π«IAD β CPH Β· Depart 8:20 PM Β· SAS Business A350
β±οΈCopenhagen layover (4h 10m) Β· Clear Schengen immigration here
π¬CPH β ATH Β· Arrive 6:40 PM (Tue Jun 16) Β· No passport control in Athens
π«ATH β CPH Β· Depart 9:35 PM (Jun 23)
π¨Overnight in Copenhagen at Absalon Hotel
π«CPH β IAD Β· Depart afternoon, arrive ~6:15 PM same day (Jun 24) Β· SK925 Β· ~8.5 hr flight Β· confirm exact time on booking A8ZTBN
πAlaina β green jumpsuit; Puneeth β comfortable travel outfit (joggers or linen pants). Layers for plane/ferry AC, sneakers
π¬Arrive ATH 6:40 PM, out by ~7:00 PM (Schengen β no immigration)
πPrivate transfer ATH β Piraeus Port Β· Welcome Pickups Β· Sedan Β· β¬63 Β· Order #6035011
β΄οΈ9:00 PM ferry Piraeus β Milos Β· Festos Palace (Minoan Lines) Β· VIP seats Β· Arrive 1:00 AM
πPick up rental car at Milos Port Β· Avance
π΄Late check-in at Civitas Milos
π¨Civitas Milosβ Booked
β Ferry bookedβ Car bookedβ Transfer booked
πDaytime: Alaina β blue crochet top + tan pants; Puneeth β blue floral shirt. Boat: Alaina β floral swimsuit + crochet coverup; Puneeth β white tee + blue patterned shorts (bring dry clothes for the catamaran)
βοΈRelaxed morning β sleep in after late arrival
πExplore Milos by rental car Β· Avance Β· Firiplaka, Tsigrado, Plathiena
β΅2:30 PM meet at Milos Adventures (Adamantas) β Catamaran sunset cruise to Kleftiko Β· ~6 hrs Β· Snorkeling, drinks, light food included Β· Viator Β· Returns ~9 PM
π΄Quick dinner at O! Hamos! after the boat Β· Beloved family taverna near Adamas Β· Still hungry after the cruise snacks!
π¨Civitas Milosβ Booked
β Kleftiko tour booked
πSunrise pics: Alaina β blue maxi dress w/ slit; Puneeth β white linen shirt + tan linen pants (comfy shoes for rocky terrain). Lunch/explore: Alaina β patterned crop top + green skirt; Puneeth β tan button-down. Dinner: Alaina β blue ruched dress; Puneeth β white shirt + tan pants
π
Sunrise at Sarakiniko Beach Β· Wake up early β the white rocks at dawn are magical
πΆExplore the lunar landscape, take photos
π₯Breakfast back in town
π¦Check out Civitas by 11:00 AM
π½οΈLunch in Adamas, explore Pollonia
πReturn Avance rental car at Milos Port Β· β οΈ Return by ~3:30 PM (before 4:40 ferry!)
β΄οΈ4:40 PM ferry Milos β Sifnos Β· Olympic Champion Jet (SeaJets) Β· 40 min Β· Arrive 5:20 PM
πPick up Sifnos rental car at port Β· RAC S.A. Β· Ε koda Citigo Β· β οΈ Contact RAC to shift pickup to ~5:30 PM
π·10:00 PM dinner at Cantina in Apollonia Β· Sifnos is the culinary capital of the Cyclades
β Ferry booked
β Sifnos car booked
β Cantina booked (10 PM)
π΄ Dinner Reservation
Cantina, Sifnos β booked for the 18th at 10:00 PM (switched from Bostani).
πAlaina β blue & white striped dress; Puneeth β color-block polo. Comfy walking sandals for the village + ferry
βBreakfast on terrace at Casa de Chryssos Β· Sea views from Artemonas
ποΈMorning: Kastro village Β· Be back at port by ~11:15 AM
πReturn Sifnos car at Kamares port Β· RAC S.A. Β· before ferry
β΄οΈ12:25 PM ferry Sifnos β Santorini Β· Dionisios Solomos (Fast Ferries) Β· Arrive 5:10 PM
π¨Casa de Chryssos (Airbnb)β Booked
β Ferry booked β Car booked
πFancy dinner: Alaina β floral tiered maxi; Puneeth β lavender dress shirt
β΄οΈArrive Santorini 5:10 PM from Sifnos
πSunset drinks in Imerovigli
π·Dinner at Five Senses Β· Astra Suites, Imerovigli Β· #2 restaurant in Imerovigli Β· Caldera views
π¨Andronikos β Upper Floor Suite w/ Jetted Tubβ Booked
β Five Senses booked
πHike: Alaina β blue athletic dress; Puneeth β green tee + gray shorts. Beach: Alaina β blue floral swimsuit + green coverup; Puneeth β striped polo + navy shorts
π₯ΎFira β Oia caldera hike Β· ~3 hours Β· Start early
π
Explore Oia Β· Wander the blue domes, grab lunch
ποΈRed Beach & Perissa/Kamari Β· Black sand beach, swim & relax
π₯Grab Jimmy's Souvlaki takeout on the way back Β· Local favorite
πDinner in the hot tub at Andronikos Β· Jimmy's souvlaki + caldera sunset = perfect end to adventure day
π¨Andronikosβ Booked
πAkrotiri/morning: Alaina β white smocked top + rust pants; Puneeth β tan patterned shirt. Wine + dinner: Alaina β green floral maxi; Puneeth β blue button-down
ποΈAkrotiri archaeological site Β· Morning visit β the "Pompeii of the Aegean"
π·Wine tasting β winery TBD (Santo or Venetsanos) Β· Caldera views while you sip
π
Oia sunset
π½οΈ8:00 PM fancy dinner at Metaxi Mas (Exo Gonia) Β· Beloved Santorini institution Β· Dress up!
π¨Andronikosβ Booked
π΄ Dinner Reservation
Metaxi Mas (Exo Gonia) β booked for Jun 21 at 8:00 PM.
πFlight/day: Alaina β pink crop tee + black shorts; Puneeth β blue tee + gray shorts. SENSE dinner: Alaina β patterned flowy mini dress; Puneeth β sage green button-down
βοΈ11:25 AM flight Santorini β Athens Β· Sky Express GQ343 Β· Arrive 12:20 PM Β· Conf: 51UK4R
π¨Drop bags / check in at AthensWas Β· Dionysiou Areopagitou β best street in Athens
ποΈAcropolis Museum Β· Perfect for arrival day β A/C, open late, gives context before the hilltop tomorrow
ποΈStroll Plaka & Anafiotika Β· Tiny island-style neighborhood tucked under the Acropolis
π½οΈ8:00 PM dinner at SENSE rooftop at AthensWas Β· Upscale Β· Acropolis views Β· β Booked
π¨AthensWas Design Hotel β Plakaβ Booked
β Flight booked
πAlaina β blue floral maxi; Puneeth β white shirt + blue striped shorts. Comfy walking shoes (Acropolis marble is slippery!), travel-ready for evening flight
ποΈAcropolis & Parthenon Β· Right at 8 AM opening β beat heat & crowds
πΊAncient Agora Β· Just below the Acropolis β Temple of Hephaestus, Stoa of Attalos
ποΈTemple of Olympian Zeus & Panathenaic Stadium Β· Both near the hotel if time allows
ποΈMonastiraki flea market Β· Shopping & souvenirs
π§³Lunch, then collect luggage from hotel Β· Bags stored after morning checkout
βοΈDepart ATH 9:35 PM β CPH
πAlaina β dark floral dress + tan cardigan; Puneeth β blue floral short-sleeve shirt. Copenhagen is cooler (~65Β°F/18Β°C) β light layers, closed-toe shoes for Tivoli walking
π₯Included breakfast at Absalon Β· Saves $60-80!
ποΈNyhavn canal stroll, Tivoli Gardens
βοΈDepart CPH β IAD afternoon, arrive ~6:15 PM same day Β· Allow 2.5-3 hrs at CPH for Schengen exit passport control
π¨Absalon Hotel β Vesterbroβ Booked