Will Wander for Wine
Will Wander for Wine

As a wedding gift for my stunning sister and the world’s greatest brother-in-law, I planned them a dream honeymoon. Unfortunately, this was planned for June 2020, so this trip never happened. I can’t tell you if the accommodations were good or if the tours were fun or if any of it actually worked out… but here is the itinerary I put together.

Without food and drinks or shopping, this trip was set to cost just under $5,000.


Day 1

  • Red eye flight to London, then London to Athens

  • Land in Athens and head to hotel (planned for a double room with a balcony at the Attalos Hotel for an affordable view of the Parthenon)

  • Get a drink on the rooftop and take in the view, followed by room service and relaxing before the first full day!


Day 2

  • Sleep in!

  • Go to the Acropolis Museum

  • Explore Anafiotika

  • Have lunch in Plaka

  • Head to Syntagma Square, walk around the National Garden

  • Pick up snacks for tomorrow

  • Go to Lycabettus Hill for sunset before dinner


Day 3

  • Take a guided Greek Mythology Tour!

  • Explore the Ancient Agora

  • Go to the Monastiraki Market for late lunch and shopping

  • See the Roman Agora

  • Relax before dinner, followed by finding some rebetika music


Day 4

  • Go to the Varvakios Central Market

  • Sea kayaking tour of the Temple of Poseidon

  • Last night in Athens


Day 5

  • Relaxing morning, pack up and head to the hotel

  • Flight to Crete and pick up a rental car

  • Check in to Airbnb in Chania


Day 6

  • Get an early start to the morning by leaving for Elafonisi Beach at 7am (it’s an hour and a half drive)

  • Spend the morning and early afternoon at the beach

  • Visit the Agia Sofia Cave

  • Head back to Chania for dinner


Day 7

  • Miracle of Wine and Olive Oil tour!


Day 8

  • Another early start with a drive to Balos Lagoon (the drive is a little over an hour from Chania and then there is some walking from the car park)

  • Enjoy the hike to the beach and spend the early day at the beach / lagoon

  • Stop in Kissamos on the way back to Chania


Day 9

  • Pack up and get ready to leave Chania

  • Another mythology day! Drive 2.5 hours east to Ideon Cave

  • Spend a few hours visiting the cave and hiking in the surrounding park

  • Drive 30-40 minutes to Anogia for lunch

  • Drive about an hour to Knossos to visit the Knossos Palace

  • Drop off the rental car at Heraklion airport and check into Airbnb for the night


Day 10

  • 9am ferry from Heraklion to Santorini

  • Check in to the hotel (I had gotten them a great deal at Abelonas Retreat in Imerovigli)

  • Spend a chill day at the hotel pool, order dinner and watch the sunset from the room


Day 11

  • Explore Santorini in the morning… or have a lazy day

  • Sunset Catamaran Cruise


Day 12

  • Hike from Fira to Oia

  • Head to Ammoudi Bay to swim and for lunch

  • Have a fancy dinner for the last night in Santorini

  • Midnight flight to Athens and beginning the trip back to the US