicia & Brandon, South Carolina
Visited : Greece
Itinerary : Athens, Monemvasia, Ancient Olympia, Nafplio, Athens, Santorini
Rating :
Trust the Jay Way reps, they truly care about the travelers' having the very best experience possible.
– Deborah Christensen-Short, California
Visited : Turkey, Greece
Itinerary : Izmir, Istanbul, Athens, Nafplio, Ancient Olympia, Delphi, Athens, Santorini, Athens
Rating :