14 days in Greece Itinerary
Created using Klarna Trips Greece trip maker
Start: Washington
Fly
1
Athens
— 3 nights
Fly
2
Milos
— 2 nights
Ferry
3
Fira
— 4 nights
Fly
4
Tsilivi (Planos)
— 3 nights
Drive to Zakynthos International Airport "Dionysios Solomos", Fly to Washington
End: Washington
Sat, Sep 2 - Fri, Sep 15
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View full calendar
Athens — 3 nights

The Birthplace of Democracy
One of the world's most ancient cities, Athens remains Europe's undisputed historical and cultural capital.Explore the numerous day-trip ideas around Athens: Archea Korinthos (in Corinth), Submersible Bridges (in Isthmia) and TASTE3 (in Nafplio). There's lots more to do: explore the ancient world of Acropolis of Athens, take in nature's colorful creations at National Garden, appreciate the history behind Erechtheion, and take an in-depth tour of Acropolis Museum.
To find other places to visit, more things to do, and tourist information, go to the Athens itinerary planning tool.
Washington, USA to Athens is an approximately 18.5-hour flight. Due to the time zone difference, you'll lose 7 hours traveling from Washington to Athens. Traveling from Washington in September, you can expect nighttime temperatures to be a bit warmer in Athens, with lows of 69°F. Wrap up your sightseeing on the 6th (Wed) early enough to fly to Milos.
Side Trips
Find places to stay Sep 2 — 6:
Highlights from your trip
Milos — 2 nights
Island of Colors
The result of thousands of years of volcanic activity, the island of Milos features a craggy coastline interspersed by shallow beaches.Kick off your visit on the 7th (Thu): enjoy the sand and surf at Kalogries Beach, explore the historical opulence of Venetian Castle of Milos, then see the interesting displays at Sand Museum, and finally see some colorful creatures with Oneiro Milos. Get ready for a full day of sightseeing on the 8th (Fri): enjoy the sand and surf at Sikia Beach, then kick back and relax at Kleftiko Beach, and then kick back and relax at Sarakiniko Beach.
For reviews, photos, where to stay, and other tourist information, read Milos driving holiday planner.
You can fly from Athens to Milos in 2.5 hours. Another option is to do a combination of taxi and ferry. In September, plan for daily highs up to 81°F, and evening lows to 70°F. Wrap up your sightseeing on the 8th (Fri) to allow time to ride a ferry to Fira.
Find places to stay Sep 6 — 8:
Highlights from your trip
Fira — 4 nights
Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.Fira is known for nightlife, wineries, and museums. Your trip includes some of its best attractions: delve into the distant past at Akrotiri, tour the pleasant surroundings at Perissa Black Sand Beach, steep yourself in history at Ancient Thera, and trek along Ekklisia Theoskepasti hiking trail.
To see traveler tips, reviews, maps, and tourist information, use the Fira tour itinerary planner.
You can ride a ferry from Milos to Fira in 3 hours. Alternatively, you can fly. In September, daily temperatures in Fira can reach 82°F, while at night they dip to 70°F. Finish your sightseeing early on the 12th (Tue) to allow enough time to fly to Tsilivi (Planos).
Side Trips
Find places to stay Sep 8 — 12:
Highlights from your trip
Tsilivi (Planos) — 3 nights
A growing favorite with international vacationers, Tsilivi sits on the northern coast of Zakynthos.Start off your visit on the 13th (Wed): relax and rejuvenate at Relax Spa & Beauty, look for gifts at Razi Aroma, then don't miss a visit to Vardiola of Kypseli, then learn about winemaking at Goumas Estate - Art & Wine Winery, and finally experience rural life at Therianos Family Farm. Keep things going the next day: get some thrills on the water with a speed boat tour, learn about winemaking at Solomos Wines, and then take some stellar pictures from Bochali View Point.
To see photos, other places to visit, traveler tips, and more tourist information, read Tsilivi (Planos) day trip planner.
Fly from Fira to Tsilivi (Planos) in 4.5 hours. Alternatively, you can do a combination of ferry and bus. Traveling from Fira in September, Tsilivi (Planos) is a bit cooler at night with lows of 65°F. Wrap up your sightseeing by early afternoon on the 15th (Fri) to allow enough time to travel back home.
Side Trips
Zakynthos Town, Vardiola of Kypseli, Therianos Family Farm, Goumas Estate - Art & Wine Winery, Navagio Beach (Shipwreck Beach)
Find places to stay Sep 12 — 15:
Highlights from your trip
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Greece travel guide
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.
Santorini travel guide
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.
Zakynthos travel guide
Flower of the East
Located just off the west coast of mainland Greece, Zakynthos enjoys a reputation as both a party destination and a family-friendly getaway. Packed with foreign tourists along its eastern and southeastern coastline, the island also features numerous tranquil pockets in its central region of forested mountains and rolling hills. Avoid the overcrowded east by discovering the island's less-explored northern sections, which contain a series of deep caves that feature sun reflecting on seawater and white stones, creating a striking shade of azure particular to this part of the world. The northern capes of the island also offer the calmest waters, which lap a string of developed beaches with plenty of modern facilities.