Grand Tour of the Peloponnese – Alumni Expedition

  • Length 23 days
  • From USD$9795
  • Style/Level Expedition 4.0
  • Countries Greece
  • Begin/End Mystras/Spetses

Our Grand bicycling tour of the Peloponnese starts in ancient Sparta and covers all seven (!) provinces: Laconia, Messinia, Ileia, Arkadia, Achaia, Corinthia and Argolis. In addition, the tour visits three islands: Poros, Hydra and Spetses. We begin our cycling adventure in Mystras, home to one of Greece’s most beautiful archaeological sites, staying in the picturesque villages of Gythio and Areopoli before retreating to the charming village of Kardamyli. From Kardamyli, we proceed along the Akrita Peninsula. This peninsula is known for its idyllic coastline and the medieval castles of Koroni, Methoni and Pylos. Next stop…Ancient Olympia, the Birthplace of the Olympic Games. From Olympia, we travel inland and explore villages that have not changed over centuries. Once over the mountainous heart of the peninsula, we follow the coast along the Gulf of Corinth to the famous wine-producing region of Nemea and then to Nafplio, one of Greece’s most beautiful towns. The tour ends with three well-known Greek Islands, Poros, Hydra and Spetses. A tour of a lifetime!

Highlights

  • UNESCO World Heritage site of Mystras

  • Sparta

  • Tower houses of the Deep Mani

  • The Birthplace of the Olympic Games

  • Wine Region of Nemea

  • The Theater of Epidaurus

  • Experience traditional Greek village life

  • Three cosmopolitan Greek Islands

Includes

  • 23 days, 22 nights, accommodation and meals as noted in the itinerary

  • Guided tours of the Archaeological sites of Mystras, Ancient Olympia, Mycenae and the Theater of Epidaurus

  • All Expedition tour inclusions


Date Price Private room fee Note
Oct 7-29, 2025 USD$9795 USD$1150 Private Departure. Minimum of 7. With 9, or more, price is $9500 per person. Departure confirmed to go.    
DateOct 7-29, 2025
PriceUSD$9795
Private room feeUSD$1150
NotePrivate Departure. Minimum of 7. With 9, or more, price is $9500 per person. Departure confirmed to go.    

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  • Total distance 1099km (687miles)
  • Average daily distance Without optional rides on rest days 60 km (37 miles)
  • Tour style Expedition
  • Tour level 4.0

Highlights: Test ride along a gorge, welcome dinner

Meet this morning in Athens to transfer together to Mystras, an ancient fortress considered to be one of the best-preserved medieval walled towns in the region. Built in 1249, the fortress sits on the slopes of the Taygetos Mountains overlooking Sparta and is where the last Byzantine emperor was crowned. Following your bike fitting, take a scenic test ride. This evening we’ll enjoy a welcome dinner together.

Meals : Dinner
Lodging : Mazaraki Guest House

Highlights: UNESCO World Heritage Site of Mystras, foothills of Taygetos mountain range

Today we will take a loop ride through traditional villages and the land of the Ancient Spartans. We’ll pedal through the foothills of the Taygetos mountain range; these mountains surround the Evrotas river valley and created a natural defense – one reason Ancient Sparta was never sacked. After our loop ride we will take a tour of the UNESCO World Heritage Site of the Mystras fortress. The fortress was conquered by many including the Byzantines, Turks and the Venetians, and was finally abandoned in 1832.

Meals : Breakfast
Lodging : Mazaraki Guest House

Highlights: Scenic coastal ride and the Ancient Port of the Spartans

We leave the foothills of the Taygetos this morning and travel south towards the coast to Gytheio. This colorful town features a waterfront promenade with several restaurants and cafés that are buzzing with activity until late into the evening hours. Dinner is together tonight.

Meals : Breakfast, Dinner
Lodging : Las Hotel and Spa

Highlights: Coastal cycling and the Mani Peninsul

Today’s ride takes you along dramatic coastlines passing several traditional villages on your way to Areopoli, in the heart of the Mani Peninsula. Areopoli’s narrow, winding city streets, restored pyrgi (fortified tower homes), and its delightful village plazas make this traditional settlement a charming place to call home for the next two days. Not enough riding for you today? There is the option to add another 16 km (10 miles) and 329 meters (1,079′) of climbing.

Meals : Breakfast, Dinner
Lodging : Guesthouse Ktima Karageorgou

Highlights: Byzantine churches, tower houses, Vathia

We are in for a special day, as we ride from Areopoli to Gerolimena. As you cycle past Byzantine churches and sleepy fishing coves the quiet roads of the peninsula give you a taste of peaceful Mediterranean lifestyle. Cyclists looking to add more miles will have the option to extend their ride to the tower house village of Vathia

Meals : Breakfast
Lodging : Guesthouse Ktima Karageorgou

Highlights: Messinia, olive groves, stunning coast, Kardamyli

A beautiful descent leads us to the picturesque fishing village of Limeni. After Limeni we have a challenging climb but will then be rewarded with a stunning descent into Kardamyli during the second half of the ride.

Meals : Breakfast
Lodging : Diapori Suites Hotel

Highlights: Explore old Kardamyli, olive oil tasting

Today is an ideal day to rest and enjoy the elegant seaside village of Kardamyli. Take in its picturesque neighborhoods of stone-built houses and restored medieval towers or grab a book (our hotel has many) and lounge on the beach. Or if you prefer a ride, we’ll offer a loop option that will stun you with its panoramic views of the sea and views towards Mt. Taygetos. Explore remote villages and find an opportunity to talk to some of the few remaining but very friendly inhabitants before dropping back to the coast and treating yourself to a refreshing and leisurely swim and lunch. This afternoon, learn everything there is to know about Kardamyli’s most famous product during our visit of a local olive-oil producer. 

Meals : Breakfast
Lodging : Diapori Suites Hotel

Highlights: Olive groves as far as the eye can see, home of the Kalamata olive

We have a challenging climb, but once over our mountain pass, we will be amply rewarded by a seemingly endless downhill all the way to Kalamata. Tonight, you can enjoy Kalamata’s rich culinary traditions and famous local products.

Meals : Breakfast
Lodging : Grand Hotel Kalamata

Highlights: Views of the Taygetos mountain range, Castles of Koroni, Methoni

We cycle west along a scenic coastal route passing several traditional villages that compete for our attention. Enjoy fantastic views of Mount Taygetos and the bay of Messinia as we ride past Koroni, home to the last inhabited castle of the Peloponnese. We’ll then cycle to Methoni, another picturesque castle town.

Meals : Breakfast
Lodging : Methoni Beach Hotel , Achilles Hotel

Highlights: The town of Pylos, Voidokilia Beach, Kiparissia Bay

We pedal on a fabulous route along the Western side of the peninsula, past Pylos, known for the famous naval battle of Navarino in 1827. Our ride will then lead us to the Kyparissia. Kyparissia Bay hosts one of the biggest reproductive populations of the Loggerhead Sea turtles (Caretta caretta) in the Mediterranean.

Meals : Breakfast, Lunch, Dinner
Lodging : Natura Club & Spa

Highlights: Ancient Olympia, Guided tour of a world-famous site

Our route takes us to the site of the ancient Olympic games that were first held in the 8th century BC. Once in Olympia, we will be dazzled by the beauty and history of this famous site during our guided visit.

Meals : Breakfast, Dinner
Lodging : Hotel Europa Olympia

Highlights: Foloi Oak Forrest, the unspoiled village of Lampeia

Our ride inland to the village of Lampeia may be one of our shortest in distance, however the gain (over 1300 m) will slow us down enough to enjoy the scenery. The Foloi oak forest, unique in the Balkans and one of the largest in Europe, spreads out on a plateau of over 10,000 acres that surround the water basins of the Erymanthos and Pinios rivers.

Meals : Breakfast
Lodging : Lampeia Ori Hotel

Highlights: arched stone bridge over the Erymanthos River, Ruins of Ancient Psofis, Kalavryta

Surrounded by beautiful landscape, Kalavryta is widely known for its ski resort, its cog railway which travels up and down the Vouraikos Canyon and for being the town that endured one of the cruelest World War II massacres in Greece.

Meals : Breakfast
Lodging : Filoxenia Hotel & Spa

Highlights: One of Greece’s oldest monasteries, Ancient Aigeira, our beautiful hotel in Derveni

We start off our day with a long and spectacular descent back to the coast. Later in the day, you will have the option of riding to site of Ancient Aigeira, one of the most important Mycenean city in Achaea, and the nearby Ancient Theater that dates back to 280 BC. A special seafood dinner together tonight in the small seaside town of Derveni.

Meals : Breakfast, Dinner
Lodging : Alissachni Seaside Hotel

Highlights: The coast along the Gulf of Corinth, Acrocorinth and Ancient Corinth

Enjoy a long stretch of flat coastal terrain as we make our way East towards Corinth. Towards the end of our ride, you will be amazed with the views as we climb up to the magnificent site of Acrocorinth, before dropping back to the coast and our seaside hotel.

Meals : Breakfast, Dinner
Lodging : Enalio Suites , Alkyon Resort Hotel & Spa

Highlights: The vineyards of Nemea, Ancient Nemea, Mycenae, Nafplio

Today’s ride has it all: quiet roads through vineyards, two important historical sites (Ancient Nemea and Mycenae), and a top-notch destination. Nafplio was the first capital of the modern Greek State and is arguably the country’s most beautiful town. Overnight in Nafplio.

Meals : Breakfast
Lodging : Liberty Hotel of Nafplio

Highlights: The very long list of sights and attractions in and around Nafplio

We have an optional ride today to Nafplio’s imposing Palamidi Fortress and Karathonas Beach, or you may decide to rest and enjoy exploring Nafplio’s Old Town and its numerous attractions. Overnight in Nafplio.

Meals : Breakfast
Lodging : Liberty Hotel of Nafplio

Highlights: Marble factory visit, quiet farm roads, Guided tour of the famous Theater of Epidaurus

We begin our ride with a beautiful coastal route but then, after a visit of a marble factory, we head inland and follow a spectacular remote route through the mountains. This afternoon you will be amazed with the best preserved ancient theater in Greece. Overnight in Epidaurus.

Meals : Breakfast, Dinner
Lodging : Avaton Hotel

Highlights: Coastal riding and Ferry Rides

We head back to the coast today along a route that is simply spectacular. This afternoon we will board a ferry and hop over to the island of Poros. The island’s name means narrow passage and refers to the strait that separates it from the Peloponnese.

Meals : Breakfast, Dinner
Lodging : 7 Brothers Hotel

Highlights: Excursion to the Island of Hydra, optional pine-scented loop ride of Poros

This morning, we will pack our backpacks and ferry to the neighboring island of Hydra. Seafaring merchant families-built mansions of honey-colored stone on Hydra in the late 18th and early 19th centuries, artists and writers began arriving in the 1960s, and in their wake came the rich and famous. If you feel like enjoying a short but spectacular loop ride through the pine forests of Poros, you will have time to do that this afternoon.

Meals : Breakfast
Lodging : 7 Brothers Hotel

Highlights: Another spectacular coastal route, the Island of Spetses

Your ride today will lead you to Spetses, an extremely picturesque island with gorgeous architecture that heralds back to Venetian times and Greece’s neoclassical era. Today, Spetses’s pine groves and architecture are its greatest treasures: The island has an unusual number of handsome archontika built in the 19th and 20th centuries by wealthy residents, many of them shipping magnates.

Meals : Breakfast
Lodging : Kastro Hotel

Highlights: Loop Ride around the Island’s Perimeter

Enjoy a leisurely final ride along the road that traces the island’s perimeter. Cycling is one of the few ways one can explore this island! This afternoon, you will have time to explore the beautiful shops in the Dapia district and pick up a few gifts. Tonight’s final dinner will be an opportunity to celebrate.

Meals : Breakfast, Dinner
Lodging : Kastro Hotel

Highlights: Transfer to Athens

We’ll shuttle back to Athens this morning after breakfast.

Meals : Breakfast

Visit our Tour Level page to learn more about terrain levels and how we determine day and tour levels.


  • 2025 premium gravel bike

    Premium road bike

    Frame : Titanium with Carbon Fork built by Van Nicholas, or similar532
    Type : Premium Road

  • Titanium hybrid road bike with flat handle bars and rear rack

    Premium hybrid bike

    Frame : Titanium with Carbon Fork
    Type : Premium Hybrid

  • Titanium hybrid with step-through frame

    Premium mixte step-through hybrid

    Frame : Titanium with Carbon Fork
    Type : Premium Hybrid Mixte

  • E-hybrid bike

    Surcharge: $250 for 6-8 days; $300 for 9-15 days; $500 16+ days
    Frame : Aluminum frame with front suspension
    Type : E-Hybrid

  • e-gravel bike

    E-road bike

    Surcharge: $300 for 6-8 days; $375 for 9-15 days; $600 for 16+ days
    Frame : Carbon frame with carbon fork
    Type : E-Road


Pre-trip planning checklist

Greece travel planning page



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