14 days in Athens, Santorini & Rhodes Itinerary

Created using Inspirock Greece trip itinerary planner
Make it your trip
— 2 nights
— 2 nights
Ferry to Heraklion, Foot to Néa Alikarnassós, Bus to Heraklion, Fly to Rhodes Town
Rhodes Town
— 4 nights
— 3 nights
Drive to Diagoras Airport, Fly to La Guardia Airport, Drive to New York City


Athens — 2 nights

The Birthplace of Democracy

One of the world's most ancient cities, Athens remains Europe's undisputed historical and cultural capital.
Kick off your visit on the 14th (Sat): wander the streets of Ermou Street, kick back and relax at Vouliagmeni Beach, and then enjoy the sand and surf at Glyfada Beach. Keep things going the next day: explore the world behind art at National Archaeological Museum, stop by Amazing Chocolate, then explore the ancient world of Acropolis of Athens, and finally get engrossed in the history at Acropolis Museum.

To find maps, traveler tips, and other tourist information, go to the Athens online trip maker.

New York City, USA to Athens is an approximately 14-hour flight. You can also fly. The time zone difference moving from Eastern Standard Time to Eastern European Standard Time is 7 hours. In September, daily temperatures in Athens can reach 84°F, while at night they dip to 69°F. Finish your sightseeing early on the 16th (Mon) to allow enough time to fly to Fira.
Parks · Beaches · Outdoors · Museums
Side Trips
Find places to stay Sep 14 — 16:

Fira — 2 nights

Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
Start off your visit on the 16th (Mon): see the interesting displays at Wine Museum Koutsogiannopoulos, then kick back and relax at Kamari Beach, then delve into the distant past at Akrotiri, and finally kick back and relax at Red Beach. On the 17th (Tue), you'll have a packed day of sightseeing: view the masterpieces at Ernesto Workshop & Gallery, pause for some serene contemplation at Cathedral of Saint John the Baptist, examine the collection at Monastery of Profitis Ilias, see the interesting displays at Cultural Village, then learn about winemaking at Venetsanos Winery, and finally stroll through Vlychada Beach.

For maps, ratings, and tourist information, use the Fira day trip planning site.

Fly from Athens to Fira in 2.5 hours. Alternatively, you can do a combination of taxi and ferry; or ride a ferry. In September, daily temperatures in Fira can reach 82°F, while at night they dip to 70°F. Finish up your sightseeing early on the 18th (Wed) so you can travel to Rhodes Town.
Parks · Beaches · Outdoors · Museums
Side Trips
Find places to stay Sep 16 — 18:

Rhodes Town — 4 nights

A conglomeration of many distinct architectural styles, Rhodes Town is the biggest urban center of the eponymous Greek island known for its golden beaches and relaxed way of life.
Shop till you drop at Kallithea Springs and Art Park Rhodes. Explore hidden gems such as Mandraki Harbour and Ancient Kamiros. Change things up with these side-trips from Rhodes Town: The Church of the Panagia (in Lindos), Eleousa (Campochiaro & Agios Nikolaos Fountoukli) and Stegna Beach (in Archangelos). There's lots more to do: steep yourself in history at Street of the Knights, see the sky in a new way at Astronomy Cafe, step into the grandiose world of Palace of the Grand Master of the Knights of Rhodes, and see the interesting displays at Bee Museum.

To find reviews, more things to do, other places to visit, and more tourist information, you can read our Rhodes Town tour itinerary maker app.

Traveling by combination of ferry, bus, and flight from Fira to Rhodes Town takes 6 hours. Alternatively, you can ride a ferry. Expect a daytime high around 83°F in September, and nighttime lows around 73°F. Finish your sightseeing early on the 22nd (Sun) so you can drive to Monolithos.
Historic Sites · Parks · Beaches · Outdoors
Side Trips
Find places to stay Sep 18 — 22:

Monolithos — 3 nights

Your itinerary includes some good beach time at Glystra Beach and Limni Beach. Eschew the tourist crowds and head to Castle of Monolithos and Church of St. Panteleimon. You'll find plenty of places to visit near Monolithos: Lardos (Folklore Museum of Lardos Village & Lardons Go-karts), Church of Saint Phanourios (in Gennadi) and Profiti Elias Monastery (in Salakos).

For ratings, where to stay, traveler tips, and other tourist information, go to the Monolithos day trip site.

Traveling by car from Rhodes Town to Monolithos takes 1.5 hours. In September, daily temperatures in Monolithos can reach 83°F, while at night they dip to 73°F. You'll have a few hours on the 25th (Wed) to wrap things up before traveling home.
Parks · Beaches · Outdoors · Historic Sites
Side Trips
Find places to stay Sep 22 — 25:

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.

Rhodes travel guide

Beaches · Ruins · Nightlife
Island of the Knights
An island of green hills, fertile valleys, and golden beaches, Rhodes blends cosmopolitan and traditional cultures, exemplified by its traditional taverns, upscale hotels, and archaeological sites. Nicknamed the "Island of Roses," this island offers visitors a chance to discover lively tourist resorts in the north and tranquil rural areas in the south. The island's slow pace seems utterly unaffected by the challenges of mass tourism, its permanent residents stubbornly clinging to their age-old traditions and relaxed lifestyle. As you explore the areas farther away from the busy coastline, take time to meet the garrulous locals in their natural environment, the village tavern.