Athens to Santorini: A Greek Island-Hopping Odyssey in the Cyclades | May 29, 2022

8 days
Save this trip to your favorites or other list
View all 13 photos
Video not provided by operator
5/5 Excellent
12 reviews  
Save this trip to your favorites or other list

Health Safety


Cancellation Policy
Private Guided
Embrace rich history, majestic scenery and sumptuous cuisine on this eight-day Greek island-hopping adventure. As well as a walking tour of the Acropolis – one of the most important archaeological sites in the world – you’ll experience a lesser-known side of Athens, including the Keramikos neighbourhood. Board a ferry to Milos, where you’ll visit colourful fi...
See departure dates


Trip type
Private Guided
Lodging level
Premium - 4 star
Physical level
Trip pace
Balanced schedule


    • Step back in time on a walking tour of the Acropolis
    • Soak up the atmosphere of the hip Keramikos neighbourhood in Athens
    • Explore traditional fishing villages and hidden coves on a boat cruise in Milos
    • Discover ancient ruins and pristine beaches in Naxos
    • Uncover the secrets of authentic Greek cuisine in a cooking class
    • Admire beautiful architecture and sunset views in Santorini

What's this trip about?

    Embrace rich history, majestic scenery and sumptuous cuisine on this eight-day Greek island-hopping adventure. As well as a walking tour of the Acropolis – one of the most important archaeological sites in the world – you’ll experience a lesser-known side of Athens, including the Keramikos neighbourhood. Board a ferry to Milos, where you’ll visit colourful fishing villages and secluded bays, before continuing to Naxos – the largest of the Cyclades islands – for an authentic Greek cooking class. Cap off your trip in style in Santorini, renowned for its spectacular sunsets and whitewashed buildings with blue-domed roofs.


Itinerary focusClassic Highlights
Group sizeSmall Group - max of 16 people
Age rangeNo age restrictions
Flights and transportN/A
Start CityAthens
End CitySantorini Island

Travel Themes

  • Culinary & Wine
  • Cultural
  • Nature & Wildlife
  • Relaxing Retreats
  • Trekking & Expeditions
  • Photography


  • Europe
  • Greece


  • Athens
  • Milos
  • Santorini


  • Cooking
  • Culture
  • Nature
  • Photography
  • Relaxing Retreat
  • Short Cruise
  • Swimming

Trip includes

    • Three nights premium accommodation
    • Four nights standard accommodation
    • Private and local transport
    • Seven breakfasts, one lunch, two dinners
    • Local Insider
    • Acropolis walking tour
    • Evening drinks
    • Boat cruise
    • Cooking class


Travel Map
Fresh Hotel

Welcome dinner OPTIONAL ACTIVITIES Bar hopping DAY 2 Visit the Acropolis and the Keramikos neighbourhood Start your day with a walking tour of the Acropolis – one of the most important ancient Greek archaeological complexes. You’ll get there early to beat the...
Fresh Hotel

Evening drinks

Acropolis walking tour DAY 3 Begin your island-hopping adventure by taking the ferry to Milos Leave the mainland behind as you board the ferry from the Port of Piraeus to Milos. This southwesternmost island in the Cyclades archipelago is the first stop of your is...
Hotel Adamas

Beach visit DAY 4 Enjoy a boat cruise around the island of Milos Embark on a cruise around the coastline of Milos, passing by the fishing villages of Skinopi, Klima and Areti, characterised by their brightly painted, Cycladic-style houses. You’ll continue to Cape...
Hotel Adamas

Milos boat cruise DAY 5 Explore the Old Town and pristine beaches of Naxos Wave goodbye to Milos as you cross the Aegean Sea to reach the island of Naxos. After checking into your accommodation, spend the rest of the day as you wish. The Old Town, also known as C...
Princess of Naxos

Old Town exploration Portara visit Beach visit DAY 6 Prepare a traditional three-course Greek meal in a cooking class Today, you’ll head inland to the village of Kaloxylos, situated among rolling hills, olive groves and oak trees. After a walk around the vill...
Princess of Naxos

Cooking class DAY 7 Admire whitewashed architecture and sunset panoramas in Santorini Begin your final full day by taking the ferry to Santorini – one of the most popular Greek islands. You’ll arrive in the early afternoon, giving you the rest of the day to explo...
Anamar Santorini Hotel

Farewell dinner DAY 8 Depart from Santorini It’s time to bid farewell to your new friends after breakfast, as your Greek island-hopping adventure comes to an end. Check out of the hotel and make your way to Santorini Airport to catch your flight home – or choose to extend your stay and explore what else Greece has to offer.

Want a tailor-made trip instead?

Your trip, your way, planned by an expert:

  • You choose budget, destinations, activities, transport & lodging type
  • Expert designs the itinerary for you, and once approved, takes care of logistics
Design custom trip

Dates & Availability

Price From $2,229
Price per day$279
Last Updated: 4/10/2024

Check Current Availability, prices, specials with Culture Trip.

The total tour cost includes the tour price (regular or promotional) and the compulsory local payment. The promotional price is subject to change. Check directly with the operator for the latest price offer. The tour operator requires you to pay only the tour price to purchase your travel. The compulsory local payment will be paid when you join the trip. All prices are based on double, twin or triple share occupancy. Solo passengers will be accommodated in a double, twin or triple room according to availability with a passenger(s) of the same gender. Single supplement only needs to be paid if the passenger does not want to share and requests their own room. Discounts can only be applied at the time of booking and cannot be added at a later date, regardless of any changes made to the original booking.

Prices may vary due to local taxes and trip seasonality. Click "Request Info" to inquire directly with the tour operator for the final trip price.

Culture Trip Reviews & Ratings

5/5  Excellent
Write a Review

Other Culture Trip Reviews



May 2022

A must for anyone...

A Culture Trip curated trip is a must for anyone burnt out planning their own trips or going to a remote or unfamiliar area. Having a local insider was the highlight...



Apr 2022

Great Intro of Italy....

A great introduction to the sights of Southern Italy! The trip left me knowi...



Mar 2022

Written on

Perfect way to experience a country!

The trip to Costa Rica organized by Culture Trip was incredible! It was a perfect way to experience a country, and was a perfect blend of adventure & relaxing. T...

Write a Review

Tour Operator

Culture Trip

View Profile

TRIPS by Culture Trip

For over a decade, people have trusted Culture Trip to help them discover some of the world’s coolest and unexpected destinations and experiences - now we can take you there. Book our curated multi-day TRIPS by Culture Trip itineraries, to truly experience extraordinary places, together with a small group of culturally curious travellers.

Our travel experts have done all the planning to create exciting and perfectly balanced itineraries combining unique stays, immersive activities and authentic experiences, with enough free time to explore on your own and unwind. On the trips, our Local Insiders are with you to show you their destination like never before, share their insights and take you to the secret spots you couldn't find yourself.
With TRIPS by Culture Trip, we help you experience the world while being good to it, and to connect with a place, its people and its culture. And because we know that booking travel with confidence is more important than ever, we are committed to making it hassle-free for you.

About Culture Trip

Culture Trip was created in 2011 to inspire people to go beyond their cultural boundaries and experience what makes a place, its people, and its culture special, unique, and meaningful. So for over a decade now, Culture Trip’s global community of travel experts and Local Insiders have hand picked the world’s best bits to share travel stories and unbiased recommendations, together with curated collections of places to stay, hotels, things to do, experiences - and now also TRIPS by Culture Trip which are unique small-group adventures.

Why TRIPS by Culture Trip?

A small-group travel experience

Together with a small group of culturally curious travellers, you get to truly experience - not just visit - the world. Groups will welcome up to 18 travellers and you can join solo or with others. Our small groups enable you to get to know the other travellers, bond quickly and enjoy your trip to the fullest whilst building friendships and forming life-long memories.

Curated itineraries

For our curated, diverse itineraries, our travel experts do all the planning and hand-pick the best bits of a place: all itineraries combine hyper-local, authentic activities and immersive experiences, with quality accommodation that has a personal feel. Whether that’s well-known hotspots or more off-grid trails, city or nature - with us, they will all feel like hidden gems. Thoughtfully planned with ample free time to unwind or explore solo, our trips offer the right balance of action and relaxation.

Local Insider

Our trips are led by expert Local Insiders who know the destination inside out and show a place like never before. They share unique insights and in-depth knowledge, show lesser-known places and reveal hidden gems that travellers might not be able to access or do on their own. They also take you to secret spots you couldn’t find yourself and activities that are impossible to do on your own or you wouldn’t have otherwise discovered.

Value and quality

TRIPS by Culture Trip is not about the lowest price. Trying to be the cheapest just isn’t good for our planet or for local communities - so we focus on value and quality, while offering fair prices. Prices include the Local Insider; activities; accommodation based on two people sharing, with single occupancy available with a supplement; transport throughout the trip and a range of meals.

What they’re known for
Carefully selected boutique accommodations, and experiences that are authentic and unique.

About Travelstride

Find your perfect trip

An epic selection of pre-planned trips on every continent, for every style. Thousands of itineraries from over 1,000 trusted travel companies.

Save time

Use simple search and comparison tools to easily find the best trip. Don't sweat the logistics — travel providers plan for you.

Save money

Book directly with the operator. See inclusive packages for the best values, and get access to amazing deals.

Travel confidently

Read unbiased user reviews, pick the operator that suits your needs, and connect with them directly.


Cancellation policy
The world of travel is changing – and that's why we’re offering flexible booking conditions, to take the stress out of booking in times of uncertainty. Our Ultimate Covid Booking Guarantee means that if Covid-19 changes your plans, we'll rebook you for free. If we cannot rebook you we'll refund your trip. You can get a full refund should you need to postpone or cancel your trip up to 35 days prior to departure. Or you can simply transfer your deposit and any funds paid to a different date without incurring any additional fees. For full details, see our Booking Terms & Conditions. Terms & Conditions Please refer to our Booking Terms & Conditions.
Travel Insurance
We strongly recommend purchasing travel insurance alongside your travel package to safeguard against unforeseen circumstances such as medical expenses, trip cancellations, and other contingencies. It offers you peace of mind and ensures you are prepared for unexpected events that may occur before or during your journey
Visa requirements
Visa requirements vary depending on your country of origin and your country of destination. It is your responsibility to familiarize yourself with the relevant requirements. For a handy tool that can help you quickly find the requirements, please visit this link .
Meals Included
Seven breakfasts, one lunch, two dinners
Age Requirements
No age restrictions
Trip ID

Become a member

(it's free)
  • Save up to $700 per person
  • Access members-only specials
  • Personalize trip recommendations
Sign up and save
Top Tour Companies on Travelstride:
All 1,600+ companies >