Experience Greece Tour

Dates for the 2025 Experience Greece Tour will be announced shortly. Please fill out the form below to join the waitlist!

Day 1 — Arrival Meet & Greet Dinner

DAY 01

Tuesday June 11th, 2024

Athens, Greece — Arrival / Meet & Greet Dinner

Welcome to Greece! We will be awaiting your arrival at our cozy hotel in downtown Athens where you’ll be greeted and checked in for the next three nights.

If you arrive early on Day 1, we will provide you with a general overview of the city and what you can expect to find as you wander around all the unique neighborhoods and areas of Athens.

In the evening, you can decide to join us for our official meet and greet dinner where you’ll have the opportunity to meet the rest of the adventurous souls who will be joining us on what will be one of the the most memorable trips of your life.

DAY 02

Wednesday June 12th, 2024

Athens, Greece — Guided Tour to the Acropolis & Museum

Today is the first official day of the tour and we’re going to enjoy a private guided walking tour to the Acropolis Museum and the Acropolis itself; the most iconic ancient site in Athens.

Our first stop of the day will be to the Acropolis Museum where our local guide and archaeologist, Alex, will share all the most interesting facts and history about the site and the surrounding area. The Acropolis Museum is home to more than 3,000 ancient artifacts and is the second most popular attraction in Athens after the Acropolis.

After a long day filled with history, ancient artifacts and plenty of sunshine, our guests will have an open evening to shop, dine or enjoy some cocktails on a nearby rooftop with views of the Acropolis.

Day 2 — Guided Tour to the Acropolis & Museum
Day 3 — Free Day + Optional Tours

DAY 03

Thursday June 13th, 2024

Athens / Agistri / Aegina, Greece — Free Day + Optional Tours

Day 3 is a free day and guests can decide to either explore Athens independently or book one of our recommended optional tours.

There will be an optional tour for a full day boat trip w/ to the nearby Greek Islands of Agistri and Aegina with plenty of opportunities to swim! Lunch will be served on board and it’s fantastic!

Alternatively, we will also offer an Athens Food Tour for those who want to explore the food scene in Athens with a local guide who will introduce you to some of the most delicious local and traditional Greek ingredients and cuisine.

You can also decide to take the day to explore on your own. We’ll be happy to provide you with plenty of recommendations.

DAY 04

Friday June 14th, 2024

Ferry from Athens to Milos + Free Time

This morning we’ll make our way to the Port of Piraeus and board our 9 AM high-speed ferry from Athens to Milos, one of the most beautiful islands in the Cyclades voted one of the Best Islands in the World by Travel & Leisure Magazine.

Upon arrival, we’ll check into our hotel, drop our bags and you’ll have a free day to explore the island at your leisure.

Later this evening, we’ll meet for dinner at the port of Adamas and get a good night’s before our action packed day at sea exploring all that the southern coast of Milos has to offer.

Day 4 - Athens to Milos
Day 5 — Milos, Greece — Southern Coast Boat Trip

DAY 05

Saturday June 15th, 2024

Milos, Greece — Milos Island Boat Tour

This morning we’ll grab a quick bite to eat before we board a private boat that will take us around the southern coastline of Milos.

Today, our itinerary will be to sail along the rugged southern coast of Milos which is inaccessible by car and home to incredible volcanic rock cliffs, caves and plenty of opportunities to swim. Don’t forget to pack your sunglasses, sunscreen and a hat for this one.

Our day at sea in Milos is a guest favorite and is one of the most action packed days of the trip. Get ready! This will be a memorable one.

DAY 06

Sunday June 16th, 2024

Ferry from Milos to Santorini + Sunset in Oia

This morning we’ll check out of our hotel and make our way down to the port of Adamas where we’ll await our 11:50 am ferry to Santorini. Travel time: 2 hours 15 mins.

Upon arrival to Santorini, we’ll be picked up and taken directly to a very centrally located hotel located on the cliffs of Fira which will be private just for our group! Once you’re settled in, we recommend heading out to wander the maze-like streets of Fira. Grab a bite to eat at one of the many cliffside restaurants, shop for souvenirs and take in the incredible views of one of Greece’s most photogenic islands.

Later this evening we will head to the village of Oia to witness one of the most iconic sunsets in the world. After sunset we’ll head back to Fira for an optional evening of cocktails, dinner, dancing and more.

Day 6 - Milos to Santorini
Day 7 — Free Day in Santorini

DAY 07

Monday June 17th, 2024

Santorini, Greece — Free Day in Santorini

Our final day in Santorini will be a free day to enjoy at your leisure. You can decide to take it easy and explore Fira, do a wine tasting at a local winery or hike along the cliffs to nearby villages.

If you know how to drive an ATV, we highly recommend exploring other parts of the island like the Red Beach, Black Beach, Amoudi Bay and more. We would be more than happy to arrange the ATV rental for you from one of our trusted rental agencies on the island.

Our final evening in Santorini will be a laid back one as some of our guests will be flying back to Athens early the next morning. Enjoy one last sunset from the private roof of our hotel or head out for one last dinner in Santorini.

DAY 08

Tuesday June 18th, 2024

Final Morning in Santorini — Departure Day

This is the final morning of the Experience Greece Tour. Guests can decide to extend their stay in Santorini, head to another nearby island or make their way back to Athens via ferry or flight. We can arrange flights and ferries for you at your request.

If you plan to spend more time in Athens after the tour (recommended), we will be sticking around for another couple weeks and we would be more than happy to organize activities and tours for those who are planning on extending their stay.

Looking forward to seeing you all in Greece!

Day 8 - Athens

This was an incredible trip…

Mike & MacKenzie

Massachusetts, USA

“This was an incredible trip Ryan! All the thought and care that went into the trip itinerary and food suggestions really made Greece an unforgettable experience for myself and the rest of the group.

MacKenzie & I are looking forward to joining you on future tours!

Frequently Asked Questions

1. Does the Experience Greece Tour price include international flights?

International flights to/from Athens are not included in the tour price. Compare rates between Skyscanner and Google Flights and once you find the flight you want we recommend booking directly through the official website of the airline.

2. What happens when I land in Athens?

Once you land in Athens Airport, you’ll proceed to immigration/passport control and on to baggage claim. While airport transportation is not included in the tour price, we will happily arrange your airport transfers for you at your request via our trusted transportation partner in Athens.

3. What types of transportation will we be using?

All of our ground transport will be operated by our transportation partners in Athens and Santorini. All of the vehicles are private, modern, air-conditioned vans/shuttles with professional drivers.

4. What types of accommodations will we be staying in?

All of the hotels that we choose for this tour are centrally located, clean, and cozy with air conditioning and Wi-Fi. Double rooms are the standard on our tours but we also have the option to reserve triple rooms for those traveling in a group of three.

5. Can single travelers join this tour?

All of our tours are based on double occupancy. We understand that some people prefer to travel solo and because of this we welcome single travelers to join us on tour. If you are traveling alone and wish to have a private room throughout the duration of the tour please note that there will be a single supplement fee of $250 USD added to the final cost of the tour.

6. Do I need to pay a deposit to secure my spot on the tour?

In order to reserve your spot on the tour we ask for a non-refundable $500 deposit followed by 3 equal monthly payments for the remaining balance of the tour cost.

Payments can be made via Wise (Bank Transfer), Stripe (Digital Payment w/ CC) or PayPal.

Please note that all balances must be paid in full no later than 90 days in advance of the start date of the tour.

7. If I decide to extend my trip after the tour ends, will you be able to assist me with booking other destinations, excursions, etc?

Yes, of course! We’ve got you covered. If you decide to extend your trip after our tour, we can help you plan transport, hotels, activities, tours and just about anything else you need.

8. OK! I’m ready to book. How do I reserve my spot on the tour?

If you’re ready to join us in Greece, please fill out the reservation form below and we’ll be in touch as soon as possible.

9. But what if I still have a few more questions?

Our FAQ page covers most general questions about our tours and our overall process. If you still have more questions, please fill out this form and we’ll be in touch as soon as possible.

10. I can’t make it this year but I’d like to be informed about future tours to Greece…

If you’re interested in joining us on a future tour to Greece, please do us a favor and fill out the reservation form below and we’ll give you the heads up as soon as we announce the dates for 2025 and beyond!

Such an amazing trip with awesome people…

Brenda, Kyannie & Nadyuchka

Tennessee, USA

Wow!! An amazing experience, it was a great tour and so much fun. Loved everyday, definitely unforgettable. Thank you Ryan!” – Brenda

“Such an amazing trip with awesome people thank you Ryan for making all this possible!” – Kyannie

— Details & Rates —


7-Nights Accommodation

Ground Transportation

Entrance Fees

Licensed Greek Tour Guide

Ferry to Milos & Santorini

Private Boat Tour in Milos

4 Breakfasts, 1 Lunch, 1 Dinner


International Flights

Optional Tours & Excursions

Airport Transportation

Food & Drinks

Tips (Optional)

Departure from Santorini

Single Supplement Fee: $250

Experience Greece

Dates: TBA! Join our waitlist and be the first to know once we announce the dates and rates for 2025!

If you’ve ever dreamed of visiting Athens and the Greek islands, this is your opportunity!

* Please note that our tours sell out quick so if you’re interested in joining us, don’t hesitate to contact us as soon as possible!



/ Per Person


We will definitely be joining Ryan again on another trip!

Diane & Damon

Massachusetts, USA

This was our second trip with Ryan and I cannot express enough how amazing the entire experience was!

The itinerary, hotels and FOOD were all top notch! You start with a bunch of strangers and end as family. We will definitely be joining Ryan again on another trip!

Reserve Your Spot

Dates: TBA! Join our waitlist and be the first to know once we announce the dates and rates for 2025!

Trip Length: 8 Days / 7 Nights


Tour Description:

Experience some of the best that Greece has to offer — from stepping foot atop the Ancient Acropolis, a visit to the world renowned Acropolis Museum, a day of fun in the sun on a private boat in Milos, unforgettable sunsets, delicious Greek food and so much more.

Join us on our upcoming Experience Greece Tour in 2025 and you can rest assured that you’ll be able to sit back, relax and experience a trip of a lifetime!

If you’d like to be informed about a future tour, please fill out the form and we’ll be in touch as soon as possible.

Experience Greece Tour Reservation Form

Experience Greece Tour Map