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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 $2,995 PP
  • 8 Nights
  • Private
  • Apr - 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 Naosussa.


You’ll have time to explore Santorini and its magnificent landscapes and sapphire sea, sailing on a catamaran around the caldera cliffs, stopping to snorkel and soak in the warm waters of a volcano spring.

Our Flexi - Promise

  • Low Deposits to Book

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

  • Full Flexibility

    We will not charge you any admin fees to change your travel dates due to Covid-19 travel restrictions in place within 30 days of your departure.

  • ATOL & ABTOT Protected

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

  • Low Cancellation Fees

    Should you wish to cancel outright, we will apply a 10% cancellation fee for all new bookings. The 10% fee will be kept in credit for you to use on your next booking with us.

At a Glance

Cyclades Island Adventure Map
  • Arrive in Athens with the afternoon at leisure to explore Plaka
  • Join an expert-led tour of Athens’ Acropolis Hill and its iconic Parthenon
  • Transfer 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
  • Set sail around Santorini’s caldera cliffs and visit its famous beaches
  • Finish your trip with our Santorini afternoon sunset wine tasting tour
  • Transfer to the airport for your return flight home

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 ancient acropolis. Enjoy your first evening in Athens dining at our favorite restaurant in the Plaka area of the city.

  • Preferred hotel NEW 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 NEW Hotel

Day 3 Paros

Paros, Greece, Unforgettable Greece

This morning we will transfer you from Athens 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 which is based in the islands main town Parikia. Grab some lunch at your hotel before further exploring Parikia on your own or visiting nearby Parasporos Beach.

  • Preferred hotel Paros Agnanti

Day 4 Paros

Naousa Paros Greece

Wake up in beautiful Paros with its lush rolling hills, fertile valleys and tranquil landscapes dotted with ancient monasteries and lovely churches, complemented by gorgeous beaches framed with dazzling clear blue waters.

Today we’ve got a private guided tour of the island install for you. Our friendly local guide will take you to visit some of the islands main towns and also lesser known gems including the traditional villages of Lefkes & Prodromos. Enjoy lunch in Naoussa one of our absolute favorite traditional ports in Greece dotted with idyllic seafood restaurants and traditional Greek fishing boats.

  • Preferred hotel Paros Agnanti

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.

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 Paros Agnanti

Day 6 Santorini

Santorini, Greece, Unforgettable Greece

After breakfast we will transfer you to the iconic island of Santorini. Check into your hotel on arrival and then enjoy the afternoon viewing the famous whitewashed cave homes and blue-domed churches spilling down the rim of an ancient volcanic crater for the first time is sure to be one of the most memorable moments of your trip.

Enjoy your evening dining alfresco in one of Santorini’s superb restaurants, which offers true gastronomic delights with truly unforgettable views over the caldera.

  • Preferred hotel Petit Palace

Day 7 Santorini

Santorini beach

One of the highlights of visiting Santorini is being able to admire its impressive caldera views from a variety of angles. Today is no different as we take you on a semi-private sailing trip. Board an elegant fully crewed catamaran with food and drinks on board and get another perspective of the island’s breathtaking sights from the water, while stopping to enjoy the warm geothermal waters of the volcanic crater springs, snorkeling through the crystal-clear waters of the Aegean and enjoying the Mediterranean sun on those colorful beaches.

  • Preferred hotel Petit Palace

Day 8 Santorini

Santorini wine tour

A visit to Greece wouldn’t be the same without sampling some of its locally produced wines and cheeses and today is no different! Let our foodie guide take you on a half day tour to visit a couple of the islands local wineries where you will sample fragrant local wines and sample a myriad of Greek snacks. Whilst on the journey, find out from our guide how the island of Santorini came to be and the hidden vantage points which only the locals know and offer truly inspiring views of the impressive caldera. Return to Oia in the afternoon for one last sunset dinner.

  • Preferred hotel Petit Palace

Day 9 Santorini Departure

Athens Mykonos Santorini trip

Its 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 home.

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 hotel

    NEW Hotel, Athens

    NEW Hotel, Athens

    Not only does the New Hotel offer an ideal location within a 15-minute walk of the Acropolis, Plaka and Monastiraki districts, steps from public transport for easy access to and from the airport, but it offers a ton of style and character with creativity throughout. Fun and colorful, it includes a variety of themes like Greek folklore and postcards of Athens, while rooms all come with Heavenly Bed mattresses, slippers, robes, upscale toiletries and minibars.

    Paros Agnanti, Paros

    Paros Agnanti, Paros

    Located at the entrance of the gulf of Parikia just short walk to a sandy beach, this charming, upscale property is made up of Cycladic island-style buildings tucked into the hill. It harmoniously blends with the natural landscape while providing spectacular Aegean Sea views in an especially elegant setting.

    Petit Palace, Santorini 2

    Petit Palace, Santorini

    This unique hotel in Santorini may offer classic Cycladic architecture with whitewashed walls and arched windows, but it stands out from the rest with an emphasis on warm hospitality and plenty of tranquillity. It overlooks the sea just a couple of miles from the famous caldera and hosts just 12 rooms, with even the smallest extra-spacious.

    • 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 Acropolis and Parthenon tour in Athens
    • One-way flight from Athens to Paros including check in luggage and seats
    • 3 nights in Paros in a luxury hotel with breakfast
    • Private half day tour of Paros
    • Pre-booked Business Class high-speed ferry tickets to Santorini
    • 3 Nights in Santorini in a luxury hotel with breakfast
    • Day sailing cruise in Santorini including lunch and refreshments
    • Half day sunset wine tasting tour in Santorini
    • 24/7 concierge service throughout your trip
    • Full financial trip protection is included
    • Assistance with pre-departure PCR testing 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.

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