TripFinder

Compare multi-day small-group tours from independent operators, then ask a Canadian travel advisor for help.

Explore

Find tripsDestinationsTravel stylesDealsCompare trips

TripFinder

How it worksTalk to an agentAbout usContact

Good to know

Privacy PolicyCookie choicesTerms of UseTravel guides
TripFinder.ca helps you compare small-group trips from independent operators and book with a TripFinder travel advisor. Trips are operated by the tour companies under their own terms. © 2026 HighBar Enterprises Ltd.Made for adventurers in Canada 🍁
TripFinder
Find trips
DealsAsk TheoCompareHow it worksBrowse all trips
Greece: Walking in the Greek Islands image
Find trips›Greece›Greece: Walking in the Greek Islands
◆Save 20% off, auto-applied, ends 2026-06-08
GOperated by G Adventures

Greece: Walking in the Greek Islands

From
CAD 4,839
Duration
8 days
Countries
Greece
Activity
moderate
Group size
Max 16

The adventure

When someone says, “Let’s go to Greece!” the first images that come to mind are the sparkling blue waters of the Mediterranean, white sugar-cube houses set high into the hills above the sea, and ancient sun-bleached ruins. And while these highlights are absolutely worth the trip, this eight-day odyssey will have you exploring the Greece many never see. You'll start by visiting Tinos, a sleepier island, relatively unknown to the masses that's renowned for the Church of the Annunciation, a Greek Orthodox pilgrimage site. From there sail to Naxos with its Venetian fortified mansions, cobbled alleys, and hilltop castle. From catamarans to kayaks and picturesque Byzantine churches to Citron distilleries, you’ll spend time learning more about the history of Ancient Greece and the melding of cultures through time.

◆Athens has always been the gateway to the Greek islands and an island hopping trip is part of everyone's vision when you think about exploring this magnificent part of the world. Imagine the warm sun on your face, the blue water that turns to azure, and the beautiful white villages that starts coming into focus. Welcome to Tinos, and to Greece, and we invite you get off the beaten track and live in the moment.
◆Lesser known and lesser visited, Tinos is what you imagine in your mind's eye when you picture the Greek islands. In the southern part of the island, a rocky outcrop known as the castle is your backdrop as you hike around the castle from village to village and learn about the history and culture of the island.
◆Each Greek island is distinct from the other and has its own unique feel and specialties that can be found only there. This is one of the main reasons why island hopping in Greece is so rewarding; each day is a unique adventure. Naxos welcomes you with an exclusive food and wine experience making and tasting local Arseniko cheese and visiting a vineyard to learn and sample some of the locally produced wine.
◆Even though we may love our modern conveniences, it's impossible not to imagine what life was like over 500 years ago, especially, on a small island. Here on Naxos you have the chance to briefly step back in time on a hike that gets you out into the countryside with a local guide, learning about how the valley of Tragea helped the entire island to flourish economically and socially over 500 years ago.
◆There is no better day in the Aegean than sailing around the Islands, jumping off to cool down, swimming in the azure water or snorkelling to search for fish and lost treasures. A trip to the Greek islands wouldn't be complete without a day out on a boat.
◆There is no island more famous in Greece than Santorini. Its white building with blue domes are famous the world over and there is no better place to end our island hopping. Upon arrival, let your interests and energy level guide you. You have the choice between two fantastic and distinct experiences today. If you are ready to get out and walk, choose to hike from Fira to Oia. If you would rather take it easy, join a guided tour of Santorini by vehicle. Both experiences end in Oia, so you may even run into your fellow travellers along the way.
◆Explore Fira this morning with a CEO-led orientation walk before using free time to personalize your time. End the day with a beautiful sunset cruise.
◆Today your adventure comes to an end, but the memories made during your time in the Greek islands will live on.

At a glance

Duration
8 days
Route
Athens → Santorini
Countries
Greece
Activity level
moderate
Style
Active & Multi-Sport, Beach & Islands, Culture & History, Food & Drink, Sailing & Marine, Trekking & Hiking
Group size
Max 16
Flights
Not included
Solo travellers
Welcome

Where you'll go

Greece: Walking in the Greek Islands image

Day by day

Charming coastal town with hills and sea under a cloudy sky.
Your journey through

Greece

Showing Days 1-7

8-day itinerary

Day 1Athens has always been the gateway…
View of the ancient Erechtheion Temple with its iconic Caryatids, located at the Acropolis in Athens, Greece.Athens
Athens has always been the gateway to the Greek islands and an island hopping trip is part of everyone's vision when you think about exploring this magnificent part of the world. Imagine the warm sun on your face, the blue water that turns to azure, and the beautiful white villages that starts coming into focus. Welcome to Tinos, and to Greece, and we invite you get off the beaten track and live in the moment.
Map showing Athens
Day 2Lesser known and lesser visitedAfter a delicious breakfast, set off for the trailhead and begin your hike in Exombourgo. Pass through various small towns on this moderate hike and finish in time to gather for a well deserved lunch at a local restaurant. The rest of the day is at leisure. Spend time relaxing by the pool overlooking the Agean or walk down to the beach right from the hotel. Some time in the water is calling your name.
After a delicious breakfast, set off for the trailhead and begin your hike in Exombourgo. Pass through various small towns on this moderate hike and finish in time to gather for a well deserved lunch at a local restaurant. The rest of the day is at leisure. Spend time relaxing by the pool overlooking the Agean or walk down to the beach right from the hotel. Some time in the water is calling your name.
Day 3Each Greek island is distinct from the other…
Each Greek island is distinct from the other and has its own unique feel and specialties that can be found only there. This is one of the main reasons why island hopping in Greece is so rewarding; each day is a unique adventure. Naxos welcomes you with an exclusive food and wine experience making and tasting local Arseniko cheese and visiting a vineyard to learn and sample some of the locally produced wine.
Day 4Even though we may love our modern conveniences
Even though we may love our modern conveniences, it's impossible not to imagine what life was like over 500 years ago, especially, on a small island. Here on Naxos you have the chance to briefly step back in time on a hike that gets you out into the countryside with a local guide, learning about how the valley of Tragea helped the entire island to flourish economically and socially over 500 years ago.
Day 5There is no better day in the Aegean…
There is no better day in the Aegean than sailing around the Islands, jumping off to cool down, swimming in the azure water or snorkelling to search for fish and lost treasures. A trip to the Greek islands wouldn't be complete without a day out on a boat.
Day 6There is no island more famous in Greece…Santorini
A breathtaking sunset view of a cruise ship near the island of Santorini, Greece.Santorini
There is no island more famous in Greece than Santorini. Its white building with blue domes are famous the world over and there is no better place to end our island hopping. Upon arrival, let your interests and energy level guide you. You have the choice between two fantastic and distinct experiences today. If you are ready to get out and walk, choose to hike from Fira to Oia. If you would rather take it easy, join a guided tour of Santorini by vehicle. Both experiences end in Oia, so you may even run into your fellow travellers along the way.
Map showing Santorini
Day 7Explore Fira this morning with a CEO-led orientation…Head to Fira for a short orientation walk of the town where you can enjoy lunch on your own. This evening, head back to the port to embark on a sunset cruise. Bring your bathers, as there will be time for snorkelling and swimming. A beach barbecue will be served during your cruise.
Head to Fira for a short orientation walk of the town where you can enjoy lunch on your own. This evening, head back to the port to embark on a sunset cruise. Bring your bathers, as there will be time for snorkelling and swimming. A beach barbecue will be served during your cruise.
1 / 2

Discover Greece

A glimpse of the destination you'll explore.

Breathtaking aerial view of Kerkyra's lush landscape with hills, valleys, and ancient structures under a clear sky.
Breathtaking coastal landscape of Agios Stefanos, Greece featuring rocky hills and a tranquil sea.
Breathtaking view of a Greek island coastline with clear blue waters and vibrant nature.
Scenic view of Athens cityscape from a hilltop with clear skies.
Picturesque coastal scene with clear skies, azure waters, and distant mountains.

Upcoming departures

Last Minute 20% off EGTS260726 · ends 2026-06-08 · auto-applied
DatesPrice / personAvailability
16 Aug – 23 Aug 2026
CAD 6,049Availability on request
Book my trip
30 Aug – 6 Sep 2026
CAD 4,839On request
Book my trip
G
Operated by G Adventures

TripFinder compares the available catalog facts and can help with the booking. You travel under the operator's terms; final price and availability are confirmed before purchase.

Book my trip →
Ask Theo about this trip
From
CAD 4,839 CAD / person
Twin share · prices may vary by departure
Next departures
Aug 16, 2026CAD 6,049
Aug 30, 2026CAD 4,839 · on request
Sep 6, 2026CAD 6,399
See all 46 departures →
Book my trip
No payment now — tell us a few details and an expert confirms everything & finishes your booking.
✓No payment & no obligation to send a request
✓An expert confirms by email or phone — your choice
Prefer to talk first? Send a request and choose phone as your contact preference.
Operated by G Adventures · view on operator site ↗

More Europe adventures

OpeningZagreb to Santorini: 35 Unforgettable Days image
GG Adventures
Save 20%

Zagreb to Santorini: 35 Unforgettable Days

Bosnia and Herzegovina, Albania, Greece, Montenegro, Croatia · 35 days · Easy

fromCAD 8,639
Next: 09 Aug
OpeningUltimate Europe: Berlin, Tuscany & Greek Temples image
GG Adventures
Save 35%

Ultimate Europe: Berlin, Tuscany & Greek Temples

Albania, Austria, Czechia, Greece, Netherlands, Montenegro, Germany, Italy, Croatia · 34 days · Easy

fromCAD 5,960
Next: 09 Aug
OpeningOne Month in Europe: Germany, Italy & Croatia image
GG Adventures
Save 25%

One Month in Europe: Germany, Italy & Croatia

Albania, Austria, Czechia, Greece, Netherlands, Montenegro, Germany, Italy, Croatia · 30 days · Easy

fromCAD 5,310
Next: 09 Aug
From
CAD 4,839/ person
Book my trip