Greek Islands Luxury Tours & Trips
Ever thought about exploring ancient Athens with city tours, sailing to Mykonos dining at Pilatis Gialos, or discovering Delos Island's ancient ruins? Enjoy Santorini's sunset and seafood at Oia, tour Santorini's volcano and hot springs. From Acropolis to party island to romantic caldera, basically luxury means small groups, premium hotels, and priority access that lets you experience Greek islands without fighting crowds at sunset viewpoints or waiting hours for restaurants.
8 best luxury Greek Islands tour packages
Compiled by
MelissaGreek Islands travel expert at TourRadar
Best Islands of Greece
11 Reviews by TourRadar travelers“The islands are beautiful and very interesting. Highly recommend this adventure!”
Betty, traveled in June
Stay at 5-star San Marco Hotel Mykonos and Splendour Resort Santorini, both with pools, spas, and sea views across Houlakia Bay. Wander the whitewashed streets of Mykonos Town, sail to UNESCO-recognized Delos to see ancient temples and the Terrace of the Lions, then visit Santorini's volcanic beaches in red, black, and white.
Duration 10 days Destinations Athens, Mykonos, Delos, Santorini Age Range Ages 18+ Price Per Day $367 Operator Ciconia Exclusive Journeys From $5,640
35% Off- US$3,666You save $1,974
Stay three nights at Galaxy Hotel on Naxos before a full-day sailboat cruise to Kato Koufonisi and Ano Koufonisi with Greek BBQ and swimming at Rina Cave. See the 2,000-year-old olive tree in Vouves, then head to a family winery in Anoskeli for tastings before three nights at Samaria Hotel near Chania's Venetian Harbor.
Duration 14 days Destinations Athens, Naxos, Cyclades, Heraklion, Rethymnon, Chania Age Range All Ages Welcome Price Per Day $425 Operator Collette From
35% Off- US$5,949+$250 upfront costs
Amazing Aegean | Semi-Private 8-Day Guided Tour
11 Reviews by TourRadar travelers“Yorgas selected 4/5 star hotels and made amazing meal selections that provided an authentic Greek culinary experience.”
Ljlanehart, traveled in May
Five-star accommodations in Santorini's Imerovigli and traditional Cretan resorts set the tone for this refined escape. Private tours wind through Akrotiri ruins, while exclusive tastings at Santo Wines and authentic cooking classes in local homes create lasting memories.
Duration 8 days Destinations Athens, Sounio, Chania, Aptera, Rethymnon, Knossos, Santorini, Oia, Akrotiri, MegalochoriSee all destinations Age Range Ages 16+ Price Per Day $777 Operator Pictours of Greece From
35% Off- US$6,213
The Greek archipelago unfolds with 4-5* accommodations throughout your stay. A private catamaran glides around Santorini's caldera, while exclusive beach access in Mykonos provides perfect retreats. Premium wine tastings, gourmet cruise meals, and expert archaeological guides complete the journey.
Duration 13 days Destinations Athens, Mykonos, Paros, Naxos, Santorini Age Range All Ages Welcome Operated in English, Spanish Price Per Day $586 Operator Epos Travel & Tours From
35% Off- US$7,620
Duration 9 days Destinations Athens, Paros, Naxos, Santorini Age Range Ages 15+ Price Per Day $599 Operator Intrepid Premium From $5,990
10% Off- US$5,391You save $599
Mediterranean Legends
4 Reviews by TourRadar travelers“The cruise was fantastic. The food was thoughtfully prepared and always fresh.”
Naomi, traveled in November
Your home at sea, Celestyal Olympia, provides premium cabin comfort throughout your voyage. Wander Mykonos' chic streets, savor Santorini's exclusive restaurants, and step back in time at Crete's ancient palaces. Premium drinks and upscale Mediterranean dining enhance your sailing adventure.
No departure dates availableDuration 7 days Destinations Athens, Mykonos, Kusadasi, Patmos, Heraklion, Santorini Age Range All Ages Welcome Operator Insight Vacations 
Chora Suites welcomes guests with traditional Cycladic architecture and peaceful courtyards. Private tours reveal Vryokastro ruins' secrets, while exclusive wine tastings in Merichas port and premium amenities at Hotel Saron complement nearby pristine beaches.
Duration 7 days Destinations Athens, Kythnos, Chios, Mykonos, Chora, Loutra, Kea Age Range Ages 16+ Price Per Day $231 Operator Exodus Adventure Travels From $1,865
13% Off- US$1,615You save $250
This 8-day sailing trip on a 51ft yacht takes just 8 guests in double and twin cabins from Kefalonia's Robola wine region to Corfu's Palace of St. Michael and St. George. Anchor at private island Atokos in a Natura 2000 protected area, swim in Antipaxos' turquoise waters, and check out Meganisi's secluded bays.
Duration 8 days Destinations Sami, Ithaca, Kalamos, Meganisi, Lefkada, Paxi, Corfu Age Range Ages 15+ Price Per Day $323 Operator Intrepid Travel From
13% Off- US$2,585+$117 local payments
What our customers ask about Greek Islands Luxury Tours & Trips
What types of luxury accommodations can I expect in the Greek Islands?
The Greek Islands offer a range of upscale 4 and 5-star properties that blend local architecture with modern comforts. In Santorini El Greco Resort showcases traditional Cycladic design with its white facades while providing spacious contemporary rooms and multiple swimming pools. Hotels in Naxos feature private balconies with sea views while properties like the Royal Olympic Hotel in Mykonos provide front-row views of the island's iconic sites. Guest reviews consistently highlight the quality with one TourRadar traveler noting "The hotels were all 5-star luxury hotels and the dining was superb. The service at each resort or hotel was wonderful."
What is the typical price range for luxury tours in the Greek Islands?
Expect to invest between USD 500-900 per person each day for a premium Greek Islands experience. Standard luxury packages average USD 530 daily while private custom tours can reach USD 919 per day. These rates typically cover upscale accommodations private transportation exclusive activities most meals and expert guides. Prices shift based on timing tour duration and specific inclusions. Industry data places these offerings in the luxury category with comprehensive high-end services throughout.
When is the best time to book a luxury tour in the Greek Islands?
Plan your visit during May-June or September-October for the best experience. These months offer comfortable 25°C temperatures less competition for prime spots like Santorini's sunset views and better access to preferred hotels. The peak summer season brings intense heat up to 40°C along with larger crowds. One TourRadar traveler shares practical advice: "It was fun and educational but travelers should be prepared for the weather and plan accordingly for the best experience."