14 Days in the Greek Isles: An Ultimate Couples Itinerary

Ancient Athens - 3 nights

Stay: THE DOLLI at Acropolis

Nestled beneath the iconic Acropolis and newly opened in 2023, THE DOLLI at Acropolis sets a new standard in luxury for Athens. Perfect for couples seeking an intimate and sophisticated escape in the heart of Athens, this boutique hotel captures the essence of modern Greek design with its minimalistic yet warm interiors and featuring stunning views of the Parthenon. Rooms and suites are light, bright and airy with natural fabrics and textures, marble bathrooms and contemporary artworks giving the accommodations a luscious, homely feel. The real scene-stealer, however, is its dazzling infinity pool, voted by Conde Nast Traveler as one of the best pools in the world, with waters that reflect the Acropolis above.

Do:

Take a private tour of the Acropolis. Walk the uninterrupted paths of one of the most impressive ancient citadels in the world and immerse yourself in its story with a private tour of the Acropolis at dawn or dusk. This VIP experience is even offered at THE DOLLI.

Sail along the Athenian Riviera. See a side of Athens most visitors miss! With crystal-clear waters and hidden coves just 30-60 minutes from the city, there is plenty to explore in the Athenian Riviera. Book a private chef to join you onboard and enjoy a bespoke menu and wine pairing for the ultimate romantic experience.

Designer shopping in Kolonaki. Discover Athens’ chicest neighbourhood, a blend of culture, shopping and dining. The area is revered as home to high street retailers celebrating Greek designers and also as the capital of the city’s café culture.

Eat:

Local eats - Souvlaki. While an internationally recognised staple of Greek cuisine, Athenians know how to do souvlaki right! Find a street stand or hole-in-the-wall shop for fast, flavourful and authentic souvlaki.

Fine dining - Hytra. Hytra offers both a Michelin-starred, modern Greek dining experience and panoramic views of the city. The sleek, contemporary design and exquisite flavors make it ideal for a sophisticated, romantic dinner.

Mythical Mykonos - 3 nights

Stay: DEOS Mykonos

Perched above Mykonos Town with panoramic views of the Aegean, DEOS Mykonos Hotel is a sleek, modern sanctuary that has gained acclaim as one of the island’s finest luxury hotels. This new gem offers ultra-private suites with infinity pools, sunset-facing terraces, architecture that poetically mimics the nature and landscapes of the island, and exclusive access to the Agrari private beach. What sets DEOS apart is its elevated yet tranquil setting—close enough to the buzz of Mykonos Town, yet blissfully peaceful. Guests can indulge in curated wellness rituals, sip craft cocktails poolside, and dine on gourmet Greek cuisine with jaw-dropping sea views.

Do:

Charter a yacht to Delos and Rhenia. Swim in the secluded turquoise waters of the islands and explore archaeological sites at Delos, the mythological birthplace of Apollo and Artemis as well as a designated UNESCO World Heritage Site.

Visit the Windmills and Little Venice. Offering a captivating blend of history, charm and stunning views, a visit to the Windmills and Little Venice is a must-do on the island, especially at sunset for a romantic view.

Hike to Armenistis Lighthouse. For breathtaking panoramic views of the Aegean Sea, surrounding islands and Mykonian coastline, a hike up the steep hill to Armenistis Lighthouse is the perfect spot for a picturesque escape.  

Eat:

Local eats - Kopanisti Mukonou. This spicy, fermented cheese is uniquely Mykonian. It’s tangy, peppery and totally addictive. Served as a meze with bread or rusks, it’s bold and pairs perfectly with an ouzo on the beach.

Fine dining - Katrin. This charming, intimate spot is one of Mykonos’ oldest restaurants, serving delicious cuisine with international touches. Its cozy courtyard and romantic vibe make it a highly sought after restaurant for every visitor (famous or otherwise) to the island.

Picturesque Paros - 3 nights

Stay: Cosme, a Luxury Collection Resort

Tucked into the sun-kissed shores of Naoussa, Cosme, a Luxury Collection Resort in Paros, is a chic, Cycladic haven where laid-back sophistication meets beachfront bliss. With design inspired by the bright fishing villages of Paros, curved architecture echoing the island’s natural forms, and private beach club, Cosme offers a tranquil escape just minutes from Naoussa’s lively harbor. Guests can unwind in suites with sea views and plunge pools, take a dip in the stargazing infinity pool, or join curated cultural experiences that connect you to the heart of Parian life. For travellers craving stylish serenity with a touch of local soul, Cosme is pure island magic.

Do:

Seaside spa day in Naoussa. Stay in at Cosme and treat yourself to a beachside spa day at their celebrated Elios Spa, named for the Greek god of the sun. With a wide treatment menu featuring local ingredients, this retreat offers harmony, relaxation and serenity.

Exclusive wine tastings at Moraitis Winery. Enjoy a private tour and tasting at Moraitis Estate Winery, founded in 1910 and a pillar of the local gastronomy. Explore the vineyard and overflowing cellar with local cheese pairings.

Private boat trip to Antiparos. Charter a catamaran and adventure around the scenic island, Antiparos. Discover secret swimming coves, Europe’s oldest stalagmite, cliff diving and indulge in a delicious seafood lunch.

Eat:

Local eats - Gouna. The island’s signature dish of sun-dried mackerel that’s grilled and lightly seasoned. Traditional, flavourful and a true taste of Cycladic fishing culture.

Fine dining - Siparos. This restaurant is a romantic haven by the sea, offering exquisite seafood and traditional Greek cuisine against a stunning backdrop of the Aegean Sea. The ambiance is serene, making it ideal for a sunset dinner or evening by the water.

Sun-Drenched Santorini - 2 nights

Stay: Mystique, a Luxury Collection Hotel

Carved into the dramatic cliffs of Oia, Mystique, a Luxury Collection Hotel in Santorini, is the ultimate romantic escape, where every suite opens to breathtaking caldera views and private terraces that seem to float above the Aegean. Designed with smooth, cave-style architecture and soft, natural tones, it feels like a serene dream sculpted from the island itself. Guests can sip wine from the hotel’s 150-year-old secret cave cellar, dine cliffside at Charisma Restaurant, and unwind in infinity pools that melt into the horizon. For couples seeking unforgettable sunsets, secluded luxury, and timeless Santorini magic, Mystique is simply unforgettable.

Do:

Private dinner at the Caldera’s Edge. Make your honeymoon, anniversary or first holiday together especially memorable with a private candle-lit degustation on a secluded balcony on the property at the caldera’s edge.

Visit ancient Akrotiri. A Greek Pompeii, discover the Minoan city frozen in time by volcanic ash. Wander through streets, homes and frescoes for a fascinating glimpse into ancient history.

Horseback riding along Eros beach. Ride a horse on the beautiful black-sand Eros beach, under the shadow of steep cliffsides. Traverse paths surrounded by vineyards and continue towards the top of the hill to enjoy panoramic views of the ocean.

Eat:

Local eats - Tomatokeftedes. These herb-packed tomato fritters are fried to perfection with a crispy outside and fluffy inside. Thanks to the island’s volcanic soil, Santorini’s cherry tomatoes are extra sweet and punchy.

Fine dining - Selene. Located in what used to be an 18th century Catholic monastery, Selene offers a fine-dining experience that celebrates Santorini’s local flavours, paired with a curated wine list, that will leave diners amazed.

Captivating Crete - 3 nights

Stay: Phāea Blue Elounda

With unparalleled sea views from the serene Cretan coastline, an hour from Heraklion and 5 minutes from the quaint fishing village of Plaka, Phāea Blue is where laid-back luxury meets earthy elegance. This timeless and elegant retreat offers intimate spaces and a welcoming atmosphere, private bungalows and suites, some with plunge pools overlooking the sea, and incredible dining options inspired by local ingredients. With Spinalonga Island in the distance and the warm breeze of Mirabello Bay at your doorstep, Phāea Blue is not just a hotel, it’s an authentic connection to Crete’s soul.

Do:

Private Cretan cooking class. Learn traditional Cretan recipes passed down through generations at a private cooking class in a historic stone house with a yia yia or chef. It’s the perfect way to connect with culture and each other.

Exclusive tour of Knossos Palace. Skip the crowds and walk through the legendary labyrinth of King Minos at Knossos Palace with a knowledgeable guide to bring the stories of gods and myths to life. 

Jeep tour to the White Mountains. Explore Crete’s dramatic White Mountains by private Jeep for the ultimate immersion. Wind through scenic trails and hidden gorges, discover centuries-old monasteries, visit tiny mountain villages and top it off with a private picnic.  

Eat:

Local eats - Dakos. A rustic Cretan staple, dakos are barley rusks topped with grated tomato, local mizithra cheese, oregano and loads of olive oil – similar to an Italian bruschetta. Simple, healthy and insanely tasty, this appetiser is the island in a bite.

Fine dining - Peskesi. A romantic Cretan farm-to-table dining experience, Peskesi in Heraklion offers a true taste of Cretan culinary heritage with locally sourced, organic ingredients. Expect dishes that are simple yet rich in flavour, served in a rustic, charming atmosphere.  

Our 14 day Greek Isles itinerary for couples was created in collaboration with La Collection. To book this itinerary or learn more about the destinations, please contact one of our expert Travelcall advisors.

MELBOURNE 03 9252 3800 | SYDNEY 02 8333 7700 | BRISBANE 07 3368 2113

or email travel@travelcall.com.au