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Island Hopping in Spain and Greece

Madrid, Ibiza, Mallorca, Mykonos, Santorini, Athens

HOME > DESTINATIONS > EUROPE > SPAIN, GREECE > Island Hopping in Spain and Greece

Designed by Molly

This example itinerary from


18 days

Combining two iconic destinations of the Mediterranean, this journey will take you to the undiscovered edges of Spain and Greece. Travelling through the Balearics, before reaching the archipelago of Greek islands, you will truly be taken away from the crowds to seek out spots unknown, secrets well hidden and experiences beyond compare. 


  • Private tapas and cervaza tasting tour in Madrid
  • Charter a private yacht to the island of Formentera, a lesser known gem among the Balearics 
  • Roam through stretching vineyards on a private wine-tasting experience on the Spanish island of Mallorca 
  • Soak up the Grecian sun at Nammos Beach Club in Mykonos
  • Embark on a private catamaran cruise around the island of Santorini at sunset
  • Explore the Acropolis in Athens alongside a hand-selected private guide who can regale tales of times gone by

What’s Included

  • Personal travel designer and dedicated point of contact
  • 24/7 support when you are on-the-ground
  • Dedicated concierge service
  • 17 nights 5 star accommodation with breakfast included
  • All ground transfers
  • Private guide in Athens
  • Catamaran sunset cruise
  • Private boat trip to Formentera
  • Access to beach clubs, restaurants and iconic sights as requested
  • All private tours as detailed in this sample itinerary

Example Itinerary

Day 1-4

Madrid, Spain

  • Indulge in a private tapas and cerveza tasting tour
  • Sip on an Aperol Spritz on the rooftop of The Principal with unwavering views of the city

Touchdown in Spain and enjoy three days of browsing Madrid’s highlights. From the artworks in the famed Prado Museum, to sun-drenched afternoons in El Retiro Park, you can blend city exploration with the classically slow paced lifestyle the Spaniards do so well. 

Start the Spanish leg of your trip in the historical capital of Madrid. Centrally located and boasting the best panoramic rooftop views of downtown, The Principal is the perfect base for exploring the city. Spend the day exploring the architecture, culture and gardens; and in the cool of the late evenings, indulge with a private tapas and cerveza tasting tour.

Day 4-7

Ibiza, Spain

  • Embark on a day trip to the island of Formentera on a privately chartered boat, hop on and off for swims and snorkels in the blue waters of the Mediterranean along the way
  • Stay in the heart of Ibiza’s old town where charming boutiques and Spanish bistros hum with the beat of island life

Kick start your island hopping experience in Ibiza, famed for its laid back atmosphere, breath-taking beaches and five star beach clubs. Spend your days exploring the olive and citrus groves in the bucolic countryside, slicing through the crystalline waters on a private boat and relaxing with your latest read on a beachfront sun lounger. 

For your whistle stop visit of the ‘White Island’ stay at The Montesol Experimental in the heart of Ibiza old town. Explore the island with a Jeep tour on land and a private boat on the water; take a day trip to Formentera to experience the clear waters and white beaches of the small sister island. Round it all off with dinner reservations we’ve made at the hottest new restaurants.

Day 7-9

Mallorca, Spain

  • Sink into a deep tissue massage before retiring to the sauna and Hammam for a truly detoxifying experience
  • Sip on local wines as you are taken on an immersive tour of a traditional Mallorcan vineyard by your dedicated sommelier

Mallorca marks the last destination on the Spanish leg of your itinerary, as the largest island in the Balearics you can expect rolling hills dotted with groves of olives, grapes and lemons that fill the islands air with idyllic aromas reminiscent of a Mediterranean perfumery. 

Your next stop is the island of Mallorca. Staying at Finca Serena, an 18th-century farmhouse surrounded by vineyards and orchards. A self-proclaimed oasis of relaxation, unwind in back- to-back spa treatments and wellness activities; emerging only to indulge in a private wine tasting experience at a local vineyard.

Day 9-13

Mykonos, Greece

  • Spend days dipping in and out of the waters under the Aegean sun at Nammos and Principote beach clubs
  • Set sail from Mykonos to Delos for the day on a privately chartered boat trip

Crossing the oceans into Greece, you will set foot on the idyllic island of Mykonos, known worldwide for awe-inspiring scenery that draws in visitors from across the globe every year. Although it may be an incredibly popular island, and rightly so, we are able to take you away from the crowds with access to the best tables at sunset, suites for sleeps dreams are made of and experiences that go far beyond compare. 

Of the many Greek islands Mykonos is one of the most popular, and for good reason with its idyllic beaches and pleasant atmosphere. Reunite with the family and stay at Katikies. Your days at Nammos and Principote beach clubs will be intersected by a boat trip to Delos to soak up the best this delightful Greek isle has to offer.

Day 13-16

Santorini, Greece

  • Taste the local varieties of grape fresh from the vine on a privately guided vineyard tour and wine tasting experience
  • Watch the sun set over the Greek archipelago on a private catamaran cruise at dusk

Characterised by the blue rooftops that dust Santorini’s landscapes, the island is a picture of Greek sophistication. 

Arriving in Santorini, a picturesque destination with postcard views from every perspective, you’ll be staying at the renowned Perivolas. The stay in Santorini is littered with fun experiences for the whole family, including the ‘flying dress’ photoshoot and a Caldera Sunset Catamaran Cruise.

Day 16-18

Athens, Greece

  • Embark on a privately guided tour of the famous Acropolis to pull back the curtain on millenniums of history
  • Sip on a sundowner at the rooftop restaurant of your hotel, with unrivalled views of the Acropolis lit up against the backdrop of sunset

Take a step back in time and discover the fascinating relics of ancient Athens, a city steeped in history and legacy and a place where modern civilisation was pioneered. Raise a glass to the final days of your mediterranean journey against a backdrop of millenniums gone by. 

Your island hopping adventure culminates in Athens. We have chosen the AthensWas Design Hotel, in the vibrant neighbourhood of Plaka. Amongst a buzz of restaurants, you’ll amble up the hillside with your private guide to the famed Acropolis of Athens.

Home run!

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