14 days in Santorini, Milos & Crete Itinerary

14 days in Santorini, Milos & Crete Itinerary

Created using Inspirock Greece route planner
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Make it your trip
Fly
1
Fira
— 4 nights
Ferry
2
Milos
— 7 nights
Fly
3
Chania Town
— 2 nights
Fly

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Fira — 4 nights

Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
You'll explore the less-touristy side of things at Skaros Rock and Museum of Prehistoric Thira. Satisfy your inner culture vulture at Akrotiri and Ernesto Workshop & Gallery. There's much more to do: kick back and relax at Red Beach, learn about winemaking at Domaine Sigalas, enjoy the sea views from Akrotiri LightHouse, and stroll through Perivolos.

For reviews, where to stay, maps, and other tourist information, read our Fira tour planner.

Dublin, Ireland to Fira is an approximately 9-hour flight. You can also do a combination of bus and ferry; or do a combination of bus and ferry. The time zone changes from Greenwich Mean Time (GMT) to Eastern European Standard Time (EET), which is usually a 2 hour difference. Traveling from Dublin in May, expect Fira to be somewhat warmer, temps between 75°F and 63°F. Wrap up your sightseeing on the 2nd (Fri) early enough to ride a ferry to Milos.
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Parks · Outdoors · Beaches · Tours
Side Trips

Milos — 7 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.
Take a break from the city and head to Kleftiko Beach and Tsigrado Beach. You'll discover tucked-away gems like Firopotamos Beach and Plathiena Beach. There's still lots to do: tour the pleasant surroundings at Paliochori Beach, kick back and relax at Ammoudaraki Beach, and learn about winemaking at Kostantakis Cave Winery.

For where to stay, traveler tips, ratings, and tourist information, use the Milos itinerary tool.

Getting from Fira to Milos by ferry takes about 3 hours. Other options: fly. In June, daily temperatures in Milos can reach 82°F, while at night they dip to 69°F. Wrap up your sightseeing by early afternoon on the 9th (Fri) to allow time for the flight to Chania Town.
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Outdoors · Parks · Beaches · Historic Sites

Chania Town — 2 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.
Start off your visit on the 10th (Sat): learn about winemaking at Manousakis Winery, stroll through Iguana Beach, then brush up on your military savvy at Maritime Museum of Crete, and finally take in the architecture and atmosphere at St. Nicholas Church. Get ready for a full day of sightseeing on the next day: tour the pleasant surroundings at Agii Apostoli Beach, enjoy the sea views from Lighthouse of Chania, and then see some colorful creatures with a scuba or snorkeling tour.

For ratings, reviews, other places to visit, and tourist information, refer to the Chania Town visit planner.

Fly from Milos to Chania Town in 5 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and bus. Expect a daytime high around 84°F in June, and nighttime lows around 67°F. Wrap up your sightseeing on the 11th (Sun) to allow time to fly back home.
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Outdoors · Parks · Beaches · Wildlife
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.
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Crete travel guide

4.3
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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