shopping_cart Book Now

sellCycladic Gems

9 Days / 8 Nights

Journey through the Cyclades—from the stylish energy of Mykonos to the laid-back charm of Paros, ending with Santorini’s iconic sunsets. Thoughtfully paced with curated experiences and time to explore at your own pace, this island-hopping escape blends rich culture with effortless leisure.

Insider Tip: For a quieter, more exclusive experience, plan your trip in May, June or September, when the island’s beauty shines without peak-season crowds.

Customize the package and make it YOUR dream vacation!

Itinerary

Depart USA - Mykonos

Board your overnight flight and you're off to your exciting Greece Vacation! 

*Flights are not included in the price of this package.  We are happy to arrange them for you.

Arrival in Mykonos

Arrive in Mykonos.  Your private driver will bring you to your Mykonos hotel.  

Enjoy a free day to explore Mykonos on your own: wander its maze of whitewashed alleyways, iconic windmills, and waterfront cafés in Little Venice!

Best of Mykonos

The tour begins with a morning walk through the narrow streets of the Old Town. Explore the famous labyrinth, small port, local churches, the iconic windmills, and meet Petros the Pelican, the island’s beloved mascot.

Continue around the island, visiting famous beaches and the scenic countryside, with views of fishermen, traditional chapels, and classic Cycladic houses. In Ano Mera, the island’s second main village, enjoy free time to stroll around the square and visit the 16th-century Panagia Tourliani Monastery. The tour concludes with a stop at Kalafatis Beach for relaxation before returning to town via a panoramic viewpoint overlooking Mykonos and nearby islands.

Free Day

Enjoy the free day to explore Mykonos as you wish!  Spend your day at leisure relaxing at one of Mykonos’ famous beaches, such as Psarou, Paradise, or Agios Sostis or take an excursion to Delos, a Cooking class or a Wine Tour (not included in the package price).  Feel free to add any of our Mykonos Day Tours to your itinerary.

Mykonos to Paros

You will be picked up at your hotel and transferred to Mykonos port for your fast ferry ride to Paros.  Once you've arrived in Paros, you will be met at port and taken to your hotel.

After checking in, spend the day at leisure—stroll through the chic harbor of Naoussa, wander historic Parikia, or relax along Paros’ pristine beaches.

Free Day

Enjoy a day at leisure discovering Paros at your own pace. You may discover Naoussa’s picturesque old port, visit the historic Church of Ekatontapyliani in Parikia, and unwind on Paros’ soft-sand beaches. You may also opt for a half-day escape to Antiparos for swimming and a relaxed seaside lunch, then enjoy sunset at a scenic lighthouse or along the harbor.

Paros to Santorini

You will be picked up at your hotel and transferred to Paros port for your fast ferry ride to Santorini.  Once you've arrived in Santorini, you will be met at port and taken to your hotel.

Enjoy the rest of your day to explore Oia, Fira or Imerovigli and enjoy the world-famous sunset.

Free Day

Enjoy a day at leisure exploring Santorini’s iconic landscapes and beaches, from the black sands of Perissa to the dramatic Red Beach. Sample local wines at volcanic vineyards, then wander through the charming streets of Fira and the cliffside village of Oia.

Free Morning & Sunset Catamaran Cruise with Dinner

This morning is at your leisure to explore Santorini at your own pace. Feel free to add any of our Santorini Day Tours to your itinerary.

This afternoon enjoy a semi-private catamaran cruise along the island’s coastline.

Depart Santorini

Your Greek vacation comes to an end with a transfer from your hotel to Santorini Airport for your journey home. Depending on your flight schedule, an additional night in Athens may be added.

Inclusions

  • 3 nights in Mykonos
  • 2 nights in Paros
  • 3 nights in Santorini
  • Private arrival and departure airport transfers
  • Private transfers to/from port in each city as per itinerary
  • Fast ferry tickets: Mykonos-Paros and  Paros-Santorini
  • Transportation and English-speaking guide for Private Best of Mykonos Tour
  • Semi-private Catamaran Cruise with dinner
  • Breakfast daily at hotel

Optional Tour Add-Ons

Private Tour - Delos - Excursion from Mykonos

Duration: 4 hours, 9:00am-1:00pm
City: Mykonos

Depart Mykonos Old Port for a short ferry ride to Delos. After a 30–35 minute crossing, arrive at this uninhabited islet, one of the most important archaeological sites in the eastern Mediterranean and the legendary birthplace of Apollo and Artemis.

Explore the ancient ruins dating from the Neolithic through Roman periods, including the Temple of Apollo, the Sanctuary of Artemis, the ancient theater, and the famed Lion Street. Visit the Delos Museum to view sculptures, vessels, and everyday artifacts from antiquity before returning by ferry to Mykonos.

Exact time will be provided in final documents. Pick up at your hotel. 

Private Tour - Barbecue in Mykonos

Duration: 4 hours, 11:00am - 3:00pm
City: Mykonos

Barbecue is the art of slow cooking, relaxation, and shared moments. This customized experience for food lovers features a private meal at a traditional Myconian-style settlement, set in a beautifully secluded location. Enjoy your barbecue with a glass of wine or beer, along with soft drinks and water.

Exact time will be provided in final documents. Pick up at your hotel. 

Private Tour - Best of Santorini with Akrotiri Visit

Duration: 8 hours, 8:00am-4:00pm
City: Santorini

On this full-day tour, explore Santorini’s most iconic sites. Begin at Profitis Ilias, the island’s highest point, for panoramic views across Santorini. Continue to Megalochori for a walking tour through one of the island’s most charming villages, featuring Cycladic homes, cave dwellings, and white churches with blue domes.

Enjoy a guided visit to the Akrotiri Archaeological Site, a remarkably preserved Bronze Age settlement often called the “Prehistoric Pompeii.” Afterward, relax at Santorini’s famous black sand beach, where you’ll have time for swimming and lunch on your own at one of the many seaside restaurants.

End the day in Oia, renowned for its stunning sunsets, iconic whitewashed cave houses, and vibrant colors carved into the volcanic cliffs.

Exact time will be provided in final documents. Pick up at your hotel. 

Private Tour - Santorini Wine Tour - For Wine Lovers

Duration: 4 hours, 10:00am-2:00pm or 4:00pm-8:00pm
City: Santorini

Take a half-day Santorini wine tour and visit the island’s most distinctive wineries, tasting 12 different wines from Santorini and across Greece.

Explore vineyards on volcanic soils and stroll among the unique basket vines, learning about the island’s world-renowned viticulture. Your wine-expert guide will share the history of Santorini through its winemaking traditions as you visit legendary wineries celebrated internationally. Taste iconic local wines such as Assyrtiko, Nykteri, and Vinsanto, paired with traditional cheeses and local snacks.

Exact time will be provided in final documents. Pick up at your hotel. 

Private Tour - Flying Dress Photoshoot

Duration: 1 hour
City: Santorini

Discover the magic of flowing dress photography, a captivating way to celebrate beauty, elegance, and individuality. Set against the breathtaking landscapes of Santorini, this unique photoshoot transforms movement, wind, and light into stunning, timeless imagery. Inspired by the island’s cliffs, sea, and sky, the flying dress creates an ethereal effect that enhances both the scenery and the subject. Each gown is carefully chosen to complement the surroundings, making every moment feel truly special. From iconic caldera views to vibrant sunsets and serene seascapes, this experience is a celebration of femininity, grace, and unforgettable memories in one of the world’s most stunning destinations.

Exact time will be provided in final documents. Pick up at your hotel.