Cycladic Dreams: Sifnos, Paros & Santorini

  • Duration11 Nights
  • StyleHoneymoon Tour
  • When to GoMay to Oct
  • Price GuideFrom $6,435 Per Person
Designed with romance in mind, this Greek island itinerary is ideal for honeymooners and couples of all types seeking discovery and downtime. Throughout this expertly curated trip, tours led by local guides, private transfers, and high-speed ferries between the islands are all included. Plus, you'll have ample free time to relax and explore at your own pace. It all begins in Athens, where the Acropolis brings ancient history to life. Next, get ready to cruise to your first island, Sifnos. A scenic guided hike and an intimate farm-to-table cooking experience are on the itinerary, before continuing to chic Paros, where the highlight is a private RIB boat excursion. Finally, discover Santorini on a customizable tour, concluding with a sunset catamaran cruise. Next, get ready to cruise to your first island, Sifnos. A scenic guided hike and an intimate farm-to-table cooking experience are on the itinerary, before continuing to chic Paros, where the highlight is a private RIB boat excursion. Finally, discover Santorini on a customizable tour, concluding with a sunset catamaran cruise.

At a Glance

  • Days 1-2
    • Athens

      • Private Acropolis tour
      • Dinner reservation at Acropolis view restaurant
  • Days 3-5
    • Sifnos

      • High- Speed Ferry to Sifnos + Private Transfer to Sifnos Hotel
      • Private Coastal hike
      • Small Group Farm-to-Table Organic Farm Cooking Experience
  • Days 6-8
    • Paros

      • High- Speed Ferry to Paros and Private Transfer to Paros Hotel
      • Private UG Exclusive Lux Boat tour to Antiparos
  • Days 9-11
    • Santorini

      • High- Speed ferry to Santorini + Private hotel transfer
      • Private wine tour of Santorini
      • Private sunset Catamaran cruise with BBQ
  • Days 12
    • Flight to Athens + Departure

    • Meet Our Expert

      Shannon

      Shannon

      Greece Specialist

      I have been exploring Europe for the better part of 40 years and keep coming back to Greece. I have such a passion for its people and its culture and love sharing it with my clients.

      CALL US ON: +1 844 879 7838
      Request a Quote

      What's Included

      • Private chauffeur-driven premium vehicle transfers
      • 11 nights in luxury hotels with breakfast
      • Private Acropolis tour
      • High-Speed Ferry from Athens to Sifnos- Club Class
      • Private Coastal hike tour in Sifnos
      • Small group farm to table cooking class in Sifnos
      • High-Speed Ferry tickets to Paros- Club Class
      • Private Unforgettable Greece Exlcusive Lux Boat tour to Antiparos with dinner reservation
      • High- Speed Ferry Tickets to Santorini- Club Class
      • Private wine tour of Santorini
      • Private sunset catamaran cruise with BBQ in Santorini
      • One-way flight from Santorini to Athens with check-in luggage
      • 24/7 support provided throughout your trip by our friendly, professional staff
      • Full financial trip protection is included
       

      What's Not Included

      • Roundtrip international flights
      • Any optional tours mentioned in the itinerary
      • Travel visas - your consultant will advise of any required visas and how to obtain them
      • Travel insurance - we strongly recommend you purchase travel insurance as soon as you have booked your trip
       

      Day by Day Itinerary

      • Day 1

        Arrival into Athens + Private hotel transfer

        AthensAcademy of Athens, Neoclassical Elegance in the Heart of Greece

        Upon arrival at Athens International Airport, you’ll be warmly welcomed and escorted by private transfer to your central Athens hotel. After checking in, the remainder of the day can be enjoyed at your leisure. Stretching your legs with a stroll is a great way to ease any jet lag.

        You might browse the upscale boutiques in the stylish shopping district of Kolonaki, or wander the charming lanes of Plaka, where neoclassical homes mix with ancient landmarks.

        As evening falls, perhaps dine on elevated meze plates like carpaccio of sea bass with a glass of Assyrtiko from Santorini and an illuminated view of the Acropolis.

        To enhance your visit, ask our experts to book a dinner reservation at an Acropolis-view restaurant, or request our Unforgettable Exclusive Welcome Tour in Athens to immerse yourself in the sights, tastes, and atmosphere of this exciting capital.

        Accommodation Options:

        • Athens Capital Hotel

          Athens Capital Center Hotel MGallery Collection

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        • Anthology Of Athens

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      • Day 2

        Private Acropolis Tour

        Parthenon on the Acropolis, AthensCaryatids of the Acropolis, Timeless Guardians of Ancient Athens

        You’ll have your own private guide for a tour that begins right from your hotel. Follow the local expert to the legendary Acropolis for an in-depth exploration. Ascending the hill, you’ll see magnificent landmarks like the Propylaea gateway, the Temple of Athena Nike, and the Erechtheion, but none may be as powerful emotionally as the iconic Parthenon.

        Standing before this enduring symbol of democracy, imagine what it would have to say if it could speak, having watched over the Greek capital for nearly 25 centuries. Your guide will provide insight into the stories behind the world-class monuments, bringing them all to life.

        Meals Included:
        Breakfast

        Experience Included:
        Private Acropolis tour

      • Day 3

        High-Speed Ferry to Sifnos + Private Transfers to Sifnos Hotel

        Sifnos

        Saying farewell to Athens, our driver will meet you at your hotel for a private transfer to Piraeus Port, where you’ll hop aboard the high-speed ferry to Sifnos. Some call it “the perfect Greek Island, with an exceptional culinary scene, sandy beaches, and a rich ceramics tradition.

        Upon arrival, you’ll be greeted by another driver for the private transfer to your hotel. Once you’ve checked in, the rest of the day is all yours.

        You might unwind while enjoying the scenery before sampling local specialties like shrimp orzo. In Sifnos, the seafood served is typically so fresh that it was probably caught the same morning.

        Meals Included:
        Breakfast

        Accommodation Options:

        • Verina Terra

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        • Nos Hotel & Villas, Sifnos

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      • Day 4

        Private coastal hike in Sifnos

        Sifnos GreeceKastro Sifnos

        Enjoy a private guided hike starting from Apollonia. Your driver-guide will pick you up at your hotel for this scenic trek toward the historic hilltop village of Kastro, known for its remarkable 4,000-year history. Along the way, pass through Ano Petali, Artemonas, and Ai Loukas, all featuring Cycladic architecture and sweeping island views.

        Stop at the Church of Panagia Poulati to admire Kastro, looking as if it’s rising from the sea. Continue on a coastal path to visit the village, with time for exploring sites like the 6th-century BC acropolis and 14th century Venetian fortifications independently.

        Conclude by watching a glorious sunset together.

        Meals Included:
        Breakfast

        Experienc Included:

        Private coastal hike of Sifnos

      • Day 5

        Farm-to-Table Organic Farm Cooking Experience in Sifnos

        Cooking Class Sifnos

        A delicious culinary journey provides the most useful souvenirs: new skills and recipes you can recreate together. You’ll head to a family farm near Apollonia, where three generations have preserved time-honored traditions.

        Over Greek coffee, learn about the island’s gastronomic heritage and the day’s seasonal menu that can be tailored to particular tastes. Guided by your hosts, you’ll help prepare classic Sifnian dishes using organic ingredients, harvested just steps away.

        Learn techniques passed through generations, including slow-cooking in handcrafted clay pots, before strolling the gardens to taste farm-fresh fruits and vegetables. Break to visit a local pottery workshop before returning to savor the meal with drinks.

        Meals Included:
        Breakfast

        Traditional Lunch

        Experience Included:

        Semi- shared farm to table cooking experience

      • Day 6

        High-speed ferry to Paros + Private Transfer to Paros Hotel

        Paros

        After checking out of your hotel in Sifnos, our driver will meet you to provide a private transfer to the port where you’ll board a high-speed ferry bound for Paros, nestled between the islands of Naxos and Antiparos. It’s known for its Cycladic-style architecture, long stretches of soft sands, and mouthwatering Parian cuisine. Upon arrival, you’ll see another driver waiting to greet you and transport you to your hotel. The rest of the day is all yours.

        Wander winding whitewashed lanes hand-in-hand before sipping a seaside cocktail at sunset and dining on fresh-caught seafood in one of the waterfront tavernas.

        Meals Included:
        Breakfast

        Accommodation Options:

        • Summer Senses

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        • Vione Paros

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      • Day 7

        Private rib boat tour to Antiparos

        Beach, Paros, Greece

        Set out on an Unforgettable Greece Exclusive full-day luxury RIB experience, designed exclusively for honeymooners, combining tranquility, natural beauty, and understated elegance—far from the tourist crowds.

        On board a luxurious Saxdor boat with your private captain, enjoy a curated selection of light bites, refreshing drinks, and sparkling wine as you cruise through the crystal-clear aquamarine waters. There will be ample time to swim or snorkel in secluded bays, embracing the serenity and romance of the Aegean.

        Sail across the Paros–Antiparos Strait toward charming Antiparos, possibly passing the stunning Faneromeni Beach, before exploring dramatic cliffs and sea caves along the coastline. If time permits, you may also pause in the secluded emerald waters between Antiparos and Despotiko, opposite the ancient Temple of Apollo.

        The experience continues with a beachfront fine-dining dinner in Antiparos, after which you will cruise back to Paros at sunset—watching the golden hues of the Aegean unfold from the comfort and privacy of your boat, creating the perfect romantic finale to your day.

        Meals Included:
        Breakfast

        Experience Included:
        Private Unforgettable Greece Exclusive Luxurious Boat tour to Antiparos

      • Day 8

        Day at Leisure in Paros

        Naoussa Port ParosKolibithres Paros

        Paros invites slow, sun-drenched days and romantic discoveries, making it ideal for any honeymooning couple’s day at leisure. If you’re a pair of beach lovers, perhaps a day on the golden sands of Golden Beach, or at Kolymbithres, a postcard-perfect scene with turquoise waters and sculpted granite formations. Or, explore charming mountain villages like Lefkes, with cobbled streets and alleys draped in bougainvillea, enjoyable to walk without the noise of traffic.

        Wine enthusiasts might take our optional wine tour to visit a local estate, the perfect opportunity to sample Cycladic varietals while learning about the production methods. 

        Meals Included:
        Breakfast

         

      • Day 9

        High-speed Ferry to Santorini + Private hotel transfer

        Santorini Streets, Whitewashed Alleys and Blue Dome Views Over the Caldera

        After checking out of your hotel in Paros, your private driver will escort you to the port to board a high-speed ferry to Santorini. As you approach the island, watch for its dramatic volcanic cliffs rising steeply from the sea. Upon arrival at the port, another driver will be waiting to provide a seamless private transfer to your hotel.

        After settling in, the rest of the day is at your leisure. This is a great time to sample the local white Athiri or red Vinsanto while enjoying a sea, caldera, and sunset view before indulging in a candlelit dinner under the stars.

        Meals Included:
        Breakfast

        Accommodation Options:

        • Rocabella Santorini

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        • Canaves Oia Epitome infinity pool

          Canaves Epitome – Santorini

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      • Day 10

        Private Wine Tour in Santorini

        Discover Santorini through the eyes of a true insider on this fully customizable private tour. It’s like being shown around by a local friend or family member, only better. Your expert guide will design the day around your interests.

        Enjoy the best of both worlds, visiting iconic highlights and hidden gems. Perhaps wander through authentic, traditional villages, seek out the island’s most breathtaking views, or visit historic wineries to tour cellars and enjoy tastings of the island’s unique volcanic wines, without having to worry about getting behind the wheel.

        An exploration of scenery, culture, and gastronomy can easily be combined into one unforgettable tour.

        Meals Included:
        Breakfast

        Experience Included:

        Private Wine Tour of Santorini

      • Day 11

        Private Sunset Catamaran Cruise with BBQ in Santorini

        Sunset sailing tour in Santorini

        You’ll have most of the day to enjoy at your own pace before embarking on a highlight of your time on Santorini, a private sunset catamaran tour. This romantic experience begins in Vlychada, where you’ll hop aboard your elegant vessel, enjoying a warm welcome from the crew. Sail along the island’s dramatic coastline, passing the towering cliffs and unique rock formations, stopping for a dip in the warmth of mineral-rich hot springs. You’ll have the chance to swim near the famous Red and White beaches too.

        A freshly prepared barbecue feast with complimentary drinks will be served before the grand finale: an epic Santorini sunset.

        Meals Included:
        Breakfast

        BBQ dinner

        Experience  Included:
        Private Sunset Catamaran cruise with BBQ dinner

         

      • Day 12

        Flight to Athens + Departure

        Santorini Panorama Views, Iconic Caldera Scenery and Endless Aegean HorizonsSantorini-view-over-Fira

        With so many moments to look back on, from standing before the majestic Parthenon in Athens, hiking scenic coastline, and sharing a farm-to-table cooking experience, to savoring Santorini’s caldera views, and much more, it will soon be time for your adventure to end. Our driver will meet you at your hotel for a private transfer to the airport, where you’ll catch your flight to Athens.

        As an international gateway, you can begin your journey home or continue your travels onward, perhaps exploring more breathtaking Greek Islands like Crete, or other Mediterranean destinations, such as Italy or Croatia. Our travel specialists will be happy to assist.

        Meals Included:
        Breakfast

         

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