35 days in Greece & Little Cayman Itinerary

35 days in Greece & Little Cayman Itinerary

Created using Inspirock trip itinerary builder

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Drive
1
Nafplio, Greece
— 2 nights
Drive
2
Delphi, Greece
— 2 nights
Drive to Killini, Ferry to Kalamaki
3
Kalamaki, Greece
— 3 nights
Fly
4
Corfu Town, Greece
— 2 nights
Fly
5
Mykonos Town, Greece
— 3 nights
Ferry
6
Paros, Greece
— 1 night
Ferry
7
Naxos, Greece
— 2 nights
Ferry
8
Fira, Greece
— 4 nights
Ferry to Heraklion, Taxi to Hersonissos
9
Hersonissos, Greece
— 3 nights
Drive
10
Chania Town, Greece
— 2 nights
Fly
11
Rhodes Town, Greece
— 2 nights
Drive
12
Lardos, Greece
— 4 nights
Unknown
13
Little Cayman, Cayman Islands
— 2 nights
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Nafplio, Greece

— 2 nights
Nafplio, a city famed for its narrow lanes and elegant architecture, provides a comfortable base for exploring the many surrounding ancient sites.
Explore hidden gems such as Wine Tours & Tastings and Church of Agios Spyridonas. There's much more to do: take in the spiritual surroundings of Church of Ayios Georgios, brush up on your military savvy at War Museum Nafplio Branch, examine the collection at Komboloi Museum, and take in the architecture and atmosphere at Church of Panaghia.

To find ratings, more things to do, maps, and other tourist information, refer to the Nafplio driving holiday planner.

Athens to Nafplio is an approximately 2-hour car ride. You can also take a bus. Traveling from Athens in October, expect Nafplio to be a bit cooler, temps between 24°C and 9°C. Wrap up your sightseeing by early afternoon on the 5th (Sat) to allow enough time to drive to Delphi.

Things to do in Nafplio

Museums · Historic Sites · Wineries · Tours
Find places to stay Oct 2 — 5:

Delphi, Greece

— 2 nights
Ancient Greeks revered Delphi as the center of their universe, building an impressive sanctuary to Apollo in order to mark this sacred spot.
Kick off your visit on the 6th (Sun): pause for some serene contemplation at Metamorfoseos tou Sotiros Church, relax in the rural setting at MoKa Honey, tour the pleasant surroundings at Itea Beach, then delve into the distant past at Apollo temple, and finally take in the spiritual surroundings of Tholos.

To find other places to visit, reviews, ratings, and tourist information, go to the Delphi sightseeing planner.

Drive from Nafplio to Delphi in 3.5 hours. Plan for a bit warmer nights when traveling from Nafplio in October since evenings lows in Delphi dip to 15°C. Finish your sightseeing early on the 7th (Mon) so you can travel to Kalamaki.

Things to do in Delphi

Historic Sites · Parks · Outdoors · Beaches

Side Trips

Find places to stay Oct 5 — 7:
Highlights from your trip

Kalamaki, Greece

— 3 nights
Home to a world-famous beach serving as a protected nesting ground for endangered loggerhead sea turtles, Kalamaki sits on the southeastern coastline of Zakynthos.
Discover out-of-the-way places like Agios Dionisios Church and Askos Stone Park. Step out of Kalamaki to go to Alykes and see Alykes Beach, which is approximately 32 minutes away. There's lots more to do: try for a hole-in-one at Kalamaki's Crazy golf, get great views at Bochali View Point, relax in the rural setting at Therianos Family Farm, and stroll through Vrahos Beach.

To see reviews, traveler tips, ratings, and tourist information, read our Kalamaki road trip planning site.

Getting from Delphi to Kalamaki by combination of car and ferry takes about 4.5 hours. Other options: do a combination of bus and flight; or do a combination of bus and ferry. In October in Kalamaki, expect temperatures between 28°C during the day and 17°C at night. Finish up your sightseeing early on the 10th (Thu) so you can catch the flight to Corfu Town.

Things to do in Kalamaki

Parks · Outdoors · Beaches · Fun & Games

Side Trips

Find places to stay Oct 7 — 10:

Corfu Town, Greece

— 2 nights
Often called "Kastropolis" because of its majestic Venetian castle, Corfu Town once featured such extensive fortifications that a force of over 20,000 soldiers defended them.
Explore hidden gems such as Church of Saint Spiridon and Vlacherna Monastery. Explore the numerous day-trip ideas around Corfu Town: Pantokrator (in Agios Matheos) and Rovinia Beach (in Paleokastritsa). There's still lots to do: take in the dramatic natural features at Kaiser's Throne, appreciate the history behind Holocaust Memorial of Corfu, kick back and relax at Issos Beach, and look for gifts at Sweet 'N Spicy Bahar Shop.

To see more things to do, maps, reviews, and tourist information, read Corfu Town trip planner.

You can fly from Kalamaki to Corfu Town in 4.5 hours. Other options are to do a combination of ferry and bus; or do a combination of ferry and bus. In October in Corfu Town, expect temperatures between 28°C during the day and 17°C at night. Wrap up your sightseeing on the 12th (Sat) to allow time to fly to Mykonos Town.

Things to do in Corfu Town

Parks · Historic Sites · Nature · Outdoors

Side Trips

Find places to stay Oct 10 — 12:

Mykonos Town, Greece

— 3 nights

Chora Mykonos

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.
Kick off your visit on the 13th (Sun): tour the pleasant surroundings at Fokos Beach, then learn about winemaking at Mykonos Vioma Organic Farm, then indulge in some personalized pampering at some of the best spas, and finally take in the awesome beauty at Mount Kynthos. Here are some ideas for day two: stop by Gioras Wood Medieval Mykonian Bakery, then take in the waterfront activity at Old Port, then pause for some serene contemplation at Church of Saint George, and finally delve into the distant past at Avenue of the Lions.

To see traveler tips, photos, more things to do, and tourist information, you can read our Mykonos Town trip itinerary builder site.

Traveling by flight from Corfu Town to Mykonos Town takes 4.5 hours. Alternatively, you can do a combination of bus and ferry; or do a combination of bus and ferry. In October, plan for daily highs up to 25°C, and evening lows to 20°C. Finish your sightseeing early on the 15th (Tue) to allow enough time to ride a ferry to Paros.

Things to do in Mykonos Town

Parks · Historic Sites · Outdoors · Beaches

Side Trips

Find places to stay Oct 12 — 15:

Paros, Greece

— 1 night

Poor Man's Mykonos

Long ignored by tourists because of its reputation as a plain ferry hub, Paros today serves as one of the Aegean's major holiday destinations, luring travelers with its fashionable resort towns and quaint mountain villages.
On the 15th (Tue), examine the collection at Folklore Art Museum Of Cycladic Civilization Benetos & Popi Skiadas., kick back and relax at Molos Beach, then experience rural life at Thanasis Farm, and finally kick back and relax at Lageri beach. Get ready for a full day of sightseeing on the 16th (Wed): kick back and relax at Kalogeros Beach, then learn about winemaking at Moraitis Winery, and then immerse yourself in nature at Paros Park.

To see reviews, maps, ratings, and tourist information, you can read our Paros journey website.

Ride a ferry from Mykonos Town to Paros in 2 hours. October in Paros sees daily highs of 26°C and lows of 20°C at night. Finish your sightseeing early on the 16th (Wed) to allow enough time to ride a ferry to Naxos.

Things to do in Paros

Parks · Outdoors · Beaches · Nature
Find places to stay Oct 15 — 16:

Naxos, Greece

— 2 nights
Zeus, the master of all gods from Greek mythology, allegedly grew up in a cave on Naxos, a small but fertile island in the South Aegean Sea.
Kick off your visit on the 17th (Thu): look for gifts at Soocre Naxos®, pause for some serene contemplation at Roman Catholic Cathedral, look for gifts at Naxia Sweet Home, then contemplate the long history of Old Town, then explore the ancient world of Naos tou Apollona - Portara, and finally head outdoors with Flisvos Sportclub. Keep things going the next day: take in the exciting artwork at Fish & Olive, then head outdoors with Mount Zeus Hike, and then examine the collection at Eggares Olive Press Museum.

To find maps, more things to do, where to stay, and other tourist information, refer to the Naxos trip itinerary maker site.

You can ride a ferry from Paros to Naxos in 2 hours. In October, daily temperatures in Naxos can reach 26°C, while at night they dip to 20°C. Wrap up your sightseeing on the 18th (Fri) early enough to ride a ferry to Fira.

Things to do in Naxos

Outdoors · Historic Sites · Shopping · Museums
Find places to stay Oct 16 — 18:

Fira, Greece

— 4 nights
Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
You'll discover tucked-away gems like Spas and Helicopter Tours. Go for a jaunt from Fira to Akrotiri to see Experience Horse Riding about 30 minutes away. And it doesn't end there: make a trip to Three Bells of Fira, examine the collection at Wine Museum Koutsogiannopoulos, look for gifts at the White, Santorini, and learn about winemaking at Artemis Karamolegos Winery.

To find maps, photos, where to stay, and more tourist information, go to the Fira road trip website.

Traveling by ferry from Naxos to Fira takes 3.5 hours. Alternatively, you can do a combination of taxi and flight. Expect a daytime high around 27°C in October, and nighttime lows around 20°C. Finish your sightseeing early on the 22nd (Tue) so you can travel to Hersonissos.

Things to do in Fira

Outdoors · Museums · Tours · Historic Sites

Side Trips

Find places to stay Oct 18 — 22:

Hersonissos, Greece

— 3 nights
Wholeheartedly dedicated to tourism, Hersonissos remains best known for its vibrant nightlife, its bars and clubs attracting partygoers from around the world.
You'll discover tucked-away gems like Luxurious Furs and Cathedral of St. Minas. There's much more to do: see some colorful creatures with a scuba or snorkeling tour, ponder the design of Roman Fountain, play a few rounds at The Crete Golf Club, and head outdoors with Starbeach Bungy Jump.

For traveler tips, reviews, and more tourist information, read Hersonissos trip planner.

Traveling by combination of ferry and taxi from Fira to Hersonissos takes 3 hours. Alternatively, you can fly; or do a combination of ferry and bus. Traveling from Fira in October, you can expect nighttime temperatures to be slightly colder in Hersonissos, with lows of 17°C. Finish your sightseeing early on the 25th (Fri) so you can drive to Chania Town.

Things to do in Hersonissos

Outdoors · Golf · Parks · Tours

Side Trip

Find places to stay Oct 22 — 25:

Chania Town, Greece

— 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 25th (Fri): step into the grandiose world of Firkas Fortress, don't miss a visit to Lighthouse, identify plant and animal life at Topolia Gorge, then make a trip to Agios Nikolaos, and finally examine the collection at MINOAN'S WORLD. Get ready for a full day of sightseeing on the 26th (Sat): don't miss a visit to Hassan Pascha Mosque, explore the different monuments and memorials at Venizelos Graves, then see the interesting displays at Museum-Residence of Eleftherios Venizelos, then look for gifts at Alexia Handmade Jewelry, and finally savor the flavors at Food & Drink.

To find reviews, ratings, other places to visit, and tourist information, read our Chania Town visit planner.

Getting from Hersonissos to Chania Town by car takes about 2.5 hours. Other options: do a combination of shuttle and bus; or take a bus. Expect a daytime high around 28°C in October, and nighttime lows around 19°C. Wrap up your sightseeing by early afternoon on the 27th (Sun) to allow enough time to travel to Rhodes Town.

Things to do in Chania Town

Historic Sites · Parks · Shopping · Museums
Find places to stay Oct 25 — 27:

Rhodes Town, Greece

— 2 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.
On the 28th (Mon), contemplate in the serene atmosphere at Saint Nectarios Church, contemplate the long history of Mandraki Harbour, contemplate the long history of Street of the Knights, then take in panoramic vistas at Roloi Clock Tower, then examine the collection at Kahal Shalom Synagogue, and finally take an in-depth tour of Kahal Kadosh Shalom Synagogue. On your second day here, steep yourself in history at Ancient Kamiros, don't miss a visit to Old Town of Rhodes, then make a trip to Thalassini Pyli, and finally test your team's savvy at popular escape rooms.

Take the guesswork out of planning a Rhodes Town vacation by using our trip itinerary maker.

Fly from Chania Town to Rhodes Town in 4.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus and ferry. In October in Rhodes Town, expect temperatures between 28°C during the day and 22°C at night. Wrap up your sightseeing on the 29th (Tue) to allow time to drive to Lardos.

Things to do in Rhodes Town

Historic Sites · Museums · Fun & Games

Side Trips

Find places to stay Oct 27 — 29:

Lardos, Greece

— 4 nights
Step off the beaten path and head to Wassersportzentrum Kiotari and Church of St. Panteleimon. You'll find plenty of places to visit near Lardos: Ladomylos (in Siana), Limni Beach (in Apolakkia) and Monolithos (Alyki Beach & Fourni Beach).

To find reviews, other places to visit, ratings, and tourist information, you can read our Lardos trip itinerary maker.

Drive from Rhodes Town to Lardos in an hour. In October, daily temperatures in Lardos can reach 28°C, while at night they dip to 22°C. Finish up your sightseeing early on the 2nd (Sat) so you can travel to Little Cayman.

Things to do in Lardos

Outdoors · Parks · Beaches · Historic Sites

Side Trips

Find places to stay Oct 29 — Nov 2:

Little Cayman, Cayman Islands

— 2 nights
The smallest and undeniably quietest of the Cayman Islands, Little Cayman is truly little in terms of its population, with fewer than 200 permanent residents, almost all of whom work in the tourism industry.
On the 4th (Mon), tour the pleasant surroundings at Great Wall West., then tour the pleasant surroundings at Lea's Lookout, and then take in the spiritual surroundings of Little Cayman Baptist Church.

For photos, where to stay, and tourist information, use the Little Cayman travel itinerary planner.

Explore your travel options from Lardos to Little Cayman with the Route module. The time zone difference moving from Eastern European Standard Time (EET) to Eastern Standard Time (EST) is minus 7 hours. Traveling from Lardos in November, things will get a bit warmer in Little Cayman: highs are around 34°C and lows about 30°C. You will leave for home on the 5th (Tue).

Things to do in Little Cayman

Parks · Wildlife · Historic Sites · Nature
Find places to stay Nov 3 — 5:

Greece travel guide

4.2
Beaches · Ruins · History Museums
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.