Get onboard for a 7 night adventure island hopping in the stunning Mediterranean!

Have you had visions of experiencing sapphire blue waters, darling whitewashed buildings and cascading fuchsia bougainvillea flowers? Or how about golden sunsets, crisp white wine and the freshest seafood for every dinner? I suggest adding in volcano hikes, chic Euro boutiques and snorkeling in the Mediterranean from your private boat. 

All this and more is what makes up the Island Hopping in Greece tour! Grab your favorite maxi dress and join a small group of like-minded ladies for a chic Greek adventure you’ll never forget!

Dates and pricing

2020 dates and pricing will be announced soon! Sign up below to be the first to hear when they are released and receive a 10% early bird discount!

Itinerary overview

Day 1: Athens/Santorini Arrive in Athens and take the quick connecting flight to Santorini. You’ll get settled into our gorgeous accommodations then meet the ladies over a welcome drink! For dinner, we’ll sit at the edge of the caldera and have an authentic Greek meal while we get to know each other.

Day 2: Santorini Today we’ll tour the best of what the island has to offer. We’ll visit Ammoudi Bay for swimming and a fresh seafood lunch (caught that day by the fisherman) followed by a relaxed wine tasting (Santorini is known for great white wines!) and finally catch the epic sunset over Oia, known for the darling pastel buildings that teeter off the edge of the volcanic cliffs. Once the sun is firmly beneath the horizon, we’ll have a relaxed meal at a family-run restaurant.

Day 3: Santorini We’ll take it slow today, allowing you to soak in the incredible atmosphere, get some pool time, shop the boutiques, take pictures and chill out. Late afternoon we’ll head to the water to embark on our sunset sail around the island. We’ll top it off with one last meal with views over the twinkling lights of the island at night. For anyone that is interested in a morning caldera hike between Fira and Oia in the early morning, we can arrange that so you can get some adventure in and see the stunning views from above. Another optional excursion this day is a photo tour of the island with a professional photographer that knows all the best spots.

Day 4: Paros After breakfast we’ll head to Paros on the ferry. We’ll get settled in and grab a bite, then head to Parikia town to sightsee, have some gelato and shop. We’ll meet for dinner to enjoy a view of the fishing village and darling boats with more of that amazing Greek cuisine. You’ll have the option to keep going and experience Parikia’s lively pub scene, or get a good night’s sleep. Both solid options. 🙂

Day 5: Paros & Antiparos Boating day! After breakfast we’ll get aboard our private boat and sail around the island. We’ll stop at Paros’ famous nature park, have lunch at Marcello Beach, see insane rock formations and caves, anchor for swimming and snorkeling in the crystal clear waters and check out the neighboring artsy island, Antiparos. We’ll return to clean up and relax a bit then have a late, casual dinner (but not late by Greek standards) after a full day of activity. 

Day 6: Mykonos In the morning we’ll head to Mykonos, infamously known as the Greek “party island” but filled with plenty of other stuff to do if you’re not a partier. We’ll check in and get settled then head to the famous windmills, which also offer great photo opportunities. We’ll then head into Mykonos Town, have a nice dinner and there will be an option to continue on to experience Mykonos’ world-famous party scene with dance clubs and pubs.

Day 7: Mykonos We’ll start with a chill pool day with picture-perfect views with options to do more exploring or shopping on your own. There will be an option to do a yoga class this morning. In the afternoon we’ll head to one of Mykonos’ famous beach clubs for sunset drinks and the best people watching you could ever hope for.  

Day 8: Ferry return to Athens For our last day we’ll get you back to Athens safely where you will then be on your own to either explore Athens a bit (we have reccos!) or you can fly home out of Greece’s main international airport.

Pool Astra Suites Santorini Greece


  • Boutique accommodations at hotels and luxury villas (Two people are assigned to  a room with single supplement available for an extra cost) 
  • Breakfast, dinner and most lunches and some snacks
  • All activities listed with any fees associated
  • Drivers
  • Local guides that will join us
  • Wine tasting
  • Ferries
  • Flights within Greece (but not to or from your origin or departure)

Optional extras:

  • Morning caldera hike in Santorini
  • Photography tour of Santorini (w/a professional photographer)
  • Yoga class
  • Wine, beer and cocktails (beyond those included with activities)
  • Nights out after dinner

**Please note: Santorini is built on cliffs and any traveler must be capable of walking up and down large amounts of stairs.


Woman in SantoriniGreek salad and couscous mealMykonos TownGreek saladSantorini GreeceSunset in SantoriniSantorini GreeceViews over Aegean Sea in Santorini

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