Summary
Overview
Work History
Education
Skills
Professional Trainings & Workshops
Additional Information
Languages
Timeline
Generic
DIONYSIOS CHAIKALIS

DIONYSIOS CHAIKALIS

Athens,Greece

Summary

Freelance Tour Leader and Mountain Leader, specializing in hiking and biking tours. Passionate about providing authentic, safe, and unforgettable experiences across Greece and beyond. Dedicated to offering high-quality guiding services tailored to individual and group needs.

Overview

8
8
years of professional experience

Work History

Tour Guide

DuVine
04.2025 - Current
  • Guided premium bike tours, blending luxury hospitality with active exploration of landscapes and cultures.
  • Ensured seamless daily operations, including coordinating van support and maintaining high-end bike equipment.
  • Delivered personalized guest service, adapting itineraries and activities to group interests and fitness levels.
  • Shared in-depth knowledge of Greek cuisine, wine, and history to create rich, memorable guest experiences.

Tour Guide

Boat Bike Tours
04.2024 - Current
  • Led multi-day tours combining boat and bike experiences across Greek islands and mainland.
  • Managed daily logistics, collaborating with boat crews and local partners to ensure smooth guest experiences.
  • Provided mechanical support and bike repairs during rides, ensuring guest safety and satisfaction.
  • Delivered cultural insights and local storytelling to enrich guest connection with each region.

Mountain Leader

TrailPath & Self-Organised
09.2023 - Current
  • Guided groups on various hiking trails, focusing on safety, education, and client engagement.
  • Organized and executed custom outdoor adventures tailored to clients' skill levels and interests.
  • Ensured adherence to safety protocols while promoting environmental conservation practices.
  • Delivered informative and engaging narratives about local history, flora, and fauna.

Tour Guide & Product Manager |

Inselhuepfen & Cycle Expeditions Greece
04.2022 - 03.2024
  • Designed and led multi-day biking and hiking tours across Greece, ensuring a memorable experience for international visitors.
  • Managed logistics, including route planning, equipment coordination, and group dynamics.
  • Trained and supervised new guides to maintain high service standards.
  • Developed new tour products, incorporating customer feedback and market trends to drive business growth.

Sales Director and Customer Service

Pavlidis Iordanis O.E.
02.2019 - 03.2021
  • Directed sales strategies and managed a team to achieve revenue targets.
  • Built and maintained strong customer relationships, resolving complaints and ensuring satisfaction.
  • Analyzed market trends to identify growth opportunities and adjusted business plans accordingly.

Sales Representative

We Marketing
02.2017 - 03.2018
  • Promoted and sold products through direct marketing campaigns, consistently meeting sales targets.
  • Developed persuasive pitches and maintained a customer-focused approach.
  • Collaborated with the team to plan and execute marketing strategies.

Sales Representative

Factory Outlet
04.2017 - 01.2018
  • Assisted customers in selecting products, offering tailored recommendations to enhance their shopping experience.
  • Managed inventory and maintained visual merchandising standards.
  • Contributed to achieving monthly sales goals by employing effective upselling techniques.

Education

Professional Certification - International Mountain Leading (IML)

UIMLA
03-2026

Certificate - Professional Skills Development For Tour Guides

National And Kapodistrian University of Athens
09-2025

Certificate - Children's Rights

National And Kapodistrian University of Athens
07-2025

Training Certification - Mountaineering

Hellenic Mountain Guides Association
11-2024

Certificate - Emergency First Aid & BLS – CPR/AED

Red Cross
03-2024

Certified By ANENA - Avalanche Search & Rescue Level 1

Hellenic Rescue Team
01-2024

Post-Secondary - Mountain Leading

Ekpaideutiki Enosi
09-2023

Bachelor of Science - Business Administration And Management

University of West Attica
Athens
03-2023

Certificate of Attendance - Strategic Partnership In The Youth Field

Erasmus+
09-2022

Certifiacte of Participation - Explore Around Myanmar

AIESEC
09-2019

High School Diploma -

Arsakeio Tositseio Ekalis Lyceum
08-2014

International Diploma - IT Skills

Cambridge University
09-2011

Skills

  • Dependable team player
  • Composed in high-pressure situations
  • Effective communicator
  • Versatile in fast-paced settings
  • Local history

Professional Trainings & Workshops

Islandhopping, DuVine, Cycle Expeditions (2022–2025)

  • Advanced bike mechanics, on-tour troubleshooting, guest safety & group management
  • Conflict management, team leadership, communication & storytelling techniques
  • Use of guiding apps (RWGPS, guest reports), logistics planning & operations
  • Archaeological site interpretation, mini-presentations & cultural briefings
  • Regular First Aid certification & emergency response workshops
  • Role-playing in real-case scenarios, slideshow creation, public speaking and mentoring

Additional Information

I enjoy spending my free time in nature, engaging in physical activities such as calisthenics, biking, running, hiking, mountain climbing, and football.
I strongly believe in the importance of volunteering and have participated in activities including tree planting initiatives, blood donations, summer fire patrols, and streetwork outreach through Emfasis Foundation and other organizations.

Languages

English
Bilingual or Proficient (C2)
Greek
Bilingual or Proficient (C2)

Timeline

Tour Guide

DuVine
04.2025 - Current

Tour Guide

Boat Bike Tours
04.2024 - Current

Mountain Leader

TrailPath & Self-Organised
09.2023 - Current

Tour Guide & Product Manager |

Inselhuepfen & Cycle Expeditions Greece
04.2022 - 03.2024

Sales Director and Customer Service

Pavlidis Iordanis O.E.
02.2019 - 03.2021

Sales Representative

Factory Outlet
04.2017 - 01.2018

Sales Representative

We Marketing
02.2017 - 03.2018

Professional Certification - International Mountain Leading (IML)

UIMLA

Certificate - Professional Skills Development For Tour Guides

National And Kapodistrian University of Athens

Certificate - Children's Rights

National And Kapodistrian University of Athens

Training Certification - Mountaineering

Hellenic Mountain Guides Association

Certificate - Emergency First Aid & BLS – CPR/AED

Red Cross

Certified By ANENA - Avalanche Search & Rescue Level 1

Hellenic Rescue Team

Post-Secondary - Mountain Leading

Ekpaideutiki Enosi

Bachelor of Science - Business Administration And Management

University of West Attica

Certificate of Attendance - Strategic Partnership In The Youth Field

Erasmus+

Certifiacte of Participation - Explore Around Myanmar

AIESEC

High School Diploma -

Arsakeio Tositseio Ekalis Lyceum

International Diploma - IT Skills

Cambridge University
DIONYSIOS CHAIKALIS