Greece with Allison Wolf
A small group, women-only adventure through Athens, Delphi, Naxos, and Santorini
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Dates
June 7-14, 2026
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Group Size
8-14 Travelers
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Duration
7 days, 8 nights
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Cost
$3,395 ($400 deposit to reserve your spot)
The Dream Greece Trip...
This is the Greece itinerary I’ve always dreamed of - and now I finally get to bring it to life.
Designed in collaboration with Intrepid Travel and a team of local Greek experts, this custom route blends everything I loved most when I visited Greece this past spring: rich culture, ancient history and archaeological sites, incredible cuisine, island hopping, and plenty of time relaxing by the sea.
It’s Euro summer - but curated, intentional, and shared with a small group of like-minded female travelers who want to explore, connect, and experience Greece to the fullest.
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Trip Activities
- Welcome Mezze Dinner in Athens
- Guided Acropolis Archaeological Site Visit
- Acropolis Museum Ticket
- Guided Delphi Archaeological Site Visit
- Olive Oil Tasting & Local Lunch
- Photo Stop in Arachova Mountain Village
- Ferry to Naxos + Orientation Walk
- Free Day on Naxos
- Dinner at a Traditional Restaurant in Naxos
- Ferry to Santorini + Fira Orientation Walk
- Santorini Caldera Rim Hike to Oia
- Farewell Dinner with Sunset View in Santorini
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Optional Activities (Add Ons)
- Athens: Lycabettus Hill Sunset Walk - Free
- Athens: Rooftop Bar with Acropolis View - Purchase your own drinks
- Naxos: Cooking Class (min 6 people) - €125 per person
- Naxos: Boat Cruise Tour - €95 per person
- Naxos: Bus Tour to Villages - €35 per person
- Santorini: Catamaran Sunset Tour (max 16 people) - €140 per person
- Santorini: Wine Tasting - €40 per person
Itinerary
Day 1: Welcome to Athens
Kalimera and welcome to Greece! We will meet in the lobby of our hotel at 6pm for an orientation with our local guide before heading to a traditional mezze dinner at a local restaurant - think small plates, local wine or ouzo, and the perfect introduction to Greek cuisine.
If you arrive early today, I highly recommend checking out some additional spots in Athens: The Roman Forum of Athens, the National Gardens, and the Panathenaic Stadium (the original Olympic Stadium) are a few of my favorites.
Meals: Dinner
Included activities:
- Welcome meeting
- Mezze dinner at a local, traditional restaurant
Overnight: Evripides Hotel or similar
Day 2: Exploring Athens & The Acropolis
Today we dive into Athens’ rich history with a guided visit to the Acropolis - one of the most important archaeological sites in the world. Walk through the ancient Propylaea, stand before the Parthenon, and take in panoramic views over the city.
Afterwards, you’ll have entry to the Acropolis Museum, where you can explore at your own pace.
The rest of the afternoon is yours! Before the trip, I’ll send a curated list of my favorite cafés, neighborhoods, and things to do so you can make the most of your free time.
In the evening, I’ll lead an optional sunset walk up Lycabettus Hill - my favorite sunset viewpoint in Athens.
Meals: Breakfast
Included activities:
- Acropolis guided visit & entry
- Acropolis Museum ticket
- Optional sunset walk to Lycabettus Hill (led by me)
Overnight: Evripides Hotel or similar
Day 3: Day Trip to Delphi
This morning, we’ll head out of Athens for a full-day adventure to Delphi, one of the most important archaeological sites in Greece. Set on the slopes of Mt. Parnassus and overlooking a valley of olive trees, Delphi was considered the center of the world in ancient mythology.
We’ll explore the Sanctuary of Apollo, the Athenian Treasury, and the ruins where the legendary Oracle once delivered her prophecies. Afterwards, enjoy an olive oil tasting and a home-cooked lunch at a family-owned farm with stunning views over the valley.
On our way back to Athens, we’ll stop in Arachova - a small, alpine village known for its stone houses, mountain views, and local shops - where you’ll have time to walk around and take photos.
Tonight will be our final evening in Athens. If you feel like joining me, I'll show you one of my favorite rooftop bars with a view of the Acropolis!
Meals: Breakfast, Lunch
Included:
- Guided tour of the Delphi archaeological site
- Olive oil tasting
- Traditional lunch with scenic valley views
- Photo stop & free time in Arachova
- Optional evening rooftop bar visit in Athens with a view of the Acropolis (led by me)
Overnight: Evripides Hotel or similar
Day 4: Island Time Begins on Naxos
We’ll say goodbye to Athens and hop on a ferry to Naxos - the largest island in the Cyclades and one of Greece’s most underrated gems. Expect beautiful beaches, turquoise blue water, charming villages, and a laid-back island atmosphere that’s impossible not to fall in love with.
After checking in to our hotel, we’ll head out in the late afternoon for an orientation walk through Naxos Town (Chora) and visit the Portara, a massive marble doorway from an unfinished 6th-century BC temple dedicated to Apollo. It’s one of the island’s most iconic viewpoints - and the perfect first glimpse of Naxos at golden hour.
This evening, enjoy a delicious welcome dinner at a traditional taverna, where you’ll get an introduction to Naxos’ hyper-local cuisine (everything from cheeses to produce is grown right on the island).
Meals: Breakfast, Dinner
Included activities:
- Naxos Town orientation walk
- Visit to the Portara
- Dinner at a traditional restaurant
Overnight: Nastasia Hotel or similar
Day 5: Free Day on Naxos
Today is yours to enjoy Naxos however you choose! Spend the morning with a dip in the sea or relaxing on one of the island’s gorgeous beaches, go in search of colorful doorways and cute cats, or dive deeper into the local culture with one of the optional activities available: a Greek cooking class, a boat trip to the Small Cyclades, or a guided village bus tour.
Myself and the local guide will be on hand with recommendations tailored to whatever kind of day you’re in the mood for!
Meals: Breakfast
Optional Activities:
- Naxos Cooking Class - €125 per person (min. 6 participants) + transfer
- Naxos Boat Cruise to the Small Cyclades (Kato & Ano Koufonisi, Rina’s Cave; includes lunch) - from €95/person + transfer
- Naxos Village Bus Tour - from €35/person (4-7 hours)
Overnight: Nastasia Hotel or similar
Day 6: Ferry to Santorini (Island Time Continues)
This morning, we'll leave Naxos behind and take a ferry to the stunning island of Santorini. Famous for its whitewashed buildings, blue-domed churches, and dramatic cliffside views.
Once we arrive, we’ll settle into our hotel before heading out on an orientation walk through Fira, the island’s bustling center. Stroll the narrow streets, discover charming shops, and take in the panoramic views over the caldera. The afternoon is yours to explore at your own pace - perhaps grab a coffee with a view or sign up for one of the optional activities listed below.
Meals: Breakfast
Included Activities:
- Orientation walk of Fira
Optional Activities:
- Sunset Dinner Cruise: €95 per person (dinner + transfer provided)
- Catamaran Sunset Tour: €140 per person (includes dinner, max 16 people)
- Wine Tasting: €40 per person (transfer not included)
Overnight: Cyclades Hotel or similar
Day 7: Santorini Caldera Hike & Sunset Dinner
Today we'll have a full day to explore the breathtaking caldera of Santorini. We'll begin with a scenic hike along the caldera rim from Fira to Oia, passing small villages and cliffside views overlooking the Aegean Sea. This hike covers approximately 12 km (~7.5 miles) and typically takes 3-5 hours, depending on our pace.
*If you prefer, you can take the bus to Oia and meet the group there.
In the afternoon, you'll have free time to explore the island at your own pace. Consider visiting a local winery or relaxing at one of Santorini's volcanic beaches.
In the evening, we’ll meet for a farewell dinner with sunset views - the perfect way to end our time together in Greece.
Meals: Breakfast, Dinner
Included activities:
- Caldera Rim Hike to Oia (with optional bus alternative)
- Private transfer back to the hotel
- Farewell dinner with sunset view
Overnight: Cyclades Hotel or similar
Day 8: Goodbye, Greece
Our Greek adventure officially concludes today! After breakfast, you’re free to check out and continue your travels at your own pace. Santorini is a perfect launching point to explore more of the Cyclades islands, or you can make your way home. The island has its own international airport, or you can return to Athens if your flight departs from there.
Meals: Breakfast
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What's Included
- 7 nights in centrally located hotels (Double occupancy; limited single rooms available for an additional fee)
- Expert local guide throughout the entire trip
- All transportation during the tour to included activities, including:
- Athens Metro Pass (in case you want to use it)
- Private round-trip transport to Delphi
- Ferry from Athens → Naxos
- Ferry from Naxos → Santorini
- Private transfer back to the hotel after our hike in Santorini
- 7 breakfasts, 1 lunch, and 3 dinners, including:
- Welcome mezze dinner in Athens
- Olive oil tasting + lunch in Delphi
- Dinner at a traditional restaurant in Naxos
- Farewell dinner with sunset views in Santorini
- Included activities listed in the itinerary
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What's Not Included
- International flights
- Food and drinks not listed above
- Optional activities (cooking class, boat tours, wine tasting, etc.)
- Travel insurance (required)
- Visas, if applicable
- Airport transfers
- Tips & gratuities for guides and drivers
Ready to Join Us in Greece?
Secure your spot on the women-only group trip to Greece with a $400 deposit (limited-spots available).
Hi, I'm Allison!
I'm an American with 10+ years of solo travel experience across 42 countries and I'll be your host on this group trip. I've learned how to search out unique and authentic adventures around the world - something I'm passionate about sharing with others. If you want to meet new people and immerse yourself in another culture, I'd love to travel together!
I also recently led a women-only group trip to China. You can watch a video about that experience here.
Testimonials
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Diana
China with Allison was an amazing experience! During the trip she was so open and available for questions or if any issue arose - I knew I could count on her to help me! I felt very comfortable in her hands and would highly recommend a group trip with her!! I also really appreciated her willingness to take photos of us - she obviously has an eye for photography so she inspired really great photo shoots and was always down to take your picture or take a video to capture your memories. Her positive aura is so special - she is a genuine beautiful soul and I’m so happy to have gotten to know her.
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Kali
Amazing trip to China! Once in a life time experiences that I feel like I wouldn’t have gotten traveling on my own. Allison was also a great host! She did a great job of spending time and checking in with each person as well as getting to know those she didn’t know prior to the trip. She was also the easiest person to talk to and get along with, I felt like I had known her for years even though this was our first meeting. I would definitely go on another trip hosted by her and can’t wait to hear the deets on her next one!!
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Kalina
I had an excellent experience with Allison in China! Allison was organized, thoughtful, and genuinely great to travel with. She gave clear, practical guidance before we left such as visa timing, apps we needed, and packing tips. On the ground, she was a natural conversation starter and kept the dynamic easy and fun. Her past experience in Chengdu made our free days exciting with spot-on recommendations, and it was equally enjoyable exploring new cities together for the first time. I’d happily join another trip she leads and highly recommend to anyone considering a new adventure!
FAQ
Who is this trip for?
This trip is for women who want to experience Greece with a group of like-minded female travelers. Ideally, someone who loves having a well-rounded mix of experiences when they travel. In this case, exploring ancient ruins, learning about Greek culture and cuisine, hiking, and island hopping!
It's also perfect if you love to travel but don't like to deal with the stress of booking things, planning out your itinerary, or navigating a city on your own. With this trip, all of the logistics are taken care of and we'll have a local guide who speaks English and Greek.
Here's to a stress-free vacation, new travel friends, and a week full of incredible experiences!
What is the age range of travelers?
Ages range from 18 - 65+. On my China group trip our youngest traveler was 27 and our oldest traveler was 68.
Typically, the median age is around 30, but all ages 18 and over are welcome!
How physically active is the trip?
Moderate. We’ll be walking a lot in Athens and on day 7, we'll be doing the Santorini Caldera Hike from Fira to Oia, which is a 6-7 mile (10–11 km) trail with some hills and uneven stone sections. You can read more about the hike here on All Trails.
Do I need a visa?
If you're a U.S. citizen, you do not need a visa to enter Greece for visits of up to 90 days for tourism purposes. Greece is part of the Schengen Area.
If you are not a U.S. citizen, please look up the visa requirements for your nationality.
How do room shares work?
Room shares are randomly assigned unless you specify otherwise in your booking (for example, if you're booking the trip with a friend or family member, you can specify that you would like to room with them).
Can I book a private room?
Yes! A private room upgrade for the duration of the trip is $665 USD. There are limited single-rooms available so please make sure to specify in your booking that you would like one. Single-rooms are given out on a first come first served basis.
What airport do I fly into/out of?
The trip starts in Athens, Greece and will finish in Santorini, Greece. Both cities have international airports - however, when booking your flights, you may get the best deal by flying in an out of Athens and booking a separate one way flight or ferry from Santorini to Athens.
Santorini is also a great place to continue traveling from if you want to explore other islands or visit another country after the trip.
Airport Codes:
- Athens International Airport Eleftherios Venizelos (ATH)
- Santorini National Airport (JTR)
How does payment work?
A $400 deposit is required in order to reserve a spot. The remaining balance is due 90 days before the trip.
To reserve a spot:
Send your full name as written on your passport and date of birth to tailormadena@intrepidtravel.com with 'HP - Greece with Allison Wolf' in the subject line. Intrepid will send you a link to make the deposit.
Cancellation:
- Cancellation prior to 65 days; Intrepid will hold the deposit amount as a credit.
- Cancellation 65 days or inside prior to travel will incur 100% cancellation fees
- No shows will be treated as a cancellation and will incur 100% cancellation fees.
Ready to Join Us in Greece?
Secure your spot on the women-only group trip to Greece with a $400 deposit (limited-spots available).
More About Intrepid + Official Trip PDF
Intrepid has been taking travelers around the globe and connecting people from all walks of life since 1989. That's over 35 years of adventures, changing the way people see the world, and countless, unforgettable moments.
The team at Intrepid created a PDF for our trip with more information - including examples of the hotels we'll be staying at. I've linked it below in case you want to take a look!