9 days in Skopje & Santorini Itinerary

9 days in Skopje & Santorini Itinerary

Created using Inspirock Europe Trip Planner

Make it your trip
1
Skopje, Republic of North Macedonia
— 2 nights
Fly
2
Oia, Greece
— 5 nights
Fly

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Skopje, Republic of North Macedonia

— 2 nights
A melting pot of cultures from Roman, Byzantine, Ottoman, and Yugoslavian rule, Skopje serves as the nation's eclectic capital.
On the 29th (Thu), take a stroll through Old Bazaar, Skopje, explore the activities along Lake Matka, and then take in the history at Memorial House of Mother Teresa. Get ready for a full day of sightseeing on the 30th (Fri): take in the views from The Stone Bridge, then contemplate the long history of Kale, then pause for some photo ops at Millennium Cross, and finally take in the awesome beauty at Mountain of Vodno.

Inspirock's itinerary builder makes planning a Skopje trip simple and quick.

If you are flying in from Republic of North Macedonia, the closest major aiport is Skopje International Airport. In September in Skopje, expect temperatures between 30°C during the day and 14°C at night. Wrap up your sightseeing by early afternoon on the 1st (Sat) to allow time for travel to Oia.

Things to do in Skopje

Nature · Parks · Historic Sites · Shopping

Oia, Greece

— 5 nights
Every day hundreds of visitors come to Oia just to experience its sunsets.
You'll explore the less-touristy side of things at Captain George Santorini Yachting and Atlantis Books E.E.. Explore Oia's surroundings by going to Akrotiri (Akrotiri & Red Beach), Venetsanos Winery (in Megalochori) and Scuba & Snorkeling (in Perissa). There's still lots to do: contemplate the long history of The Castle of St Nicholas, take in the architecture and atmosphere at Ekklisia Panagia Platsani, explore the activities along Amoudi Bay, and do a tasting at Domaine Sigalas.

To see other places to visit, where to stay, traveler tips, and tourist information, read our Oia tour planner.

Traveling by flight from Skopje to Oia takes 9.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of train, bus, ferry, and taxi. The time zone changes from Central European Standard Time (CET) to Eastern European Standard Time (EET), which is usually a 1 hour difference. Plan for a bit warmer temperatures traveling from Skopje in October, with highs in Oia at 27°C and lows at 20°C. Wrap up your sightseeing on the 6th (Thu) early enough to travel back home.

Things to do in Oia

Outdoors · Tours · Historic Sites · Parks

Side Trips

Santorini travel guide

4.1
Beaches · Landmarks · Ruins
Wine Island
Known for dramatic views and romantic sunsets, the island of Santorini draws visitors with its long string of black, white, and red beaches. The largest and most significant of a small group of volcanic islands located just 200 km (120 mi) southeast of Greece's mainland, Santorini boasts just over 15,000 permanent residents. Created by a massive volcanic eruption that likely destroyed a single large island, the archipelago still features an active volcano, which saw its last eruption in the 1950s. The easiest way to explore Santorini's craggy coastline is on foot. Start by visiting the archaeological sites on the island's southwestern side, which offer a chance to discover the area's ancient past with unobstructed views of the famed volcano.