Talk to the Expert

As a former competitive swimmer it’s not surprising that I have an affinity for the Greek Islands. I love creating unique itineraries which combine food, wine, culture and really immersive experiences which I’m passionate about.


Greece Specialist

+1 844 381 5808
  • from $4,005 PP
  • 8 Nights
  • Private
  • May - Oct
  • Easy
  • 11hrs from NYC/ 4hrs from London


This trip is ideal for couples limited on time and wanting to visit the true gems of Greece. This trip takes you through the Cyclades beginning in Athens, touring the iconic Acropolis, and soaking up vibrant Plaka before heading to the islands. Hike through the gorgeous interior of Paros before enjoying stunning alfresco dining in the charming port of Naoussa.

Why Book with Us

  • Low Deposits to Book

    Book your trip with us and pay a reduced deposit with the rest 90 days before your departure

  • 24/7 Support

    From the moment you book your trip, our team is on hand 24/7 to assist you throughout your journey.

  • ATOL & ABTOT Protected

    Your trip with us is fully financially protected by our travel insurers. Peace of mind guaranteed.

  • Intuitive Travel App

    One central place to access all of your travel documents and guides without the need for WiFi.

At a Glance

Cyclades Island Adventure Map
  • Arrive in Athens with the afternoon at leisure to explore
  • Join an expert-led highlights of Athens tour
  • Fly to the Island of Paros with the afternoon at leisure
  • Discover why we love Paros with a private guided tour of the island
  • Enjoy a day of leisure to further explore Paros
  • Transfer to Santorini with the afternoon to take in those epic Caldera views
  • Explore the highlights of Santorini with wine tasting
  • Finish your trip with a sunset catamaran trip

Day by Day Itinerary

Day 1 Arrival to Athens

Plaka street - Athens

Welcome to one of the world’s oldest cities, continuously inhabited for at least 5,000 years. You’ll be met by our private driver and whisked to your hotel in Athens.

After checking in you’ll be able to explore this fascinating city with its ancient ruins, vibrant restaurant scene, and beautiful views over the ancient acropolis.

  • Preferred Hotel Perianth Hotel

Day 2 Athens

Athens Paros Santorini island hopping

Today you’ll get an in-depth look at Athens’ most iconic attraction and a symbol of the city, the Acropolis. Led by our expert private guide, this tour allows you to immerse yourself in the history of the ancient Greeks while discovering monuments like the Temple of Athena Nike and the Parthenon which has been looming over this city that’s considered the birthplace of modern civilization for nearly 2,500 years. Hear the stories behind them, learning more about the Erectheion, Karyatide and Propylaea, and enjoy the stunning panoramic view from the elevated vantage point.

  • Preferred Hotel Perianth Hotel

Day 3 Paros

Paros, Greece, Unforgettable Greece

This morning we will transfer you to Athens airport for your fligh to the beautiful and sought-after island of Paros, one of the absolute gems in the pearl that is the Cyclades Islands.

On arrival in Paros, you will be privately transferred to your hotel Naoussa. The rest of the day is free to relax and explore at your own leisure.

  • Preferred Hotel Saint Andrea

Day 4 Paros

Naousa Paros Greece

Today’s full-day tour begins by walking through the enticing alleyways and marble-paved streets lined with cube-shaped homes in Parikia, the island’s main port. You’ll stroll through the old market and head to the hill of Agios Konstantinos, topped with a Frankish castle. Next visit one of the country’s most important Christian churches, Panagia Ekatontapyliani or Katapoliani. Next is Lefkes, the island’s most mountainous village, and its first capital, followed by Golden Beach. This beautiful stretch offers nearly endless sands that are framed by brilliant blue waters that are ideal for a refreshing dip. Your tour concludes with a visit to Aliki in the southernmost part of Paros.

  • Preferred Hotel Saint Andrea

Day 5 Paros

Antiparos Greece

Today we’ve included a day of leisure for you to relax at your luxury hotel and enjoy some rest and relaxation.

Optional Antiparos Tour

If you are an explorer at heart, then speak to our travel specialists about doing our optional private guided tour to the idyllic island of Antiparos which is located to the southwest of Paros. Let our local guide take you through the charming streets, and soak in the atmosphere of this picture-perfect island with its Venetian Fortress.

  • Preferred Hotel Saint Andrea

Day 6 Santorini

Santorini wine tasting tour

After breakfast, we will transfer you to the iconic island of Santorini. Your hotel is located in Megalochori, a quieter area of the island known for its fantastic wineries and food.

Check into your hotel on arrival and then enjoy the afternoon at leisure.

  • Preferred Hotel Vedema Resort

Day 7 Santorini

Santorini wine tour

A visit to Greece wouldn’t be the same without sampling some of its locally produced wines. Join an exclusive private tour with an expert guide, and learn insider island secrets while traveling to the top spots on Santorini. Stand at the edge of the caldera posing for pictures against the backdrop of the sapphire Aegean Sea and wander through the postcard-perfect village of Oia before heading to the peak of Prophet Elias Mountain. Listen to the haunting chants of the monks, stroll the island’s longest black sand beach, and indulge in a wealth of food and drink experiences.

  • Preferred Hotel Vedema Resort

Day 8 Santorini

Santorini sailing

Enjoy a leisurely breakfast and start to your day as you wake up to the beautiful views from your hotel.

In the afternoon you will meet our guide for a semi-private sunset sailing cruise. Whilst on the luxury catamaran you will visit the red and white beaches of Santorini, the Venetian Lighthouse, and a lot more. Enjoy a refreshing swim stop in a secluded bay whilst the crew prepares your BBQ on board the boat. Watch a truly unforgettable sunset as you dine on freshly cooked food and drinks provided by the crew.

  • Preferred Hotel Vedema Resort

Day 9 Santorini Departure

Athens Mykonos Santorini trip

It’s time to bid farewell to Santorini as your island-hopping journey comes to an end today. Our private driver will meet you at your hotel and transfer you to Santorini Airport for your flight back to Athens.

Customize This Trip

All of the itineraries we create are fully customized and can be tailored to your exact preferences. If you would like to extend your stay in any of the destinations or add/remove any experiences, simply mention this to our travel specialists. 

    Preferred Hotels

    Perianth Hotel

    Perianth Hotel, Athens

    A design hotel in the heart of ancient Athens, Perianth has been called a neo-modernist marvel. It sits on vibrant Agias Eirinis Square just a 5-minute walk from a metro station and about 15 minutes on foot from the Acropolis. It provides an oasis of calm with its Zen Centre on the first floor free for guests to enjoy, with a daily schedule of evening yoga, meditation, and martial arts classes.
    Saint Andrea

    Saint Andrea, Paros

    Built on the north side of Paros near the town of Naoussa, Saint Andrea Seaside Resort is housed in a complex of traditional Cycladic buildings just across the sea with a beautiful view of Naoussa Bay. All rooms have at least one private patio or balcony and most have garden or partial sea views with those on the top floor featuring full Aegean views.

    Vedema Resort

    Vedema Resort, Santorini

    A 5-star resort with a sea and caldera view, Vedema sits in the heart of the picturesque village of Megalochori. Made up of a cluster of renovated village homes, all of the rooms and suites have terraces with views of the vineyards, garden, or sea, but vary in terms of comforts and amenities.

    • Want to extend your trip?

      If you are looking to extend your stay in greece or equally visit another European destination on your trip, then please speak to our travel experts as we can create you a bespoke itinerary to suit your needs.

    What's included

    • Private transfers in luxury vehicles throughout your journey with us
    • 2 Nights in Athens in a luxury hotel with breakfast
    • Private Highlights of Athens Tour
    • One-way flight from Athens to Paros
    • 3 Nights in Paros in a luxury hotel with breakfast
    • Full Day Tour of Paros
    • Pre-booked Business Class high-speed ferry tickets to Santorini
    • 3 Nights in Santorini in a luxury hotel with breakfast
    • Private Highlights of Santorini Tour with Wine Tasting
    • Santorini Sunset Catamaran Trip
    • One-way flight from Santorini to Athens
    • 24/7 support provided throughout your trip by our friendly, professional staff
    • Full financial trip protection is included

    What's Not Included

    • Return flights to Greece
    • Gratuities for local guides
    • We strongly advise all guests purchase comprehensive travel insurance
    • Visas if required

    Speak to experienced Destinations Experts about designing this itinerary around your budget and trip preferences

    Why book with Unforgettable Greece

    • 100% Financial Protection

      We are a licensed and fully bonded tour operator financially protected by both the Civil Aviation Authority (ATOL) and the Association of Bonded Travel Organisers Trust (ABTOT). All clients that travel with us are fully financially protected.

    • Destination Experts

      Our travel experts live and breathe the destinations they specialise in. This shows in their passionate to create hand crafted trips for our clients. We don’t offer cookie cutter trips, just truly unforgettable journeys unlike any other.

    • The Best Guides

      What makes our trips extraordinary is the unique immersive experiences we include. We pride ourselves in our black book of sought after expert guides, game rangers and local contacts who believe in our philosophy, unforgettable.

    • We Care

      From the moment you book your trip, we are on hand 24/7 to assist you throughout your journey. With regional offices around the world, we have ground logistics teams on hand to help you every step of the way.

    Similar Trips