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Greece with Emma Jasper @thedilemmasofemma
Dates
Jun 11–17, 2025
Group Size
10–24 Travelers
Duration
7 days, 6 nights
Activity Level
Exploration
About This Trip
Meet Your Host
View Full ProfileEmma Jasper
Hi, I'm happy you're here! 👋 You may know me as @thedilemmasofemma online, talking about main character energy. ✨ After experiencing the healing and empowerment of travel firsthand, I'm thrilled to host a journey for us to explore self-love, growth, and connection. Join me to embrace our main character energy together!
Trip Activities
Heraklion Archeological Museum Visit
Palace of Knossos Site Visit
Rethymno Jeep Safari
Preveli Beach Visit and Swim
Argyroupolis Waterfalls Visit
Chania Guided Walking Tour
Optional Activities*
Monastery Visit & Wine Tour
Tropical Balos and Gramvousa Islet Cruise
*Add-ons available at checkout for an additional fee.
Included in Your Trip
Double occupancy in 4-star hotels (limited single rooms available)
Local guide throughout trip
All city transfers
Not Included
Flights (except as noted)
Food & Alcohol (except as noted)
Visas & Travel Insurance
Airport Transfers
Tips & Gratuity
What's included by Your Host
Morning Gratitude Journaling
Letter to Your Younger Self
Sunrise Beach Meditation and Affirmations
Main Character Energy
Empowering Our Future Selves
Reflective Journaling
Itinerary
*All durations are approximate
Info
dinner
You will have a short walk from the hotel to a local taverna. For dinner you will try Greek cuisine. Dinner is included at a local taverna with a set menu consisting of: Family style shared starters, choice of 1 main dish, dessert and 1 glass of wine or 1 beer or 1 soft drink. Water and bread are also included. Final menu and restaurant to be determined.
Astoria Capsis (or similar)
Overnight in Heraklion
Info
breakfast
Greek Continental buffet breakfast at the hotel is included. A typical Greek Continental breakfast usually includes: Coffee, tea, bread, jams, honey, yogurt, milk, croissant, cake, cereals, seasonal fruits, eggs, cold cuts, bacon & sausages (above items can vary).
Heraklion Archeological Museum Visit
After breakfast you will walk no more than 3 minutes, depending on the pace of the group, to the Heraklion Archaeological Museum. Admission into the museum is included. The Heraklion Archaeological Museum is one of the oldest and most remarkable museums in Greece. It prides itself for its unique Minoan collection, which includes the masterpieces of Minoan art. You will have 1 hour 30 minutes to explore the museum at your own pace.
Palace of Knossos Site Visit
After the museum you will be transferred 15 minutes for your archeological tour. Perhaps one of the most famous stories from Crete, visit the site and see where Knossos stood 3,000 years ago. Admission into the site is included. The vast labyrinth stretched beneath your feet, hiding the terrible Minotaur and all who challenged the king. This tour includes walking on uneven ground and walking on unpaved ground for roughly half a mile. After time with your guide you will be able to explore on your own.
Transfer to Rethymno
Take a private transfer to Rethymno. Stops for bathroom/snacks will be made along the way as needed.
Morning Gratitude Journaling
We'll gather to kick off our trip with a morning journaling session. We'll start with a brief guided meditation, then journal about what we're grateful for and our intentions for the trip. The session ends with a voluntary sharing of intentions. Duration: 60 minutes Activity: Gather for sunrise, focusing on gratitude + setting trip intentions Materials: Journals, pens
Achillion Palace (or similar)
Overnight in Rethymno
Info
breakfast
Greek Continental buffet breakfast at the hotel is included. A typical Greek Continental breakfast usually includes: Coffee, tea, bread, jams, honey, yogurt, milk, croissant, cake, cereals, seasonal fruits, eggs, cold cuts, bacon & sausages (above items can vary).
Rethymno Jeep Safari
After breakfast you will meet your private drivers and jeeps at the hotel for a half day of exploring Crete. There will be 4-6 people per vehicle. Rumble along remote roads in the gorgeous Rethymno region, passing landmarks like Prasses Gorge and Potamon Dam and stopping to swim in the Mediterranean Sea. The route is approximately 60 miles.
lunch
Light lunch is included at a local taverna. You will be served a traditional Cretan meal family style (shared local dishes) with 2 glasses of local wine.
Preveli Beach Visit and Swim
A picturesque palm beach, stop for a visit and bring your bathing suit for a swim! You will have 1 hour to relax and explore before heading back for the remainder of the day. Please do not forget to pack a towel, sunscreen, hat, sunglasses and water.
Letter to Your Younger Self
After a short introduction about self-compassion, we will write letters to our younger selves using our younger self photos as inspiration. The focus is on validation, encouragement, and healing—optional sharing in small groups. Duration: 90 minutes Activity: Write a compassionate letter to your younger self Materials: Journals, pens, photos of younger selves
Achillion Palace (or similar)
Overnight in Rethymno
Info
breakfast
Greek Continental buffet breakfast at the hotel is included. A typical Greek Continental breakfast usually includes: Coffee, tea, bread, jams, honey, yogurt, milk, croissant, cake, cereals, seasonal fruits, eggs, cold cuts, bacon & sausages (above items can vary).
Argyroupolis Waterfalls Visit
In the early afternoon you will check out from your hotel and be transferred 30 minutes to the beautiful Argyroupolis Waterfalls. Before a delicious meal at one of the local restaurants, you will have time on your own to walk around, marvel at the springs and take photos.
lunch
Included lunch at a local taverna by the Argyroupolis Waterfalls. You will try local Cretan cuisine. Lunch at a local taverna with a set menu consisting of: Family style shared starters, choice of 1 main dish, dessert & 1 glass of wine or 1 beer or 1 soft drink - water & bread are also included. Final menu & restaurant to be determined.
Transfer to Chania
After lunch take a private transfer to Chania. Stops for the bathroom/snacks will be made along the way as needed.
Sunrise Beach Meditation and Affirmations
The group will gather for a sunrise beach meditation focused on self-empowerment. Following the meditation, we'll write personal affirmations in our journals. The session ends with participants optionally sharing their affirmations with the group. Duration: 60 minutes Activity: Guided meditation followed by writing and sharing personal affirmations Materials: Journals, pens
Akali hotel (or similar)
Overnight in Chania
Info
breakfast
Greek Continental buffet breakfast at the hotel is included. A typical Greek Continental breakfast usually includes: Coffee, tea, bread, jams, honey, yogurt, milk, croissant, cake, cereals, seasonal fruits, eggs, cold cuts, bacon & sausages (above items can vary).
Chania Guided Walking Tour
Meeting in the hotel lobby you will begin exploring the town of Chania and tasting local delicacies. On your private walking tour, your guide will show you the highlights of the city and explain the various influences that have impacted the architecture and the city itself. After walking through Chania and tasting various local delicacies you will have a much better understanding of the local life and the Cretan cuisine. The number of tastings will be confirmed in your final itinerary. You will be walking on pedestrian streets and paved roads for approximately 1.4 miles. Please wear comfortable walking shoes and pack a hat, sunglasses and sunscreen as needed.
Monastery Visit & Wine Tour (optional)
From town you will be privately transferred to The Patriarchal Monastery of the Holy Trinity Tzagarolon, one of the most important monasteries of the Venetian era in Crete with a rich offering of history and education on the island. In recent years the Monastery has developed the systematic cultivation of organic vines and produces excellent wine, tsikoudia (raki), olive oil, honey, vinegar and olive oil soap. You will have the opportunity to taste 5 wines, accompanied by traditional Cretan snacks. *Please note that when visiting the Monastery, you will need to wear clothing that covers your knees and shoulders.
Main Character Energy
We're going to dive deep into the concept of Main Character Energy - what it is, how we can incorporate it into our own lives, and how we can embrace the energy beyond the trip. We'll focus on personal growth and challenges overcome. Duration: 90 minutes Activity: Participants craft and share their personal hero's journey narratives Materials: Journals, pens
Akali hotel (or similar)
Overnight in Chania
Info
breakfast
Greek Continental buffet breakfast at the hotel is included. A typical Greek Continental breakfast usually includes: Coffee, tea, bread, jams, honey, yogurt, milk, croissant, cake, cereals, seasonal fruits, eggs, cold cuts, bacon & sausages (above items can vary).
dinner
Farewell dinner included at a local taverna with a set menu consisting of: Family style shared starters, choice of 1 main dish, dessert and 1 glass of wine or 1 beer or 1 soft drink. Water and bread are also included. Final menu and restaurant to be determined. Roundtrip transfers are included.
Tropical Balos and Gramvousa Islet Cruise (optional)
This morning you will be privately transferred to the dock for a boat tour. This shared cruise takes you to Gramvousa, where you will have the chance to observe geological phenomena, sea caves and beautiful waters. Upon arrival at Gramvousa Island, you will have time to walk up to the Venetian castle or spend your time swimming and sunbathing. Your next stop is Balos, one of the most beautiful places on earth! Here you will have the privilege of swimming in the shallow and warm lagoon waters. For today, please be sure to pack comfortable walking shoes, a hat, bathing suit, towel, sunscreen, water & snacks. You can also bring a change of clothes if you'd like. After returning to the dock you will be transferred back to the hotel where you will have time to relax on your own before the farewell dinner.
Empowering Our Future Selves
We will write letters to our future selves, focusing on our growth during the trip and our commitments to ourselves moving forward. We'll finish with an empowerment circle where each person shares one key insight or commitment from their letter with the group.
Akali hotel (or similar)
Overnight in Chania
Info
breakfast
Greek Continental buffet breakfast at the hotel is included. A typical Greek Continental breakfast usually includes: Coffee, tea, bread, jams, honey, yogurt, milk, croissant, cake, cereals, seasonal fruits, eggs, cold cuts, bacon & sausages (above items can vary).
Reflective Journaling
We'll gather to end our trip with a morning journaling session. We'll start with a brief guided meditation, then journal about what we're grateful for from the experience. The session ends with a voluntary sharing of gratitude. Duration: 60 minutes Activity: Gather for a morning journaling session Materials: Journals, pens
Physical Activity Level:Exploration
These trips require some movement, but slow and steady is the name of the game. Maybe a mid-length walking tour or at-your-pace sightseeing. No rush.
Cancellation Policy
We get it—life happens. Here's how cancellations work depending on where you're at in the process:
Spot Pending
Spot Confirmed With 91 or More Days Before Your Trip
Spot Confirmed With 90 or Fewer Days Before Your Trip
HIGHLY RECOMMENDED: Protect Your Adventure-Invest in Peace of Mind
After booking, you'll receive a personalized recommendation for coverage tailored to your trip. For full details on our cancellation policy, please refer to our Terms & Conditions.
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After booking, you'll receive a personalized recommendation for coverage tailored to your trip. For full details on our cancellation policy, please refer to our Terms & Conditions.
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Yes! While we pack in incredible experiences, most itineraries include built-in free time so you can relax, wander, or check out personal must-sees.
What do the activity levels mean?
Every trip has a physical Activity Level from 1 to 5 so you can find the right fit for your travel style:
- Level 1 – Relax + Unwind: Minimal movement (spa days, beach lounging, local markets)
- Level 2 – Low-Key Movement: Light, easy-paced activity (snorkeling, boat tours, gentle hikes)
- Level 3 – Moderate Activity: Ready to move (multi-day hikes, skiing, camping)
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Accommodations
What does "or similar" mean next to the accommodations?
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Why would the accommodations change from time of booking?
Flexibility allows Operators to choose the best-fit accommodations closer to your trip—based on availability, logistics, and what works best for the group (like the number of Travelers and room configurations). This ensures a smooth experience without sacrificing comfort or quality.
Finalized hotel info is typically shared about 30 days before departure in your Traveler Portal, along with your final itinerary.
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