35 days in Greece & Little Cayman Itinerary

35 days in Greece & Little Cayman Itinerary

Make it your trip
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
Unknown

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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, take in the architecture and atmosphere at Ieros Naos Evaggelistria, get engrossed in the history at Peloponnesian Folklore Foundation, and appreciate the history behind Kolokotroni Statue.

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.
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Museums · Historic Sites · Tours · Wineries

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.
Start off your visit on the 6th (Sun): take in the architecture and atmosphere at Metamorfoseos tou Sotiros Church, experience rural life at MoKa Honey, stroll through Itea Beach, then delve into the distant past at Apollo temple, and finally steep yourself in history at The Tholos of Delphi.

To see where to stay, reviews, and more tourist information, use the Delphi itinerary app.

Getting from Nafplio to Delphi by car takes about 3.5 hours. Other options: take a bus; or take a bus. Expect somewhat warmer evenings in Delphi when traveling from Nafplio in October, with lows around 15°C. Cap off your sightseeing on the 7th (Mon) early enough to travel to Kalamaki.
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Historic Sites · Beaches · Outdoors · Parks
Side Trips
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 Alykes Beach. Step out of Kalamaki to go to Volimes and see Askos Stone Park, which is approximately 48 minutes away. There's much more to do: try for a hole-in-one at Kalamaki's Crazy golf, kick back and relax at St Nicholas Beach, tour the pleasant surroundings at Porto Zorro Beach, and relax in the rural setting at Therianos Family Farm.

To find where to stay, reviews, other places to visit, and tourist information, go to the Kalamaki journey planner.

Do a combination of car and ferry from Delphi to Kalamaki in 5 hours. Alternatively, you can do a combination of train and flight; or take a bus. October in Kalamaki sees daily highs of 28°C and lows of 17°C at night. Finish your sightseeing early on the 10th (Thu) to allow enough time to fly to Corfu Town.
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Parks · Beaches · Outdoors · Fun & Games
Side Trips

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 Pantokrator. Explore the numerous day-trip ideas around Corfu Town: Issos Beach (in Agios Georgios) and Rovinia Beach (in Paleokastritsa). There's still lots to do: take in the dramatic natural features at Kaiser's Throne, admire the striking features of Corfu Museum of Asian Art, look for all kinds of wild species at Corfu Donkey Rescue, and don't miss a visit to Vlacherna Monastery.

For reviews, ratings, photos, and tourist information, use the Corfu Town trip planner.

Fly from Kalamaki to Corfu Town in 5 hours. Alternatively, you can do a combination of ferry and bus; or do a combination of ferry and bus. October in Corfu Town sees daily highs of 28°C and lows of 17°C at night. Wrap up your sightseeing on the 12th (Sat) early enough to fly to Mykonos Town.
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Parks · Nature · Historic Sites · Beaches
Side Trips

Mykonos Town, Greece — 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.
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 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.
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Parks · Historic Sites · Beaches · Outdoors
Side Trips

Paros, Greece — 1 night

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.
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Parks · Outdoors · Beaches · Nature

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 The Temple of Apollo – Portara, and finally see 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 an hour. 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.
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Outdoors · Tours · Adventure · Historic Sites

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 Experience Horse Riding and Megalochori - Traditional Village. Next up on the itinerary: make a trip to Three Bells of Fira, pause for some serene contemplation at Cathedral Church Of Candlemas Of The Lord, do a tasting at Artemis Karamolegos Winery, and contemplate in the serene atmosphere at Orthodox Metropolitan Cathedral.

Plan a trip to Fira easily and quickly by telling Inspirock to suggest an itinerary.

Getting from Naxos to Fira by ferry takes about 3.5 hours. Other options: do a combination of taxi and flight. In October, daily temperatures in Fira can reach 27°C, while at night they dip to 20°C. Cap off your sightseeing on the 22nd (Tue) early enough to travel to Hersonissos.
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Museums · Outdoors · Tours · Historic Sites
Side Trips

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 The Crete Golf Club. Step out of Hersonissos to go to Heraklion and see Cathedral of St. Minas, which is approximately 30 minutes away. The adventure continues: see the interesting displays at Piskopiano Museum of Rural Life, head outdoors with Starbeach Bungy Jump, enjoy the sand and surf at Analipsi Beach, and look for all kinds of wild species at Wildlife Areas.

For where to stay, other places to visit, reviews, and more tourist information, refer to the Hersonissos itinerary maker website.

Getting from Fira to Hersonissos by combination of ferry and taxi takes about 3 hours. Other options: fly; or do a combination of ferry and bus. Traveling from Fira in October, plan for slightly colder nights in Hersonissos, with lows around 17°C. Finish up your sightseeing early on the 25th (Fri) so you can go by car to Chania Town.
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Outdoors · Golf · Parks · Tours
Side Trip

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 of Chania, 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 fly to Rhodes Town.
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Historic Sites · Museums · Tours · Parks

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 2.5 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.
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Historic Sites · Museums · Fun & Games
Side Trips

Lardos, Greece — 4 nights

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

To see maps, more things to do, reviews, and tourist information, use the Lardos trip planning website.

Traveling by car from Rhodes Town to Lardos takes an hour. October in Lardos sees daily highs of 28°C and lows of 22°C at night. Finish your sightseeing early on the 2nd (Sat) to allow enough time to travel to Little Cayman.
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Outdoors · Beaches · Parks · Fun & Games
Side Trips

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).
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Parks · Wildlife · Nature · Historic Sites

Greece travel guide

4.2
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.
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