Top Greece Luxury Hiking Trips & Packages 2025/2026

Our 45 most popular Greece Luxury Hiking Trips & Packages trips. Compare tour itineraries from 14 tour companies. 356 reviews.

45 Trips match your criteria (1 - 22 shown)

Family Greek Coast Caique Cruise
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5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star
Physical level
Easy

Visits

Athens, Porto

Highlights

  • Cruise with our old friend Thanos and members of his family
  • Search out the quiet coves and harbours of traditional Evia
  • Swim, snorkel or venture ashore to explore forts and ancient ruins

Themes

Cultural, Hiking & Walking

What travelers are saying

"Great trip covering highlights of Kerala. Fabulous tour leader and support team. The rides started easy and flat, and became progressively harder with increasingly longer hills as we headed into the mountains. The slow pace suited my ability. The spinning classes I did as preparation definitely paid off. The heat and humidity were challenging! Road conditions were better than expected. The bikes could have been in better condition- the mechanic was great in sorting out issues on the way. Most of the participants missed their various connecting flights arranged by Explore, including us! Arriving at 5am and having to be prepared to cycle at 8.30am wasn’t fun! Explore really need to consider this as I think it’s a regular occurrence!"

Trip dates & details
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Peloponnese Explorer
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4/5 Great
100+ reviews
Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star
Physical level
Strenuous

Visits

Acropolis, Athens, Delphi, Monemvasia, Mycenae, Nafplio, Olympia, Sparta, Temple of Apollo

Highlights

  • Discover Athens old town and have the chance to visit the Acropolis
  • See the ancient ruins of Olympia, the birthplace of the Olympic Games
  • Explore wild landscapes and fantastic sea views on the Mani Peninsula

Themes

Cultural, Hiking & Walking

What travelers are saying

"Great trip covering highlights of Kerala. Fabulous tour leader and support team. The rides started easy and flat, and became progressively harder with increasingly longer hills as we headed into the mountains. The slow pace suited my ability. The spinning classes I did as preparation definitely paid off. The heat and humidity were challenging! Road conditions were better than expected. The bikes could have been in better condition- the mechanic was great in sorting out issues on the way. Most of the participants missed their various connecting flights arranged by Explore, including us! Arriving at 5am and having to be prepared to cycle at 8.30am wasn’t fun! Explore really need to consider this as I think it’s a regular occurrence!"

Trip dates & details
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Greek Island Wanderer
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4.6/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule

Visits

Acropolis, Akrotiri, Athens, Delos, Moni , Mykonos, Paro, Santorini

Highlights

  • Island hopping between the Cyclades Islands of Syros, Paros, Santorini and Naxos
  • Visit gleaming waterfront harbours, rocky coves and sandy beaches
  • Explore the historic capital city of Athens with the chance to visit the Acropolis

Themes

Cultural, Hiking & Walking

What travelers are saying

"Great trip covering highlights of Kerala. Fabulous tour leader and support team. The rides started easy and flat, and became progressively harder with increasingly longer hills as we headed into the mountains. The slow pace suited my ability. The spinning classes I did as preparation definitely paid off. The heat and humidity were challenging! Road conditions were better than expected. The bikes could have been in better condition- the mechanic was great in sorting out issues on the way. Most of the participants missed their various connecting flights arranged by Explore, including us! Arriving at 5am and having to be prepared to cycle at 8.30am wasn’t fun! Explore really need to consider this as I think it’s a regular occurrence!"

Trip dates & details
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Greek Island Cruise
Save this trip to your favorites or other list
4.9/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Full schedule

Visits

Athens, Porto

Highlights

  • Cruise aboard our exclusively chartered traditional Greek caique
  • Sample traditional Greek food and dine at authentic waterside taverns
  • Swim and snorkel in the warm, azure waters of the Aegean

Themes

Cultural, 50 Plus, Hiking & Walking

What travelers are saying

"Great trip covering highlights of Kerala. Fabulous tour leader and support team. The rides started easy and flat, and became progressively harder with increasingly longer hills as we headed into the mountains. The slow pace suited my ability. The spinning classes I did as preparation definitely paid off. The heat and humidity were challenging! Road conditions were better than expected. The bikes could have been in better condition- the mechanic was great in sorting out issues on the way. Most of the participants missed their various connecting flights arranged by Explore, including us! Arriving at 5am and having to be prepared to cycle at 8.30am wasn’t fun! Explore really need to consider this as I think it’s a regular occurrence!"

Trip dates & details
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Best of Greece
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4.3/5 Great
100+ reviews
Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star
Physical level
Strenuous

Visits

Acropolis, Athens, Delphi, Mycenae, Nafplio, Olympia, Parthenon, Santorini, Skoura, Temple of Apollo

Highlights

  • Visit the highlights of ancient Greece and Ferry-hop the Cyclades Islands
  • Delve into history and culture with a visit to Ancient Athens and explore the Acropolis
  • Enjoy vibrant Greek Islands and stunning sunsets

Themes

Cultural, Hiking & Walking

What travelers are saying

"Great trip covering highlights of Kerala. Fabulous tour leader and support team. The rides started easy and flat, and became progressively harder with increasingly longer hills as we headed into the mountains. The slow pace suited my ability. The spinning classes I did as preparation definitely paid off. The heat and humidity were challenging! Road conditions were better than expected. The bikes could have been in better condition- the mechanic was great in sorting out issues on the way. Most of the participants missed their various connecting flights arranged by Explore, including us! Arriving at 5am and having to be prepared to cycle at 8.30am wasn’t fun! Explore really need to consider this as I think it’s a regular occurrence!"

Trip dates & details
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Highlights of the Greek Islands
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3.8/5 Great
100+ reviews
Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star
Physical level
Moderate

Visits

Acropolis, Athens, Santorini

Highlights

  • A weeklong highlights trip of the Greek islands
  • Ferry-hop the Cyclades Islands from Athens to Santorini
  • Enjoy vibrant Greek Islands and stunning sunsets

Themes

Cultural, Hiking & Walking

What travelers are saying

"Great trip covering highlights of Kerala. Fabulous tour leader and support team. The rides started easy and flat, and became progressively harder with increasingly longer hills as we headed into the mountains. The slow pace suited my ability. The spinning classes I did as preparation definitely paid off. The heat and humidity were challenging! Road conditions were better than expected. The bikes could have been in better condition- the mechanic was great in sorting out issues on the way. Most of the participants missed their various connecting flights arranged by Explore, including us! Arriving at 5am and having to be prepared to cycle at 8.30am wasn’t fun! Explore really need to consider this as I think it’s a regular occurrence!"

Trip dates & details
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Ancient Sicily
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4.9/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star
Physical level
Moderate

Visits

Acropolis, Agrigento, Athens, Bar, Catania, Cefalu, Crete, Mount Etna, Sicily, Syracuse, Taormina

Highlights

  • A leisurely two-week trip to explore Sicily in depth
  • Sicily's history is brought to life by a specialist lecturer Antonio Marretta
  • Visit Sicily's most famous Classical remains in the Valley of the Temples

Themes

Cultural, Hiking & Walking

What travelers are saying

"Great trip covering highlights of Kerala. Fabulous tour leader and support team. The rides started easy and flat, and became progressively harder with increasingly longer hills as we headed into the mountains. The slow pace suited my ability. The spinning classes I did as preparation definitely paid off. The heat and humidity were challenging! Road conditions were better than expected. The bikes could have been in better condition- the mechanic was great in sorting out issues on the way. Most of the participants missed their various connecting flights arranged by Explore, including us! Arriving at 5am and having to be prepared to cycle at 8.30am wasn’t fun! Explore really need to consider this as I think it’s a regular occurrence!"

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

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Highlights of Greece
Save this trip to your favorites or other list
4.7/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star
Physical level
Strenuous

Visits

Acropolis, Athens, Delphi, Mycenae, Nafplio, Olympia, Parthenon, Skoura, Temple of Apollo

Highlights

  • Weeklong journey through the highlights of ancient Greece
  • Delve into history and culture with a visit to Ancient Athens and explore the Acropolis
  • Explore ancient arena ruins and the birthplace of the Olympics

Themes

Cultural, Hiking & Walking

What travelers are saying

"Great trip covering highlights of Kerala. Fabulous tour leader and support team. The rides started easy and flat, and became progressively harder with increasingly longer hills as we headed into the mountains. The slow pace suited my ability. The spinning classes I did as preparation definitely paid off. The heat and humidity were challenging! Road conditions were better than expected. The bikes could have been in better condition- the mechanic was great in sorting out issues on the way. Most of the participants missed their various connecting flights arranged by Explore, including us! Arriving at 5am and having to be prepared to cycle at 8.30am wasn’t fun! Explore really need to consider this as I think it’s a regular occurrence!"

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

More

Greece Luxury Hiking Trips & Packages Reviews

T

Trusted Customer

Aug 2024

Written on

Family Greek Coast Caique Cruise

Relaxed pace of life, delicious food and beautiful scenery. Pl...

V

Victoria

Aug 2024

Written on

Family Greek Coast Caique Cruise

This was an extraordinary holiday taken to the next level by a fantastic Explore leader

B

Bettina

Aug 2024

Written on

Family Greek Coast Caique Cruise

We had an amazing and authentic time - the trip was exactly as described. Thanos our leader was amazing. His knowledge of Greece and its history blew us away and no...

R

Rob

Aug 2023

Written on

Family Greek Coast Caique Cruise

This was the perfect family holiday, the crew were unbelievable, n...

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