Luxury 5-Day Greece Road Trip from Thessaloniki to Trikala and Larissa

Photo of bird's eye view to the promenade of Thessaloniki.
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 Thessaloniki, 1 night in Trikala, and 1 night in Larissa, experiencing the ultimate luxury vacation in Greece.

We will help you have the best 5-day luxury holiday in Greece imaginable, so you can leave feeling fulfilled and inspired.

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 to discover some of the best travel destinations in Greece, including the stunning White Tower of Thessaloniki and Aristotelous Square.

Your 5 days in this one-of-a-kind destination in Europe will be filled with bucket-list experiences and bespoke activities. Expect sweeping views over the best attractions, heavenly meals at top-rated restaurants, and world-class service at 5-star luxury hotels.

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.

Throughout your exclusive vacation in Greece, you will get to experience some of the best attractions and activities offered in the country. Highlights of your itinerary include visiting the famous The Umbrellas Sculpture by Zogolopoulos, experiencing the fantastic Arch of Galerius and Rotunda up close, and discovering the unique features of the highly-recommended Agias Sofias Square. These are only a few of the many spectacular attractions and sights you will find on your luxury travel itinerary in Greece.

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.

As your luxury vacation in Greece comes to an end, you will return home with new experiences and unforgettable memories. Not to forget, a full camera album on your phone with amazing photos and videos from the most beautiful places in Greece to share with your friends and family.

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 Thessaloniki, Trikala, Larissa, and Pavlos Melas 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 an aerial landscape with panoramic view of Veria a historic town, Greece.Veroia
Photo of aerial view of Katerini with beach, Greece.Katerini
Photo of aerial view of Saint Achilios of Larissa and part of the city, Thessaly Greece.Thessaly and Central Greece / 1 night
Thessaloniki Municipal Unit - city in GreeceThessaloniki / 2 nights
Photo of Medieval tower with a clock ,Trikala Fortress, Central Greece.Trikala / 1 night
meteora greeceMeteora

Map

Attractions

Photo of aerial drone view of iconic historic landmark ,old byzantine White Tower of Thessaloniki or Salonica, North Greece.White Tower of Thessaloniki
Photo of aerial drone panoramic view of iconic landmark Aristotelous square in the heart of Thessaloniki or Salonica, North Greece.Aristotelous Square
Photo of Sunset over monastery of Rousanou and Monastery of St. Nicholas Anapavsa in famous greek tourist destination Meteora in Greece.Meteora
The Umbrellas by Zongolopoulos, 1st District of Thessaloniki, Thessaloniki Municipal Unit, Municipality of Thessaloniki, Thessaloniki Regional Unit, Central Macedonia, Macedonia and Thrace, GreeceThe Umbrellas by Zongolopoulos
photo of view of Arch of Galerius and Rotunda, Thessaloniki, Greece.Arch of Galerius and Rotunda
photo of view of Agia Sofia Square travel guide, Thessaloniki, Greece.Agias Sofias Square
photo of View of a fruits and vegetables stand at the outdoor market Kapani in Thessaloniki Greece,Thessaloniki Greece.Kapani
Ιερά Μονή Μεγάλου Μετεώρου - Μεταμορφώσεως του Σωτήρος, Kalampaka Municipality, Trikala Regional Unit, Thessaly, Thessaly and Central Greece, GreeceThe Great Meteoron Holy Monastery of the Transfiguration of the Saviour
Matsopoulos Park, Trikala Municipality, Trikala Regional Unit, Thessaly, Thessaly and Central Greece, GreeceMatsopoulos Park
Museum of the Royal Tombs at Aigai (Aegae), Veria, Imathia Regional Unit, Central Macedonia, Macedonia and Thrace, GreeceMuseum of the Royal Tombs at Aigai (Aegae)
Katerini Municipal Park, Katerini, Pieria Regional Unit, Central Macedonia, Macedonia and Thrace, GreeceKaterini Municipal Park
Monastery of Varlaam, Kalampaka Municipality, Trikala Regional Unit, Thessaly, Thessaly and Central Greece, GreeceMonastery of Varlaam
Ιερά Μονή Παναγίας Σουμελά, Veria, Imathia Regional Unit, Central Macedonia, Macedonia and Thrace, GreeceHoly Monastery of the Virgin Mary Soumela
Heptapyrgion of Thessalonica, 3rd District of Thessaloniki, Thessaloniki Municipal Unit, Municipality of Thessaloniki, Thessaloniki Regional Unit, Central Macedonia, Macedonia and Thrace, GreeceHeptapyrgion of Thessalonica
Lazaristes Monastery, Terpsithea, Stavroupoli Community, Municipal unit of Stavroupoli, Pavlos Melas Municipality, Thessaloniki Regional Unit, Central Macedonia, Macedonia and Thrace, GreeceLazaristes Monastery

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 – Thessaloniki - arrival day

Day 1

Day 1 – Thessaloniki - arrival day

  • Thessaloniki - Arrival day
  • More
  • Aristotelous Square
  • More

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

The first destination of your luxury vacation in Greece is Thessaloniki - a city with many fantastic attractions to explore. Catch an early flight to enjoy as much time as possible discovering Thessaloniki.

Start your sightseeing in the city with a visit to the fantastic Aristotelous Square. This square is a popular stop on travelers’ itineraries in Thessaloniki, with an average rating of 4.7 out of 5 stars by 42,179 visitors.

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

Exploring new places can make you hungry. When you’re ready for dinner, we recommend trying one of the finest restaurants in Thessaloniki.

For a culinary experience you will remember, have a look at the menu at Kanoula. With an average rating of 4.8 out of 5 stars by 2,335 customers, it’s truly one of the best restaurants in the whole of Thessaloniki.

If you feel like having something slightly different, check out rOOTS. This is one of the most recommended restaurants in the city. Considering its average rating of 4.7 out of 5 stars by 2,104 customers, it’s one that most guests enjoy.

Opsopoion Maganeiai is another restaurant you could book a table at tonight. This fantastic restaurant is often recommended by both travelers and locals in Thessaloniki, and has an impressive average rating of 4.7 out of 5 stars by 1,640 customers.

As your day in Thessaloniki is coming to an end retreat to a bar where you can celebrate the start of your exciting luxury holiday in Greece.

Make your way to Pulp. This bar promises a great atmosphere for your celebrations and has an average rating of 4.7 out of 5 stars by 1,573 customers.

Or, why not continue your evening at Makedonia Palace Hotel, rated an average of 4.7 out of 5 stars among 10,530 guests.

Another bar where you can have a great time tonight is Kitchen Bar. This bar has an average rating of 4.3 out of 5 stars by 9,067 customers.

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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Experiences

Day 2 – Thessaloniki and Trikala

Day 2

Day 2 – Thessaloniki and Trikala

  • Thessaloniki
  • Trikala
  • More

Drive 227 km, 3 hours 19 min

  • Kapani
  • Agias Sofias Square
  • The Umbrellas by Zongolopoulos
  • White Tower of Thessaloniki
  • Heptapyrgion of Thessalonica
  • More

On day 2 of your luxury road trip holiday in Greece you will have the opportunity to experience two destinations in one day, the city of Thessaloniki and the city of Trikala. You’ll stay in Trikala for 1 night.

Your day starts in Thessaloniki. Give yourself time to see some of the city’s very best attractions before it's time to hit the road.

Make the amazing Kapani your first stop of the day. The average rating of 4.4 out of 5 stars by 11,510 visitors gives you an idea of what to expect from this market and attraction before you head there.

Next up, make a stop at the incredible Agias Sofias Square. With an average rating of 4.6 out of 5 stars by 10,128 visitors, it's easy to understand why so many people visit this square and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding The Umbrellas Sculpture by Zogolopoulos. This top-tier point of interest has an average rating of 4.7 out of 5 stars by 13,531 visitors.

When you’re finished at the fortified tower, the perfect next stop is the popular White Tower of Thessaloniki. This spectacular fortified tower and attraction is rated an average of 4.7 out of 5 stars in 50,663 reviews. White Tower of Thessaloniki attracts about 290,192 visitors annually.

If you’re keen to explore even more, then consider a visit to the fantastic Heptapyrgion of Thessaloniki. This best-rated sightseeing destination is a remarkable attraction with an average rating of 4.6 out of 5 stars from 5,550 visitors.

Make the most of your day in Thessaloniki by joining exclusive tours and activities that take your luxury holiday in Greece to the next level. This is only one of many experiences you can include in your luxury travel package in Greece. So make sure to check out the other options too, to find the best way to spend your time in Thessaloniki today.

By the end of the day, you will drive to the city of Trikala, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Ouzo Vasilis, one of the best restaurants in Trikala. This restaurant has an average rating of 4.7 out of 5 stars by 972 customers.

If you feel like having something else, locals also recommend To Chani as one of their top choices in the city. To Chani is rated an average of 4.6 out of 5 stars by 2,894 customers.

Another restaurant you could try in Trikala is Palia Istoria. This lovely restaurant has a fantastic menu and has been rated an average of 4.5 out of 5 stars by 1,654 customers.

If you’re not yet ready to head back to your hotel, we recommend you check out the nightlife of the city.

Krypti Mpar is one of the best bars you can visit in Trikala tonight. This bar is rated an average of 4.7 out of 5 stars by 620 customers.

You can also enjoy a glass or two at a popular place like Bonjour Cafe Trikala. This bar has an average rating of 4.3 out of 5 stars from 1,081 customers.

Alternatively, try Ivy. Ivy is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.6 out of 5 stars by 766 customers.

Raise a glass in celebration of your fantastic luxury holiday in Greece! Head back to your hotel for some much-needed rest in preparation for tomorrow’s adventures.

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Experiences

Day 3 – Kastraki and Larissa

Day 3

Day 3 – Kastraki and Larissa

  • Trikala
  • Thessaly and Central Greece
  • Meteora
  • More

Drive 119 km, 2 hours 58 min

  • Meteora
  • The Great Meteoron Holy Monastery of the Transfiguration of the Saviour
  • Monastery of Varlaam
  • Matsopoulos Park
  • More

On day 3 of your luxury holiday in Greece, wonderful attractions await. Today you have the opportunity to discover two places in one day, the city of Trikala and the city of Kastraki. You’ll stay in Larissa for 1 night.

Begin your adventures of the day with a visit to the outstanding Matsopoulos Park. This attraction is a park and has an average rating of 4.7 out of 5 stars by 8,871 visitors.

Joining a top-rated tour in Trikala is another excellent way to spend your luxury holiday in Greece. The best tours in this destination will take you on a discovery of some of Greece’s most well-known attractions and best-kept secrets.

It’s now time to hit the road again and travel to your next destination, the city of Kastraki.

Make your way to the incredible Meteora in Kastraki for some sightseeing. This popular attraction is a monastery and has been rated an average of 4.9 out of 5 stars by 35,413 visitors.

Another unforgettable travel destination you’ll want to pay a visit in Kastraki is the outstanding The Great Meteoron Holy Monastery of the Transfiguration of the Saviour. Rated 4.8 out of 5 stars by 8,462 visitors, this remarkable place of worship and attraction definitely deserves a spot on travelers' bucket lists in Greece.

For the night, you’ll have the choice of the best luxury hotels and places to stay in the city of Larissa.

After a long day of experiencing some of the most fantastic attractions and sights in Greece, we recommend you try Las Ramblas Coffeebar, one of the best restaurants in Larissa. This restaurant has an average rating of 4.5 out of 5 stars by 2,338 customers.

If you’re keen on trying something else, locals also recommend Mpakalógatos as one of the top restaurants in the city. Mpakalógatos is rated an average of 4.4 out of 5 stars by 1,836 customers.

Another of the most recommended restaurants in Larissa is Akamatra - Akamatra. This restaurant has been rated an average of 4.6 out of 5 stars by 1,383 customers.

After dinner, you can enjoy some downtime at your hotel or head out to a bar for a couple of drinks.

If you’re not yet ready to call it a day, pop into the top-rated Nonna Rossa. This bar is considered one of the best in Larissa and is rated an average of 4.5 out of 5 stars by 2,797 customers.

You can also enjoy drinks at a popular bar like Gossip Downtown. This bar has an average rating of 4.6 out of 5 stars by 1,557 customers.

Alternatively, go to Klímax. This is one of the most frequently recommended bars by locals in Larissa and is rated an average of 4.3 out of 5 stars in 1,734 reviews.

Go over your photos from the day, raise a toast, and rest your tired legs. A new adventurous day of your luxury road trip in Greece awaits!

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Experiences

Day 4 – Katerini, Vergina, Veria, and Thessaloniki

Day 4

Day 4 – Katerini, Vergina, Veria, and Thessaloniki

  • Katerini
  • Veroia
  • Thessaloniki
  • More

Drive 259 km, 4 hours 15 min

  • Katerini Municipal Park
  • Museum of the Royal Tombs at Aigai (Aegae)
  • Holy Monastery of the Virgin Mary Soumela
  • Lazaristes Monastery
  • More

Get ready for day 4 of your luxury vacation in Greece. On this day of your exciting road trip holiday, you will have the most wonderful time discovering Katerini and Vergina. You’ll stay in Thessaloniki for 1 night. Enjoy a flexible travel itinerary and choose how much time you want to spend at each destination.

Start your day with one of travelers’ favorite attractions in Katerini, the incredible Katerini Municipal Park. This popular attraction is a park that has been rated an average of 4.6 out of 5 stars by 6,501 visitors.

To experience the local culture, see the best attractions, and meet new people at the same time, add a tour or activity to your luxury holiday package in Greece. As a luxury traveler, you will choose among only the best experiences available to you on this day of your exclusive road trip vacation in Katerini.

It’s now time to get back on the road and continue to the next destination of your day, the city of Vergina.

Make your way to the incredible Museum of the Royal Tombs at Aigai (Aegae) for some unforgettable sightseeing in Vergina. This popular attraction is a museum and has an average rating of 4.8 out of 5 stars by 8,329 visitors.

Today you’ll check in at one of the most exclusive hotels in the city of Thessaloniki. Luxury hotels in Thessaloniki offer fantastic facilities and wonderful rooms. In combination with staff that is generous with both their time and recommendations, you’re guaranteed a pleasant

Stay in Thessaloniki.

After a long day of traveling and sightseeing, we recommend you try one of the best restaurants in Thessaloniki, Giok Balik. This restaurant offers a fantastic menu and impeccable service, deserving of its average rating of 4.4 out of 5 stars from 4,336 reviews.

Locals also recommend Loupino Restaurant as one of the best restaurants to have dinner at in Thessaloniki. The Loupino Restaurant is rated an average of 4.4 out of 5 stars by 3,657 customers, including locals as well as travelers.

For a slightly different culinary experience, book a table at Sebriko. This popular restaurant has an average rating of 4.6 out of 5 stars by 2,978 customers.

Depending on your plans for tomorrow, you might want to head back to your hotel for some relaxation. If not, this is your chance to take the temperature of Thessaloniki's nightlife.

If you’re not quite ready for bed yet, head off to a popular bar like Dentro sto Bar. This bar is rated an average of 4.5 out of 5 stars from 4,446 customers.

Another place you could go for some drinks is the top-rated Wall by Wall. Often recommended by locals, this bar is an excellent place to check out tonight. Wall by Wall has an average rating of 4.5 out of 5 stars by 4,128 customers.

Alternatively, go to SKYLINE - OTE Tower. Rated an average of 4.6 out of 5 stars in 3,534 reviews, it’s one worth checking out if you’re in the party mood.

Celebrate another great day of your luxury holiday in Greece with a toast! Enjoy a good night’s sleep at your lovely hotel and get ready for another fun day to come.

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Experiences

Day 5 – Thessaloniki - departure day

Day 5

Day 5 – Thessaloniki - departure day

  • Thessaloniki - Departure day
  • More
  • Arch of Galerius and Rotunda
  • 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 Thessaloniki before saying goodbye.

Catch a later flight to enjoy some extra time for exploring. If you have a late departure, we recommend doing some last-minute shopping or sightseeing.

Make the most of what’s left of your luxury vacation in Greece by heading out to the stunning Arch of Galerius and Rotunda. This extraordinary tetrapylon and attraction is rated an average of 4.6 out of 5 stars in 11,979 reviews, and is an excellent choice for your last sightseeing in Thessaloniki.

Don’t end your vacation hungry. For one last meal in the city of Thessaloniki, check out the menu at Charoupi. This popular restaurant is rated an average of 4.6 out of 5 stars by 2,912 customers.

Alternatively, another recommendation is The Rouga. This restaurant is a popular choice among travelers as well as locals and has an average rating of 4.6 out of 5 stars by 2,900 customers.

If you prefer something slightly different, try The Greek. This restaurant will not let you walk out hungry. With an average rating of 4.5 out of 5 stars by 3,117 customers, it is truly one of the best in the city.

You will then say farewell to Thessaloniki 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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Experiences

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