Greek Island Wanderer

14 days
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Small Group Tour
Go island hopping in Greece on this two-week tour of the Cyclades. Land in Athens, Greece's historic and cultural capital, before boarding a ferry to get to grips with island life. From Syros to Paros and Naxos to Santorini, tick off ancient ruins, bustling harbours, and serene beaches on this tour of Greece's island highlights. Santorini - Discover postc...
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$3,346
From$2,810
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Overview

Trip type
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Full schedule

Highlights

    • Island hopping between the Cyclades Islands of Syros, Paros, Santorini and Naxos
    • Visit gleaming waterfront harbours, rocky coves and sandy beaches
    • Explore the historic capital city of Athens with the chance to visit the Acropolis

What's this trip about?

    Go island hopping in Greece on this two-week tour of the Cyclades. Land in Athens, Greece's historic and cultural capital, before boarding a ferry to get to grips with island life. From Syros to Paros and Naxos to Santorini, tick off ancient ruins, bustling harbours, and serene beaches on this tour of Greece's island highlights. Santorini - Discover postcard-perfect Santorini with its volcanic scenery and blue-domed churches. Syros - Uncover the capital of the Cyclades Islands with coastal walks and pit stops in seafront tavernas. Paros - Walk an ancient Byzantine road and explore the local sea life with a snorkelling trip on Golden Beach.

Details

Itinerary focusOff the Beaten Path
Group sizeSmall Group - max of 20 people
Age range16 to 85 years
Flights and transport
Start CityAthens
End CitySantorini

Travel Themes

  • Cultural
  • Hiking & Walking

Destinations

Attractions

  • Acropolis
  • Akrotiri
  • Athens
  • Delos
  • Moni
  • Mykonos
  • Paro
  • Santorini

Activities

  • Hiking

Max Group Size

  • Max Group Size: 20

Itinerary

Travel Map

Day 1 Join trip in Athens

Our tour starts in Athens, Greece's historic hub. The city is a heady mix of ancient and modern, having been the capital of Greece for less than two centuries, but with a history dating back over 3,000 years. Located on the Plain of Attica, it's also an area of breath...

Day 2 Walking tour in Athens, visit Acropolis

This morning, we'll have an initial welcome meeting before heading out to explore the Greek capital. Our first stop is the Acropolis, one of the wonders of the ancient world. We'll have a guided tour of the site including the Temple of Athena Nike, Pericles and the Pa...

Day 3 Ferry to Syros Island, afternoon coastal walk

This morning, we'll drive from our hotel to Piraeus Harbour where we'll board the ferry to Syros (which departs at around 7.30am and takes just under four hours). We'll have reserved seating on the ferry but you're also free to take in the sea air and views from the d...

Day 4 Free day, chance to take coastal walk around the island

Today is free for you to relax in Galissas or to explore more of the island at your own pace. This morning, you might like to join a coastal walk with our tour leader. We'll hop on a public bus to Azolimnos where the walk begins. The trail to Vari takes around on...

Day 5 Free day in Syros, evening ferry to Paros

There'll be the opportunity to go on a coastal walk this morning (or to relax in Galissas if you don't feel up to it). On the walk, we'll head to the small coastal village of Fonikas and visit the Church of Agios Panteleimonas or the lovely Kokkina beach located nearb...

Day 6 Walk along the Byzantine road

Paros was the birthplace of the poet Archilochus, the inventor of iambic verse. Among the many places of interest are the marble quarries, the picturesque fishing villages, and a Venetian fortress. Especially interesting is the Ekatontapiliani Church of 100 Doors - le...

Day 7 Free day with optional caique boat cruise

Today is free to explore Drios a little more at your own pace. There's the opportunity (weather permitting) to explore the island's coast from a different perspective by joining a half-day boat trip aboard a traditional Greek caique. During the boat cruise, there'll b...

Day 8 Ferry to Naxos, afternoon orientation tour of old town

This morning, we'll drive to Parikia to catch the ferry to the island of Naxos. Our ferry normally departs just after midday, so we'll have a little time to look around Parikia before we board the boat. The crossing takes around one hour and there's no reserved seatin...

Day 9 Full day exploring Naxos

Today we have a full-day trip to explore the islands' interior. Heading inland, we'll leave the beaches of the west coast and head into the Tragea region, a vast highland valley dotted with olive trees, citrus plantations, and sleepy villages. We'll make a number ...

Day 10 Free day in Naxos with optional visit to Delos and Mykonos

Today, you might like to join a full-day boat trip to Delos and Mykonos islands. We'll depart first to Delos, which takes approximately one and a half hours. Delos is covered with ancient ruins, amongst the highlights are the Temple of Apollo, Terrace of Lions, a thir...

Day 11 Ferry to Santorini and wine tasting

This morning, we'll walk the short distance from our hotel to the port and hop on the ferry to the island of Santorini. Santorini (or Thira, as the island is also known) is the most southerly of the Cycladic Islands. It's one of the most picturesque areas in the A...

Day 12 Free day on Santorini Island, optional volcano excursion

Today you're free to relax, explore the island or join a cruise to an active volcano. During the boat trip to the volcano, there'll be the opportunity to take the dramatic path to the peak and stand in the centre of the Caldera. The climb takes around 30 minutes ...

Day 13 Exploring Santorini Island, including Caldera walk to Oia and free afternoon

This morning, we'll have the opportunity to go on a coastal walk from our hotel to Fira and then on to Oia. This is a moderate walk and should take approximately four hours, covering 16 kilometres. The path goes along the lip of a caldera and offers views along the wa...

Day 14 Trip ends in Santorini

Our tour ends after breakfast at our hotel in Santorini. There are no activities planned today, so you're free to depart at any time. If your flight is departing later in the day, luggage storage facilities are available at our hotel. If you'd like an airport tran...

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Dates & Availability

Price From $2,810
Price per day$201
Last Updated: 3/15/2025
Departure Date
Finish Date
Base Price
Single Room (Optional)
Availability
20 Apr 2025
03 May 2025
$2,770
$3,630
04 May 2025
17 May 2025
$3,250
$4,120
11 May 2025
24 May 2025
$3,250
$4,120
18 May 2025
31 May 2025
$3,050
$3,920
25 May 2025
07 Jun 2025
$3,250
$4,220
01 Jun 2025
14 Jun 2025
$3,120
$4,080
15 Jun 2025
28 Jun 2025
$2,840
$3,810
22 Jun 2025
05 Jul 2025
$3,120
$4,080
20 Jul 2025
02 Aug 2025
$3,090
$4,060
03 Sep 2025
16 Sep 2025
$2,810
$3,780

Check current availability, prices, specials & more.

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.

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Explore! Reviews & Ratings

4.6/5  Excellent
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10,321
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C

Christine

Oct 2024

Written on

Greek Island Wanderer

Wonderful trip in every way! We were planning a similar trip to take independently but decided it would be easier to go with Explore. So pleased we did! We would nev...

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Trusted Customer

Oct 2024

Written on

Greek Island Wanderer

The Greek Island wanderer through the Cyclades was fantastic- the leader was flexible and positive all the way through - he really looked after our group. I can’t w...

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Logistics

Accommodation

Transportation & Flights

Bus, Ferry, Taxi,

Transportation & flights

Bus, Ferry, Taxi
Guides
Explore Tour Leader, Driver(s)
Cancellation policy
These conditions are applicable to Discovery & Wildlife, Cycling, Walking and Family Trips. These conditions were updated November 2022. Booked a Polar trip? Please refer to our Polar booking conditions. To make it easy to know the detail of our flexibility, we’ve put it in a grid (these terms apply to all trips apart from our Polar Voyages.) Standard cancellations or changes within 69 days of travel If you’re getting closer to your trip, cancellation charges will apply as follows: For trips confirmed by 31st December 2022: 59-42 days before trip start date – 30%, or loss of deposit if higher 41-28 days before trip start date – 60% 27-14 days before trip start date – 90% Less than 14 days before trip start date – 100% For trips confirmed from 1st January 2023: 69 -42 days before trip start date – 30%, or loss of deposit if higher 41-28 days before trip start date – 60% 27-14 days before trip start date – 90% Less than 14 days before trip start date – 100%
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
Greece: Visas are not required by UK, Australian, New Zealand, US and Canadian citizens. Other nationalities should consult their local embassy or consular office.
Health & Safety
Nothing compulsory but we recommend protection against tetanus and polio. Please check the latest requirements with your travel clinic or doctor prior to departure. The above is not an exhaustive list. Further information regarding vaccinations and travel health advice can be found by following the NHS and NaTHNaC links at <a href="https://www.explore.co.uk/essential-information/know-before-you-go/travel-health">Explore Travel Health</a> and from your local healthcare provider. Visa and vaccination requirements are subject to change and should be confirmed by you before travelling.
Meals Included
  • Breakfast : 13
Age Requirements
16 to 85 years
Additional Information
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Trip ID
explore-GW

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