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Luxury Greek Island Tours
Sun-drenched beaches, azure waters and cobbled streets lined with white-washed buildings. Greece's many rugged islands have an indescribable allure.
- Personalized Greek island vacations
- Exclusive experiences with local private guides
- Award-winning travel experts
- Around-the-clock support
Sit back and watch the waves lap against the shore as you tuck into delicious gyros or souvlaki, served with lashings of tzatziki and a cold beer. This is relaxed island life at its finest and it's the simplicity that we love the most.
From the rugged beauty and sleepy fishing villages of Sifnos to the luxurious private villas on Zakynthos, Greek island vacations allow you to discover each place's unique charm. These enticing islands are ideal for an early summer getaway in May and June when the temperatures are warming up but the summer crowds haven't arrived yet.
Whether you're after a personalized island-hopping adventure or prefer to unwind at a single hotel for a week, our specialists will ensure your trip ticks all the boxes.
Corfu
Explore
Located in the Ionian Sea just off the northwest coast of mainland Greece, lies the Greek Island of Corfu. Synonymous with British and European travelers for decades, it's an island of contrast, with a rugged interior and shoreline littered with beautiful coves, bays and a mix of hotels, B&Bs and villas. An eclectic island, with an architectural style defined by Italian, French and British rule.
Crete
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Lying in the Aegean Sea, Crete is a mountainous island with spectacular rocky coasts, vast sandy beaches, pebble shores and pristine crystal-clear Mediterranean waters. The interior is equally stunning, with green, lush, mountainous terrain. Rich in history and culture, with impressive architecture in its towns and villages and many archaeological sites, Crete is well worth a visit.
Mykonos
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The small Greek island of Mykonos makes up part of the Cyclades island group. The Greek destination of choice for jet-setters and honeymooners, Mykonos is known for its glamorous night-life, luxurious resorts, white-washed villages and sparkling blue sea. However away from the busier beach clubs, you'll find pristine sands, secluded coves and hidden bays waiting to be explored.
Naxos
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Naxos is the largest island in the Cyclades, boasting history, culture and pristine beaches. From the soft sands found along the coastline to the hilltop villages of the island's interior, Naxos offers something for both sun worshippers and culture lovers. A wealth of local produce is grown on this unusually green island, ensuring Naxos also boasts a fantastic foodie scene.
Paros
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The picturesque island of Paros is home to spectacular sandy beaches and enchanting towns. The third largest island in the Cyclades, Paros is renowned worldwide for its beautiful marble, which helped put the island on the map. Whitewashed villages lead to the stunning coast, where the surrounding islands are scattered across the horizon.
Santorini
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Santorini is possibly the most picturesque of the Cycladic islands, famed for its spectacular sunsets, whitewashed houses, blue-domed churches and legendary romantic appeal. Beaches of multicolored volcanic sand can be found in the south-east of the island while along the western coast calm, clear waters lap the pebble beaches.
Zakynthos
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Set just off the west coast of mainland Greece in the crystal clear Ionian Sea, Zakynthos is one of the country's most beautiful islands. Mentioned in Homer's The Iliad and The Odyssey and for many centuries it was the crossroads for numerous nations and cultures the island has a wealth of history and tradition.
Sifnos
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The rugged island of Sifnos is an outdoor lover's paradise, where spectacular scenery and breathtaking views meet picturesque whitewashed villages. This mountainous island offers fantastic hiking trails, as well as the opportunity to discover a more authentic side of Greece. Paired with delicious local cuisine, Sifnos is a true hidden gem of the Cycladic islands.
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1 - 5 of 5 Hotels
Naxian Collection
Agios Prokopios, Naxos, Greece
Located in western Naxos, just a short drive from Chora, Naxian Collection is a boutique hotel comprised of 16 suites and villas. Close to the beaches and sights of the island, this is an ideal base for both families and couples looking to explore Naxos.
Seven Santa Maria
Santa Maria, Paros, Greece
Located in the north of Paros, Seven Santa Maria is a beachfront boutique property with just seven rooms. Surrounded by fragrant gardens and with the sandy beach just a short walk away, Seven Santa Maria is a secluded and peaceful hotel.
Milos Breeze
Pollonia, Milos, Greece
Just outside the charming town of Pollonia, Milos Breeze is a boutique hotel perched on a hilltop, overlooking the beautiful bay below. This peaceful retreat offers a relaxing stay and is the ideal base from which to explore the island of Milos.
Grace Santorini, Auberge Resorts Collection
Santorini, Greece
Grace Santorini, Auberge Resorts Collection is a luxurious boutique hotel perched high on the cliffs of this volcanic island, offering spectacular views over the caldera. Located in peaceful Imerovigli, it is one of the most exclusive hotels on Santorini.
Couples Culture
Santa Marina, a Luxury Collection Resort, Mykonos
Mykonos, Greece
Set on a private beach on the island of Mykonos in Greece is Santa Marina. With a selection of hotel rooms, suites and villas, this secluded resort offers a luxurious island retreat, ideal for both families or couples.
Beach Spa & health Villa
1 - 5 of 5 Hotels
1 - 4 of 4 Tour Ideas
nights
Honeymoon in the Greek Islands
Athens, Milos, Sifnos & Santorini
Discover the beauty and romance of the Cyclades islands on this spectacular Greece tour. Soak up the history of Athens and then go off the beaten track to admire the incredible landscapes of Milos and the rugged beauty of Sifnos. End your voyage on Greece’s most romantic island, Santorini, with breathtaking caldera views and glorious sunsets.
Couples Beach Culture
$10,800 pp
nights
Epic Greek Islands
Athens, Milos, Sifnos & Naxos
Epic island hopping off the beaten track. Experience the unique Greek isles like never before on this luxury tour of Greece's iconic Cycladic cluster. Stunning vistas, secret hideaways, sublime cuisine, and all with pure authenticity. You'll get under the skin of local traditions, visit secluded islands and soak up the sun on paradise beaches.
Couples
$7,900 pp
nights
Family Fun in the Greek Islands
Athens, Kea, Paros & Vouliagmeni
Greece is a fantastic destination for families. There's history, culture and beautiful beaches in abundance, plus plenty for children of all ages. On this touring vacation in Greece, you'll take in the spectacular scenery and ancient traditions of Sifnos and Paros, two authentic Cycladic islands, and then relax in ultimate luxury on the mainland.
Beach Culture Off the beaten track
$7,300 pp
nights
Extraordinary Mykonos & Santorini
Mykonos & Santorini
Immerse yourself in the glamour of these stunning islands. This itinerary boasts boutique hotels overlooking the sparkling waters of the Aegean Sea, iconic whitewashed streets and blue-domed churches, plus sun-drenched beaches and exclusive clubs. Lap it up in your private jacuzzi, dine at the best restaurants or relax on a sublime sunset cruise.
Couples Beach
$8,100 pp
1 - 4 of 4 Tour Ideas
The Best Greek Islands for…
Whether you’re after the outdoors hiking the rural landscapes or spending time with a Greek family learning about their culture and traditions all wrapped in a gorgeous homecooked meal, here’s where to go for your ideal trip.
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Best for Beaches
Luxury Greek island tours wouldn't be complete without blissful beach days. As the largest island, Crete has a huge variety of beaches and secluded coves to choose from. Experience the pink sands and turquoise waters of Elafonissi Beach or visit lesser-known beaches for a truly tranquil escape. Milos' volcanic landscape has shaped dramatic coastlines and unique geological formations, with beaches like Sarakiniko defined by striking white rock.
Zakynthos is best known for stunning beaches like Navagio, or 'Shipwreck Beach'. Head to Paros and find soft sands and lively beach bars at Golden Beach or experience the windsurfing scene at Kolymbithres Beach. Naxos, meanwhile, is known for an exceptional diving scene on its pristine coast.
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Best for Food & Drink
In Santorini, indulge in mineral-rich wines nurtured by the island’s volcanic soil and idyllic climate. Crete is renowned for its signature cheeses, best enjoyed with local olives. Join a hands-on cooking class afterward sampling some to master traditional Cretan dishes with authentic flair.
Sifnos also has a rich culinary heritage, featuring slow-cooked dishes like revithada (baked chickpeas) and mastelo (lamb or goat in red wine). Meanwhile, the high-end restaurant scene in Mykonos is a draw for many travelers.
"The Greek islands offer an exceptional culinary experience. Expect the finest seafood, freshly caught and simply prepared to highlight natural flavors, paired with local wines that capture the essence of the islands.
"Mykonos excels in gourmet dining, with beachfront restaurants serving fresh seafood and world-class wines. Crete is known for its farm-to-table philosophy, where rich olive oil, wild herbs and local cheeses elevate traditional dishes, while in Zakynthos, fresh fish and local honey create unforgettable flavors."
Livia Angelini, Europe Travel Expert -
Best for Nightlife
While trips to the Greek islands offer a serene escape from reality, there's no shortage of evening entertainment. Mykonos is renowned for its glamorous nightlife in the form of exclusive beach clubs like Pasaji, one of the smartest in the area. Within its whitewashed streets, you'll find plenty of sophisticated restaurants and stylish bars. The island also attracts top DJs from around the world, making it perfect for those looking to party into the night.
Enjoy picture-perfect sunsets with a cocktail or local wine in one of Santorini's many chic bars overlooking the caldera. The island offers refined, laid-back nightlife, with plenty of venues to explore.
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Best for Culture
While vacations to the Greek islands offer a serene escape from reality, there's no shortage of evening entertainment. Mykonos is renowned for its glamorous nightlife in the form of exclusive beach clubs like Pasaji, one of the smartest in the area. Within its whitewashed streets, you'll find plenty of sophisticated restaurants and stylish bars. The island also attracts top DJs from around the world, making it perfect for those looking to party into the night.
Enjoy picture-perfect sunsets with a cocktail or local wine in one of Santorini's many chic bars overlooking the caldera. The island offers refined, laid-back nightlife, with plenty of venues to explore.
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Best for Hiking
Greek island vacations offer a diverse set of hiking experiences. Crete's dramatic gorges and towering mountain ranges make it the ideal destination for those wanting to connect with nature across varied terrain.
You can venture between mountain villages hidden in the green valleys in Naxos, while Santorini's volcanic trails promise unrivaled views of the caldera and the Aegean Sea.
- Best for Beaches
- Best for Food & Drink
- Best for Nightlife
- Best for Culture
- Best for Hiking
Our team of specialists are waiting to help you book your next adventure. Contact us today to start planning your personalized trip.
FAQs for Greek Island Holidays
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Definitely! It's such a great way to see all that Greece has to offer and experience the different islands’ variety of cultures and foods. Whether your interests lie in history, adventure or simply relaxing on the beach, these islands have something for everyone.
And with our personalized tours, we’ll craft a Greek Island tour that feels uniquely yours.
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We recommend Paros as the most elegant island in Greece.
Expect traditional whitewashed hillside towns and sleepy tavernas serving the catch of the day. With plenty of white sand beaches to choose from, Paros is also a foodie-loving haven. Anti-Paros, a small island just a short boat ride away from Paros, is ideal for those who seek total peace and quiet – a rare thing in Greece during the summer months! For the best beaches, Milos has plenty to offer. A great spot for couples, Milos is evolving into one of the Mediterranean’s most sought-after destinations.
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The prettiest and quietest Greek island has to be Sifnos. With towering mountains, crystal clear water and incredible food, this island is a must for all who are seeking complete relaxation. The breathtaking whitewashed villages are full of friendly locals who want to show travelers what their lovely island has to offer. This island is ideal for couples, as well as families, a truly hidden gem undiscovered by mass tourism.
Plan your Greece trip today
Plan your trip
Our team of Greece travel specialists are waiting to help you book your next adventure.
Why Choose Scott Dunn for Luxury Vacations in Greece?
Unique to You
- We listen to your travel goals and craft unique trips that are personalized to you.
- We’re with you every step of your life’s travel journey, from honeymoons to family trips and beyond.
Seamless Service
- Global offices in the UK, US, and Singapore for 24/7 seamless service.
- We offer flexibility if your plans change so you can book with confidence and peace of mind.
Carefully Curated Collection
- We’ve curated an elevated collection of accommodation, experiences, and guides.
- Committed to fostering close global relationships to continue bringing you unique experiences.
Luxury in Every Sense
- We deliver a sense of luxury that matters most to you.
- Awarded Condé Nast Traveler’s Top Travel Specialists in the World 12 years in a row.
Call us on 212 660 0228 to start planning your holiday
