Luxury 5-Day Greece Road Trip from Kalamata traveling west to Olympia and Patras

Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
5 days & 4 nights
Available
Jan. - Dec.
Hotel
4 nights included
Car rental
5 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Escape for the holiday of a lifetime with this 5-day luxury road trip in Greece!

Greece offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.

Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in Greece. With this perfectly planned vacation itinerary, you will stay 2 nights in Kalamata, 1 night in Olympia, and 1 night in Patras, experiencing the ultimate luxury vacation in Greece.

Finding the perfect luxury lodging is going to make your vacation in Greece feel truly special. The home for your 5-day luxury holiday will be only the most exclusive 5-star hotels in Greece. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.

Upon arriving in Greece, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 5-day luxury self-drive holiday, including CDW insurance. From there, you will drive off at a relaxed pace to discover some of the best travel destinations in Greece.

Throughout your exclusive vacation in Greece, you will get to experience some of the best attractions and activities offered in the country. Each moment promises to be filled with unforgettable memories and unique experiences.

Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in Greece. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Greece.

This exclusive travel plan is designed to include everything you need to have the best vacation in Greece. By booking this luxury holiday package, you can avoid spending hours researching and planning your 5-day road trip in Greece. Let the experts figure out the details, so you can focus on enjoying.

To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in Greece before and after booking. Our flexible trip planning means you will be able to explore Kalamata, Kharavgi, Pylos, Chora, Mavromati, Olympia, Kastro, Patras, Agrinio, Mesolongi, and Stomio at your own pace.

Book with us to get access to 24/7 personal travel support throughout your entire journey. Enjoy a step-by-step guide in our easy-to-use mobile app, including all travel documents for your exclusive getaway to Greece.

The best flights, activities, tours, and hotels in Greece fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your luxury holiday in Greece today!

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Included

Hotel, 4 nights
Rental car, 5 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Photo of aerial view of Kalamata city and it's marina, Messenia, Peloponnese, Greece.Kalamata / 2 nights
Charaygi
Kastro
Mavromati
Photo of aerial view of Patras that is Greece's third-largest city and the regional capital of Western Greece.Patras / 1 night
Chora
Mesolongi
Agrinio
Stomio
Photo of aerial view of iconic of Pylos, Messinia prefecture, Peloponnese, Greece.Pylos
Ancient Olympia - city in GreeceAncient Olympia / 1 night

Map

Attractions

Archaeological Site of Olympia, Municipality of Ancient Olympia, Elis Regional Unit, Western Greece, Peloponnese, Western Greece and the Ionian, GreeceArchaeological Site of Olympia
Rion-Antirion Bridge, Aetolia-Acarnania Regional Unit, Western Greece, Peloponnese, Western Greece and the Ionian, GreeceRion-Antirion Bridge
photo of Pylos,Pylos Greece.Pylos
Polylimnio Waterfalls, Municipality of Messini, Messenia Regional Unit, Peloponnese Region, Peloponnese, Western Greece and the Ionian, GreecePolylimnio Waterfalls
Central Square
Archaeological Site of Ancient Messini, Municipality of Messini, Messenia Regional Unit, Peloponnese Region, Peloponnese, Western Greece and the Ionian, GreeceArchaeological Site of Ancient Messini
Garden of Heroes, Community of Messolonghi, Municipal Unit of Iera Poli Messologhiou, Municipality of Mesolongi, Aetolia-Acarnania Regional Unit, Western Greece, Peloponnese, Western Greece and the Ionian, GreeceGarden of Heroes
photo of Kalamata Municipal Railway Park,Kalamata Greece.Kalamata Municipal Railway Park
Neda Waterfalls, Municipality of Zacharo, Elis Regional Unit, Western Greece, Peloponnese, Western Greece and the Ionian, GreeceNeda Waterfalls
photo of view of Pylos, Peloponnese, Greece. The discoveries of the mythical king Nestor palace, Pylos, Greece.Palace of Nestor
photo of Museum of the History of the Olympic Games of Antiquity by Joy of Museums, Olympia, Greece/Museum of the History of the Olympic Games of antiquity
Dimadi Square, Κοινότητα Αγρινίου, Municipal Unit of Agrinio, Municipality of Agrinio, Aetolia-Acarnania Regional Unit, Western Greece, Peloponnese, Western Greece and the Ionian, GreeceDimadi Square
Κάστρο Χλεμούτσι - Clermont - Castel Tornese, Municipality of Andravida and Kyllini, Elis Regional Unit, Western Greece, Peloponnese, Western Greece and the Ionian, GreeceChlemoutsi Castle (1220-1223 Frankish Castle)

Flights
Yes
No

Round trip
Economy
Round trip
Economy

Travel details

Flights

Round trip
Economy
Round trip
Economy
Travel dates

Include flights?

Yes
No

Travelers

Rooms

Flights

Car
Yes
No

Car

Small car

Small car

Category
small car
Transmission
People
Large bags
Medium car

Medium car

Category
Medium
Transmission
People
Large bags
Premium car

Premium car

Category
premium car
Transmission
People
Large bags

Hotels

Personalize your itinerary

Day 1

Day 1 – Kalamata - arrival day

  • Kalamata - Arrival day
  • More
  • Kalamata Municipal Railway Park
  • More

Your luxury holiday in Greece begins as soon as you reach the city of Kalamata. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Journey into the unknown at Kalamata Municipal Railway Park, a unique attraction awaiting your visit. This remarkable railway museum has an average rating of 4.4 out of 5 stars from 3,060 reviews.

Tonight, you will be treated to a stay at one of the best luxury hotels in Kalamata. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

After a long day of discovering the unique quirks of Greece, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Kalamata so you can check out the menus and make advance reservations.

Make sure to reserve a table at THE CHAGIATI, an iconic dining spot in Kalamata. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Sto Kyma, a popular restaurant in Kalamata. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Luna Lounge, a hidden gem nestled in Kalamata. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the excitement of the evening going by going to a bar or two. Momos Bar is an excellent place to start. You could also check out GinGer, offering a different kind of charm. A last recommendation for the day is Bitter. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise a toast to the start of your 5-day luxury vacation in Greece and look forward to more fantastic days to come!

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Day 2

Day 2 – Kalamata, Kharavgi, Pylos, Chora, Mavromati, and Olympia

  • Ancient Olympia
  • Charaygi
  • Pylos
  • Chora
  • Mavromati
  • More

Drive 234 km, 4 hours 37 min

  • Polylimnio Waterfalls
  • Pylos
  • Palace of Nestor
  • Archaeological Site of Ancient Messini
  • More

Wake up to day 2 of your luxury road trip holiday in Greece! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the town of Olympia, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Kharavgi, Pylos, Chora, and Mavromati.

Fasten your seatbelt and make your way to your next stop. Kharavgi, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Kalamata to Kharavgi may take around 46 min without traffic disruptions. Upon arrival in Kharavgi, we highly recommend checking out some of the top attractions.

Seize the day by visiting some of the best attractions in the area, like Polylimnio Waterfalls. This extraordinary sightseeing destination has an average rating of 4.7 out of 5 stars from 3,511 visitors.

Fasten your seatbelt and make your way to your next stop. Pylos, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Kharavgi to Pylos may take around 34 min without traffic disruptions. Upon arrival in Pylos, we highly recommend checking out some of the top attractions.

Be one of the day’s first visitors at Pylos. This city is rated an average of 4.6 out of 5 stars by 4,373 visitors.

Set your GPS to Chora and hit the road. Expect a journey of approximately 25 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Chora beckons with new experiences!

Start your sightseeing with a visit to Palace of Nestor. This archaeological site is a popular stop on travelers’ itineraries in Chora, with an average rating of 4.6 out of 5 stars by 1,547 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Olympia.

Discover a world of culinary delights in Olympia, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.

Make sure to reserve a table at Πολύγευστον Authentic Greek Street Food, an iconic dining spot in Olympia. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of AGRITURISMO MAGNA GRECIA, a popular restaurant in Olympia. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Βάκχος Ταβέρνα -Bacchus tavern, a hidden gem nestled in Olympia. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Following your dinner, dive into the local bar culture at Zorbas Bar Ancient Olympia.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Greece has plenty more in store for you.

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Day 3

Day 3 – Olympia, Kastro, Patras, Agrinio, and Mesolongi

  • Patras
  • Kastro
  • Agrinio
  • Mesolongi
  • More

Drive 303 km, 4 hours 24 min

  • Chlemoutsi Castle (1220-1223 Frankish Castle)
  • Rion-Antirion Bridge
  • Dimadi Square
  • Garden of Heroes
  • More

Wake up to day 3 of your luxury holiday in Greece! Remember to have a hearty breakfast because today will be filled with memorable adventures in Kastro, Patras, Agrinio, and Mesolongi. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Continue your road trip and head to your next destination, Kastro. This car ride takes around 57 min.

Make Frankish Castle of Chlemoutsi one of your first sightseeing stops in Kastro. Rated an average of 4.7 out of 5 stars by 764 travelers, a visit to this local attraction makes for a great introduction to the area.

Embrace the thrill of the open road as you wave goodbye to Kastro and set your GPS to Patras. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 12 min. Upon reaching Patras, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Kick off the day at Rion-Antirion Bridge, a top pick for today’s sightseeing. This point of interest is rated an average of 4.6 out of 5 stars in 5,338 reviews.

Fasten your seatbelt and make your way to your next stop. Agrinio, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Patras to Agrinio may take around 53 min without traffic disruptions. Upon arrival in Agrinio, we highly recommend checking out some of the top attractions.

Seize the day by visiting some of the best attractions in the area, like Dimadi Square. This extraordinary park has an average rating of 4.2 out of 5 stars from 698 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Patras.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Patras.

Esteemed as a restaurant, it features an exceptional menu. Treat yourself to a wonderful meal at Carousello, a top-rated dining spot in Patras. If you're in the mood for something new, try Fork, another premier location with a delectable menu. You might also want to book a table at Makina. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Patras.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Χάραμα Θερινό, known for its inviting atmosphere. Notos is another great option if you’re looking for a place to get the night started. Similarly, Minimal provides a great setting to enjoy the night away.

Raise your glass and relax after another big day of your luxury holiday in Greece!

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Day 4

Day 4 – Patras, Olympia, Stomio, and Kalamata

  • Kalamata
  • Ancient Olympia
  • Stomio
  • More

Drive 265 km, 5 hours 15 min

  • Archaeological Site of Olympia
  • Museum of the History of the Olympic Games of antiquity
  • Neda Waterfalls
  • More

On day 4 of your luxury holiday in Greece, your road trip route will take you exploring the best of Olympia and Stomio. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Greece.

When you’ve had your share of Patras, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Olympia. Your travel time is around 1 hour 58 min.

Kick off the day at Archaeological Site of Olympia, a top pick for today’s sightseeing. This sightseeing destination is rated an average of 4.7 out of 5 stars in 15,056 reviews.

Today is also your chance to visit Museum of the History of the Olympic games of antiquity. Museum of the History of the Olympic games of antiquity is a museum with an average rating of 4.6 out of 5 stars from 851 reviews.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Stomio. This drive usually takes around 1 hour 42 min, without any stops or traffic disruptions.

Start your sightseeing with a visit to Neda Waterfalls. This point of interest is rated an average of 4.6 out of 5 stars from 2,240 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Kalamata.

After exploring the unique sights of Greece, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of Kalamata for you so you can browse their menus in advance and make a reservation.

Make sure to book a table at Blossom Owl / Coffee Shop / Roastery, a popular restaurant in Kalamata. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Kalamata at Ego Bar, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Horizon Blu. As a dining spot that gains consistently high praise from guests, it’s an ideal choice to enhance your time to Kalamata tonight.

After enjoying a fulfilling meal, continue your evening at ΚΥΤΤΑΡΟ Rock Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Rodanthos Rock n Roll Beer Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Cosi Beach Bar provides an excellent environment for a relaxed and enjoyable evening.

Raise a toast to another amazing day of your luxury holiday in Olympia, Greece and seize the opportunity to celebrate.

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Day 5

Day 5 – Kalamata - departure day

  • Kalamata - Departure day
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  • Central Square
  • More

Today is the last day of your 5-day luxury holiday in Greece and it’s soon time to start your journey home. This is your chance to get one last glimpse of Kalamata before saying goodbye.

Maximize your last day in Greece and go on a shopping spree in Kalamata’s shopping center. This bustling commercial district is conveniently located near your lodging, granting you leisure time to roam and explore its assortment of establishments.

If you love the adrenaline rush of hunting for the best offers and deals in Greece, you’re in for a treat. A variety of goods and gifts await your discovery. Bring a bit of Greece home with you through these charming souvenirs.

Make the most of what's left of your luxury vacation and head out to the stunning Central Square. This extraordinary sightseeing destination and attraction is rated an average of 4.6 out of 5 stars in 3,737 reviews, and is an excellent choice for your last sightseeing in Kalamata.

Treat yourself to a final feast. Savor the unique flavors of Kalamata one last time before you head to the airport.

Dine in style at Oinopantopōleion, a top recommendation for dinner tonight. Or, for a change of pace, Elysian Luxury Hotel & Spa boasts a menu that's sure to impress.

You will then say farewell to Kalamata and begin your journey home. We wish you safe travels and a warm welcome home, with unforgettable memories and incredible photos from your luxury holiday in Greece in your luggage!

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