Dubrovnik to Santorini: Albania, Olympus & the Greek Islands – 22 Days
Dubrovnik, Kotor, Albania, Lake Ohrid, Mount Olympus, Athens, Syros, Mykonos and Santorini, in a small group of up to 12.
Tour overview
This 22-day small-group journey runs from the Croatian coast through the Balkans to the Greek islands, crossing five countries. Groups have no more than 12 travellers aged 15 and over, with a local leader throughout and local guides at key sites. You travel by private vehicle, public bus, train, metro and ferry, and stay mainly in hotels, with a hostel night in Dubrovnik and two nights in a guesthouse at the foot of Mount Olympus. Breakfast is included most days. The trip is land-only, starting in Dubrovnik and ending on Santorini.
From Dubrovnik's walled old town you drive along the coast to Kotor, a UNESCO-listed town on a fjord-like bay in Montenegro. Albania follows: lively Tirana, a day trip to the mountain town of Kruja with its fortress and Skanderbeg Museum, Rozafa Castle above Shkodër, and Berat, the town of a thousand windows, with a local guide. In North Macedonia you spend two nights on Lake Ohrid, one of the oldest lakes in the world, with a boat cruise, and two nights in Skopje, with a boat ride in Matka Canyon.
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A visit to a beekeeper's farm in Dihovo, with lunch, leads to Bitola and the ruins of Heraclea Lyncestis on the way into Greece. After a night in the lakeside town of Kastoria, you spend two nights in Litochoro at the foot of Mount Olympus, home of the Greek gods, with a hike to the Orlias waterfall. A train takes you to Athens for two nights, with time for the Acropolis and the city's neighbourhoods.
The final week is spent island hopping by ferry. On Syros you walk through the hilltop town of Ano Syros, visit a loukoumi workshop and have dinner in a remote village. Mykonos brings a half-day trip to Delos, the sacred island of Apollo, with a guided tour of its ruins. The journey ends on Santorini with a hike along the caldera rim to Oia.
The physical rating is medium, with walking, a mountain hike and a mix of public transport. This trip suits travellers who want a long, varied journey through the less-visited Balkans as well as the classic Greek islands.
Trip highlights
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Dubrovnik and the Bay of Kotor (Days 1–2)
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Kruja and Berat in Albania (Days 4–5)
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Lake Ohrid and Matka Canyon in North Macedonia (Days 6–9)
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A hike on Mount Olympus (Day 13)
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Syros and the sacred island of Delos (Days 16–19)
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The caldera rim hike to Oia on Santorini (Day 21)
Your route
18 stops from Dubrovnik to Santorini
- Dubrovnik Day 1
- Kotor Day 2
- Shkoder Day 3
- Tirana Days 3–4
- Kruja Day 4
- Berat Day 5
- Ohrid Days 6–7
- Skopje Days 8–9
- Matka Canyon Day 9
- Bitola Day 10
- Heraclea Lyncestis Day 11
- Kastoria Day 11
- Litochoro Days 12–13
- Athens Days 14–15
- Syros Days 16–17
- Mykonos Days 18–19
- Delos Day 19
- Santorini Days 20–22
Why choose this tour
Combines the little-visited Balkans with Athens and three Greek islands in one journey. Local guides, a beekeeper's lunch, a loukoumi workshop and village dinners bring you close to local life.
Best suited to
- Travellers who want to discover Albania and North Macedonia
- Anyone keen to combine mountains, lakes and islands
- Independent-minded travellers comfortable with public transport
- History lovers, from Byzantine churches to ancient Delos
Day-by-day itinerary
22 days from Dubrovnik, Croatia to Santorini, Greece
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Day 1 · Dubrovnik Arrive in Dubrovnik
Welcome to Croatia. Explore Dubrovnik's old town, ringed by white stone walls above the Adriatic, before meeting your leader and group in the evening.
- Hotel
- Hostel
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Day 2 · Kotor, Bay of Kotor Kotor
Drive about three hours along the coast to Kotor in Montenegro, a UNESCO-listed walled town on a sheltered bay beneath towering peaks.
- Hotel
- Hotel
- Meals
- Breakfast
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Day 3 · Rozafa Castle, Tirana Shkodër to Tirana
Cross into Albania and visit Rozafa Castle above Shkodër, then continue to Tirana, a lively capital of colourful buildings, mosques and Ottoman bridges.
- Hotel
- Hotel
- Meals
- Breakfast
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Day 4 · Kruja, Skanderbeg Museum Kruja
Take a half-day trip to the mountain town of Kruja, the last stronghold of Albania's national hero Skanderbeg, to visit its fortress, museum and old bazaar.
- Hotel
- Hotel
- Meals
- Breakfast
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Day 5 · Berat, Berat Castle Berat
Travel by public bus to Berat, the town of a thousand windows, for a walking tour with a local guide through its Ottoman houses and up to the castle.
- Hotel
- Hotel
- Meals
- Breakfast
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Day 6 · Ohrid Lake Ohrid
Drive about three hours into North Macedonia to Ohrid, on the shore of one of the oldest lakes in Europe and a town of Byzantine churches.
- Hotel
- Hotel
- Meals
- Breakfast
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Day 7 · Lake Ohrid Ohrid
Cruise on Lake Ohrid, more than 300 m deep and shared with Albania, with the rest of the day free to explore the old town and its churches.
- Hotel
- Hotel
- Meals
- Breakfast
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Day 8 · Skopje Skopje
Take a public bus to Skopje, North Macedonia's capital, with its Byzantine domes, Turkish baths, old bazaar and grand new monuments.
- Hotel
- Hotel
- Meals
- Breakfast
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Day 9 · Matka Canyon Matka Canyon
Visit Matka Canyon, a deep ravine carved by the Treska River, with medieval monasteries and caves, and take a boat ride on the lake.
- Hotel
- Hotel
- Meals
- Breakfast
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Day 10 · Dihovo, Bitola Dihovo to Bitola
Travel to Bitola near Pelister National Park, stopping in the village of Dihovo to visit a beekeeper's farm and share lunch.
- Hotel
- Hotel
- Meals
- Breakfast, Lunch
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Day 11 · Heraclea Lyncestis, Kastoria Heraclea to Kastoria
Explore the ruins of Heraclea Lyncestis, founded by Philip II of Macedon, then cross into Greece to Kastoria, a medieval town on Lake Orestiada.
- Hotel
- Hotel
- Meals
- Breakfast
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Day 12 · Kastoria, Litochoro To Litochoro
A free morning in Kastoria, perhaps to see the reconstructed Neolithic lake village at Dispilio, then travel to Litochoro at the foot of Mount Olympus.
- Hotel
- Guesthouse
- Meals
- Breakfast
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Day 13 · Mount Olympus National Park, Orlias Waterfall Mount Olympus
Hike in Mount Olympus National Park, Greece's first national park and the mythical home of the gods, to the Orlias waterfall.
- Hotel
- Guesthouse
- Meals
- Breakfast
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Day 14 · Athens Train to Athens
Take a train of about 5.5 hours to Athens and explore the capital, from the Plaka district to the slopes of the Acropolis.
- Hotel
- Hotel
- Meals
- Breakfast
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Day 15 · Athens, Acropolis Free day in Athens
A free day to visit the Acropolis and its museum, explore the markets or join an optional food tour.
- Hotel
- Hotel
- Meals
- Breakfast
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Day 16 · Piraeus, Syros Ferry to Syros
Take the metro to Piraeus and a ferry of about four hours to Syros, a Cycladic island with a lively capital and fewer visitors than its neighbours.
- Hotel
- Hotel
- Meals
- Breakfast
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Day 17 · Ano Syros Syros
Walk through the hilltop town of Ano Syros, with views over the Aegean, and visit a workshop making loukoumi, the island's famous sweet. In the evening, enjoy dinner in a remote village.
- Hotel
- Hotel
- Meals
- Dinner
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Day 18 · Mykonos Ferry to Mykonos
Take a two-hour ferry to Mykonos, known for its whitewashed town, windmills and beaches, with free time to explore.
- Hotel
- Hotel
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Day 19 · Delos Delos
Take a half-day trip to the island of Delos, the mythical birthplace of Apollo and one of the most important archaeological sites in Greece, with a guided tour.
- Hotel
- Hotel
- Meals
- Breakfast
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Day 20 · Santorini Ferry to Santorini
Take the ferry to Santorini, famous for its whitewashed villages perched on cliffs above a flooded volcanic caldera.
- Hotel
- Hotel
- Meals
- Breakfast
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Day 21 · Fira, Oia Caldera hike to Oia
Hike along the rim of the caldera, formed by a huge eruption around 1500 BC, from Fira towards Oia, with views across the sea-filled crater.
- Hotel
- Hotel
- Meals
- Breakfast
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Day 22 · Santorini Trip ends on Santorini
The trip ends after breakfast. Extra nights on Santorini can be arranged when you book.
- Meals
- Breakfast
Where you stay
- Dubrovnik (1 night) Hostel
- Kotor (1 night) Hotel
- Tirana (2 nights) Hotel
- Berat (1 night) Hotel
- Ohrid (2 nights) Hotel
- Skopje (2 nights) Hotel
- Bitola (1 night) Hotel
- Kastoria (1 night) Hotel
- Litochoro (2 nights) Guesthouse
- Athens (2 nights) Hotel
- Syros (2 nights) Hotel
- Mykonos (2 nights) Hotel
- Santorini (2 nights) Hotel
Hotel names are indicative and may be replaced with a property of similar standard and location.
What's included
Included
- Accommodation 21 nights in hotels, a guesthouse and a hostel
- Meals 19 breakfasts, 1 lunch and 1 dinner
- Transport private vehicle, public buses, a train to Athens and ferries between the islands
- Balkans Rozafa Castle, Kruja and the Skanderbeg Museum, Berat with a local guide, a Lake Ohrid cruise, Matka Canyon and a beekeeper's farm lunch
- Greece Heraclea Lyncestis, an Olympus waterfall hike, a loukoumi workshop and village dinner on Syros, Delos with a guide and the Santorini caldera hike
- Local leader throughout
Not included
- International flights to Dubrovnik and from Santorini
- Airport transfers
- Meals not listed
- Optional activities and entrance fees, such as the Acropolis
- Single supplement, tips, travel insurance and personal spending
This trip might not be for you if…
Honest disclaimer — please read
- You want flights included — they are not
- You want most meals included — mainly breakfasts
- You want a private bathroom every night — the first night is in a hostel
- You dislike ferries and buses — both are used often
Good to know
In pictures
Departures & prices
From £4,670 per person, twin share, tour only. 25 upcoming departures.
Frequently asked questions
How do I book this tour?
Tap any "Enquire" button on the page and one of our travel specialists will be in touch within 24 hours (often same day). We'll confirm availability on your preferred date, run through anything you need to know, and only ask for the deposit once you've decided.
What financial protection do I get?
Every Travelisto booking is 100% financially protected. Your money is held in a ring-fenced Trust account until you return from your trip, and we are members of the Protected Trust Services scheme (PTS 6035). Most tours also include ATOL protection where flights are part of the package.
How do we travel between countries and islands?
By private vehicle and public bus through the Balkans, by train to Athens and by public ferry between Piraeus, Syros, Mykonos and Santorini.
What is the accommodation like?
Mostly simple hotels on a twin-share basis, with a hostel night in Dubrovnik and a guesthouse in Litochoro. Some rooms may not have air-conditioning.
How active is the trip?
The physical rating is medium. Expect city walking, a hike on Mount Olympus and the caldera hike on Santorini.
Is the Acropolis included?
No. The free day in Athens gives you time to visit the Acropolis and its museum at your own pace.
What meals are included?
Breakfast on most days, a lunch at a beekeeper's farm in North Macedonia and a village dinner on Syros.
Do I need visas?
UK passport holders do not currently need visas for short stays in Croatia, Montenegro, Albania, North Macedonia or Greece. Check the latest rules before travel.
Can you tailor the trip?
Yes — every escorted tour can be modified into a private tailor-made version with your own dates, adjusted pace, upgraded hotels and add-on extensions. Tell us what you'd like changed when you enquire and we'll quote it both ways so you can compare.
What if my flight is delayed or cancelled?
If your international flight is part of your booking through us, we re-book at no cost. If you've booked flights separately, the tour's local team holds your transfer slot until you arrive. We strongly recommend a comprehensive travel insurance policy that includes delay and cancellation cover.
Not quite the right fit? Make it tailor-made.
If this group tour doesn't match your ideal trip, our specialists will turn it into a private tailor-made journey — your own dates, your own pace, upgraded hotels where you want them, and the parts you don't love swapped out. Same destinations, just rebuilt around you.
Contact us for a tailor-made version of this itinerary