Luxury 5-Day Crete Road Trip from Heraklion traveling west to Chania

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Set off on the ultimate travel extravagance with this 5-day luxury road trip across Crete. Every aspect of your journey is crafted to provide a sophisticated and comfortable experience. Enjoy a holiday where luxury unfolds at every turn in each stop of your adventure in Crete.

Crete 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 Crete. With this perfectly planned vacation itinerary, you will stay 2 nights in Heraklion, and 2 nights in Chania, experiencing the ultimate luxury vacation in Crete.

Finding the perfect luxury lodging is going to make your vacation in Crete feel truly special. The home for your 5-day luxury holiday will be only the most exclusive 5-star hotels in Crete. 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 Crete, 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 Crete.

Throughout your exclusive vacation in Crete, 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 Crete. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Crete.

This exclusive travel plan is designed to include everything you need to have the best vacation in Crete. By booking this luxury holiday package, you can avoid spending hours researching and planning your 5-day road trip in Crete. 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 Crete before and after booking. Our flexible trip planning means you will be able to explore Heraklion, Chania, and Rethymno 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 Crete.

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

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Day 1

Day 1 – Heraklion - arrival day

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

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

Discover a world of culinary delights in Heraklion, 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.

Have a fantastic dining experience at Peskesi, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Avlogyros offers an enticing alternative with its varied menu. Additionally, Koukouvagia is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Heraklion.

Keep the evening going at Indigo, a great choice for enjoying the after-dinner hours with a drink. You could also go to Polytechneio Cafe, which offers a similarly pleasant setting and great drinks. Another option is The Garden, which provides an inviting environment for unwinding after a busy day out.

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 – Heraklion, and Chania

  • Chania
  • Heraklion
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Drive 151 km, 2 hours 44 min

  • Heraklion Archaeological Museum
  • Morosini Fountain
  • Church of Agios Minas
  • Ενετικό Φρούριο Rocca a Mare
  • Knossos Palace
  • More

On day 2 of your luxury holiday in Crete, your road trip route will take you exploring the best of Heraklion. The day's journey will conclude in Chania, a city that offers you comfort and relaxation for 2 nights. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Crete.

Begin your sightseeing with a visit to Heraklion Archaeological Museum. This archaeological museum gets 104,717 visitors each year and is rated an average of 4.7 out of 5 stars in 28,611 reviews.

Next up, make your way to Morosini Fountain. This fountain has an average rating of 4.5 out of 5 stars from 22,185 reviews.

When you’re ready for your next sight of the day, continue to Church Of Agios Minas And Pantanassa. This eastern orthodox church has an average rating of 4.7 out of 5 stars from 3,760 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Rocca A Mare Fortress. This sightseeing destination is rated an average of 4.6 out of 5 stars by 9,703 visitors.

If you’re keen to explore even more, then consider a visit to Knossos Palace. This museum is a much-appreciated attraction with an average rating of 4.3 out of 5 stars from 45,087 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Chania. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

Discover a world of culinary delights in Chania, 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.

Have a fantastic dining experience at To Maridaki, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Cabana Mare Beach Club offers an enticing alternative with its varied menu. Additionally, Thalassa Beach Resort is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Chania.

After savoring a delicious meal, step into the vibrant nightlife at Vazaki, where the evening is just getting started. In the same way, Fagotto Jazz Bar Chania offers a unique charm perfect for experiencing the local bar scene in Chania. Emprime is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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Day 3

Day 3 – Chania

  • Chania
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Drive 53 km, 1 hour 42 min

  • Seitan Limania
  • Old Chania Market
  • Old Venetian Port of Chania
  • Lighthouse of Chania
  • More

Day 3 of your luxury road trip in Crete begins and concludes in the city of Chania. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Chania, where you still have 1 night nights remaining.

Make Holy Trinity (agia Triada) Tzagaroli Monastery your first stop of the day. Previous visitors have rated this place of worship an average of 4.7 out of 5 stars in 4,428 reviews.

Next up, make a stop at Old Chania Market. With an average rating of 4.3 out of 5 stars by 13,309 visitors, it's easy to understand why so many people visit this sightseeing destination every year.

Old Venetian Port Of Chania is another attraction you can visit on this day of your vacation. This sightseeing destination has an average rating of 4.8 out of 5 stars by 32,792 visitors.

When you’re finished at Old Venetian Port Of Chania, the perfect next stop is Lighthouse Of Chania. This sightseeing destination is rated an average of 4.8 out of 5 stars in 2,133 reviews.

Discover a world of culinary delights in Chania, 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 Arismari, Cretan Creative Cuisine - Αρισμαρί, Από Την Κρητική Γη, an iconic dining spot in Chania. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Apokoronas, a popular restaurant in Chania. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Salis, a hidden gem nestled in Chania. 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 Αερικό - Aeriko Cafe Bar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Barbarossa, the perfect place for those looking to experience the best of the nightlife. Similarly, Puerto Coffee Food & Cocktails provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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Day 4

Day 4 – Chania, Rethymno, and Heraklion

  • Heraklion
  • Rethymno
  • More

Drive 247 km, 4 hours 59 min

  • Gramvousa Beach
  • Balos Beach
  • Venetian Fortezza Castle
  • Rimondi Venetian Fountain
  • More

Wake up to day 4 of your luxury holiday in Crete! Remember to have a hearty breakfast because today will be filled with memorable adventures in Rethymno. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Drop by the renowned Gramvousa. This popular island has been rated an average of 4.7 out of 5 stars by 4,283 visitors.

Another unforgettable place to experience is Balos Lagoon. Rated 4.7 out of 5 stars by 13,862 visitors, this beach deserves a spot on today's sightseeing itinerary.

Fasten your seatbelt and make your way to your next stop. Heraklion, 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 Rethymno to Heraklion may take around 1 hour 19 min without traffic disruptions. Upon arrival in Heraklion, we highly recommend checking out some of the top attractions.

Make Venetian Fortezza Castle your first stop of the day. Previous visitors have rated this point of interest an average of 4.4 out of 5 stars in 15,507 reviews.

Next up, make a stop at Rimondi Fountain. With an average rating of 4.4 out of 5 stars by 9,018 visitors, it's easy to understand why so many people visit this point of interest every year.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Heraklion. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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

Enjoy a delicious meal at Xalavro Open Bar, a top-rated dining destination in Heraklion. If you're in the mood to try something new, consider Fabrica Espresso Bar & Food, another top spot with a mouthwatering menu. You might also want to secure a reservation at Athali Cretan Cuisine. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Heraklion this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Swing Thing, known for its inviting atmosphere. Stone Project is another great option if you’re looking for a place to get the night started. Similarly, Tita Briki provides a great setting to enjoy the night away.

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

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Day 5

Day 5 – Heraklion - departure day

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

Make the most of your final day in Crete by visiting Heraklion’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Crete.

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

If you're in the mood to try something new, consider ουζερί του Τερζάκη από το 1978 / ouzeri tou Terzaki est. 1978, another top spot with a mouthwatering menu.

You will then say farewell to Heraklion 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 Crete in your luggage!

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