Cyclades Islands Adventure

Member Savings
Sign in to see which companies give additional
savings to Travelstride Members (it’s free)
Overview
Highlights
- Explore the largest of the Cyclades islands, Naxos
- Visit Venetian castles and traditional villages in Naxos
- Visit the traditional citrus distillery in Naxos and sample their famous locally produced liqueurs
- Sail, swim, dive and go kayaking in the crystal clear waters of Small Cyclades islands on a daily sailing adventure
- Enjoy the worldwide renown sunset in Oia
- Discover the archaeological site of Akrotiri, also known as the “Greek Pompeii”
- Sail inside Santorini’s caldera and swim in the hot springs!
- Take a wine tour and taste the marvelous Santorini wines
What's this trip about?
Details
Travel Themes
Destinations
Activities
Trip includes
- Trails Beyond tour leader for the whole trip, local guides & activity instructors
- 6 days of accommodation in 3* hotels, based on double occupancy (for 4* accommodation, please contact us)
- All meals, as indicated on the trip notes (6 breakfasts, 2 dinners)
- All Ferry tickets (Athens to Naxos, Naxos to Santorini and Santorini to Athens)
- All necessary ground transfers on the islands
- Entrance fees to sites listed in the tour itinerary
- Cost for all activities included in the tour program (2 sailing cruises, 3 hiking & 1 walking tours and 1 wine tour)
- All taxes
Itinerary
Meals: Dinner
Accommodation: 3* Hotel in Naxos
Walking duration: 1 – 1.5 hours
Distance: 2 – 2.5 km
Level of difficulty: easy
Early in the morning, we meet at Piraeus port, where you will be welcomed by your tour leader! We board the...
Meals: Breakfast
Accommodation: 3* Hotel in Naxos
Hike duration: 3.5 – 4 hours
Distance: 6.5 km
Level of difficulty: easy to moderate
Enjoy a good breakfast today, as we will explore hiking the best of Naxos inland, with its fertile ...
Meals: Breakfast
Accommodation: 3* Hotel in Naxos
Today we will set off on a daily sailing tour with destination Iraklia and Schinousa islands, two secluded earthly paradises in the Aegean Sea that will captivate you for their crystal clear, turquoise wa...
Meals: Breakfast
Accommodation: 3* Hotel in Santorini
Nobody can resist the charm of the never-ending, golden Naxos beaches and its clean, greenish blue waters. So today get ready to explore some of them on a horse ride*! Depending on the season and th...
Meals: Breakfast and Dinner (BBQ on board)
Accommodation: 3* Hotel in Santorini
Hike duration: 3 – 4 hours
Distance: 9 km
Level of difficulty: easy to moderate
Today we will take the hiking trail that leads from Fira to Oia, all the way along the Caldera cliff edge. It is a scenic ...
Meals: Breakfast
Accommodation: 3* Hotel in Santorini
Today we will enjoy a fantastic day in Santorini, discovering the natural and historical beauty of the south! In the morning, we will first visit the traditional village of Pyrgos, which was declared...
Meals: Breakfast
This is the last day of our weekly adventure in the Cyclades islands. You have the morning free to explore the town of Fira, purchase any souvenirs you may want, before we take the ferry back to Athens. Depends on your schedule
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
Dates & Availability
Pricing Tables
Price per person
Low season
Medium season
High season
For 2-3 guests
$2,089
$2,214
$2,340
For 4-5 guests
$1,552
$1,643
$1,746
For 6-7 guests
$1,369
$1,455
$1,575
For 8-9 guests
$1,312
$1,387
$1,506
For 10-16 guests
$1,232
$1,295
$1,392
Single Supplement
$171
$216
$251
- Low season: April, May 1st – 15th & October
- Medium season: May 16th – 31st, June & September 16th -30th
- High season: July, August & September 1st - 15th
Check Current Availability, prices, specials with Trails Beyond.
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.

Trails Beyond Reviews & Ratings
Other Trails Beyond Reviews
Awesome Skipper
Put this trip on your bucket list! Coasta and Danae were awesome Skipper, Guide, cook, you name it, they did it. If you like personal attention, these two will give ...
It was a fantastic experience
It was a fantastic experience and Danae was very good. There was a one day general transport strike during our stay and she was able to sort out other transport for ...
Had a fantastic experience
I used them for Kilimanjaro and had a fantastic experience. The guides Ellie, Richard and Paul were very professional and fun to be around. They pushed us when we ne...
Tour Operator
About Travelstride
Find your perfect trip
Save time
Save money
Travel confidently
Logistics
What's excluded
- International airfares
- Travel insurance
- Transfers to/from Athens airports and to/from Piraeus port
- Any meals not specified in the itinerary
- Any beverages or alcoholic drinks during meals
- Optional activities that are not included in the day-to-day itinerary
- Other expenses of personal nature and tips
Accommodation
Transportation & Flights
Transportation & flights
6 Breakfasts and 2 Dinners
Become a member
- Save up to $700 per person
- Access members-only specials
- Personalize trip recommendations