Greek Islands
sample itinerary
Fall into the expansive sherbet horizon, while onlookers applaud the sunsets each night in Oia. And let yourself savor every breathtaking moment spent island hopping the Cyclades over 9 unforgettable days.
Oia
DAYS 1-5
DAY 1
Arrive in Santorini; your private transfer will take you to your accommodation
Unpack and unwind at your gorgeous cave suite
Walk to your sunset dinner reservation
Let the local musicians and warm winds guide you to a nearby open-air fort terrace
DAY 2
Rent an ATV to explore Santorini, Imerovigli, and Fira
Stop in Fira for shopping and local culture
Snag a table for cocktails and dinner with an unforgettable view
DAY 3
Sleep in and check out late
Private transfer to the marina
Sit back and enjoy a short ferry ride to Mykonos
DAY 4
Coffee & breakfast at a local Kafeteria
Stroll the promenade to see paintings from local artisans
Enjoy a sunset catamaran dinner cruise
DAY 5
Hop on the ferry or take a private boat transfer to the charming village and pristine beaches of Paros (below)
Paros
Daytrip from Oia
Arrive in Paros for a fresh and healthy brunch
Get lost in the maze of charming cobblestone streets
Visit local museums or stores
Wander along the coast until you find the perfect lunch spot before heading back to Santorini
Day 3
Mykonos
Days 5-9
DAY 5
Arrive at the resort to be greeted by your personal concierge
Sip welcome cocktails while you settle into your new space
Romantic dinner for two al fresco by the pool
DAY 6
Spoil yourselves with a relaxing spa morning
Have lunch delivered to your beachside cabana, while you explore the crystal Aegean waters
Private transfer to a swanky sunset dinner
Visit a beach club for music and dancing
DAY 7
Breakfast in your King Size bed
Private transfer to Old Town to shop, snack, and get lost in whitewashed stone and Bougainvillea
Immerse yourself in the vibrant nightlife of Mykonos Town
DAY 8
Peach bellinis and brunch on the azure water
Private transfer to a multi-generational vineyard to delight your palette with wines & cheeses that have been perfected over decades
Final dinner in Greece
Naxos
Day 9
Daytrip from Mykonos
Ferry or private transfer to the tranquil Naxos
Stroll the streets of Naxos Town (Chora) and find the perfect authentic lunch spot
Hike out to the Temple of Apollo and witness the ancient architectural ruins
If you’re up for a more strenuous hike, visit Mount Zus for jaw-dropping views
Find your way back to town for a well-deserved ice cream before hopping on the ferry back to Mykonos
