12 days in Crete & Santorini Itinerary

Created using Klarna Trips Greece visit planner
Make it your trip
— 2 nights
— 2 nights
Taxi to Heraklion, Ferry to Fira
— 7 nights


Rethymnon — 2 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 13th (Tue): explore the world behind art at Stagakis Cretan Lyra Workshop, take an in-depth tour of Historical and Folklore Museum of Rethymno, stop by Cloclo's Art Handmade Creations, then view the masterpieces at Terzisart, and finally steep yourself in history at The Venetian Fortezza. Get ready for a full day of sightseeing on the next day: wander the streets of Rethymnon Old Town, then take in the spiritual surroundings of Monastery of Arkadi, then browse the exhibits of Kerameion Georgios Dalamvelas, and finally indulge in some personalized pampering at some of the best spas.

For reviews, more things to do, ratings, and other tourist information, you can read our Rethymnon online sightseeing planner.

Boston, USA to Rethymnon is an approximately 14-hour flight. The time zone difference when traveling from Boston to Rethymnon is 7 hours. In September, Rethymnon is somewhat warmer than Boston - with highs of 84°F and lows of 68°F. Finish up your sightseeing early on the 14th (Wed) so you can go by car to Hersonissos.
Historic Sites · Museums · Shopping · Neighborhoods
Side Trips
Find places to stay Sep 12 — 14:

Hersonissos — 2 nights

Wholeheartedly dedicated to tourism, Hersonissos remains best known for its vibrant nightlife, its bars and clubs attracting partygoers from around the world.
On the 15th (Thu), get engrossed in the history at Historical Museum of Crete, take an in-depth tour of Heraklion Archaeological Museum, then stop by Inspira, and finally delve into the distant past at The Palace of Knossos. Here are some ideas for day two: explore the ancient world of Malia Palace Archaeological Site, then explore the activities along Lake Voulismeni, then step off the mainland to explore Spinalonga (Kalydon), and finally enjoy the sand and surf at Stalis Beach.

To see ratings, photos, reviews, and other tourist information, refer to the Hersonissos trip itinerary site.

Drive from Rethymnon to Hersonissos in 1.5 hours. Alternatively, you can take a shuttle; or take a bus. Expect a daytime high around 82°F in September, and nighttime lows around 64°F. Cap off your sightseeing on the 16th (Fri) early enough to travel to Fira.
Historic Sites · Parks · Museums · Nature
Side Trips
Find places to stay Sep 14 — 16:

Fira — 7 nights

Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
Visit Kamari Beach and Perivolos for some beach relaxation. Head to Aquamarine Jewelry and Mnemossyne Galleryfor plenty of shopping. Take a break from Fira with a short trip to La Ponta in Akrotiri, about 30 minutes away. Next up on the itinerary: get interesting insight from Santorini Sailing, indulge your senses at some of the top wineries in the area, explore the ancient world of Ancient Thera, and enjoy the sand and surf at Red Beach.

To find reviews, more things to do, where to stay, and more tourist information, refer to the Fira visit website.

You can do a combination of taxi and ferry from Hersonissos to Fira in 3 hours. Other options are to fly; or do a combination of bus and ferry. Traveling from Hersonissos in September, Fira is a bit warmer at night with lows of 70°F. Wrap up your sightseeing on the 23rd (Fri) to allow time to fly back home.
Outdoors · Parks · Tours · Shopping
Side Trips
Find places to stay Sep 16 — 23:

Crete travel guide

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.

Santorini travel guide

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.