27 days in Greece Itinerary

Created using Inspirock Greece travel route builder
Make it your trip
Fly
1
Athens
— 4 nights
Fly
2
Fira
— 5 nights
Ferry
3
Heraklion
— 3 nights
Shuttle
4
Chania Town
— 4 nights
Fly
5
Paros
— 4 nights
Unknown
6
Agios Prokopios
— 2 nights
Unknown
7
Mykonos Town
— 3 nights
Fly

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Athens — 4 nights

The Birthplace of Democracy

One of the world's most ancient cities, Athens remains Europe's undisputed historical and cultural capital.
Let the collections at Acropolis Museum and Benaki Museum capture your imagination. Get some cultural insight at Acropolis of Athens and Archaeological Site Mycenae. Change things up with these side-trips from Athens: Lion Gate (in Mycenae) and Church of Panaghia (in Nafplio). Next up on the itinerary: explore the ancient world of Temple of Hephaestus, steep yourself in history at Ancient Agora of Athens, pause for some serene contemplation at Church of Kapnikarea, and take an in-depth tour of National Archaeological Museum.

For maps, more things to do, other places to visit, and tourist information, refer to the Athens trip itinerary site.

San Francisco, USA to Athens is an approximately 17.5-hour flight. Traveling from San Francisco to Athens, you'll lose 10 hours due to the time zone difference. In September, Athens is a bit warmer than San Francisco - with highs of 84°F and lows of 69°F. Cap off your sightseeing on the 12th (Tue) early enough to catch the flight to Fira.
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Historic Sites · Museums · Neighborhoods · Parks
Side Trips
Find places to stay Sep 8 — 12:

Fira — 5 nights

Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
Deepen your sense of the past at sights like Akrotiri and Panagia Theoskepasti Chapel. Step off the beaten path and head to Santo Winery and Ekklisia Theoskepasti hiking trail. Next up on the itinerary: examine the collection at Museum of Prehistoric Thira, explore the striking landscape at Skaros Rock, delve into the distant past at Ancient Thera, and get impressive views of Santorini Volcano.

To see traveler tips, maps, other places to visit, and other tourist information, go to the Fira sightseeing planner.

Traveling by flight from Athens to Fira takes 2.5 hours. Alternatively, you can do a combination of taxi and ferry; or ride a ferry. In September in Fira, expect temperatures between 82°F during the day and 70°F at night. Wrap up your sightseeing on the 17th (Sun) to allow time to ride a ferry to Heraklion.
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Parks · Outdoors · Nature · Historic Sites
Side Trips
Find places to stay Sep 12 — 17:

Heraklion — 3 nights

Crete's largest city, Heraklion remains best known for its proximity to a sprawling Bronze Age archaeological site, once the center of a vanished Minoan civilization.
Your inner history buff will appreciate The Palace of Knossos and Castello del Molo (Koules). Appreciate the collections at Heraklion Archaeological Museum and The Natural History Museum of Crete. Explore the numerous day-trip ideas around Heraklion: Matala (Red Sand Beach (Kokkini Ammos) & Matala Beach). Next up on the itinerary: get engrossed in the history at Historical Museum of Crete, relax and rejuvenate at Aegeo Spas, take in the architecture and atmosphere at Church of Saint Titus, and enjoy the sand and surf at Ligaria Beach.

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

Traveling by ferry from Fira to Heraklion takes 2.5 hours. Expect a daytime high around 82°F in September, and nighttime lows around 69°F. Finish your sightseeing early on the 20th (Wed) to allow enough time to take a shuttle to Chania Town.
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Outdoors · Parks · Beaches · Historic Sites
Side Trips
Find places to stay Sep 17 — 20:

Chania Town — 4 nights

The place where Cretan and Venetian cultures merged in the 13th century, Chania Town attracts throngs of tourists with its well-preserved medieval harbor.
Satisfy your inner culture vulture at Lighthouse of Chania and Archaeological Site of Ancient Aptera. Popular historic sites such as St. Nicholas Church and Souda Bay War Cemetery are in your itinerary. Change things up with these side-trips from Chania Town: Seitan Limania Beach (in Akrotiri) and Rethymnon (Off-Road Tours & Rethymnon Old Town). And it doesn't end there: stroll the grounds of German Military Cemetery, get engrossed in the history at Archaeological Museum of Chania, do a tasting at Manousakis Winery, and savor the flavors at Food & Drink.

For ratings, more things to do, reviews, and more tourist information, refer to the Chania Town trip maker site.

Traveling by shuttle from Heraklion to Chania Town takes 2 hours. Alternatively, you can drive; or take a bus. In September, daily temperatures in Chania Town can reach 84°F, while at night they dip to 68°F. Cap off your sightseeing on the 24th (Sun) early enough to catch the flight to Paros.
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Parks · Historic Sites · Outdoors · Tours
Side Trips
Find places to stay Sep 20 — 24:

Paros — 4 nights

Poor Man's Mykonos

Long ignored by tourists because of its reputation as a plain ferry hub, Paros today serves as one of the Aegean's major holiday destinations, luring travelers with its fashionable resort towns and quaint mountain villages.
Appreciate the collections at Folklore Art Museum Of Cycladic Civilization Benetos & Popi Skiadas. and Hera's Gallery Shop. Popular historic sites such as Parikia Town and Delion Sanctuary of Apollo & Artemis are in your itinerary. Next up on the itinerary: kick back and relax at Golden Beach, explore the historical opulence of Venetian Fortress, stroll the grounds of Paros Ancient Cemetery, and take in the waterfront activity at Old Port of Naoussa.

For reviews, traveler tips, other places to visit, and tourist information, read our Paros trip tool.

You can fly from Chania Town to Paros in 4 hours. Other options are to do a combination of car and ferry; or do a combination of bus and ferry. September in Paros sees daily highs of 81°F and lows of 70°F at night. Finish up your sightseeing early on the 28th (Thu) so you can travel to Agios Prokopios.
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Parks · Historic Sites · Outdoors · Beaches
Find places to stay Sep 24 — 28:

Agios Prokopios — 2 nights

Agios Prokopios is a seaside village on the island of Naxos, Greece. On the 29th (Fri), steep yourself in history at Kastro, take a stroll through Old Town, then delve into the distant past at The Temple of Apollo – Portara, and finally tour the pleasant surroundings at Finikas Beach. On the next day, stroll through Agios Prokopios Beach, then enjoy the sand and surf at Plaka Beach, then kick back and relax at Mikri Vigla Beach, and finally examine the collection at Theatrical Museum Iakovos Kampanellis.

Before you visit Agios Prokopios, use our trip planner to discover what you can do and see there.

You can travel from Paros to Agios Prokopios in 2 hours. In September in Agios Prokopios, expect temperatures between 80°F during the day and 72°F at night. Finish your sightseeing early on the 30th (Sat) so you can travel to Mykonos Town.
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Outdoors · Parks · Beaches · Historic Sites
Side Trips
Find places to stay Sep 28 — 30:

Mykonos Town — 3 nights

Chora Mykonos

A holiday in Mykonos Town offers a chance to relax on picturesque beaches and explore a labyrinth of charming streets lined with traditional white houses.
Satisfy your inner culture vulture at Little Venice and Mykonos Vioma Organic Farm. You'll explore the less-touristy side of things at The Windmills (Kato Milli) and Agios Stefanos Beach. There's much more to do: don't miss a visit to Matoyianni Street, enjoy the sand and surf at Agios Sostis Beach, and tour the pleasant surroundings at Elia Beach.

To find traveler tips, ratings, more things to do, and other tourist information, read our Mykonos Town day trip planning app.

Getting from Agios Prokopios to Mykonos Town by journey takes about 1.5 hours. September in Mykonos Town sees daily highs of 79°F and lows of 69°F at night. Wrap up your sightseeing on the 3rd (Tue) early enough to fly back home.
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Outdoors · Parks · Beaches · Neighborhoods
Side Trips
Find places to stay Sep 30 — Oct 3:

Greece travel guide

4.3
Beaches · Ruins · Nightlife
Few places manage to capture the world's imagination quite like Greece, a land of sun-kissed coastlines, tranquil whitewashed villages, lively seaside towns, and well-preserved ancient sites. One of the world's top tourist destinations since ancient times, the country draws nearly 20 million visitors each year. Athens, the birthplace of Western civilization, continues to attract the biggest crowds and serves as a base for exploring the country and its 227 inhabited islands. Away from its cities, Greece features a picturesque countryside of olive groves, vineyards, and tiny settlements nestled against rolling hills and rugged mountain ranges. Explore the old mainland on foot and discover the islands on a guided boat or ferry tour.
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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.
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Crete travel guide

4.4
Beaches · Ruins · Nightlife
Great Island
The largest of the Greek islands, Crete offers travelers more than just sun, sea, and sand. Famed for its warm hospitality, outstanding infrastructure, and contrasting landscapes, the island represents one of the world's richest areas in terms of history and culture. Crete burst onto the world scene over 4,000 years ago, when it served as the center of the Minoan civilization, one of Europe's earliest organized societies. Despite the island's wealth of developed beaches, the traces of the mysterious and enchanting Minoan empire remain Crete's top attraction, drawing visitors from all over the world. The island capital Heraklion provides an ideal base for exploring a renowned Minoan palace complex, the site of Europe's oldest city.
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Naxos travel guide

4.2
Beaches · Ruins · Nightlife
Zeus, the master of all gods from Greek mythology, allegedly grew up in a cave on Naxos, a small but fertile island in the South Aegean Sea. Renowned for its unspoiled beaches and advantageous winds, the island offers excellent conditions for windsurfing and other watersports. Most of the island's western coastline boasts one sandy beach splashed by blue waters rich in marine life--a big draw for amateur scuba divers. The mountainous interior provides a look at the quieter side of the island, featuring a patchwork of lush valleys, quaint villages, and ancient sites. For a change of pace and a bit of modern dining and shopping, visit Hora, the island's biggest city.
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Mykonos travel guide

4.2
Beaches · Landmarks · Nightlife
Island of the Winds
Local tradition claims that Mykonos, the trendiest of the Cyclades group of islands, came into existence from the petrified bodies of giants killed by the mythological hero Hercules. Named after the grandson of the god Apollo, this cosmopolitan "Ibiza of Greece" offers modern tourists a blend of glamour and simplicity. Be prepared for hip and loud dance clubs along the coastline and quieter areas farther from the water. Avoid cruise ship crowds thronging the narrow streets by exploring the small villages located in the center of the island. The easiest way to discover the island's golden beaches is by guided boat tour, private car, or motorcycle.
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