35 days in Greece & Little Cayman Itinerary

35 days in Greece & Little Cayman Itinerary

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Route & dates

35 days in Greece & Little Cayman Itinerary

Start: Athens, Greece
Drive:  2​h
1
Nafplio, Greece
— 2 nights
Drive:  4​h
2
Delphi, Greece
— 2 nights
Drive + ferry:  4​h 30​min
3
Kalamaki, Greece
— 3 nights
Fly:  1​h
4
Corfu Town, Greece
— 2 nights
Fly:  1​h 30​min
5
Mykonos Town, Greece
— 3 nights
Drive:  1​h
6
Paros, Greece
— 1 night
Drive:  1​h
7
Naxos, Greece
— 2 nights
Drive:  2​h
8
Fira, Greece
— 4 nights
ferry:  3​h 30​min
9
Hersonissos, Greece
— 3 nights
Drive:  2​h 30​min
10
Chania Town, Greece
— 2 nights
shuttle + Fly:  6​h
11
Rhodes Town, Greece
— 2 nights
Drive:  1​h 30​min
12
Lardos, Greece
— 4 nights
Drive + Fly:  33​h
13
Little Cayman, Cayman Islands
— 2 nights
Fly:  27​h
End: Athens, Greece

2
nights
Nafplio, Greece

Nafplio ©
Nafplio, a city famed for its narrow lanes and elegant architecture, provides a comfortable base for exploring the many surrounding ancient sites.
Eschew the tourist crowds and head to Wine Tours & Tastings and War Museum of Nafplio. There's lots more to do: make a trip to Plateia Syntagmatos, examine the collection at Komboloi Museum, relax and rejuvenate at some of the best spas, and contemplate in the serene atmosphere at Church of Agios Spyridonas.

For more things to do, reviews, maps, and tourist information, refer to the Nafplio trip maker .

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 on the 5th (Sat) early enough to drive to Delphi.

Things to do in Nafplio

Museums Historic Sites Tours
Highlights from your plan
Peloponnesian Folklore Foundation ©
Peloponnesian Folklore Foundation
Wine Tours & Tastings
Komboloi Museum ©
Komboloi Museum

2
nights
Delphi, Greece

Delphi ©
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): take in the architecture and atmosphere at Metamorfoseos tou Sotiros Church, experience rural life at MoKa Honey, enjoy the sand and surf at Itea Beach, then explore the ancient world of The Temple of Apollo, and finally take in the spiritual surroundings of Tholos.

To see photos, more things to do, other places to visit, and other tourist information, you can read our Delphi online trip itinerary builder .

Getting from Nafplio to Delphi by car takes about 3.5 hours. Other options: take a bus. Plan for somewhat warmer nights when traveling from Nafplio in October since evenings lows in Delphi dip to 15°C. Wrap up your sightseeing on the 7th (Mon) to allow time to travel to Kalamaki.

Things to do in Delphi

Historic Sites Beaches Parks

Side Trips

Itea, Apollo temple
Highlights from your plan
Tholos ©
Tholos
Apollo temple ©
Apollo temple
MoKa Honey ©
MoKa Honey

3
nights
Kalamaki, Greece

Kalamaki ©
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. There's lots more to do: try for a hole-in-one at Kalamaki Crazy Golf& Restaurant, see the interesting displays at Aristeon Ecological Olive Press, experience rural life at Therianos Family Farm, and walk around Askos Stone Park.

Plan my Kalamaki trip by asking Inpirock to come up with tips and suggestions.

Getting from Delphi to Kalamaki by combination of car and ferry takes about 4 hours. Other options: do a combination of bus and flight; or do a combination of bus and ferry. In October, plan for daily highs up to 28°C, and evening lows to 17°C. Wrap up your sightseeing on the 10th (Thu) early enough to fly to Corfu Town.

Things to do in Kalamaki

Parks Beaches Outdoors

Side Trips

Vasilikos, Alykes Beach, Agios Dionisios Church, Askos Stone Park, Aristeon Ecological Olive Press
Highlights from your plan
St Nicholas Beach ©
St Nicholas Beach
Askos Stone Park ©
Askos Stone Park
Aristeon Ecological Olive Press ©
Aristeon Ecological Olive Press

2
nights
Corfu Town, Greece

Corfu Town ©
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.
You'll explore the less-touristy side of things at Church of Saint Spiridon and Kaiser's Throne. Get out of town with these interesting Corfu Town side-trips: Rovinia Beach (in Paleokastritsa) and Pantokrator (in Agios Matheos). The adventure continues: tour the pleasant surroundings at Corfu Donkey Rescue, make a trip to Spianada Square, pause for some photo ops at Holocaust Memorial of Corfu, and step off the mainland to explore Pontikonisi.

To find other places to visit, traveler tips, reviews, and more tourist information, use the Corfu Town tour planner .

You can fly from Kalamaki to Corfu Town in 4 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and bus. In October, plan for daily highs up to 28°C, and evening lows to 17°C. Cap off your sightseeing on the 12th (Sat) early enough to catch the flight to Mykonos Town.

Things to do in Corfu Town

Parks Nature Outdoors

Side Trips

Paleokastritsa, Pantokrator, Vlacherna Monastery, Pontikonisi, Kaiser's Throne
Highlights from your plan
Kaiser's Throne ©
Kaiser's Throne
Church of Saint Spiridon ©
Church of Saint Spiridon
Corfu Donkey Rescue ©
Corfu Donkey Rescue

3
nights
Mykonos Town, Greece

Mykonos Town ©
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. On the next day, look for gifts at 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 find other places to visit, where to stay, traveler tips, and other tourist information, you can read our Mykonos Town route planner.

Getting from Corfu Town to Mykonos Town by flight takes about 1.5 hours. Other options: do a combination of ferry and car; or do a combination of bus and ferry. In October, daytime highs in Mykonos Town are 25°C, while nighttime lows are 20°C. Finish up your sightseeing early on the 15th (Tue) so you can go by car to Paros.

Things to do in Mykonos Town

Parks Historic Sites Shopping

Side Trips

Delos, Mykonos Vioma Organic Farm, Fokos Beach
Highlights from your plan
Fokos Beach ©
Fokos Beach
Old Port ©
Old Port
Mykonos Vioma Organic Farm ©
Mykonos Vioma Organic Farm

1
night
Paros, Greece

Paros ©
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, kick back and relax at Molos Beach, then trot along with Thanasis Farm, and finally tour the pleasant surroundings at Lageri beach. Get ready for a full day of sightseeing on the 16th (Wed): kick back and relax at Kalogeros Beach, then do a tasting at Moraitis Winery, and then immerse yourself in nature at Paros Park.

For ratings, photos, reviews, and tourist information, read Paros itinerary planning app .

Traveling by car from Mykonos Town to Paros takes 3 hours. In October, plan for daily highs up to 26°C, and evening lows to 20°C. Finish up your sightseeing early on the 16th (Wed) so you can go by car to Naxos.

Things to do in Paros

Parks Outdoors Beaches
Highlights from your plan
Molos Beach ©
Molos Beach
Moraitis Winery ©
Moraitis Winery

2
nights
Naxos, Greece

Naxos ©
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): stop by Soocre Naxos®, pause for some serene contemplation at Roman Catholic Cathedral, look for gifts at Naxia Sweet Home, then wander the streets of Old Town, then explore the ancient world of Portara, and finally head outdoors with Flisvos Sportclub. Keep things going the next day: browse the exhibits of Fish & Olive, then get outside with Mount Zeus Hike, and then examine the collection at Eggares Olive Press Museum.

To find more things to do, reviews, traveler tips, and other tourist information, refer to the Naxos day trip planner.

You can drive from Paros to Naxos in 2 hours. Expect a daytime high around 26°C in October, and nighttime lows around 20°C. Cap off your sightseeing on the 18th (Fri) early enough to go by car to Fira.

Things to do in Naxos

Outdoors Historic Sites Shopping
Highlights from your plan
Flisvos Sportclub ©
Flisvos Sportclub
Eggares Olive Press Museum ©
Eggares Olive Press Museum
Roman Catholic Cathedral ©
Roman Catholic Cathedral

4
nights
Fira, Greece

Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
You'll explore the less-touristy side of things at Helicopter Tours and Orthodox Metropolitan Cathedral. Step out of Fira with an excursion to Santo Horse Riding in Akrotiri--about 30 minutes away. And it doesn't end there: take in the architecture and atmosphere at Cathedral of Saint John the Baptist, see the interesting displays at Wine Museum Koutsogiannopoulos, don't miss a visit to Megalochori - Traditional Village, and indulge in some personalized pampering at some of the best spas.

For traveler tips, more things to do, other places to visit, and tourist information, you can read our Fira trip itinerary planning website .

Drive from Naxos to Fira in 5 hours. In October, plan for daily highs up to 27°C, and evening lows to 20°C. Finish your sightseeing early on the 22nd (Tue) to allow enough time to travel to Hersonissos.

Things to do in Fira

Tours Museums Outdoors

Side Trips

Wine Museum Koutsogiannopoulos, Tomato Industrial Museum, Santo Horse Riding, Cultural Village, Megalochori - Traditional Village
Highlights from your plan
Helicopter Tours
Spas
Cathedral of Saint John the Baptist ©

3
nights
Hersonissos, Greece

Wholeheartedly dedicated to tourism, Hersonissos remains best known for its vibrant nightlife, its bars and clubs attracting partygoers from around the world.
You'll explore the less-touristy side of things at Cathedral of St. Minas and Scuba & Snorkeling. There's much more to do: enjoy the sand and surf at Analipsi Beach, take in breathtaking views at Aposelemis canyon, ponder the design of Roman Fountain, and head outdoors with Starbeach Bungy Jump.

To find reviews and other tourist information, go to the Hersonissos trip itinerary planning app .

You can ride a ferry from Fira to Hersonissos in 2.5 hours. Traveling from Fira in October, plan for little chillier nights in Hersonissos, with lows around 17°C. Cap off your sightseeing on the 25th (Fri) early enough to go by car to Chania Town.

Things to do in Hersonissos

Outdoors Golf Tours

Side Trip

Cathedral of St. Minas
Highlights from your plan
Scuba & Snorkeling
Piskopiano Museum of Rural Life ©
Piskopiano Museum of Rural Life
Maritime Collection of Hersonissos ©

2
nights
Chania Town, Greece

Chania Town ©
The place where Cretan and Venetian cultures merged in the 13th century, Chania Town attracts throngs of tourists with its well-preserved medieval harbor.
Kick off your visit on the 25th (Fri): step into the grandiose world of Firkas Fortress, enjoy the sea views from Chania Venetian Lighthouse, then take in breathtaking views at Topolia Gorge, then don't miss a visit 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, contemplate the long history of The Venizelos Tombs, examine the collection at Museum-Residence of Eleftherios Venizelos, then stop by Alexia Handmade Jewelry, and finally savor the flavors at Food & Drink.

For other places to visit, photos, ratings, and tourist information, refer to the Chania Town trip itinerary maker app .

You can drive from Hersonissos to Chania Town in 2.5 hours. Alternatively, you can take a shuttle; or take a bus. In October in Chania Town, expect temperatures between 28°C during the day and 19°C at night. 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 Shopping Tours
Highlights from your plan
Firkas Fortress ©
Firkas Fortress
Chania Venetian Lighthouse ©
Chania Venetian Lighthouse
 MINOAN'S WORLD ©
MINOAN'S WORLD

2
nights
Rhodes Town, Greece

Rhodes Town ©
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), take in the spiritual surroundings of Saint Nectarios Church, make a trip to Mandraki Harbour, steep yourself in history at Street of the Knights, then enjoy breathtaking views from Roloi Clock Tower, then see the interesting displays at Kahal Shalom Synagogue, and finally get engrossed in the history at Kahal Kadosh Shalom Synagogue. Get ready for a full day of sightseeing on the 29th (Tue): explore the ancient world of Ancient Kamiros, then 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.

To find reviews, maps, more things to do, and more tourist information, you can read our Rhodes Town trip planner .

You can do a combination of shuttle and flight from Chania Town to Rhodes Town in 4.5 hours. Other options are to do a combination of car and ferry; or do a combination of bus and ferry. Expect a daytime high around 28°C in October, and nighttime lows around 22°C. Cap off your sightseeing on the 29th (Tue) early enough to go by car to Lardos.

Things to do in Rhodes Town

Historic Sites Museums Fun & Games

Side Trips

Ancient Kamiros, Saint Nectarios Church
Highlights from your plan
Mandraki Harbour ©
Mandraki Harbour
Old Town of Rhodes ©
Old Town of Rhodes
Street of the Knights ©
Street of the Knights

4
nights
Lardos, Greece

Lardos ©
Discover out-of-the-way places like Wassersportzentrum Kiotari and Kopria Beach. Explore the numerous day-trip ideas around Lardos: Siana (Church of St. Panteleimon & Ladomylos), Limni Beach (in Apolakkia) and Monolithos (Alyki Beach & Fourni Beach).

For maps, reviews, where to stay, and other tourist information, refer to the Lardos day trip website .

Getting from Rhodes Town to Lardos by car takes about an hour. In October, daytime highs in Lardos are 28°C, while nighttime lows are 22°C. Finish up your sightseeing early on the 2nd (Sat) so you can travel to Little Cayman.

Things to do in Lardos

Outdoors Beaches Parks

Side Trips

Rhodes, Siana, Monolithos, Limni Beach, Wassersportzentrum Kiotari
Highlights from your plan
Water Sports Action ©
Water Sports Action
Wassersportzentrum Kiotari ©
Wassersportzentrum Kiotari
A&E Elpida Ranch ©
A&E Elpida Ranch

2
nights
Little Cayman, Cayman Islands

Little Cayman
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.
Start off your visit on the 4th (Mon): explore the gorgeous colors at Great Wall West., stroll through Lea's Lookout, then explore the gorgeous colors at Great Wall, and finally take in the spiritual surroundings of Little Cayman Baptist Church.

For where to stay, reviews, other places to visit, and more tourist information, you can read our Little Cayman itinerary maker .

Explore your travel options from Lardos to Little Cayman with the Route module. The time zone difference moving from Eastern European Time (EET) to Eastern Standard Time (EST) is minus 7 hours. Traveling from Lardos in November, expect Little Cayman to be somewhat warmer, temps between 34°C and 30°C. On the 5th (Tue), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Little Cayman

Parks Wildlife Nature

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