15 days in Greece Itinerary

15 days in Greece Itinerary

Created using Inspirock Greece trip planner
Make it your trip
Bus to Boston, Fly to Fira
Fira, Santorini
— 5 nights
Mykonos Town, Mykonos
— 3 nights
Naxos Town, Naxos
— 2 nights
Rethymnon, Crete
— 3 nights
Drive to Chania International Airport, Fly to Portland


Fira, Santorini — 5 nights

Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
Discover out-of-the-way places like Wine Museum Koutsogiannopoulos and Spas. Visiting Kamari Beach and Santorini Sailing will get you outdoors. There's much more to do: stroll through Red Beach, hike along Ekklisia Theoskepasti hiking trail, do a tasting at Venetsanos Winery, and get a tailor-made plan with Private Tours.

To find where to stay, reviews, maps, and tourist information, go to the Fira holiday planner.

Portland, USA to Fira is an approximately 18.5-hour combination of bus and flight. You can also fly. The time zone changes from Eastern Standard Time (EST) to Eastern European Standard Time (EET), which is usually a 7 hour difference. Prepare for a bit warmer weather when traveling from Portland in September: high temperatures in Fira hover around 82°F and lows are around 70°F. Finish up your sightseeing early on the 29th (Thu) so you can catch the ferry to Mykonos Town.
Outdoors · Parks · Tours · Historic Sites
Side Trips
Find places to stay Sep 23 — 29:

Mykonos Town, Mykonos — 3 nights

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.
Escape the urban bustle at Elia Beach and Agios Stefanos Beach. Satisfy your inner culture vulture at Little Venice and Aegean Maritime Museum. It doesn't end there: tour the pleasant surroundings at Kalo Livadi Beach and don't miss a visit to Rarity Gallery.

To find ratings, where to stay, more things to do, and more tourist information, go to the Mykonos Town trip planning app.

Getting from Fira to Mykonos Town by ferry takes about 2.5 hours. Other options: fly. In September, plan for daily highs up to 79°F, and evening lows to 69°F. Finish up your sightseeing early on the 2nd (Sun) so you can catch the ferry to Naxos Town.
Beaches · Outdoors · Parks · Neighborhoods
Side Trips
Find places to stay Sep 29 — Oct 2:

Naxos Town, Naxos — 2 nights

Naxos Town tops the itinerary of most visitors exploring the Aegean islands, drawing their attention with taverns, shops, beaches, and ancient ruins.
On the 3rd (Mon), explore the ancient world of The Temple of Apollo – Portara, then wander the streets of Old Town, and then wander the streets of Kastro. Get ready for a full day of sightseeing on the next day: stroll through Plaka Beach and then enjoy the sand and surf at Agios Prokopios Beach.

To see photos, ratings, maps, and other tourist information, refer to the Naxos Town day trip site.

Getting from Mykonos Town to Naxos Town by ferry takes about 1.5 hours. Other options: fly. October in Naxos Town sees daily highs of 73°F and lows of 63°F at night. Wrap up your sightseeing on the 4th (Tue) to allow time to fly to Rethymnon.
Beaches · Outdoors · Parks · Historic Sites
Side Trips
Find places to stay Oct 2 — 4:

Rethymnon, Crete — 3 nights

Rethymnon combines the old-fashioned charm of a small town with proximity to long sandy beaches with all the modern conveniences usually found in big tourist resorts.
Start off your visit on the 5th (Wed): take a memorable tour with Tours and then stroll through Rethymno Beach. On the next day, take in the architecture and atmosphere at St. Nicholas Church, then contemplate the waterfront views at Lake Kournas, and then take a stroll through Rethymnon Old Town.

To find reviews and other tourist information, use the Rethymnon trip planner.

Traveling by flight from Naxos Town to Rethymnon takes 4 hours. Alternatively, you can do a combination of ferry and taxi; or do a combination of ferry and bus. In October, daytime highs in Rethymnon are 75°F, while nighttime lows are 61°F. Finish your sightseeing early on the 7th (Fri) to allow enough time to travel back home.
Outdoors · Parks · Tours · Beaches
Side Trips
Find places to stay Oct 4 — 7:

Greece travel guide

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.